2-Amino-4-chlorobenzoic acid → HCID 22442380, compound

HRID 2395290Notes

Reaction equation

HRID 2395290 reaction equation
[CH3:1][N:2]1[C:6]([S:7]([N:10]=[C:11]=[O:12])(=[O:9])=[O:8])=[C:5]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:4]=[N:3]1.[NH2:18][C:19]1[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:20]=1[C:21]([OH:23])=O>>[Cl:28][C:26]1[CH:27]=[C:19]2[C:20]([C:21](=[O:23])[N:10]([S:7]([C:6]3[N:2]([CH3:1])[N:3]=[CH:4][C:5]=3[C:13]([O:15][CH2:16][CH3:17])=[O:14])(=[O:9])=[O:8])[C:11](=[O:12])[NH:18]2)=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 666462-Amino-4-chlorobenzoic acidHCID 15346498HCID 15346498, compound

Product 1

HCID 22442380HCID 22442380, compoundYield 35.3%

Procedure

1.26 g (4.89 mmol) of 1-methyl-4-ethoxycarbonylpyrazol-5-sulfonylisocyanate and 839 mg (4.89 mmol) of 2-amino-4-chlorobenzoic acid were treated in the same way as in Example 1 to obtain 712 mg of the above-identified compound (yield 35.3%). Properties: colorless crystal, Melting point: 222°-224° C., PMR (δppm, DMSO-d6):1.05 (3H,t), 2.09 (3H,s), 4.04 (2H,q), 4.25 (2H,s), 7.15 (1H,s), 7.29 (1H,s), 7.91 (1H,d), 8.02 (1H,s), 11.92 (1H,br).

Sources & evidence

ORD record
ord-7a2eec5ef1484f038684b18e3e1d0308
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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