- A convenient synthesis of derivatives of 1,3,2-dioxaphosphocane-2-sulfide with bioacitivity via Lawesson's reagent
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Lawesson's reagent, 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disufide, reacted with the substituted 1,5-bisphenol 1to afford derivatives of 1,3,2-dioxaphosphocane-2-sulfide 2, which were found to possess selective herbicidal activity against rape.
- Luo, Yanping,He, Liangnian,Ding, Mingwu,Yang, Guangfu,Luo, Aihong,Liu, Xiaopeng,Wu, Tianjie
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Read Online
- Multicomponent synthesis of diphenyl-1,3-thiazole-barbituric acid hybrids and their fluorescence property studies
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A series of novel diphenyl-1,3-thiazole linked barbituric acid hybrids (4) were prepared by two catalyst-free methods from readily available starting materials. The reaction of arylglyoxal, barbituric acid and aryl thioamides in the presence of 3-4 drops of water and liquid assisted grinding (LAG) provides the corresponding trisubstituted thiazoles tethered with a barbituric acid moiety within 30 minutes. Alternatively, a sequential two-step one-pot process involving aryl nitriles, ammonium sulphide, arylglyoxal and barbituric acid in water medium was developed. In this second method, in situ thioamides were prepared at room temperature from the reaction of alkyl/aryl nitriles and ammonium sulphide in aqueous medium. Arylglyoxal and barbituric acid were added to the in situ thioamides after neutralizing the reaction medium to provide trisubstituted thiazoles linked with barbituric acid derivatives. Some of our synthesized molecules showed fluorescent properties with very good quantum yields in DMSO medium. We also observed that fluorescent quantum yields of these thiazole derivatives depend on the type of electron donating/withdrawing character of R1 and R3. R2 has a very small effect on tuning the fluorescent properties. The salient features of this work are catalyst-free reactions, wide substrate scope, green reaction conditions (liquid assisted grinding and room temperature reactions in water medium) as well as the presence of more than one pharmaceutically important heterocyclic moiety with fluorescent properties.
- Mahata, Alok,Bhaumick, Prabhas,Panday, Anoop Kumar,Yadav, Rahul,Parvin, Tasneem,Choudhury, Lokman H.
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p. 4798 - 4811
(2020/04/03)
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- Evaluation of thioamides, thiolactams and thioureas as hydrogen sulfide (H2S)donors for lowering blood pressure
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Hydrogen sulfide (H2S)is a biologically important gaseous molecule that exhibits promising protective effects against a variety of pathological processes. For example, it was recognized as a blood pressure lowering agent. Aligned with the need for easily modifiable platforms for the H2S supply, we report here the preparation and the H2S release kinetics from a series of structurally diversified thioamides, thiolactams and thioureas. Three different thionation methods based on the usage of a phosphorus pentasulfide and Lawesson reagent were applied to prepare the target thioamides and thiolactams. Furthermore, obtained H2S donors were evaluated both in in vivo and in vitro studies. The kinetic parameters of the liberating H2S was determined and compared with NaHS and GYY4137 using two different detection technics i.e.; fluorescence labeling 7-azido-4-methyl-2H-chromen-2-one and 5,5‘-dithiobis (2-nitrobenzoic acid), sulfhydryl probe, also known as the Ellman's reagent. We have proved that the amount of releasing H2S from these compounds is controllable through structural modifications. Finally, the present study shows a hypotensive response to an intravenous administration of the developed donors in the anesthetized rats.
- Zaorska, Ewelina,Hutsch, Tomasz,Gawry?-Kopczyńska, Marta,Ostaszewski, Ryszard,Ufnal, Marcin,Koszelewski, Dominik
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supporting information
(2019/04/29)
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- Synthesis and biological evaluation of 2,4,5-trisubstituted thiazoles as antituberculosis agents effective against drug-resistant tuberculosis
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The dormant and resistant form of Mycobacterium tuberculosis presents a challenge in developing new anti-tubercular drugs. Herein, we report the synthesis and evaluation of trisubstituted thiazoles as antituberculosis agents. The SAR study has identified a requirement of hydrophobic substituent at C2, ester functionality at C4, and various groups with hydrogen bond acceptor character at C5 of thiazole scaffold. This has led to the identification of 13h and 13p as lead compounds. These compounds inhibited the dormant Mycobacterium tuberculosis H37Ra strain and M. tuberculosis H37Rv selectively. Importantly, 13h and 13p were non-toxic to CHO cells. The 13p showed activity against multidrug-resistant tuberculosis isolates.
