87463-11-4Relevant academic research and scientific papers
First-class amine thioformate derivative and synthesis method thereof
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Paragraph 0029; 0030; 0031; 0032, (2019/06/08)
The invention discloses a first-class amine thioformate derivative and a synthesis method thereof. The derivative has a structure shown as a formula (I). According to the synthesis method, amine thionyl fluoride is used as raw materials; copper salt is us
A facile, safe and inexpensive preparation of S -methyl arylcarbamothioates by methylthiocarbonylation of primary arylamines with O, S -dimethyl carbonodithioate
Degani, Iacopo,Fochi, Rita,Magistris, Claudio
experimental part, p. 1113 - 1122 (2010/05/19)
O,S-Dimethyl carbonodithioate is proposed as a suitable and safely handled reagent that can be used in the methylthiocarbonylation of primary arylamines to give S-methyl arylcarbamothioates. Optimal conditions involved a one-step procedure that was carried out at 45C in a solvent-free system, in the presence of triethyl(methyl)ammonium S-methyl carbonodithioate as a reaction promoter. The title products were obtained pure in yields that, with one exception, varied between 72 and 91% (average yield of the 12 considered examples was 83%). The by-product S,S-dimethyl carbonodithioate is also a valuable reagent. Georg Thieme Verlag Stuttgart · New York.
Cycloaddition in synthesis of sulfonamide derivatives. IV. One-pot synthesis of 3-dimethylamino-4,1,2-benzoxathiazine 1,1-dioxides, 3-methoxy-4-methyl-1,2,4-benzothiadiazine 1,1-dioxide and 3-dimethylamino-1,4,2-benzodithiazine 1,1-dioxides
Iwakawa,Tamura,Murabayashi,Hayase
, p. 1939 - 1943 (2007/10/02)
A novel, one-pot synthesis of 3-dimethylamino-4,1,2-benzoxathiazine 1,1-dioxides (7), 3-methoxy-4-methyl-1,2,4-benzothiadiazine 1,1-dioxide (9) and 3-dimethylamino-1,4,2-benzodithiazine 1,1-dioxides (11) is described. The procedure in the case of 7 involv
Synthesis and Characterization of (Methoxy(thiocarbonyl))sulfenyl Chloride
Schroll, Alayne L.,Eastep, Steven J.,Barany, George
, p. 1475 - 1479 (2007/10/02)
(Methoxy(thiocarbonyl))sulfenyl chloride (1), a previously elusive compound, has now been generated by cleavage of methoxy(thiocarbonyl) N-methyl-N-phenylamino sulfide (7) with gaseous hydrogen chloride.The sulfenyl chloride 1 had limited stability and was characterized by trapping with O,O'-dimethyl thiocarbonate or with methanethiol to yield (methoxycarbonyl)(methoxy(thiocarbonyl))disulfane (8) or (methoxy(thiocarbonyl))methyldisulfane (9), respectively.Chlorination of acetyl methoxy(thiocarbonyl) sulfide (6) could be arrested at 1 plus acetyl chloride, and further chlorination of 1 provided (methoxydichloromethyl)disulfanyl chloride (5).
Activation of Dithiocarbamate by 2-Halothiazolium Salts
Sugimoto, Hirohiko,Makino, Itsuo,Hirai, Kentaro
, p. 2263 - 2267 (2007/10/02)
Activation of dithiocarbamate salts with 2-halo-3-alkyl-4-phenylthiazolium salt and subsequent one-pot nucleophilic reaction with N, S, and O nucleophiles provided substituted thioureas, dithiocarbamates, and thiocarbamates or amides, respectively, under very mild conditions.A useful thiocarbonyl-transfer reaction is also described that consists of activation of imidazolodithiocarbamate and a subsequent one-pot nucleophilic reaction. (Thiocarbonyl)diimidazole is generated in situ.
Novel Symmetrical and Mixed Carbamoyl and Amino Polysulfanes by Reactions of (Alkoxydichloromethyl)polysulfanyl Substrates with N-Methylaniline
Schroll, Alayne L.,Barany, George
, p. 1866 - 1881 (2007/10/02)
Reactions of (alkoxydichloromethyl)polysulfanes with N-methylaniline can be rationalized by a "carbamoyl" route where the alkoxydichloromethyl group behaves via loss of alkyl chloride as a "masked" acid chloride or by a "sulfenyl" route which reflects fragmentation of the (alkoxydichloromethyl)polysulfanyl functionality into the corresponding alkoxy(thiocarbonyl) and sulfenyl components (cf.Scheme I).Application of this and related chemistry to bifunctional substrates arising from partial or complete chlorination of 2Sm, R = Me, Et, i-Pr, and m = 1-4, has led to Ph(Me)N(C=O)Sn(C=O)N(Me)Ph, n = 2-12; Ph(Me)N(C=O)SnN(Me)Ph, n = 1-6; Ph(Me)NSnN(Me)Ph, n = 1-10; RO(C=S)Sn(C=O)N(Me)Ph, n = 2, 3; and RO(C=S)SnN(Me)Ph, n = 1-5.These families allowed a test of reversed-phase high-pressure liquid chromatography for evaluating homologies in polysulfane series.Treatment of bis sulfide (27c) with sulfuryl chloride in the presence of calcium carbonate conveniently gave distillable bis(chlorocarbonyl)trisulfane (14), whereas the same procedure with SO2Cl2 alone gave directly (chlorocarbonyl)disulfanyl chloride (12) (see Scheme VII).Higher Cl(C=O)SmCl, m = 3-5, were indicated but could not be isolated in the course of studies generalizing results on 14 to the preparation of higher Cl(C=O)Sn(C=O)Cl, n = 4-6.The new bis(carbamoyl) monosulfide 61 was obtained by the relatively slow triphenylphosphine or cyanide promoted desulfurization of bis(methylphenylcarbamoyl)disulfane (4) (eq. 1 and 4); cyanide treatment of the higher polysulfanes Ph(Me)N(C=O)Sn(C=O)N(Me)Ph for n > 3 rapidly gave disulfane directly (eq 5).
Synthesis and Characterisation of Bispolysulphanes
Mott, Andrew W.,Barany, George
, p. 2615 - 2621 (2007/10/02)
Bispolysulphanes with a linear chain of 1-6 sulphurs have been prepared and characterised; in particular X-ray crystallographic analyses proved the structures of the tri- and tetra-sulphanes.The tri-to hexa-sulphanes were formed by reactions of O,S-dimethyl dithiocarbonate with the appropriate dichlorosulphane containing two less sulphurs.The disulphane was prepared by chlorination of O-t-butyl S-methyl dithiocarbonate or by controlled desulphurisation of the trisulphane using triphenylphosphine; further desulphurisation provided the monosulphide. (Methyl thio)carbonylsulphenyl chloride is proposed as an intermediate in the above chlorination; it was synthesised by an indirect route and shown to rearrange to its isomer, (methylthio)carbonyl chloride.
