- A Novel Synthesis of 1,3,5-Triazine Derivative under High Pressure
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5,6-Dihydro-1,3,5-trimethyl-6-methylimino-1,3,5-triazine-2,4-(1H,3H)-dithione (1) was synthesized by the reaction of methyl isothiocyanate under high pressure in the presence of Et3N and H2O.The yield and selectivity of 1 were seriously effected by pressure, reaction temperature, solvent, and the amount of H2O.
- Taguchi, Yoichi,Yasumoto, Masahiko,Tsuchiya, Tohru,Oishi, Akihiro,Shibuya, Isao
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- PROCESS FOR MANUFACTURING BENZOXAZINONES
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The present invention relates to a process for manufacturing benzoxazinones of formula (I), wherein the variables are defined according to the description, by reacting carbamates of formula (II) are reacted with carbamat-benzoxazinones of formula (III) in the presence of a base.
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Page/Page column 43
(2014/03/22)
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- CARBAMATES
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The present invention relates to carbamates of formula (I), wherein the variables are defined according to the description, as well as to a process for manufacturing carbamates of formula (I), and to the use of carbamates of formula (I) in manufacturing benzoxazinones of formula (VII).
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Page/Page column 34
(2014/03/22)
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- A new application of rhodanine as a green sulfur transferring agent for a clean functional group interconversion of amide to thioamide using reusable MCM-41 mesoporous silica
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A novel thionation protocol for amide compounds, with the system rhodanine/secondary amine has been discovered. Clean and efficient synthesis of a variety of thioamides can be achieved through this simple and convenient method using MCM-41 mesoporous silica as an acid catalyst. For this purpose we have synthesized MCM-41 silica and characterized by using an array of sophisticated analytical techniques like BET, HR TEM, EDX, XRD, 29Si MAS NMR and FTIR. This reaction is therefore a very neat example of a functional group interconversion.
- Ray, Suman,Bhaumik, Asim,Dutta, Arghya,Butcher, Ray J.,Mukhopadhyay, Chhanda
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p. 2164 - 2170
(2013/05/08)
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- α-Thioureidoalkylation of functionally substituted ureas: I. Tandem cyclization and esterification in reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidine-2-thiones in alcohols
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Acid-catalyzed reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5- dihydroxy-4,5-diphenylimidazolidine- 2-thiones in methanol or propan-2-ol led to the formation of previously unknown ω-(4,6-dialkyl- 2-oxo-3a,6a-diphenyl- 5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)alkanoic acids and their methyl and isopropyl esters. The structure of some esters was proved by X-ray analysis. Methyl (4,6-diethyl-2-oxo-3a,6adiphenyl- 5-thioxooctahydroimidazo[4,5-d] imidazol-1-yl)acetate showed anxiolytic effect. Pleiades Publishing, Ltd., 2011.
- Baranov,Gazieva,Nelyubina,Kravchenko,Makhova
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experimental part
p. 1564 - 1571
(2012/03/10)
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- New chelating ligands for Co(III)-based peptide-cleaving catalysts selective for pathogenic proteins of amyloidoses
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The Co(III) complex of 1,4,7,10-tetraazacyclododecane has been employed as the catalytic center of target-selective peptide-cleaving catalysts in previous studies. As new chelating ligands for the Co(III) ion in the peptide-cleaving catalysts, 1-oxo-4,7,1
- Chei, Woo Suk,Ju, Heeyeon,Suh, Junghun
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experimental part
p. 511 - 519
(2012/03/10)
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- Organosulfur oxoacids. Part 2. A novel dimethylthiourea metabolite - Synthesis and characterization of the surprisingly stable and inert dimethylaminoiminomethane sulfonic acid
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A new metabolite of the biologically active thiocarbamide dimethylthiourea (DMTU) has been synthesized and characterized. DMTU's metabolic activation in the physiological environment is expected to be dominated by S-oxygenation, which produces, successively, the sulfenic, sulfinic, and sulfonic acids before forming sulfate and dimethylurea. Only the sulfinic and sulfonic acids are stable enough to be isolated. This manuscript reports on the first synthesis, isolation, and characterization of the sulfonic acid: dimethylaminoiminomethanesulfonic acid (DMAIMSOA). It crystallizes in the orthorhombic Pbca space group and exists as a zwitterion in its solid crystal form. The negative charge is delocalized over the sulfonic acid oxygens and the positive charge is concentrated over the planar N-C-N framework rather than strictly on the sp2-hybridized cationic carbon center. As opposed to its sulfinic acid analogue, DMAIMSOA is extremely inert in acidic environments and can maintain its titer for weeks at pH 6 and below. It is, however, reasonably reactive at physiological pH conditions and can be oxidized to dimethylurea and sulfate by mild oxidants such as aqueous iodine.
- Petersen, Jeffrey L.,Otoikhian, Adenike A.,Morakinyo, Moshood K.,Simoyi, Reuben H.
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body text
p. 1247 - 1255
(2011/02/24)
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- Quantitative solid-state reactions of amines with carbonyl compounds and isothiocyanates
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A series of solid-state reactions is reported of gaseous or solid amines with aldehydes to give imines, with solid anhydrides to give diamides (therefrom imides) or amidic carboxylic salts or imides, with solid imides to give diamides, with solid lactones or carbonates to give functionalized carbamic esters, with polycarbonates to give degradative aminolysis, and with solid isothiocyanates to give thioureas. Diamides give imides by solid-state thermolysis or acid catalysis. Various double, two-step, 3-cascade, and sequential reactions are reported in the solid state without melting. The yields are quantitative in 53 reported reaction examples and no workup (except for washings in four cases) is required in the 100% yield reactions. Three initially solid-state reactions but with liquid product were not quantitative. An upscaling to the kg scale shows promise of the technique for large scale applications. Supermicroscopic analyses with AFM elucidate the solid-state mechanism by virtue of far-reaching anisotropic molecular movements in three-step processes. Gas-solid aminolyses of polycarbonates are also studied with AFM. The implications to sustainable chemistry are discussed. (C) 2000 Elsevier Science Ltd.