- Karale, Uttam B.,Krishna, Vagolu Siva,Krishna, E. Vamshi,Choudhari, Amit S.,Shukla, Manjulika,Gaikwad, Vikas R.,Mahizhaveni,Chopra, Sidharth,Misra, Sunil,Sarkar, Dhiman,Sriram, Dharmarajan,Dusthackeer, V.N. Azger,Rode, Haridas B.
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p. 315 - 328
(2019/06/14)
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- COMPOUNDS FOR THIOL-TRIGGERED COS AND/OR H2S RELEASE AND METHODS OF MAKING AND USING THE SAME
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Disclosed herein are embodiments of a compound that is capable of releasing COS and/or H2S upon reaction with a thiol-containing compound. The compound embodiments also can produce a detectable signal (e.g., a fluorescent signal) substantially concomitantly with COS and/or H2S release and/or can release an active agent, such as a therapeutic agent. Methods of making and using the compound embodiments also are disclosed.
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Page/Page column 35
(2019/12/25)
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- Length-Selective Synthesis of Acylglycerol-Phosphates through Energy-Dissipative Cycling
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The main aim of origins of life research is to find a plausible sequence of transitions from prebiotic chemistry to nascent biology. In this context, understanding how and when phospholipid membranes appeared on early Earth is critical to elucidating the prebiotic pathways that led to the emergence of primitive cells. Here we show that exposing glycerol-2-phosphate to acylating agents leads to the formation of a library of acylglycerol-phosphates. Medium-chain acylglycerol-phosphates were found to self-assemble into vesicles stable across a wide range of conditions and capable of retaining mono- and oligonucleotides. Starting with a mixture of activated carboxylic acids of different lengths, iterative cycling of acylation and hydrolysis steps allowed for the selection of longer-chain acylglycerol-phosphates. Our results suggest that a selection pathway based on energy-dissipative cycling could have driven the selective synthesis of phospholipids on early Earth.
- Bonfio, Claudia,Caumes, Cécile,Duffy, Colm D.,Patel, Bhavesh H.,Percivalle, Claudia,Tsanakopoulou, Maria,Sutherland, John D.
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supporting information
p. 3934 - 3939
(2019/03/08)
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- Process method for synthesizing thioamide
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The invention discloses a process method for synthesizing thioamide. The process method comprises the step of synthesizing a thioamide compound from aliphatic nitrile or aromatic nitrile as raw materials and sodium sulfide metal salt or ammonium sulfide salt and amine salt or ammonium salt in one step in a certain solvent. The method for synthesizing thioamide is high in safety and low in environmental pollution, and expensive raw materials are not used, so that the method is economic and environment-friendly.
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Paragraph 0049-0052
(2017/08/30)
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- Method for preparing thioacetamide
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The invention discloses a method for preparing thioacetamide.The method includes the steps that 1, sulfuric acid reacts with NaHS to prepare H2S, wherein the chemical equation is shown as following: 2NaHS+H2SO4 (dilute)=2H2S+Na2SO4; 2, H2S obtained in the step1 and acetonitrile (CH3CN) are catalyzed by an organic amine catalyst to prepare a thioacetamide crude product, wherein the chemical equation is shown as following: CH3CN+H2S=CH3CSNH2; 3, the thioacetamide crude product obtained in the step2 is distilled, residual CH3CN and the residual catalyst are removed, then filtrate is dissolved in anhydrous alcohol, and the thioacetamide finished product is obtained through crystallization, recrystallization and vacuum drying.The yield of the product is high, the production technology is simple, and thioacetamide is suitable for industrialized large-scale production; the purity of the obtained product is high, and the using requirements for a biological medicine intermediate are met.
