4-t-Butylbenzenesulfonyl chloride → N-[4-Bromo-2-(pyridine-4-carbonyl)-phenyl]4-tert-butyl-benzenesulfonamide

HRID 29553Notes

Reaction equation

HRID 29553 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].[C:17]([C:21]1[CH:26]=[CH:25][C:24]([S:27](Cl)(=[O:29])=[O:28])=[CH:23][CH:22]=1)([CH3:20])([CH3:19])[CH3:18]>>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][S:27]([C:24]2[CH:25]=[CH:26][C:21]([C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:22][CH:23]=2)(=[O:29])=[O:28])=[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 1398824-t-Butylbenzenesulfonyl chlorideHCID 13549724(2-Amino-5-bromophenyl)(pyridin-4-yl)methanone

Product 1

HCID 10412561N-[4-Bromo-2-(pyridine-4-carbonyl)-phenyl]4-tert-butyl-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 116 mg of 4-tert-butyl-benzenesulfonyl chloride. 1H-NMR (400 MHz, CDCl3): δ 1.27 (3, 9H), 7.41 (m, 3H), 7.50 (dd, 2H), J=4.8 Hz, 1.6 Hz), 7.67-72 (m, 4H), 8.85 (d, 2H, J=6 Hz), 10.19 (s, 1H). MS; m/z 473.9 (M30 +1).

Sources & evidence

ORD record
ord-58d42292da4f4e4e89122441116da3bb
Source dataset
uspto-grants-2008_09
Patent number
US07420055B2

Reaction notes

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