4-Chlorobenzenesulfonyl isocyanate → HCID 18971532, compound

HRID 2395282Notes

Reaction equation

HRID 2395282 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]([CH3:24])[C:21]([CH3:25])=[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]([CH3:24])=[C:21]([CH3:25])[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 2665342-amino-4,5-dimethylbenzoic acid

Product 1

HCID 18971532HCID 18971532, compoundYield 15.7%

Procedure

365 mg (1.68 mmol) of 4-chlorobenzenesulfonylisocyanate and 230 mg (1.40 mmol) of 2-amino-4,5-dimethylbenzoic acid were treated in the same way as in Example 1 to obtain 80 mg of the above-identified compound (yield 15.7%). Properties: colorless crystal, Melting point: 221°-222° C., PMR (δppm, DMSO-d6): 2.23 (3H,s), 2.27 (3H,s), 6.89 (1H,s), 7.60 (1H,s), 7.75 (2H,d), 8.15 (2H,d), 11.40 (1H,br).

Sources & evidence

ORD record
ord-42b49b21d6ce44b6b67e1812cba6d661
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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