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Paragraph 0025; 0026
(2017/01/02)
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- Decomposition of S-nitroso species
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Nitrosation reactions and subsequent decomposition of S-nitroso (RSNO+) species remain important in many biochemical processes as well as in industrial applications such as chemical gassing of emulsion explosives. This paper develops kinetic mechanisms of gas formation pathways in the decomposition of RSNO+ species, particularly S-nitrosothioacetamide and S-nitrosothiourea, providing new kinetic and thermodynamic constants. At pH levels of 1 and below, decomposition proceeds exclusively via NO formation pathways. With decreasing acidity, molecular nitrogen formation emerges as an equally important product of S-nitrosothiourea, while NO remains the only product for S-nitrosothioacetamide. Theoretical calculations for reaction enthalpies further elucidate the gas formation pathways and proposed mechanisms, fitted to experimental data, afford kinetic rate constants. In both species, the S-N bonds split homolytically with activation energies of 70.9 and 118 kJ mol-1 for S-nitrosothioacetamide and S-nitrosothiourea, respectively. The electron donating effect of methyl substitution in S-nitrosothioacetamide engenders lower activation energies with the bimolecular reaction of RSNO+ and RS occurring within the diffusion controlled regime at an activation energy of 17.6 kJ mol-1. For S-nitrosothiourea, a further bimolecular reaction of two RSNO+ molecules occurs irreversibly with an activation energy of 84.4 kJ mol-1.
- Dorado,Dlugogorski,Kennedy,MacKie,Gore,Altarawneh
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p. 29914 - 29923
(2015/05/13)
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- Ammonium phosphorodithioate: A mild, easily handled, efficient, and air-stable reagent for the conversion of amides into thioamides
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A simple, efficient, and new method has been developed for the synthesis of thioamides from amides. As described below, the reaction of a variety of aromatic and aliphatic amides in the presence of ammonium phosphorodithioate as an efficient reagent proceeded effectively to afford the corresponding thioamides in high yields. This method is easy, rapid, and high-yielding for the synthesis of thioamides from amides using an easily handled reagent. Georg Thieme Verlag Stuttgart · New York.
- Kaboudin, Babak,Malekzadeh, Leila
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experimental part
p. 2807 - 2810
(2012/01/02)
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- Process for in situ generation of hydrogen sulfide or hydrogen selenide gas using a solid precursor
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The present disclosure relates to novel methods and apparatuses for generating hydrogen sulfide or hydrogen selenide gas from decomposition of a solid precursor. In some embodiments, the generated gas is cooled so as to condense a by-product of the decomposition and thereby increasing the purity of the gas. In some embodiments, the generated hydrogen sulfide or hydrogen selenide gas is used to prepare metal sulfide or metal selenide films.
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- A mild and versatile synthesis of thioamides
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Aliphatic and aromatic nitriles react with thioacetic acid in the presence of calcium hydride to give the corresponding thioamides in good to excellent yields. The examples studied include haloaryl nitriles in which the halogen is facile towards SNAr reactions under other conditions. Georg Thieme Verlag Stuttgart.
- Mahammed,Jayashankara,Premsai Rai,Mohana Raju,Arunachalam
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experimental part
p. 2338 - 2340
(2009/12/08)
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- Phosphorus pentasulfide: A mild and versatile reagent for the preparation of thioamides from nitriles
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A simple, efficient, and new method has been developed for the synthesis of thioamides from nitriles. The reaction of a variety of aromatic and aliphatic nitriles in the presence of phosphorus pentasulfide afforded the corresponding thioamides in high yields. This method is easy, rapid, and high-yielding for the synthesis of thioamides from nitriles. Georg Thieme Verlag Stuttgart.
- Kaboudin, Babak,Elhamifar, Dawood
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p. 224 - 226
(2007/10/03)
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- Alumina encapsulated phosphorus pentasulfide (P4S10/Al2O3) mediated efficient thionation of long chain amides
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Alumina encapsulated phosphorus pentasulfide (P4S10/Al2O3) was found to be an efficient solid supported reagent for the thionation of long chain amides. This method is advantageous in terms of use of inexpensive reagent, simple reaction processing, and clean product in good to excellent yield.
