2,5-Dimethoxybenzenesulfonyl chloride → 2,5-Dimethoxy-N-[2-[(phenylsulfonyl)amino]4-(1-piperazinyl)phenyl]benzenesulfonamide

HRID 1064462Notes

Reaction equation

HRID 1064462 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)=[CH:4][C:3]=1[NH:21][S:22]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)(=[O:24])=[O:23].[CH3:31][O:32][C:33]1[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][C:34]=1[S:41](Cl)(=[O:43])=[O:42]>>[CH3:31][O:32][C:33]1[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][C:34]=1[S:41]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]2)=[CH:4][C:3]=1[NH:21][S:22]([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)(=[O:23])=[O:24])(=[O:42])=[O:43]

Participants

3

Reactant 2

HCID 1370252,5-Dimethoxybenzenesulfonyl chlorideHCID 22272479N-(2-amino-5-(4-boc-1-piperazinyl)-phenyl)-benzenesulfonamide

Product 1

HCID 103020902,5-Dimethoxy-N-[2-[(phenylsulfonyl)amino]4-(1-piperazinyl)phenyl]benzenesulfonamide

Procedure

2,5-Dimethoxy-N-[2-[(phenylsulfonyl)amino]-4-(1-piperazinyl)phenyl]benzenesulfonamide was synthesized from of N-{2-amino-5-(4-t-butyloxycarbonyl-piperazinyl)-phenyl}benzenesulfonamide and 2,5-dimethoxybenzenesulfonylchloride (57 mg, 0.239 mmol) according to general method 3 to give 60 mg of a purple solid. MS (posES-FIA) m/z=Found: 533.1. Calcd: 533.14. 1H-NMR δ 7.68-7.48 (m, 5H), 7.16-7.05 (m, 4H), 6.69 (dd, 1H), 6.42 (d, 1H), 4.03 (s, 3H), 3.69 (s, 3H), 3.26-3.10 (m, 8H).

Sources & evidence

ORD record
ord-836edcd5bd514e738bf6f03dc2b62e0e
Source dataset
uspto-grants-2005_11
Patent number
US06969710B2

Reaction notes

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