Pentanamide → N,N'-((4-(diethylamino)phenyl)methylene)dipentanamide

HRID 2206992

Reaction equation

HRID 2206992 reaction equation
[C:1]([NH2:7])(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5].[CH2:8]([N:10]([CH2:19][CH3:20])[C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1)[CH3:9]>>[CH2:8]([N:10]([CH2:19][CH3:20])[C:11]1[CH:18]=[CH:17][C:14]([CH:15]([NH:7][C:1](=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5])[NH:7][C:1](=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5])=[CH:13][CH:12]=1)[CH3:9]

Participants

3

Reactant 2

HCID 12298PentanamideHCID 671144-(Diethylamino)benzaldehyde

Product 1

HCID 71451973N,N'-((4-(diethylamino)phenyl)methylene)dipentanamideYield 69%

Procedure

Compound 52 was prepared from pentanamide and 4-(diethylamino)benzaldehyde using method 1. Yield: 69%. 1H NMR (400 MHz, CD3OD) δ 7.18 (d, J=8.8 Hz, 2H), 6.71 (d, J=8.8 Hz, 2H), 6.58 (t, J=8.4 Hz, 1H), 3.33-3.41 (m, 4H), 2.25 (t, J=7.2 Hz, 4H), 1.58-1.66 (m, 4H), 1.33-1.43 (m, 4H), 1.14 (t, J=7.2 Hz, 6H), 0.95 (t, J=2.8 Hz, 6H). LC-MS (ESI): m/z 362.2 (M+H)+. HRMS (ESI) for C21H36N3O2 (MH+): calcd, 362.2802. found 362.2792.

Sources & evidence

ORD record
ord-2749e43e622e4e3bb4738f309f0173bd
Source dataset
uspto-grants-2016_06
Patent number
US09376380B2

Linked notes

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