- Polshettiwar, Vivek,Kaushik
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p. 2315 - 2317
(2007/10/03)
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- Simple microwave-assisted method for the synthesis of primary thioamides from nitriles
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Primary thioamides are prepared in excellent yield from the corresponding nitrile by treatment with ammonium sulfide in methanol, at room temperature for electron-deficient aromatic nitriles or under microwave irradiation at 80 °C or 130 °C in 15-30 minutes for other aromatic and aliphatic nitriles. This procedure avoids the use of gaseous H2S under high pressure, proceeds in the absence of base and provides thioamides usually without the need for chromatographic purification.
- Bagley, Mark C.,Chapaneri, Krishna,Glover, Christian,Merritt, Eleanor A.
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p. 2615 - 2617
(2007/10/03)
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- Synthesis of some new 5-(2-substituted-1,3-thiazol-5-yl)-2-hydroxy benzamides and their 2-alkoxy derivatives as possible antifungal agents
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The 2-hydroxy-5-(1,3-thiazol-5-yl) benzamide (4a), 5-(2-amino-1, 3-thiazol-5-yl)-2-hydroxy benzamide (4b), 2-hydroxy-5-(2-alkyl-1,3-Thiazol-5-yl) benzamide (4c and 4d), 5-{2-[(N-substituted aryl)amino]-1,3-thiazol-5-yl}2- hydroxy benzamides (6a-j) were prepared by reacting 5-(bromoacetyl) salicylamide (2) with thiourea, thioformamide, thioalkylamide (3c-d) and substituted thioureas (5a-j) in absolute ethanol. These compounds were converted to 5-(2-substituted-1,3-thiazol-5-yl)-2-alkoxybenzamides and 5-(2-N-(substituted aryl)-1,3-thiazol-5-yl)-2-alkoxy benzamides (8a-g) by reacting with n-alkylbromides (7a-b) in presence of a base. The newly synthesized compounds were characterized by IR, 1H-NMR and mass spectral data. Compounds were also screened for their antifungal activity.
- Narayana,Vijaya Raj,Ashalatha,Kumari, N. Suchetha,Sarojini
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p. 867 - 872
(2007/10/03)
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- Microwave-accelerated solvent-free synthesis of thioketones, thiolactones, thioamides, thionoesters, and thioflavonoids
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Formula presented An expeditious, solvent-free, and high yield conversion of ketones, flavones, isoflavones, lactones, amides, and esters to the corresponding thio analogues is described utilizing Lawesson's reagent in a process that circumvents the use of dry solvents and excess of the reagent.
- Varma, Rajender S.,Kumar, Dalip
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p. 697 - 700
(2008/02/11)
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- O-benzyl oxime ether derivatives and their use as pesticides
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Compounds of formula (I), wherein Y is hydrogen, C1 -C4 alkyl, C1 -C4 alkoxy, OH, CN, NO2, Si(CH3)3, CF3 or halogen, and T is a group (a) or (b), and wherein the remaining substituents have the following definitions: X is O, S or NR13 ; A is O or NR4 ; R1 is hydrogen, C1 -C4 alkyl, halo-C1 -C4 alkyl, cyclopropyl, C1 -C4 alkoxymethyl, C1 -C4 alkoxy, C1 -C4 alkylthio or cyano; R2 is hydrogen, C1 -C6 alkyl, C3 -C6 cycloalkyl, cyano unsubstituted or substituted C1 -C6 alkoxycarbonyl, unsubstituted or substituted di(C1 -C6 alkyl)aminocarbonyl, unsubstituted or substituted C1 -C6 alkyl-S(O)q, unsubstituted or substituted aryl-S(O)q, unsubstituted or substituted heteroaryl, unsubstituted or substituted heterocyclyl, unsubstituted or substituted heterocyclylcarbonyl or unsubstituted or substituted phenyl; and R3 is hydrogen, unsubstituted or substituted alkyl, unsubstituted or substituted C3 -C6 cycloalkyl, unsubstituted or substituted phenyl or unsubstituted or substituted pyridyl; and wherein the remaining substituents are as defined herein, are pesticidal active ingredients. They can be used in pest control, especially as microbicides, insecticides and acaricides in agriculture, in horticulture and in the hygiene sector. STR1
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- Discovery of ritonavir, a potent inhibitor of HIV protease with high oral bioavailability and clinical efficacy
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The structure-activity studies leading to the potent and clinically efficacious HIV protease inhibitor ritonavir are described. Beginning with the moderately potent and orally bioavailable inhibitor A-80987, systematic investigation of peripheral (P3 and P2') heterocyclic groups designed to decrease the rate of hepatic metabolism provided analogues with improved pharmacokinetic properties after oral dosing in rats. Replacement of pyridyl groups with thiazoles provided increased chemical stability toward oxidation while maintaining sufficient aqueous solubility for oral absorption. Optimization of hydrophobic interactions with the HIV protease active site produced ritonavir, with excellent in vitro potency (EC50 = 0.02 μM) and high and sustained plasma concentrations after oral administration in four species. Details of the discovery and preclinical development of ritonavir are described.
