COMPETITION OF THE HANTZSCH AND BOESE REACTIONS IN THE INTERACTION OF 1-THIOCARBAMOYLTHIOSEMICARBAZIDE AND PHENYLCHLOROPYRUVIC ACID METHYL ESTER

Authors

  • В. А. Мамедов A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences
  • И. З. Hypхaметова A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences
  • А. T. Губaйдyллин A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences
  • И. А. Литвинов A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences
  • Я. А. Левин A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences

DOI:

https://doi.org/10.1007/1079

Abstract

1-Thiocarbamoylthiosemicarbazide, the synthetic equivalent of thiourea and thiosemicarbazide, reacts with phenylchloropyruvic 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.

Authors: V. A. Mamedov, I. Z. Nurkhametova, A. T. Gubaidullin, I. A. Litvinov, and Ya. A. Levin.

English Translation in Chemistry of Heterocyclic Compounds, 1999, 35 (11), pp 1357-1363

http://link.springer.com/article/10.1007/BF02252009

Downloads

Published

2013-10-29

Issue

No. 11 (1999)

Section

Original Papers