Methanethiol → HCID 178426720, compound

Participants

Reaction Steps

To a solution of 50 ml. of methyl mercaptan in 200 ml. of dimethylformamide was added 48 g. of sodium hydride portionwise at -40°. On completion of the ensuing reaction, 100.0 g. of 5-chloro-2-nitrobenzoic acid was added. The reaction temperature was allowed to come up to -10°, was lowered back to -40°, and the excess reagent was quenched with 1 N hydrochloric acid. After 2 hours stirring at room temperature, the product was collected, 102.3 g. (97%), mp 165°-169°. Recrystallization from methanolethyl acetate gave 52.14 g., mp. 173°-174°. The analytical sample was obtained from ethyl acetate, mp 174°-175°.

Provenance & Evidence