- Kempf, Dale J.,Sham, Hing L.,Marsh, Kennan C.,Flentge, Charles A.,Betebenner, David,Green, Brian E.,McDonald, Edith,Vasavanonda, Sudthida,Saldivar, Ayda,Wideburg, Norman E.,Kati, Warren M.,Ruiz, Lisa,Zhao, Chen,Fino, Lynnmarie,Patterson, Jean,Molla, Akhteruzzaman,Plattner, Jacob J.,Norbeck, Daniel W.
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p. 602 - 617
(2007/10/03)
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- The Nature of the Transition State in Amides Pyrolysis. The Rates of Pyrolysis of N-benzoyl and N-acetylpropanamide, N-benzoyl and N-acetyl-2-methylpropanamide, and N-thioacetylpropanamide
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The rates of gas-phase elimination reactions of N-benzoyl and N-acetyl-propanamide and N-benzoyl and N-acetyl-2-methylpropanamide are measured and discussed.They undergo unimolecular first-order elimination reactions.The reactivities of N-benzoylamides have been compared with each other and with those of N-acetylamides.The kinetic data together with the product analysis reveals that, the statistical factor of the availability of β-hydrogen atoms for elimination as well as steric factor are obscured by polar factor in gas-phase elimination reactions of N-benzoylamides while the statistical factor rather than electronic effect operates in each of N-acetylamides.
- Al-Awadi, Nouria A.,Al-Omran, Fatima A.,Mathew, Tommy
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- Organophosphorus compounds XIII. The reaction of 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (LR) with dihydric alcohols. A new route to 1,3,2-dioxaphosphorinane
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2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (Lawesson's Reagent) and its p-phenoxy derivatives react with 1,2-ethanediols and 1,4-butanediol at different reaction temperatures in acetonitrile as a solvent to give 1,3,2-dioxaphosphorinane-2-sulfide, thioacetamide and cyclic trithiopyrophosphonate. Compatible analytical and spectroscopic data were obtained for all the new compounds. A mechanism is proposed to explain the formation of compounds 5, 6, 7, 9 and 11. Reaction of 5a with LR gave 1,3,2-dithiaphosphorinane-2-sulfide.
