- Formation of N, N-Dimethylacrylamide by a Multicenter Hydrocarbamoylation of C2H2 with N, N-Dimethylformamide Activated by Ru5(μ5-C)(CO)15
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Hydrocarbamoylation of C2H2 by N,N-dimethylformamide (DMF) to N,N-dimethylacrylamide was effected by a series of cluster-opening reactions with Ru5(μ5-C)(CO)15 (1). The reaction of 1 with DMF yielded the new complexes Ru5(μ5-C)(CO)14(μ-n2-O=CNMe2)(μ-H) (2) and a minor coproduct Ru5(μ5-C)(CO)13(HNMe2)(μ-n2-O=CNMe2)(μ-H) (3) by a cluster-opening activation of the formyl C-H bond of DMF. Compound 3 was obtained from 2 by a further reaction with DMF. Compound 3 reacted with C2H2 (1 atm, 70 °C) to yield Ru5(μ5-C)(CO)13(μ-n3-O=CNMe2CHCH)(μ-H) (4) by the addition and coupling of C2H2 to the bridging dimethylformamido ligand. Compound 4 contains a σ-π-coordinated, dimethylformamido-substituted vinyl ligand that bridges a Ru-Ru edge of an open Ru5C cluster. The formamido group is also coordinated to one of the metal atoms. The addition of CO (1 atm, 25 °C) to 4 yielded the CO adduct Ru5(μ5-C)(CO)14(n2-O=CNMe2CH=CH)(μ-H) (5) containing a chelating dimethylacrylamido ligand, which released dimethylacrylamide by the reductive elimination of a C-H bond upon a further addition of CO (400 psi, 125 °C) with the re-formation of 1. All of the products were characterized by single-crystal X-ray diffraction analyses.
- Adams, Richard D.,Tedder, Jonathan D.
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Read Online
- Amide bond formation in aqueous solution: Direct coupling of metal carboxylate salts with ammonium salts at room temperature
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Herein, we report a green, expeditious, and practically simple protocol for direct coupling of carboxylate salts and ammonium salts under ACN/H2O conditions at room temperature without the addition of tertiary amine bases. The water-soluble coupling reagent EDC·HCl is a key component in the reaction. The reaction runs smoothly with unsubstituted/substituted ammonium salts and provides a clean product without column chromatography. Our reaction tolerates both carboxylate (which are unstable in other forms) and amine salts (which are unstable/volatile when present in free form). We believe that the reported method could be used as an alternative and suitable method at the laboratory and industrial scales. This journal is
- Nielsen, John,Tung, Truong Thanh
-
supporting information
p. 10073 - 10080
(2021/12/10)
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- Palladium-catalyzed regioselective synthesis of B(4,5)-or B(4)-substituted: O-carboranes containing α,β-unsaturated carbonyls
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With the help of a carboxylic acid directing group, Pd-catalyzed regioselective synthesis of B(4,5)-or B(4)-substituted o-carboranes containing α,β-unsaturated carbonyls has been reported. The-COOH, removed during the course of the reaction, is responsible for controlling the regioselectivity. The desired products could be obtained in moderate to good yields.
