Methanethiol → Benzenecarbodithioic acid, 4-amino-, methyl ester

Participants

Reaction Steps

Methyl mercaptan was passed into a filtered solution of crude carboxymethyl 4-aminobenzenecarbodithioate (7.48 g, 0.033 mol)in 66 ml of 0.5 N of sodium hydroxide solution containing 10% by weight sodium bicarbonate under external ice-cooling for about 10 minutes. A yellow precipitate separated out gradually as the colour of the aqueous solution was discharged. After standing for 1 hour at 0°-5°C, the precipitate was filtered off, washed with 10% by weight sodium bicarbonate solution, then with water and dried in vacuo at a temperature of below 50°C. The yield of the yellow crystalline powder, m.p. 74.5°-75.5° (decomp.) was 5.3 g or 87.7%.

Provenance & Evidence