Methanol → HCID 178460595, compound

Participants

Reaction Steps

Triethylamine (3.06 ml, 2.22 g, 22 mmol) was added to a stirred mixture of methyl thioglycolate (2.12 g, 20 mmol) and 5-chloro-4-nitrothiophene-2-sulfonamide (4.90 g, 30 mmol) (C. A. Obatemi, Phosphorous and Sulfur, 1982, 13, 119) in methanol (30 ml). After a slight exotherm the reaction mixture became very thick and difficult to stir. The mixture was stirred for an additional 16 hours, then added to water (250 ml). The yellowish solid was collected, washed with water air-dried to yield 5.2 g, mp 153°-154° C. Recrystallization from dichloroethane gave methyl (3-nitro-5-sulfamoylthien-2-yl)thioacetic acid with mp 154°-155° C.

Provenance & Evidence