Piperonylamine → HCID 18767824, compound

HRID 479958Notes

Reaction equation

[CH2:1]([NH:7][C:8]([NH2:10])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH:11]1[CH:16]=[CH:15][C:14]([S:17](Cl)(=[O:19])=[O:18])=[CH:13][CH:12]=1.Cl.O.[NH:23]1[CH2:28][CH2:27][C:26](=[O:29])[CH2:25][CH2:24]1>>[CH2:1]([NH:7][C:8]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([S:17]([N:23]2[CH2:28][CH2:27][C:26](=[O:29])[CH2:25][CH2:24]2)(=[O:19])=[O:18])=[CH:13][CH:12]=1)=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

Reactant 2

HCID 2723901Piperonylamine

HCID 86584416HCID 86584416, compound

Product 1

HCID 18767824HCID 18767824, compound

Procedure

The title compound was prepared from 1-hexyl-urea-4-benzenesulfonyl chloride and 4-piperidone monohydrate hydrochloride according to the procedure of Intermediate 31 as a translucent solid; 1H NMR (CDCl3) δ 0.86-0.95 (m, 3H), 1.29-1.38 (m, 6H), 1.48-1.55 (m, 2H), 2.54 (t, J=6.12 Hz, 4H), 3.22-3.28 (m, 2H), 3.36 (t, J=6.15 Hz, 4H), 5.07 (t, J=5.55 Hz, 1H), 7.04 (s, 1H), 7.50 (d, J=8.82 Hz, 2H), 7.65 (d, J=8.79 Hz, 2H); MS (ES) m/z 382.0 (MH+); HRMS for C18H27N3O4S: 381.1704.

Sources & evidence

ORD record: ord-d8ae69a94ba041b080752de86c232e51
Source dataset: uspto-grants-2003_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06649603B2

Reaction notes

Loading…