Ammonia → Phthalimide

Participants

Reaction Steps

1.2-Benzoisothiazole-3-on-1.1-dioxide has also been produced by the reaction sequence shown in Reaction scheme (2), in which: (1) phthalic anhydride is reacted with ammonia; (2) phthalimide produced in the first step is subjected to the Hoffmann reaction; (3) o-aminobenzoic acid produced in the second step is diazotized; (4) sodium sulfide is reacted with the diazobenzoic acid produced in the third step; (5) sodium dithiodibenzoate produced in the fourth step is treated with an acid; (6) dithiodibenzoic acid produced in the fifth step is methyl esterified; (7) dimethyl dithiodibenzoate produced in the sixth step is reacted with chlorine; and (8) methyl o-sulfochlorobenzoate produced in the seventh step is reacted with ammonia. (Chemical Engineering, Vol. 61, No. 7, page 128, 1954). ##STR5##

Provenance & Evidence