2-Amino-4-chlorobenzoic acid → HCID 15551246, compound

HRID 2395280Notes

Reaction equation

HRID 2395280 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([N:14]=[C:15]=[O:16])(=[O:13])=[O:12])=[CH:7][CH:6]=1)=[O:4].[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:8]3[CH:7]=[CH:6][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:10][CH:9]=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 18971438HCID 18971438, compound

Product 1

HCID 15551246HCID 15551246, compoundYield 58.9%

Procedure

1.12 g (4.65 mmol) of 4-methoxycarbonylbenzenesulfonylisocyanate and 798 mg (4.65 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 1.08 g of the above-identified compound (yield 58.9%). Properties: colorless crystal, Melting point: >230° C., PMR (δppm, DMSO-d6): 3.91 (3H,s), 7.13 (1H,s), 7.23 (1H,d), 7.86 (1H,d), 8.20 (2H,d), 8.29 (2H,d), 11.80 (1H,br).

Sources & evidence

ORD record
ord-040a2d5cdefd4d8e844f3e06ef31fa71
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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