- Kaupp, Gerd,Schmeyers, Jens,Boy, Juergen
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p. 6899 - 6911
(2007/10/03)
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- A new route for the synthesis of 2-mercapto benzimidazoles
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Benzenes 1,2-bis-(3-methyl-2-thioureido) are refluxed in nonpolar solvents to get the title compounds and N,N'-dimethyl thiourea.
- Ambati, Narahari Babu,Ramesh Babu,Anand,Hanumanthu
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p. 289 - 294
(2007/10/03)
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- A high-yielding and facile preparation of N-substituted thioureas by substitution of nitrosothioureas with alkylamines
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High yields of N-mono- or di- alkyl substituted thioureas are readily achieved by the reaction of nitrosothioureas with alkylamines in acetonitrile at room temperature.
- Xian,Zhu,Li,Cheng
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p. 1957 - 1960
(2007/10/03)
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- Strong hydrogen bond-mediated complexation of H2PO4- by neutral bis-thiourea hosts
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Highly preorganized bis-thiourea receptors based on a xanthene spacer selectively (H2PO4- > CH3COO- > Cl-) bind dihydrogenphosphate via multitopic hydrogen bonding, giving stronger complexes with H2PO4- than any synthetic neutral receptor known so far. The high complexation strengths are rationalized by the hydrogen bond donor strength of the thiourea groups and by host preorganization. The hydrogen bond acceptor strengths of the guest anions and, for small ions, guest solvation explain the observed selectivity of complexation in dimethyl sulfoxide (DMSO).
- Buehlmann, Philippe,Nishizawa, Seiichi,Xiao, Kang Ping,Umezawa, Yoshio
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p. 1647 - 1654
(2007/10/03)
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- New 1H-Benzotriazole-Mediated Synthesis of N,N'-Disubstituted Thioureas and Carbodiimides
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1H-Benzotriazole reacts with an aldehyde and thiourea or an N-substituted thiourea to form Mannich-type condensation products which on treatment with sodium borohydride or benzylmagnesium chloride yield N,N'-disubstituted thioureas or carbodiimides, respectively.
- Katritzky, Alan R.,Gordeev, Mikhail F.
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p. 2199 - 2203
(2007/10/02)
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- Salts of N-Alkylsulfonated Ureas and Thioureas
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Sixteen salts of N-alkylsulfonated ureas and thioureas have been synthesized by coupling aminosulfonic acids with isocyanates and isothiocyanates.
- Garrigues, B.,Mulliez, M.
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p. 810 - 813
(2007/10/02)
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- Electronic and Steric Effects of Alkyl Group on Denitrosation of 3-Alkyl-1-methyl-1-nitrosothioureas
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A series of 3-alkyl-1-methyl-1-nitrosothioureas with R=CH3, C2H5, cyclo-C6H11 (3), (CH3)2CH (4), C2H5(CH3)CH, and (CH3)3C were synthesized and their rates of acid catalyzes (pHH:kD is 1.25 for 4.Except 3, a linear plot of log kR/kMe for the denitrosation of RNHCSN(NO)CH3 vs. ?* provides ρ*=-0.98(r=-0.997).The significant factor affecting the rate determining step of the denitrosation of these N-nitrosothioureas at pH 4.6 is the electronic effect of the substituent at the N3 position.
- Isobe, Masayoshi
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p. 2844 - 2848
(2007/10/02)
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- Cephalosporin displacement reaction
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The present invention is directed to a process for the displacement of the acetoxy group of a cephalosporanic acid by a sulfur nucleophile, in an organic solvent and under essentially anhydrous conditions.
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- Thiazolidine derivatives
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The invention relates to thiazolidine derivatives having in 4-position a hydroxy group and a 3'-sulphamyl-phenyl substituent, in 2-position an imino group and in 1-position an aliphatic or cycloaliphatic substituent. Said thiazolidines have diuretic activity. The invention also relates to a process for the manufacture of said compounds.
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- Pesticidal compositions containing phosphoric esters and divalent sulphur compounds
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Pesticidal composition comprising: a pesticidal, phosphoric ester the molecule of which has at least one alkyl group of 1 to 3 carbon atoms, 0.05 to 10% of an agent stabilizing the said ester against decomposition by protonisation, together with adjuvants characterized in that the stabilizing agent comprises at least one sulphur compound containing per molecule at least one divalent sulphur atom of which one valence is bonded to an atom chosen from sulphur, carbon, nitrogen, hydrogen, and metals capable of giving a salt, the other valence being bonded to an atom chosen from hydrogen, the carbon atom already noted, a second carbon atom, the nitrogen atom already noted, a second nitrogen atom, the metal atom already noted in the case of a metal of valence greater than one, a second atom of metal and oxygen when the first valence is not attached to an atom of hydrogen, the proportion of sulphur calculated with reference to the weight of the sulphur compound being between 5 and 99%. Process for stabilizing a phosphoric ester of which the molecule possesses at least one alkyl group containing 1 to 3 carbon atoms characterized in that there is added to the phosphoric ester or to a mixture which contains it, 0.05 to 10% calculated on the weight of the phosphoric acid ester of an agent capable of stabilizing the said phosphoric ester against protonisation and comprising at least one sulphur compound such as that defined thereupon.
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