4-Chlorobenzenesulfonyl isocyanate → HCID 18971456, compound

HRID 2395287Notes

Reaction equation

HRID 2395287 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]=[C:12]=[O:13])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH2:14][C:15]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:16]=1[C:17](O)=[O:18]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([N:11]2[C:17](=[O:18])[C:16]3[C:15](=[CH:23][C:22]([F:24])=[CH:21][CH:20]=3)[NH:14][C:12]2=[O:13])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 1385874-Chlorobenzenesulfonyl isocyanateHCID 27249674-Fluoroanthranilic acid

Product 1

HCID 18971456HCID 18971456, compoundYield 83.7%

Procedure

2.31 g (10.6 mmol) of 4-chlorobenzenesulfonylisocyanate and 1.50 g (9.67 mmol) of 2-amino-4-fluorobenzoic acid were treated in the same way as in Example 1 to obtain 2.87 g of the above-identified compound (yield 83.7%). Properties: colorless crystal, Melting point: >200° C., PMR (δppm, DMSO-d6): 6.86 (1H,d), 7.04 (1H,t), 7.76 (2H,d), 7.93 (1H,dd), 8.17 (2H,d), 11.65 (1H,br).

Sources & evidence

ORD record
ord-52f4a13e94e34ff28f5dcdde6ee654ca
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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