4-Butoxybenzenesulfonyl Chloride → HCID 10187338, compound

HRID 346734Notes

Reaction equation

HRID 346734 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].[CH2:31]([O:35][C:36]1[CH:41]=[CH:40][C:39]([S:42](Cl)(=[O:44])=[O:43])=[CH:38][CH:37]=1)[CH2:32][CH2:33][CH3:34]>>[CH2:31]([O:35][C:36]1[CH:41]=[CH:40][C:39]([S:42]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([N:8]3[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]3)=[CH:4][C:3]=2[NH:21][S:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)(=[O:24])=[O:23])(=[O:44])=[O:43])=[CH:38][CH:37]=1)[CH2:32][CH2:33][CH3:34]

Participants

3

Reactant 2

HCID 5179904-Butoxybenzenesulfonyl ChlorideHCID 22272479N-(2-amino-5-(4-boc-1-piperazinyl)-phenyl)-benzenesulfonamide

Product 1

HCID 10187338HCID 10187338, compound

Procedure

4-Butoxy-N-[2-[(phenylsulfonyl)amino]-4-(1-piperazinyl)phenyl]benzenesulfonamide was synthesized from N-{2-amino-5-(4-t-butyloxycarbonyl-piperazinyl)-phenyl}benzenesulfonamide and 4-n-butoxybenzenesulfonylchloride (59 mg, 0.239 mmol) according to general method 3 to give 70 mg of a purple solid. MS (posES-FIA) m/z=Found: 545.2; Calcd 545.18; 1H-NMR δ 7.73–7.45 (m, 7H), 6.95–6.91 (m, 2H), 6.72–6.70 (m, 1H), 4.00 (t, 2H), 3.29–3.24 (m, 8H), 1.79–1.70 (m, 2H), 1.55–1.43 (m, 2H), 0.97 (t, 3H).

Sources & evidence

ORD record
ord-9d1fafc6534848648f576e478927e9e4
Source dataset
uspto-grants-2007_02
Patent number
US07173035B2

Reaction notes

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