(2-Amino-5-chlorophenyl)-pyridin-4-yl methanone → N-(4-Chloro-2-isonicotinoylphenyl)-4-isopropoxybenzenesulfonamide

HRID 495576Notes

Reaction equation

HRID 495576 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1)=[O:10].[CH:17]([O:20][C:21]1[CH:26]=[CH:25][C:24]([S:27](Cl)(=[O:29])=[O:28])=[CH:23][CH:22]=1)([CH3:19])[CH3:18]>>[Cl:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][S:27]([C:24]2[CH:23]=[CH:22][C:21]([O:20][CH:17]([CH3:19])[CH3:18])=[CH:26][CH:25]=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 10214538(2-Amino-5-chlorophenyl)-pyridin-4-yl methanoneHCID 223272974-(Propan-2-yloxy)benzene-1-sulfonyl chloride

Product 1

HCID 10432875N-(4-Chloro-2-isonicotinoylphenyl)-4-isopropoxybenzenesulfonamide

Procedure

The title compound was prepared according to the general procedure for the synthesis of N-Aryl-benzenesulfonamides previously described using 116 mg of (2-Amino-5-chloro-phenyl)-pyridin-4-yl-methanone and 117 mg of 4-Isopropoxy-benzenesulfonyl chloride. 1H-NMR (400 MHz, CDCl3): δ 1.01 (d, 6H, J=5.6 Hz), 4.27 (m, 1H), 6.51 (d, 2H, J=8.8 Hz), 6.87 (d, 1H, J=8.8 Hz), 7.15-7.25 (m, 4H), 7.60 (d, 2H, J=6.0 Hz), 8.64 (d, 2H, J=6 Hz), 9.60 (s, 1H). MS: m/z 431.9 (M++1).

Sources & evidence

ORD record
ord-3394ece737c343e7ac4271399cbb3f6c
Source dataset
uspto-grants-2005_09
Patent number
US06939885B2

Reaction notes

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