4-Butoxybenzenesulfonyl Chloride → HCID 18767821, compound

HRID 2300226Notes

Reaction equation

[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12](Cl)(=[O:14])=[O:13])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].Cl.O.[NH:18]1[CH2:23][CH2:22][C:21](=[O:24])[CH2:20][CH2:19]1>>[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([N:18]2[CH2:23][CH2:22][C:21](=[O:24])[CH2:20][CH2:19]2)(=[O:14])=[O:13])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 5179904-Butoxybenzenesulfonyl Chloride

HCID 2723901Piperonylamine

Product 1

HCID 18767821HCID 18767821, compound

Procedure

The title compound was prepared from 4-butoxybezenesulfonyl chloride and 4-piperidone monohydrate hydrochloride according to the procedure of Intermediate 22 as an off-white solid; 1H NMR (CDCl3) δ 0.98 (t, J=7.38 Hz, 3H), 1.44-1.54 (m, 4H), 1.75-1.84 (m, 4H), 2.54 (t, J=6.24 Hz, 2H), 3.37 (t, J=6.18 Hz, 2H), 4.02 (t, J=6.48 Hz, 2H), 6.99 (dt, J=2.91 Hz, 4.77 Hz, 2H), 7.72(dt, J=2.91 Hz, 4.86 Hz, 2H); MS (ES) m/z 311.9 (MH+); HRMS for C15H21NO4S: 311.1196; Anal. Calcd. for C15H21NO4S: C, 57.86; H, 6.80; N, 4.50. Found: C, 57.69; H, 6.50; N, 4.25.

Sources & evidence

ORD record: ord-6f53e7d385e94686a43266a02e105641
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06498170B2

Reaction notes

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