- Li, Jiaoyi,Lu, Jian,Tian, Song,Wang, Qian,Zhang, Chuyi,Zhang, Jianwei,Zhou, Ling
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supporting information
p. 4723 - 4727
(2020/07/13)
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- PRODUCTION METHOD OF N,N-DISUBSTITUTED α,β-UNSATURATED CARBOXYLIC ACID AMIDE AND CATALYST FOR PRODUCTION OF N,N-DISUBSTITUTED α,β-UNSATURATED CARBOXYLIC ACID AMIDE
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To provide a production method capable of producing N,N-disubstituted α,β-unsaturated carboxylic acid amide by a gas phase reaction.SOLUTION: The production method is a method for producing N,N-disubstituted α,β-unsaturated carboxylic acid amide by subjecting N,N-disubstituted carboxylic acid amide and aldehydes to a gas phase reaction in the presence of a catalyst. The catalyst includes an oxide of a first metal element being a metal element of Group 2 of the Periodic Table and an oxide of a second metal element being at least one kind of metal element selected from the group consisting of Mn, Cr, Co, Ni and Zn and has a mole ratio of the second metal element to the total mole number of the first metal element and the second metal element of 0.01 to 0.20.SELECTED DRAWING: None
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Paragraph 0070-0101
(2020/03/31)
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- N, N - disubstituted α, β - unsaturated carboxylic acid amide of (by machine translation)
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[Problem] to compounds derived from compounds containing chlorine atoms contained in the byproducts of the no possibility, stable compound to N, N - disubstituted α, β - unsaturated carboxylic acid amide manufacturing method. [Solution] N, N - di-substituted carboxylic acid amide phenols with formaldehyde, in the presence of a catalyst containing no chlorine atoms, in a nonaqueous liquid phase reaction, N, N - disubstituted α, β - unsaturated carboxylic acid amide having a process, wherein the formaldehyde, paraformaldehyde, trioxane is one selected from formaldehyde and anhydrous 1, 3, 5 - 1, and the catalyst, an acidic catalyst or a basic catalyst N, α N - disubstituted, with production of β - unsaturated carboxylic acid amide. [Drawing] no (by machine translation)
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Paragraph 0059; 0060
(2019/06/07)
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- Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages
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The construction of amide bonds and peptide linkages is one of the most fundamental transformations in all life processes and organic synthesis. The synthesis of structurally ubiquitous amide motifs is essential in the assembly of numerous important molecules such as peptides, proteins, alkaloids, pharmaceutical agents, polymers, ligands and agrochemicals. A method of SO2F2-mediated direct clickable coupling of carboxylic acids with amines was developed for the synthesis of a broad scope of amides in a simple, mild, highly efficient, robust and practical manner (>110 examples, >90% yields in most cases). The direct click reactions of acids and amines on a gram scale are also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in greater than 99% purity and excellent yields.
- Wang, Shi-Meng,Zhao, Chuang,Zhang, Xu,Qin, Hua-Li
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p. 4087 - 4101
(2019/04/30)
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- N, N - disubstituted α, β - unsaturated carboxylic acid amide of (by machine translation)
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The present invention is [a], the reaction time is short, suitable for mass-production by gas phase reaction N, N - disubstituted α, β - unsaturated carboxylic acid amide manufacturing method. [Solution] N, N - disubstituted α, β - unsaturated carboxylic acid amide is produced, N, N - disubstituted aldehyde carboxylic amide, in the presence of a catalyst, vapor phase reaction, N, N - disubstituted α, β - unsaturated carboxylic acid amide with. [Drawing] no (by machine translation)
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Paragraph 0057; 0058
(2019/03/07)
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- MANUFACTURING METHOD OF β-SUBSTITUTED PROPIONIC ACID AMIDE AND N-SUBSTITUTED (METH)ACRYLAMIDE
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PROBLEM TO BE SOLVED: To provide a method for industrially manufacturing β-alkoxy propionic acid amide, β-amino propionic acid amide and N-substituted (meth)acryl amide using (meth)acrylic acid ester as starting material at high yield and high purity. SOLUTION: There is provided a method for obtaining N-substituted (meth)acryl amide represented by target compound formula (7) by conducting an amidation reaction with amine using β-substituted propionic acid ester represented by the formula (1) of a product of a Michael addition reaction of (meth)acrylic acid ester and alcohol or amine in presence of a metal complex as a catalyst to obtain β-substituted propionic acid amide represented by the formula (3) and conducting a thermal decomposition reaction of β-substituted propionic acid amide in presence of the metal complex as the catalyst to eliminate alcohol or amine. A-CH2-C(R1)H-C(=O)-OR2 (1), A-CH2-C(R1)H-C(=O)-N(R3)R4 (3), CH2=C(R1)-C(=O)-N(R3)R4 (7) SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT
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Paragraph 0055; 0057; 0060; 0064
(2018/07/03)
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- RESORCINOL DERIVATIVE AS HSP90 INHIBITOR
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The present invention relates to a compound represented by formula (I) of a resorcinol derivative as an HSP90 inhibitor or pharmaceutically accepted salts thereof. The compound in the present invention has the activity of inhibiting heat shock protein HSP90. Therefore, the compound in the present invention is used to treat proliferative diseases such as cancer and neurodegenerative diseases. The present invention further provides the compounds and preparation methods for pharmaceutical compositions comprising the compounds, a method for treating diseases, and pharmaceutical compositions comprising the compounds.
