Dibenzylamine → N-[2-(3,3-dibenzylureido)phenyl]-3,5-di-t-butyl-4-hydroxybenzamide
Reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:27]=[C:28]([C:31]([CH3:34])([CH3:33])[CH3:32])[C:29]=1[OH:30])[C:8]([NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[NH:17][C:18](=[O:26])OC1C=CC=CC=1)=[O:9])([CH3:4])([CH3:3])[CH3:2].[CH2:35]([NH:42][CH2:43][C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>C1C=CC=CC=1>[CH2:43]([N:42]([CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:18](=[O:26])[NH:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[NH:10][C:8](=[O:9])[C:7]1[CH:6]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[C:29]([OH:30])=[C:28]([C:31]([CH3:34])([CH3:33])[CH3:32])[CH:27]=1)[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Phenyl N-[2-(3,5-di-t-butyl-4-hydroxybenzoylamino)phenyl]carbamate (1.6 g) and dibenzylamine (0.7 g) were dissolved in benzene (10 ml) and stirred at 70°-80°0 C. for 2 hrs. The reaction solution was washed with 2N sodium hydroxide, saturated ammonium chloride solution, dried over anhydrous NaSO4 and the solvent was distilled off. Purification of the residue by a silica gel column chromatography followed by crystallization from ether afforded N-[2-(3,3-dibenzylureido )phenyl]-3,5-di-t-butyl-4-hydroxybenzamide (0.47 g, 23%).