4-Heptanamine → 4-(diethylamino)-N-(heptan-4-yl)benzamide

HRID 339378Notes

Reaction equation

HRID 339378 reaction equation
[CH2:1]([N:3]([CH2:13][CH3:14])[C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=O)=[CH:6][CH:5]=1)[CH3:2].[CH3:15][CH2:16][CH2:17][CH:18]([NH2:22])[CH2:19][CH2:20][CH3:21]>>[CH2:13]([N:3]([CH2:1][CH3:2])[C:4]1[CH:5]=[CH:6][C:7]([C:8]([NH:22][CH:18]([CH2:19][CH2:20][CH3:21])[CH2:17][CH2:16][CH3:15])=[O:10])=[CH:11][CH:12]=1)[CH3:14]

Participants

3

Reactant 2

HCID 386654-HeptanamineHCID 79480Benzoic acid, 4-(diethylamino)-

Product 1

HCID 575278444-(diethylamino)-N-(heptan-4-yl)benzamide

Procedure

Prepared in a similar manner to example 4 using 4-diethylamino benzoic acid and 4-heptylamine. (31% %). NMR (500 MHz, CDCl3): δ 0.92 (t, 6H, J=7.17 Hz), 1.18 (t, 6H, J=7.04 Hz), 1.41 (m, 4H), 1.55 (m, 4H), 3.39 (m, 4H), 4.15 (m, 1H), 5.62 (m, 1H), 6.64 (d, 2H, J=10.26 Hz), 7.64 (d, 2H, J=10.26 Hz). MS (M+H, 291).

Sources & evidence

ORD record
ord-75116b90830f45fabe6662dd57878c90
Source dataset
uspto-grants-2014_11
Patent number
US08895050B2

Reaction notes

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