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Paragraph 0130
(2017/12/27)
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- Method for synthesizing N,N-methacrylamide
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The invention discloses a method for synthesizing N,N-dimethacrylamide. An acetylene-substituted complex and dimethylamino formyl halide are used as raw materials for synthesizing the N,N- dimethyl propiolamide. On the condition of a specific catalyzer, the N,N- dimethyl propiolamide and hydrogen are subjected to a reaction to generate the N,N-dimethacrylamide. According to the method for synthesizing the N,N-dimethacrylamide, alkynyl is introduced, the reliability of the preparation process is ensured, the product yield reaches 91.3% or above, and the purity is 95.6% or above. According to the synthesizing method, the reaction temperature is low, few side reactions are produced, the yield is high, the purity is high, and the method has the application prospect.
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Paragraph 0040; 0041
(2016/10/08)
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- METHOD FOR PRODUCING N-SUBSTITUTED (METH)ACRYLAMIDE
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PROBLEM TO BE SOLVED: To provide an industrial method for efficiently producing a high-purity N-substituted (meth)acrylamide in a short time even under mild reaction conditions, which uses (meth)acrylic acid as a starting material and generates only water as a byproduct. SOLUTION: There is provided a method for producing an N-substituted (meth)acrylamide to obtain an objective compound, N-substituted (meth)acrylamide by the step of: reacting a (meth)acrylic and an amine compound to synthesize an aminopropionic acid derivative; then adding an inorganic material composed mainly of silica as a catalyst and performing amidation with the same amine compound to obtain an aminopropionic acid derivative; and subsequently eliminating an amine by the thermal decomposition reaction. COPYRIGHT: (C)2015,JPOandINPIT
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Paragraph 0053; 0054; 0057
(2018/11/22)
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- METHOD OF PRODUCING N-SUBSTITUTED (METH)ACRYLAMIDE
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PROBLEM TO BE SOLVED: To provide a method of producing N-substituted (meth)acrylamide of high purity under mild conditions. SOLUTION: This invention relates to a method of obtaining N-substituted (meth)acrylamide [3] by the detachment of an amine compound through the liquid-phase thermal decomposition of an aminopropionic acid amide derivative [1] in the presence of a catalyst mainly composed of silica, wherein R1-R5 are represented by H, a C1-32 alkyl group, and a hydroxyalkyl group. COPYRIGHT: (C)2016,JPOandINPIT
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Paragraph 0053; 0057; 0058; 0063; 0066
(2018/12/12)
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- (Meth) acrylamide N-substituted (by machine translation)
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PROBLEM TO BE SOLVED: a (meth) acrylic acid and a starting material, high yield, high-purity (meth) and N-substituted carboxylic acid amide derivative norbonene alkylacrylamide industrial production method. SOLUTION: and (meth) acrylic acid aminopentadienoic cyclometallized Diels-Alder reaction product of, norbonene carboxylic acid derivative, and silica as a main catalyst in the presence of an inorganic material, and amide-amine compound, norbonene carboxylic acid amide derivative. Furthermore, the vapor phase of the norbonene vinylcarboxamide deriv. aminopentadienoic cyclometallized by thermal decomposition reaction by desorbing, (meth) acrylamide purpose compd. N-substituted. Selected drawing: no (by machine translation)
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Paragraph 0054; 0055; 0056; 0057
(2018/12/12)
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- METHOD FOR PRODUCING N-SUBSTITUTED (METH)ACRYLAMIDE
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PROBLEM TO BE SOLVED: To provide an industrial method for producing a high-purity alkoxy propionic acid amide derivative and N-substituted (meth)acrylamide in a high yield, which uses a (meth)acrylic acid as a starting material. SOLUTION: There is provided a method for producing an objective compound, N-substituted (meth)acrylamide by the step of: amidating an alkoxy propionic acid derivative, which is synthesized from a (meth)acrylic acid and alcohol and represented by the formula [1], with an amine compound; R3-NH-R4(R3 and R4 each independently represents a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms or may form a saturated 5- to 7-membered ring with a nitrogen atom supporting them) in the presence of an inorganic material composed mainly of silica as a catalyst to obtain an alkoxy propionic acid amide derivative; and eliminating alcohol by the liquid phase thermal decomposition reaction of the alkoxy propionic acid amide derivative. (R1 represents H or a methyl group; and R2 represents a linear or branched alkyl group having 1 to 6 carbon atoms or an alkenyl group.) COPYRIGHT: (C)2015,JPOandINPIT
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Paragraph 0057; 0060
(2017/01/05)
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- Highly chemo-, regio-, and enantioselective rhodium-catalyzed cross-cyclotrimerization of two different alkynes with alkenes
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It has been established that a cationic rhodium(I)/(R)-tol-binap complex catalyzes the cross-cyclotrimerization of silylacetylenes, di-tert-butyl acetylenedicarboxylates, and acrylamides with excellent chemo-, regio-, and enantioselectivities. Unsymmetrical alkynoates can also be employed in place of di-tert-butyl acetylenedicarboxylate for this process, but with reduced chemoselectivity. Cross-training: It has been established that a cationic rhodium(I)/(R)-tol-binap complex catalyzes the cross-cyclotrimerization of silylacetylenes, di-tert-butyl acetylenedicarboxylates, and acrylamides with excellent chemo-, regio-, and enantioselectivities. Unsymmetrical alkynoates can also be employed in place of di-tert-butyl acetylenedicarboxylate for this process, but with a reduced chemoselectivity.
