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18.6.6.1.2.3 Method 3: Synthesis from Chloro(oxo)methanesulfenyl Chloride

DOI: 10.1055/sos-SD-018-00578

Rossi, L.Science of Synthesis, (200518626.

Chloro(oxo)methanesulfenyl chloride (ClCOSCl) is very versatile substrate for the synthesis of thiazolidinones (e.g., 338) and benzothiazolones. It can be used in reaction with N-alkylanilines,[‌553‌] primary and secondary enamines,[‌554‌‌556‌] and substituted pyrimidines (Scheme 242).[‌557‌] Several different substituted thiazolidinones and benzothiazolones are obtained in moderate to high yields. Chloro(oxo)methanesulfenyl chloride can be readily obtained by reaction of trichloromethanesulfenyl chloride with concentrated sulfuric acid.

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