- Shabana,Osman,Atrees
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p. 1271 - 1282
(2007/10/02)
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- Gas-phase Pyrolytic Reactions. Part 5. Rate Data for Pyrolysis of N-t-Butyl- and N-Acetyl-benzamide, N-Acetyl-N-methylacetamide, and N-Ethyl- and N-Prop-2-yl-thioacetamide
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The rates of gas-phase elimination of N-t-butylbenzamide 1, N-acetylbenzamide 2, and N-acetyl-N-methylacetamide have been measured in the ranges 674-734, 580-620 and 696-765 K, respectively.The compounds undergo unimolecular first order elimination reactions for which log A = 11.1, 13.7 and 10.5 s-1 and Ea = 172.6, 171.7 and 167 kJ mol-1, respectively.At 600 K, the following reactivity ratios are observed: 1 : N-t-butylacetamide 3, 260; t-butyl benzoate 4 : t-butylacetate 5, 2.3; N-acetylacetamide 6 : N-acetyl-N-methylacetamide, 290; and 2 : 6, 3.6.These relative rate factors show that the phenyl group increases the rate of thermolysis due to its electron-withdrawing ability 250 times more for simple amides than for esters and diamides.These relative rate differences are highly affected by the nature of the Cα-X bond.The pronounced effect of the phenyl group on simple amides could be explained in terms of the low polarity of the Cα-NH bond relative to the more polar Cα-O bond in esters.On the other hand the pronounced deactivation effect of the methyl group in N-acetyl-N-methylacetamide is highly reflected in the reactivity ratio of 290 between 6 and N-acetyl-N-methylacetamide which could be explained in terms of the greater bond order of the Cα-X bond in the latter than in the former.Furthermore, the small reactivity ratio in the diamides 2 and 6 is consistent with the fact that resonance between the lone-pair of electrons on X and the α-carbonyl group increases the Cα-X bond order, thus rendering the Cα-X bond breakage more difficult.We have also measured the rates of thermolysis of N-ethylthioacetamide and N-prop-2-ylthioacetamide.The relative primary : secondary : tertiary rates at 600 K of 1 : 1.3 : 1.5 for the thioamides suggests that the transition state for this class of compound is much less polar than that for the thioacetates.
- Al-Awadi, Nouria A.
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p. 2187 - 2189
(2007/10/02)
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- Gas-Phase Pyrolytic Reactions. Rate Data for Pyrolysis of N-t-Butylthioacetamide and N-Acetylthioacetamide: Role of Polarity of Transition State and γ-Carbonyl Group Protophilicity
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In the gas phase, both N-t-butylthioacetamide and N-acetylthioacetamide undergo unimolecular first-order elimination reactions for which log A = 11.58 s-1 and 10.64 s-1, and Ea = 16.45 kJ mol-1 and 117.15 kJ mol-1, respectively.The results are in accord with a reaction pathway involving a cyclic six-membered transition state, and show each compound to be more reactive than its oxygen-containing analogue.At 600 K, the statistically corrected reactivity ratios: t-butyl thioacetate (1)/t-butyl acetate (2); N-acetylthioacetamide (3)/diacetamide (4); and N-t-butylthioacetamide (5)/N-t-butylacetamide (6) are 83, 173, and 1 404, respectively.The above rate factors are consistent with the tenet that as Cα-X bond fission becomes less rate-contributing in these electrocyclic reactions, so attack by the C=Y bond upon the β-hydrogen atoms becomes more important.Thus, whereas t-butyl acetate at 600 K is some 68 700 times more reactive than N-t-butylacetamide, t-butyl thioacetate is only 4 060 times more reacitve than N-t-butylthioacetamide.
- Al-Awadi, Nouria A.,Al-Bashir, Rasha F.,El-Dusouqui, Osman M. E.
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p. 579 - 582
(2007/10/02)
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- THE REACTION OF NITRILES WITH O,O-DIALKYL-DITHIOPHOSPHORIC ACIDS
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Nitriles react with dialkyldithiophosphoric acids 2a-c to give a mixture of corresponding thioamides and O,O-dialkyl-N-thioacetyl-phosphoroamidothioates 3a-e.The structure of compounds 3 are elucidated chemically and from electronic spectra.The yield of thioamides are improved from the reaction of nitriles with compound 2b in presence of water.Mechanistic consideration on the formation of the products are discussed.
- Yousif, N. M.
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p. 4599 - 4604
(2007/10/02)
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- THIONO COMPOUNDS. 7. OXIDATION OF THIOAMIDES IN RELATION TO ADVERSE BIOLOGICAL EFFECTS
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Thioacetamide, thioacetamide S-oxide (1), and thiopivalamide S-oxide (8) were oxidized with H2O2 in H2(18)O to generate the corresponding amides with at least 50percent 18O incorporation; hydrolysis of the S-oxides to the amides or 18O exchange with the amides occurs much more slowly.When 1 and trifluorothioacetamide (6) were oxidized with three and four equivalents of H2O2, respectively, in the presence of benzylamine, N-acetylbenzylamine (5) and N-benzyltrifluoroacetamide (7) were isolated in respective yields of 17percent and 37percent.These results are interpreted as evidence for an oxidative desulfurization mechanism involving nucleophilic attack at the carbon atom of an S,S-dioxide or trioxide intermediate as the major pathway; a minor pathway may involve the intermediacy of an oxathiirane S-oxide (3) or dioxide (4) species.Understanding is added to the behavior of S-oxides in aqueous solution, as well as to thermal stability in deuterochloroform.Also reported are studies of the preparation and properties of some N,N-dialkyl derivatives of 8, of reduction of 1 with NADH or NADPH, and of generation and trapping of species related to sulfoxylate ion.