- Hara, Jun,Ishida, Mana,Kobayashi, Masayuki,Noguchi, Keiichi,Tanaka, Ken
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supporting information
p. 2956 - 2959
(2014/04/03)
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- Ink composition for inkjet printing, ink set, and image forming method
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The invention provides an ink composition for inkjet printing, the ink composition containing water, a coloring material, a polymerizable compound, a polymerization initiator represented by the following Formula (X), and polymer particles having a glass transition temperature of 90°C or higher, a mass ratio of the polymer particles to the polymerization initiator represented by Formula (X) being in a range of from 1:10 to 10:1 1 [in Formula (X), each of RX1, RX2, RX3, and RX4 independently represents a hydrogen atom or a substituent; and n represents an integer from 1 to 4].
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- Aldol condensation of amides using phosphazene-based catalysis
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We have developed a new method for the direct aldol condensation of unactivated amides using 1,3,5-triazo-2,4,6-triphosphorine-2,2,4,4,6,6- hexachloride (TAPC)-based phosphorous/SO42- catalysis. The SO42- species in a reaction mixture enhances the reaction rate of the catalysis. In principle, no metal sources are required for the generation of the catalyst, and there is no requirement for the use of stoichiometric quantities of an acid or base. This catalyst system is operative under relatively acidic conditions. One major advantage of carrying out the reaction under acidic conditions is that both aldehydes and acetals are capable of undergoing carbon-carbon bond formation at the α-carbon of amide carbonyl groups through dehydration.
- Foo, Siong Wan,Oishi, Shun,Saito, Susumu
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p. 5445 - 5448
(2012/10/29)
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- METHOD FOR PRODUCING ALPHA, BETA-UNSATURATED CARBOXYLIC ACID-N,N-DISUBSTITUTED AMIDE AND METHOD FOR PRODUCING 3-ALKOXYCARBOXYLIC ACID-N,N-DISUBSTITUTED AMIDE
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The invention is directed to a technique for effectively producing an amide compound suitable for use as a solvent or a detergent on a large scale and at low cost.
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Page/Page column 20-21; 23
(2012/03/26)
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- Cross-metathesis of allyl halides with olefins bearing amide and ester groups
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An investigation was conducted to determine whether the cross-metathesis (CM) of allyl halides tolerates amide groups. The results show that the ruthenium-based complexes I-III serve as poor catalysts for the CM of allyl halides with olefins that contain an N,N-dimethylamide group. In contrast, the Grubbs-Hoveyda-Blechert second generation catalyst (III) efficiently promotes these processes with olefins bearing a Weinreb amide group. Lastly, a reinvestigation of the ester group tolerance of the allyl halide CM with unsaturated esters demonstrated that III serves as an efficient catalyst for these reactions.
- Yun, Jeong In,Kim, Hyoung Rae,Kim, Sang Kyum,Kim, Deukjoon,Lee, Jongkook
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experimental part
p. 1177 - 1184
(2012/02/16)
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- Continuous Method for Producing Amides of Ethylenically Unsaturated Carboxylic Acids
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The invention relates to a continuous method for producing amides, according to which at least one carboxylic acid of formula (I) R3-COON (I), wherein R3 is an optionally substituted alkenyl group comprising between 2 and 4 carbon atoms, is reacted with at least one amine of formula (II) HNR1R2 (II), wherein R1 and R2 are independently hydrogen or a hydrocarbon radical comprising between 1 and 100 C atoms, to form an ammonium salt and/or a Michael adduct, and said ammonium salt is then reacted to form a carboxylic acid amide. under microwave irradiation in a reaction pipe, the longitudinal axis of the pipe being oriented in the direction of propagation of the microwaves of a monomode microwave applicator.
