pyridine-3-sulfonamide → HCID 54440272, compound

HRID 2395295Notes

Reaction equation

HRID 2395295 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.[N:22]1[CH:27]=[CH:26][CH:25]=[C:24]([S:28]([NH2:31])(=[O:30])=[O:29])[CH:23]=1>>[N:22]1[CH:27]=[CH:26][CH:25]=[C:24]([S:28]([NH:31][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:30])=[O:29])[CH:23]=1

Participants

3

Reactant 2

HCID 232710pyridine-3-sulfonamideHCID 15524163HCID 15524163, compound

Product 1

HCID 54440272HCID 54440272, compound

Procedure

As the starting substances, methyl 4-chloro-2-phenoxycarbonylaminobenzoate and pyridine-3-sulfonamide were used and the same method was applied as in Example 36 to obtain N-(3-pyridine sulfonyl)-N'-(2-methoxycarbonyl-5-chlorophenyl)urea and further to obtain from 1.3 g (3.66 mmol) of N-(3-pyridine sulfonyl)-N'-(2-carboxyl-5-chlorophenyl)urea 1.1 g of the above-identified compound (yield 88.3%). Properties: colorless crystal, Melting point: >226° C. (decomposition), PMR (δppm, DMSO-d6):7.10 (1H,s), 7.24 (1H,d), 7.73 (1H,t), 7.85 (1H,d), 8.50 (1H,d), 7.93 (1H,d), 9.23 (1H,s), 11.68 (1H,s).

Sources & evidence

ORD record
ord-cbca3d8c26364c5abc35fda9342590cf
Source dataset
uspto-grants-1998_09
Patent number
US05814631

Reaction notes

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