Butyl isocyanate → 2-(N'-n-Butylureido)-4-chloro-N-[(1-diphenylmethylpiperidin-4-yl)methyl]-benzamide

HRID 362936Notes

Reaction equation

HRID 362936 reaction equation
[NH2:1][C:2]1[CH:30]=[C:29]([Cl:31])[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].[CH2:32]([N:36]=[C:37]=[O:38])[CH2:33][CH2:34][CH3:35]>>[CH2:32]([NH:36][C:37](=[O:38])[NH:1][C:2]1[CH:30]=[C:29]([Cl:31])[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:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:12][CH2:13]1)=[O:5])[CH2:33][CH2:34][CH3:35]

Participants

3

Reactant 2

HCID 8110Butyl isocyanateHCID 675946902-amino-4-chloro-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide

Product 1

HCID 675963802-(N'-n-Butylureido)-4-chloro-N-[(1-diphenylmethylpiperidin-4-yl)methyl]-benzamide

Procedure

{2-amino-4-chloro-N-[(1-diphenylmethylpiperidin-4-yl)methyl]benzamide and n-butylisocyanate}: mp 195°-197° C.; 1H NMR (CDCl3)ppm: 0.93 (3H, t), 1.30-1.90 (11H, m), 2.91 (2H, m), 3.24 (2H, td), 3.31 (2H, dd), 4.25 (1H, s), 4.67 (1H, bs), 6.36 (1H, bs), 6.87 (1H, dd), 7.14-7.41 (11H, m), 8.51 (1H, d), 10.38 (1H, s).

Sources & evidence

ORD record
ord-c3c1c8067e1f4ae2befae11bec481c0b
Source dataset
uspto-grants-1999_02
Patent number
US05872115

Reaction notes

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