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Page/Page column 9
(2011/05/03)
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- NUCLEIC ACID PURIFICATION METHOD
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The present invention relates to a method for purifying nucleic acids using a nucleic acid-binding phase which is furnished with a deficit of nucleic acid-binding groups A having a pK of 8 to 13, or which has groups A and binding-inhibiting groups N which are neutrally charged during the binding, and preferably during the elution, and the method comprises the following steps: (a) binding the nucleic acids to the nucleic acid-binding phase at a pH which is below the pH of the pK of the nucleic acid-binding groups A (binding pH); (b) eluting the nucleic acids at a pH which is above the binding pH (elution pH). In addition, corresponding kits and also nucleic acid-binding phases which can be used for purifying nucleic acids are disclosed. The technology according to the invention permits the purification of nucleic acids and, in particular, elution, with use of low salt concentrations, and so the purified nucleic acids can be directly processed, for example used in a PCR.
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- Polypeptide microparticles having sustained release characteristics, methods and uses
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The invention provides polypeptide microparticles having control release features, particular methods for the preparation of such microparticles, and drug delivery systems that include polypeptide microparticles.
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- Preparation of acrylic acid derivatives from alpha-or beta-hydroxy carboxylic acids
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The invention is directed to a process for the preparation of α,β-unsaturated acids, esters and amides from α- or β-hydroxycarboxylic acids or esters or precursors in high yields and high selectivity. The α,β-unsaturated acids or esters are optionally prepared in the presence of specific dehydration and/or esterification catalysts. The α,β-unsaturated amides or substituted amides are prepared optionally in the presence of a dehydration and/or amidation catalyst. The source of α- or β-hydroxycarboxylic acids or precusor is preferably from a renewable resource. The precursor is defined herein.
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Page/Page column 10
(2008/06/13)
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- Preparation of preparing substituted indanones
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a process for the preparation of indanones of the formula II from, indanones of the formula I or of indanones of the formula IIa from indanones of the formula Ia comprises reacting an indanone of the formula I or Ia with a coupling component.
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- The oxidative dealkylation of tertiary amides: Mechanistic aspects
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N-(But-3-enyl)-N-methylbenzamide 14a undergoes microsomal oxidation by rat liver microsomes to yield both N-methyl- and N-(but-3-enyl)benzamides 18a and 19, the products of N-dealkylation. Cyclic products, that could be derived from a carbon-centered radical formed by hydrogen atom abstraction from the N-methyl group, were not observed. When generated independently, this carbon-centred radical underwent cyclisation, the 5-exo-trig mode being preferred to 6-endo-trig by a factor of 5. In contrast, N-(but-3-ynyl)-N-methylbenzamide 15 undergoes microsomal oxidation to yield the products of dealkylation 18a and 23 and also N-benzoylpiperidone 24. Dealkylation is preferred by factor of 3 and the piperidone accounts for ca. 45% of the reaction at the N-methyl group. Piperidone formation is consistent with the generation of a carbon-centred radical α- to the amide nitrogen atom during dealkylation and implies that cyclisation proceeds preferentially via the 6-endo-dig mode. Generated independently the radical undergoes cyclisation by both 5-exo-dig and 6-endo-dig modes, the former being favoured by a factor of 10. Similarly, N,N-dimethylacrylamide 26 and N-methyl-N-(3-pyridyl)acrylamide 27 undergo microsomal oxidation to form, via the 5-endo-trig cyclisation mode, 3-hydroxy-N-methyl-2-pyrrolidone 33 and 3-hydroxycotinine ? 34, respectively, confirming the intermediacy of a carbon-centred radical in the dealkylation process. Attempts to trap N-acyliminium ions during microsomal dealkylation failed. Thus, although N,N-dimethylaniline 35 reacts in the presence of NaCN to form N-cyanomethyl-N-methylaniline 37 (Nu=CN), N,N-dimethylbenzamide undergoes dealkylation without forming N-cyanomethyl-N-methylbenzamide. Similarly, microsomal reaction of N,N-dimethylaniline in the presence of NaBD4 gives rise to multiple incorporation of deuterium atoms into the methyl groups of the starting material, whereas N,N-dimethylbenzamide undergoes dealkylation but with no such deuterium incorporation into the starting material. Further, microsomal oxidation of N,N-dimethylsalicylamide 38 yields N-methylsalicylamide 40 with no evidence for the formation of N-methyl-2,3-dihydro-4H-1,3-benzoxazin-4-one 39, the potential product of intramolecular cyclisation of the phenolic oxygen atom onto the putative N-aroylmethylene iminium ion.
