5‐Schwefelsubstituierte 1,2‐Dithiol‐3‐one

Abstract 1, 2‐Dithioles with sulfur substitutents in position 5 are prepared by reaction of 4‐chloro‐1, 2‐dithiol‐3‐ones with thiols, sulfinates, dithiocarbamates, or potassium ethylxanthate. Bis‐(4‐chloro‐1, 2‐dithiol‐3‐on‐5‐yl) sulfide is produced from 4, 5‐dichloro‐1, 2‐dithiol‐3‐one with sodium thiosulfate and other thiol forming reagents. The 5‐alkylthio‐ and 5‐arylthio‐1, 2‐dithiol‐3‐ones can be oxidized with peracids to sulfoxides and, partly, to sulfones; the sulfones can also be obtained from sulfinates. 4‐Chloro‐5‐(α‐methyl‐benzylthio)‐1, 2‐dithiol‐3‐one reacts differently with peracetic acid, giving bis‐(4‐chloro‐1, 2‐dithiol‐3‐on‐5‐yl) disulfide besides 4‐chloro‐1, 2‐dithiol‐3‐one. With oxalyl chloride, 4‐chloro‐5‐alkylthio‐1, 2‐dithiol‐3‐ones form 3, 4‐dichloro‐dithioliumchlorides, which react with anilines to give 3‐phenylimino‐4‐chloro‐5‐alkylthio‐1, 2‐dithioles.