Butyl iodide → 5-Amino-3-n-butylthio-4-phenoxybenzoic acid

Participants

Reaction Steps

5-Amino-3-mercapto-4-phenoxybenzoic acid (5.22 g) is suspended in water (150 ml), 1 N sodium hydroxide is added until pH 8, and n-butyl iodide (7.4 g) is added to the resulting solution. The reaction mixture is stirred for 16 hours whereafter 5-amino-3-n-butylthio-4-phenxoybenzoic acid is precipitated by addition of 1 N hydrochloric acid until pH 2.5. After collection, recrystallization from aqueous ethanol, and drying in vacuo at 65°C, the compound is obtained with a melting point of 131°-132°C.

Provenance & Evidence