4,5-Dimethoxyanthranilic acid → HCID 18971499, compound

HRID 2395283Notes

Reaction equation

HRID 2395283 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]([O:24][CH3:25])[C:21]([O:26][CH3:27])=[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]([O:24][CH3:25])=[C:21]([O:26][CH3:27])[CH:20]=3)[NH:14][C:12]2=[O:13])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 797364,5-Dimethoxyanthranilic acidHCID 1385874-Chlorobenzenesulfonyl isocyanate

Product 1

HCID 18971499HCID 18971499, compoundYield 73.3%

Procedure

2.36 g (10.8 mmol) of 4-chlorobenzenesulfonylisocyanate and 1.94 g (9.84 mmol) of 2-amino-4,5-dimethoxybenzoic acid were treated in the same way as in Example 1 to obtain 2.86 g of the above-identified compound (yield 73.3%). Properties: colorless crystal, Melting point: >250° C., PMR (δppm, DMSO-d6): 3.79 (3H,s), 3.84 (3H,s), 6.62 (1H,s), 7.22 (1H,s), 7.74 (2H,d), 8.15 (2H,d), 11.36 (1H,br).

Sources & evidence

ORD record
ord-855bd5019dc84241840544ba142d3106
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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