Dibenzylamine → Urea, N'-(3-bromophenyl)-N,N-bis(phenylmethyl)-

HRID 2166534Notes

Reaction equation

HRID 2166534 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:17])OC2C=CC=CC=2)[CH:5]=[CH:6][CH:7]=1.O1CCCC1.[CH2:23]([NH:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CCCCCC>[CH2:31]([N:30]([CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:9]([NH:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=1)=[O:17])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

5

Reactant 3

HCID 7656DibenzylamineHCID 8028Tetrahydrofuran2×HCID 885442phenyl N-(3-bromophenyl)carbamate

Product 1

HCID 3867137Urea, N'-(3-bromophenyl)-N,N-bis(phenylmethyl)-

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A solution of 1.46 g. of phenyl N-(3-bromophenyl)carbamate in 15 ml. of tetrahydrofuran is added to a solution of 2.32 g. of dibenzylamine in 20 ml. of tetrahydrofuran and the mixture is stirred under reflux for 24 hours. The mixture is diluted with hexane and the precipitate collected by filtration. Recrystallization from pentane affords 1,1-di-benzyl-3-(3-bromophenyl)urea, m.p. 102°-103° C.

Workup

  1. temperatureunder reflux for 24 hours
  2. filtrationthe precipitate collected by filtration
  3. customRecrystallization from pentane

Sources & evidence

ORD record
ord-f1343035a7e64c9cb4f6554d3e6e8c57
Source dataset
uspto-grants-1983_06
Patent number
US04387106

Reaction notes

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