Piperonylamine → HCID 18767808, compound

HRID 2300229Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([S:11](Cl)(=[O:13])=[O:12])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].Cl.O.[NH:17]1[CH2:22][CH2:21][C:20](=[O:23])[CH2:19][CH2:18]1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([S:11]([N:17]2[CH2:22][CH2:21][C:20](=[O:23])[CH2:19][CH2:18]2)(=[O:13])=[O:12])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

Reactant 2

HCID 2723901Piperonylamine

HCID 27341833,4-Dimethoxybenzenesulfonyl chloride

Product 1

HCID 18767808HCID 18767808, compound

Procedure

The title compound was prepared from 3,4-dimethoxybezenesulfonyl chloride and 4-piperidone monohydrate hydrochloride according to the procedure of Intemediate 22 as a white solid; 1H NMR (CDCl3) δ 2.55 (t, J=6.15 Hz, 4H), 3.40 (t, J=6.15 Hz, 4H), 3.93 (s, 3H), 3.95 (s, 3H), 6.97 (d, J=8.46 Hz, 1H), 7.23 (d, J=2.04 Hz, 1H), 7.41 (dd, J=2.10 Hz, 8.49 Hz, 1H); MS (ES) m/z 299.9 (MH+); HRMS for C13H17NO5S: 299.0834; Anal. Calcd. for C13H17NO5S: C, 52.16; H, 5.72; N, 4.68. Found: C, 52.13; H, 5.80; N, 4.59.

Sources & evidence

ORD record: ord-b3a0e4c2aa9d4cb0acdc86419a2a1db7
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06498170B2

Reaction notes

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