- Hillhouse, John H.,Blair, Ian A.,Field, Lamar
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p. 169 - 184
(2007/10/02)
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- Vat dye and sulfur dye compositions
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Specific vatting accelerators according to claims 1 and 2 are described. These can be added to a vat dye or sulfur dye composition, or to a dye bath or printing paste containing a vat dye or sulfur dye, by virtue of which an improvement of dye yield, particularly on cellulose materials, is obtained.
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- STUDIES ON ORGANOPHOSPHORUS COMPOUNDS PART 55 THE TRANSFORMATION OF NITRILES TO THIOAMIDES WITH O,O-DIALKYLDITHIOPHOSPHORIC ACID
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The reaction between nitriles and O,O-dialkyldithiophosphoric acid (2) under anhydrous conditions produces O,O-diethyl-N-thiobenzoylamidophosphate (5), contrary to literature.When water is present the same reaction gives the corresponding thioamides in reasonable to good yields.Mechanistic considerations and spectral data are presented for the products.
- Shabana, R.,Meyer, H.J.,Lawesson, S.-O.
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p. 297 - 306
(2007/10/02)
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- STUDIES ON ORGANOPHOSPHORUS COMPOUNDS XLVII PREPARATION OF THIATED SYNTHONS OF AMIDES, LACTAMS AND IMIDES BY USE OF SOME NEW P,S-CONTAINING REAGENTS
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The thionation properties of 2,4-bismethylthio-1,3,2,4-dithiadiphosphetane 2,4-disulfide, 1, 2,4-bis(4-phenoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide, 2, 2,4-bis(4-phenylthiophenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide, 3, and 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide (LR), 4, have been investigated on a series of amides, lactams and imides.The most remarkable feature is that 2, 3 and 4 thionate most amides and lactams in THF at room temperature (reaction time 5 min) to give the corresponding thionated compounds.Imides are easily thionated by 2, 3 and 4 in DME at 60 oC.The reactions of 1 with amides, imides and most lactams are run at 60 oC to give good yields of the corresponding thionated compounds.
- Yde, B.,Yousif, N. M.,Pedersen, U.,Thomsen, I.,Lawesson, S. -O.
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p. 2047 - 2052
(2007/10/02)
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- DIPHENYLPHOSPHINODITHIOIC ACID: A REAGENT FOR THE CONVERSION OF NITRILES TO THIOAMIDES
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Diphenylphosphinodithioic acid is a reagent useful for a sequence effecting the hydrolysis of nitriles under mild conditions.
- Benner, Steven A.
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p. 1851 - 1854
(2007/10/02)
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- Process for producing 6-aminopenicillanic acid or 7-aminocephalosporanic acid derivatives
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A derivative of 6-aminopenicillanic acid or 7-aminocephalosporanic acid is produced by a process which comprises disulfidizing a 6-thioacylaminopenicillanic acid or 7-thioacylaminocephalosporanic acid compound to obtain a corresponding disulfide compound, and then solvolyzing the disulfide compound. The process is novel and industrially feasible for producing the amino compound, which is not accompanied by "reconversion reaction".
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- Process for production of 6-aminopenicillanic acid or 7-aminocephalosporanic acid derivatives
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A derivative of 6-aminopenicillanic acid or 7-aminocephalosporanic acid is produced by a process which comprises chlorinating or brominating a 6-thioacylaminopenicillanic acid or 7-thioacylaminocephalosporanic acid compound to obtain a corresponding iminothiohalide compound, and then solvolyzing the iminothiohalide compound. The process is novel and industrially feasible for producing the amino compound, which is not accompanied by "reconversion reaction".
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