2-Amino-4-chlorobenzoic acid → HCID 18971419, compound

HRID 2395307Notes

Reaction equation

HRID 2395307 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([S:16]([N:19]=[C:20]=[O:21])(=[O:18])=[O:17])=[CH:12][CH:11]=1)=[O:5])[CH3:2].[NH2:22][C:23]1[CH:31]=[C:30]([Cl:32])[CH:29]=[CH:28][C:24]=1[C:25]([OH:27])=O>>[Cl:32][C:30]1[CH:31]=[C:23]2[C:24]([C:25](=[O:27])[N:19]([S:16]([C:13]3[CH:12]=[CH:11][C:10]([O:9][CH2:8][CH2:7][CH2:6][C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:15][CH:14]=3)(=[O:17])=[O:18])[C:20](=[O:21])[NH:22]2)=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 666462-Amino-4-chlorobenzoic acidHCID 18971403HCID 18971403, compound

Product 1

HCID 18971419HCID 18971419, compoundYield 27%

Procedure

763 mg (2.44 mmol) of 4-(3-ethyloxycarbonylpropyloxy)benzenesulfonylisocyanate and 418 mg (2.44 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 306 mg of the above-identified compound (yield 27.0%). Properties: colorless crystal, Melting point: 167°-169° C., PMR (δppm, DMSO-d6):1.18 (3H,s), 1.98-2.03 (1H,m), 2.46 (2H,t), 4.04-4.14 (4H,m), 7.12 (1H,s), 7.16 (2H,d), 7.21 (1H,d), 7.85 (1H,d), 8.09 (2H,d), 11.58 (1H,s).

Sources & evidence

ORD record
ord-11aa2a6be7774dda83e318e991166e7e
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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