CONDENSATION OF γ-BROMODYPNONE WITH THIOCARBAMIDES: SYNTHESIS OF 4,4-DISUBSTITUTED 4,5-DIHYDRO- 1,3-THIAZOL-2-AMINES AND THIAZOLIDIN-2-ONES

Authors

  • Л. М. Потиха Taras Shevchenko National University, Kiev 01033
  • А. В. Туров Taras Shevchenko National University, Kiev 01033
  • В. А. Ковтуненко Taras Shevchenko National University, Kiev 01033

DOI:

https://doi.org/10.1007/6942

Keywords:

2-amino-4, 5-dihydro-1, 3-thiazole, γ-bromodypnone, 2, 4-diphenylthiophene, 1, 3-thiazolidin-2-one, thiourea, thiosemicarbazide

Abstract

The reaction of 4-bromo-1,3-diphenyl-2-buten-1-one with thiourea or N,N’-diphenylthiourea gives 2-(2-amino-4-phenyl-4,5-dihydro-1,3-thiazol-4-yl)- and 2-[3,4-diphenyl-2-(phenylimino)-1,3-thiazo-lidin-4-yl]-1-phenyl-1-ethanone – the products of nucleophilic substitution  of the halogen atom and Michael addition at position 3 of the 2-buten-1-one  system. A similar reaction with thiosemicarbazide and 1-phenylthiosemicarbazide gives the 4-(2-oxo-2-phenylethyl)-4-phenyl-and 4-(2-oxo-2-phenyl-ethyl)-3,4-diphenyl-1,3-thiazolidin-2-one hydrobromides respectively.

How to Cite
Potikha, L. M.; Turov, A. V.; Kovtunenko, V. A.  Chem. Heterocycl. Compd. 2008, 44, 86. [Khim. Geterotsikl. Soedin. 2008, 103.]

For this article in the English edition see DOI 10.1007/s10593-008-0008-6


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Published

2022-08-04

Issue

No. 1 (2008)

Section

Original Papers