Synthesis of heterocycles via enamines-X : reactions of 1-substituted-4,4,6-trimethyl-1,4-dihydropyrimidine-2(3h)thione derivatives with α-halogenated carboxylic acids and ketones

Harjit Singh, ; Singh, Paramjit ; Deep, Kanwal (1983) Synthesis of heterocycles via enamines-X : reactions of 1-substituted-4,4,6-trimethyl-1,4-dihydropyrimidine-2(3h)thione derivatives with α-halogenated carboxylic acids and ketones Tetrahedron, 39 (9). pp. 1655-1660. ISSN 0040-4020

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Official URL: http://dx.doi.org/10.1016/S0040-4020(01)88577-X

Related URL: http://dx.doi.org/10.1016/S0040-4020(01)88577-X

Abstract

2,4-Dioxathiazolidine derivatives (7) have been obtained in synthetically useful yields by the condensations of easily available 1-substituted-4,4,6-trimethyl-1,4-dihydropyrimidine-2(3H) thione derivatives (4) and α-halogenated carboxylic acids in aqueous medium. The condensations of 4 with α-haloketones in ethanol containing cone HCl furnish 2-oxa-4-thiazolines (8). The condensations of N,N-dialkyl-N'-aryl thioureas or aryl thiourethanes with α-chlorocarboxylic acids and α-haloketone in presence of cone HCl furnish 7 and 8 respectively.

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Deposited On:12 Nov 2010 13:48
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