- Iley, Jim,Tolando, Roberto
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p. 2328 - 2336
(2007/10/03)
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- Synthesis of N,N-disubstituted (meth)acrylamides
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N,N-Dialkyl(meth)acrylamides were prepared in 79-96% yields by reaction of N,N,N',N'-tetraalkylmethylenediamines with (meth)acryloyl chloride.
- Kazakov,Kazantsev,Shirshin,Danov,Igolkin,Afon'shin
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p. 912 - 913
(2007/10/03)
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- Indole derivatives as 5-HT1-like agonists
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Compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein R1 is a substituted alkylene; C3 -C7 cycloalkyl optionally substituted with HO; C3 -C6 alkenyl optionally substituted with aryl; C5 -C7 cycloalkenyl; or C3 -C6 alkynyl; R2 is H; halo; F3 C; NC; R8 R9 NOC; a substituted alkylene; R8 R9 NO2 S; R10 S(O)m ; R12 CON(R11); R10 SO2 N(R11); R8 R9 NOCN(R11); R10 O2 CN(R11); R13 (CH2)n CH=CH; or R7 O are selective 5-HT1 -like receptor agonists useful in the treatment of migraine, cluster headache, chronic paroxysmal hemicrania and headache associated with vascular disorders.
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- Rate-Determining Steps in Michael-Type Additions and E1cb Reactions in Aqueous Solution
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Rates of equilibration of a series of 10 substituted pyridines and five Michael acceptors (CH2=CHZ, Z = CHO, COCH3, SO2CH3, CN and CONH2) with the corresponding N(ZCH2CH2) pyridinium cations have been measured in aqueous solution at ionic strength 0.1 and 25 deg C.Analysis of the dependence of the pseudo-first-order rate constants for equilibration as a function of acceptor concentration and of pH allows the evaluation of the second-order rate constants (kNu) for the nucleophilic attack of each of these pyridines upon each of these acceptors and also the second-order rate constants (kOH) for the hydroxide ion catalyzed E1cb elimination reaction which is the microscopic reverse of each of these Michael-type addition reactions.Broensted-type plots for each of these processes as a function of the basicity of the substituted pyridine are concave down for each of Z = CHO, COCH3, and CN and are consistent with a change from rate-determining nucleophilic attack for the more basic pyridines to rate-determining protonation of the carbanionic intermediate by a water molecule for less basic pyridines and the corresponding microscopic reverse processes in the elimination reactions.The "break" in these Broensted-type plots is shown to occur at a pyridine basicity that is a function of the Z-activating substituent.Broensted β1g and βnuc are evaluated for each rate-determining step (wherever accessible); these two parameters are shown to pass through minima as a function of reactivity. βeq is shown to be a simple linear function of reactivity (as log kNu) for nucleophilic addition to the acceptor species, although Keq is relatively insensitive to the nature of the Z-activating substituent.
- Heo, Christina K. M.,Bunting, John W.
