Ammonia → Phthalimide

HRID 616837Notes

Reaction equation

HRID 616837 reaction equation
[C:1]1(=O)[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[NH3:12]>>[C:1]1(=[O:6])[NH:12][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12

Participants

3

Reactant 2

HCID 222AmmoniaHCID 6811Phthalic Anhydride

Product 1

HCID 6809Phthalimide

Procedure

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##

Workup

  1. customshown in Reaction scheme (2), in which

Sources & evidence

ORD record
ord-4a39cb029d734750921fd122eec70b28
Source dataset
uspto-grants-1978_02
Patent number
US04076721

Reaction notes

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