4-(Diethylamino)benzaldehyde → HCID 71451974, compound

HRID 1621194Notes

Reaction equation

[C:1]([NH2:12])(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH2:13]([N:15]([CH2:24][CH3:25])[C:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=1)[CH3:14]>>[CH2:13]([N:15]([CH2:24][CH3:25])[C:16]1[CH:23]=[CH:22][C:19]([CH:20]([NH:12][C:1](=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[NH:12][C:1](=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])=[CH:18][CH:17]=1)[CH3:14]

Participants

Reactant 2

HCID 671144-(Diethylamino)benzaldehyde

HCID 75347Decanamide

Product 1

HCID 71451974HCID 71451974, compoundYield 56%

Procedure

Compound 55 was prepared from decanamide and 4-(diethylamino)benzaldehyde using method 1. Yield: 56%. 1H NMR (400 MHz, DMSO) δ 8.99 (d, J=9.6 Hz, 1H), 8.38 (d, J=8.8 Hz, 1H), 6.99 (d, J=8.8 Hz, 2H), 6.58 (d, J=8.4 Hz, 2H), 5.84 (d, J=8.4 Hz, 1H), 3.27-3.30 (m, 4H), 2.33 (t, J=7.2 Hz, 4H), 2.14 (t, J=7.2 Hz, 4H), 1.50-1.55 (m, 4H), 1.24-1.28 (m, 24H), 1.06 (t, J=7.2 Hz, 6H), 0.87 (t, J=7.2 Hz, 6H). LC-MS (ESI): m/z 502.4 (M+H)+.

Sources & evidence

ORD record: ord-ccb919a14e13461da1f21a81548e7085
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772541B2

Reaction notes

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