4-Methoxybenzenesulfonyl chloride → N-[4-Bromo-2-(pyridine-4-carbonyl)-phenyl]4-methoxy-benzenesulfonamide

HRID 29551Notes

Reaction equation

HRID 29551 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1)=[O:10].[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1>>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][S:25]([C:22]2[CH:21]=[CH:20][C:19]([O:18][CH3:17])=[CH:24][CH:23]=2)(=[O:27])=[O:26])=[C:3]([C:9]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)=[O:10])[CH:4]=1

Participants

3

Reactant 2

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 13549724(2-Amino-5-bromophenyl)(pyridin-4-yl)methanone

Product 1

HCID 10049261N-[4-Bromo-2-(pyridine-4-carbonyl)-phenyl]4-methoxy-benzenesulfonamide

Procedure

The title compound was prepared according to the general procedure for the synthesis of N-Aryl-benzenesulfonamides previously described using 138 mg of (2-amino-5-bromo-phenyl)-pyridin-4-yl-methanone and 101 mg of 4-methoxy-benzenesulfonyl chloride. 1H-NMR (400 MHz, CDCl3): δ 3.69 (s, 3H), 6.68 (d, 2H, J=8.8 Hz), 7.36-7.47 (m, 4H), 7.46, 7.55-7.69 (m, 5H), 9.65 (s, 1H). MS: m/z 448.3 (M++1).

Sources & evidence

ORD record
ord-7b727e2eaf4a47c7b660c56ae8e3f795
Source dataset
uspto-grants-2008_09
Patent number
US07420055B2

Reaction notes

Loading…