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Competition of the Hantzsch and boese reactions in the interaction of 1-thiocarbamoylthiosemicarbazide and phenylchloropyruvic acid methyl ester
Authors:V. A. Mamedov  I. Z. Nurkhametova  A. T. Gubaidullin  I. A. Litvinov  Ya. A. Levin
Abstract:1-Thiocarbamoylthiosemicarbazide, the synthetic equivalent of thiourea and thiosemicarbazide, reacts with phenylchoropyruvic acid methyl ester exclusively as thiourea (Hantzsch reaction) forming 2-hydrazo-4-methoxycarbonyl-5-phenylthiazole. Diacetylation and reductive fission of this hydrazo compound was carried out, and also oxidation to the corresponding azo compound, readily accomplished with using dimethyl sulfoxide.A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan 420088; Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1554–1560, November, 1999.
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