4-Acetylbenzenesulphonamide → HCID 18971518, compound

HRID 2395314Notes

Reaction equation

[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([NH:12][C:13]([O:15]C2C=CC=CC=2)=O)[CH:3]=1.[C:22]([C:25]1[CH:30]=[CH:29][C:28]([S:31]([NH2:34])(=[O:33])=[O:32])=[CH:27][CH:26]=1)(=[O:24])[CH3:23]>>[C:22]([C:25]1[CH:26]=[CH:27][C:28]([S:31]([NH:34][C:13]([NH:12][C:4]2[CH:3]=[C:2]([Cl:1])[CH:11]=[CH:10][C:5]=2[C:6]([O:8][CH3:9])=[O:7])=[O:15])(=[O:32])=[O:33])=[CH:29][CH:30]=1)(=[O:24])[CH3:23]

Participants

Reactant 2

HCID 740654-Acetylbenzenesulphonamide

HCID 15524163HCID 15524163, compound

Product 1

HCID 18971518HCID 18971518, compound

Procedure

As the starting substances, methyl 4-chloro-2-phenoxycarbonylaminobenzoate and 4-acetylbenzenesulfonamide were used and the same method was applied as in Example 36 to obtain N-(4-acetylbenzenesulfonyl)-N'-(2-methoxycarbonyl-5-chlorophenyl)urea and further to obtain from 300 mg (0.76 mmol) of N-(4-acetylbenzenesulfonyl)-N'-(2-carboxyl-5-chlorophenyl)urea 170 mg of the above-identified compound (yield 59.1%). Properties: colorless crystal, Melting point: >250° C. (decomposition), PMR (δppm, DMSO-d6):2.64 (3H,s), 7.10 (1H,s), 7.24 (1H,q), 7.85 (1H,d), 8.17 (2H,d), 8.27 (2H,d).

Sources & evidence

ORD record: ord-ce9abfbbf15049239cb24853c68d3c0f
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05814631

Reaction notes

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