2-Amino-4-chlorobenzoic acid → HCID 18971414, compound

HRID 2395276Notes

Reaction equation

HRID 2395276 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([S:11]([N:14]=[C:15]=[O:16])(=[O:13])=[O:12])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[NH2:17][C:18]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:19]=1[C:20]([OH:22])=O>>[Cl:27][C:25]1[CH:26]=[C:18]2[C:19]([C:20](=[O:22])[N:14]([S:11]([C:5]3[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=3)(=[O:13])=[O:12])[C:15](=[O:16])[NH:17]2)=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 666462-Amino-4-chlorobenzoic acidHCID 18971488HCID 18971488, compound

Product 1

HCID 18971414HCID 18971414, compoundYield 35%

Procedure

897 mg (3.69 mmol) of 3,4-dimethoxybenzenesulfonylisocyanate and 633 mg (3.69 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 512 mg of the above-identified compound (yield 35.0%). Properties: colorless crystal, Melting point: >250° C., PMR (δppm, DMSO-d6): 3.85 (3H,s), 3.88 (3H,s), 7.12 (1H,s), 7.22 (2H,d), 7.67 (1H,s), 7.77 (1H,d), 7.86 (1H,d), 11.63 (1H,br).

Sources & evidence

ORD record
ord-78f2df93942b4d6cac8322343829de9c
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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