Issue 0, 1982

Reactions of monoprotic thioureas with ethyl α-chloroacetoacetate, ethyl bromomalonate, and ethyl bromocyanoacetate

Abstract

N,N,-Dialkyl-N′-arylthioureas (1) with ethyl α-chloroacetoacetate, furnished dialkylamine hydrochlorides, aryl isothiocyanates, 2-arylimino-1,3-oxathioles (2), 2-arylimino-3-aryl-Δ4-thiazolines (3), diarylthioureas (9), and carbonyl sulphide. With ethyl bromomalonate the products were dialkylamine hydrobromides, aryl isothiocyanates, 2-arylimino-3-arylthiazolidin-4-ones (11), and diarylthioureas (9). Ethyl bromocyanoacetate gave an ethyl cyano{[dimethylamino(phenylimino)methyl]thio}acetate (13). Compound (13) with triethylamine gave the starting thiourea (1) and diethyl dicyanofumarate.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1982, 653-656

Reactions of monoprotic thioureas with ethyl α-chloroacetoacetate, ethyl bromomalonate, and ethyl bromocyanoacetate

H. Singh, A. S. Ahuja and N. Malhotra, J. Chem. Soc., Perkin Trans. 1, 1982, 653 DOI: 10.1039/P19820000653

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