CYCLOKONDENSATIONEN VON O-ETHYL-S-SUBSTITUIERTEN DITHIOCARBONATEN ZU NEUEN 4-ALKYLTHIO-1,3-DITHIOL-2-THIONEN MIT HILFE VON SCHWEFELKOHLENSTOFF

Abstract

4-Alkylthio-5-(p-nitro-phenyl)-1,3-dithiole-2-thiones 4a-e, 4-alkylthio-5-(p-, bzw. o-cyano-phenyl)-1,3-dithiole-2-thiones 4f, 4g, 4-alkylthio-5-pivaloyl-1,3-dithiole-2-thiones 4h-j und 5-methylthio-2-thioxo-1,3-dithiole-4-carboxylic acid N-methyl-p-chlor-bzw,-p-methoxy-anilides 4k, 41 are obtained by reaction of the O-ethyl-S-substituted dithiocarbonates 3 with carbon disulfide/potassium tert. butoxyde in dry DMF and alkylation reagent. Treatment of 1,3-dithiole-2-thiones 4a-c with mercuric acetate give 1,3-dithiole-2-ones 5a-c. Carbonyl stretching frequencies of 2-oxo-substituted five-membered heterocycles I are discussed.

Key Words:

• 1,3-Dithiole-2-thiones
• 1,3-dithiole-2-ones
• dithiocarboxylation
• carbon disulfide
• dithiocarbonates