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-thiazolidin-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-phenylethyl)-3,4-diphenyl-1,3-thiazolidin-2-one hydrobromides respectively.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 103–110, January, 2008.
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Potikha, L.M., Turov, A.V. & Kovtunenko, V.A. Condensation of γ-bromodypnone with thiocarbamides: Synthesis of 4,4-disubstituted 4,5-dihydro-1,3-thiazol-2-amines and thiazolidin-2-ones. Chem Heterocycl Comp 44, 86–91 (2008). https://doi.org/10.1007/s10593-008-0008-6
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DOI: https://doi.org/10.1007/s10593-008-0008-6