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

✍ Scribed by JÖRg Bader

• Publisher: John Wiley and Sons
• Year: 1968
• Tongue: German
• Weight: 630 KB
• Volume: 51
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19680510625

✦ Synopsis

Summavy. 1,2-Dithioles with sulfur substituents in position 5 are prepared by reaction of 4chloro-l,Z-dithio1-3-ones with thiols, sulfinates, dithiocarbamates, or potassium ethylxanthate. Bis-(4-chloro-l, Z-dithiol-3-on-5-yl) sulfide is produccd from 4,5-dichloro-l, 2-dithiol-3-one with sodium thiosulfate and other thiol forming reagents. The 5-alkylthio-and 5-arylthio-l,Z-dithio1-3ones can be oxidized with peracids to sulfoxides and, partly, to sulfones; the sulfones can also be obtained from sulfinates. 4-Chloro-5-(cc-methyl-benzylthio)-1,2-dithiol-3-one reacts differently with peracetic acid, giving bis-(4-chloro-l, 2-dithiol-3-on-5-yl) disulfide besides 4-chloro-1,Zdithiol-3-one. With oxalyl chloride, 4-chloro-5-alkylthio-1,2-dithiol-3-ones form 3,4-dichlorodithioliumchlorides, which react with anilines to give 3-phenylimino-4-chloro-5-alkylthio-l, 2dithioles.

% rena) Mo1.-Gew.