2-Amino-4-chlorobenzoic acid → HCID 18971454, compound

HRID 2395298Notes

Reaction equation

HRID 2395298 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]=[C:12]=[O:13])(=[O:10])=[O:9].[NH2:14][C:15]1[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:16]=1[C:17]([OH:19])=O>>[Cl:24][C:22]1[CH:23]=[C:15]2[C:16]([C:17](=[O:19])[N:11]([S:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])(=[O:9])=[O:10])[C:12](=[O:13])[NH:14]2)=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 666462-Amino-4-chlorobenzoic acidHCID 174071Benzenesulfonyl isocyanate, 2-chloro-

Product 1

HCID 18971454HCID 18971454, compoundYield 51.6%

Procedure

1.14 g (5.22 mmol) of 2-chlorobenzenesulfonylisocyanate and 896 mg (5.22 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 1.00 g of the above-identified compound (yield 51.6%). Properties: colorless crystal, Melting point: 275°-276° C., PMR (δppm, DMSO-d6):7.16 (1H,s), 7.23 (1H,d), 7.63-7.76 (4H,m), 7.86 (1H,d), 8.20 (1H,d), 11.79 (1H,br).

Sources & evidence

ORD record
ord-96e5887a915a4245987935c2ac3098f5
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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