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p. 3570 - 3578
(2007/10/02)
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- Reaction of neopentylidene complexes of the type M(CH-t-Bu)(N-2,6-C6H3-i-Pr2)(OR)2 (M = W, Mo) with methyl acrylate and N,N-dimethylacrylamide to give metallacyclobutane complexes
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W(CH-t-Bu)(NAr)[OCMe2(CF3)]2 (Ar = 2,6-C6H3-i-Pr2) reacts with methyl acrylate to give the metallacyclobutane complex W[CH(t-Bu)CH2CH(CO2Me)](NAr)[OCMe2(CF 3)]2 (1). 1 belongs to the space group P21/c with a = 17.323 (3) ?, b = 10.408 (3) ?, c = 18.758 (3) ?, V = 3337 (2) ?3, Mr = 769.52, ρ(calcd) = 1.531 g cm-3, Z = 4, and μ = 37.33 cm-1 (R = 0.043, Rw = 0.043). The complex has an approximately square-pyramidal core geometry with the carbonyl oxygen atom bound weakly trans to the apical imido ligand. The four basal sites are occupied by the two alkoxide oxygen atoms and the two α-carbon atoms of the metallacyclobutane ligand. Similar reactions may be carried out between M(CH-t-Bu) (NAr)-[OCMe2(CF3)]2 or M(CH-t-Bu)(NAr)(O-t-Bu)2 and N,N-dimethylacrylamide to give metallacyclobutane complexes of the type M[CH(t-Bu)CH2CH(CONMe2)](NAr)(OR)2 (OR = OCMe2(CF3), O-t-Bu; M = W, Mo). 1 reacts with trimethylphosphine to give W(CH-t-Bu)(NAr)[OCMe2(CF3)]2(PMe3), but complexes of the type W[CH(t-Bu)CH2CH(CONMe2)](NAr)(OR)2 (OR = OCMe2(CF3), O-t-Bu) do not react readily with trimethylphosphine. Differences in reactivity of the methyl acrylate and the dimethylacrylamide tungsten complexes with ethylene are analogous. In contrast, Mo[CH(t-Bu)CH2CH(CONMe2)](NAr)(O-t-Bu)2 is in equilibrium with Mo(CH-t-Bu)(NAr)(O-t-Bu)2 and free N,N-dimethylacrylamide in solution.
- Feldman, Jerald,Murdzek, John S.,Davis, William M.,Schrock, Richard R.
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p. 2260 - 2265
(2008/10/08)
-
- Production process of N-substituted amide compounds
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An N-substituted amide compound is produced with a high yield by initiating a reaction among a starting amide compound such as a saturated or unsaturated, aliphatic or aromatic carboxylic acid amide, a halogen-substituted compound such as an alkyl halide and a strongly basic substance while maintaining the basic substance in a suspended state.
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- Photochemistry of Epoxynaphthoquinones. 8. Endo-Stereoselective Photocycloaddition of 2,3-Epoxy-2,3-dihydro-2,3-dimethyl-1,4-naphthoquinone to Olefins Containing Amide Group
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Irradiation of a benzene solution of 2,3-epoxy-2,3-dihydro-2,3-dimethyl-1,4-naphthoquinone with olefins containing amide group, i.e., N-substituted acrylamides and N-allylcarboxamides predominantly gave the endo-cycloadducts.Upon further irradiation, the cycloadducts underwent photorearrangement to give spirophthalides and alkylidenephthalides.
- Maruyama, Kazuhiro,Osuka, Atsuhiro,Nakagawa, Katsuhiko
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p. 1021 - 1026
(2007/10/02)
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- SYNTHESE REGIOSPECIFIQUE D'AMIDO-1 VINYL-2 CYCLOPROPANES A PARTIR DE LITHIENS ALLYLIQUES MONOHALOGENES ET D'AMIDES TERTIAIRES α-ETHYLENIQUIES
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Chloroallyllitium and gem-chloro(methyl)allyllithium readly react, via conjugated addition and cyclisation, with α-ethylenic aliphatic tertiary amides to produce, in a "one-pot" reaction, alkyl-substituted 1-amido-2-vinylcyclopropanes.
- Ongoka, Pascal,Mauze, Bernard,Miginiac, Leone
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p. 131 - 140
(2007/10/02)
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- Conformational Analysis of Some Acrylamide Homologues
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UV absorption and 13C NMR spectra of some acrylamide homologues are discussed in terms of their conformations.They usually assume the planar s-cis conformations, but steric effects in N,N-dimethylamides of methacrylic and senecioic acids are shown to force the molecules into non-planar structures.
- Wojcik, Jacek,Szymanski, Slawomir,Witanowski, Michal,Stefaniak, Lech
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p. 613 - 619
(2007/10/02)
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- Process for preparing poly(allyltrialkylammonium) salt flocculants
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High molecular weight poly(allyltrialkylammonium) salt flocculants are obtained by preparing a preliminary poly(N,N-dialkylacrylamide), reducing the preliminary polymer to form an intermediate poly(allyldialkylamine), and quaternizing the intermediate polymer to form the final polyquaternary salt.
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