4-Nitroanthranilic acid → HCID 18971381, compound

HRID 2395285Notes

Reaction equation

HRID 2395285 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]=[C:12]=[O:13])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH2:14][C:15]1[CH:23]=[C:22]([N+:24]([O-:26])=[O:25])[CH:21]=[CH:20][C:16]=1[C:17](O)=[O:18]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([N:11]2[C:17](=[O:18])[C:16]3[C:15](=[CH:23][C:22]([N+:24]([O-:26])=[O:25])=[CH:21][CH:20]=3)[NH:14][C:12]2=[O:13])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 120764-Nitroanthranilic acidHCID 1385874-Chlorobenzenesulfonyl isocyanate

Product 1

HCID 18971381HCID 18971381, compoundYield 138.3%

Procedure

2.90 g (13.3 mmol) of 4-chlorobenzenesulfonylisocyanate and 2.21 g (14.1 mmol) of 2-amino-4-nitrobenzoic acid were treated in the same way as in Example 1 to obtain 7.02 g of the above-identified compound (yield 57.9%). Properties: colorless crystal, Melting point: 258°-260° C., PMR (δppm, DMSO-d6): 7.10 (1H,s), 7.77 (2H,d), 7.92 (1H,d), 8.10 (1H,d), 8.19 (2H,d).

Sources & evidence

ORD record
ord-b8b8f58ade254af6941f97d51676aa59
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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