Ethanol → 2-(N'-n-Hexylureido)-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide

HRID 362923Notes

Reaction equation

HRID 362923 reaction equation
[NH2:1][C:2]1[CH:30]=[CH:29][CH:28]=[CH:27][C:3]=1[C:4]([NH:6][CH2:7][CH:8]1[CH2:13][CH2:12][N:11]([CH:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:5].[CH2:31]([NH2:37])[CH2:32][CH2:33][CH2:34][CH2:35][CH3:36].C[CH2:39][OH:40]>>[CH2:31]([NH:37][C:39](=[O:40])[NH:1][C:2]1[CH:30]=[CH:29][CH:28]=[CH:27][C:3]=1[C:4]([NH:6][CH2:7][CH:8]1[CH2:9][CH2:10][N:11]([CH:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:12][CH2:13]1)=[O:5])[CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]

Participants

4

Reactant 3

HCID 702EthanolHCID 8102HexylamineHCID 675948192-amino-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide

Product 1

HCID 675954852-(N'-n-Hexylureido)-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamideYield 56.9%

Procedure

{2-amino-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide and n-hexylamine}: yield 56.9%; mp 168°-169° C. (EtOH); 1H NMR (DMSO-d6)ppm: 0.86 (3H, t), 125-1.83 (15H, m), 2.79 (2H, d), 3.01 (2H, dd), 3.17 (2H, t), 4.26 (1H, s), 6.91 (1H, t), 7.13-7.40 (12H, m), 7.57 (1H, d), 8.21 (1H, d), 8.57 (1H, t), 9.95 (1H, s).

Sources & evidence

ORD record
ord-9a26f685829c493da0cbc0572c98cf27
Source dataset
uspto-grants-1999_02
Patent number
US05872115

Reaction notes

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