Ammonia → Urea, N,N'-bis(phenylmethyl)-

HRID 2300036Notes

Reaction equation

HRID 2300036 reaction equation
[NH2:1][C:2]([NH2:4])=[O:3].[CH2:5](N)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.N>>[CH2:5]([NH:1][C:2]([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1176UreaHCID 7504Benzylamine

Product 1

HCID 72889Urea, N,N'-bis(phenylmethyl)-Yield 599.4%

Procedure

Heated was a mixture of urea 5.84 g (9.72 mmol) and benzylamine 25.0 g (23.3 mmol, 2.4 equivalents) at 150° C.-155° C. for 5 hours attaching with an air cooler. During the heating, observed was the ammonia gas evolution from colorless liquid reaction mixture. By cooling, it turned solidified at around room temperature. Purified was the reaction product by recrystallization from ethanol-benzene (1:1 mixture) to give N,N′-dibenzylurea 14.0 g as white fine needles (59.9% yield).

Workup

  1. temperatureHeated
  2. customfrom colorless liquid reaction mixture
  3. temperatureBy cooling
  4. customturned solidified at around room temperature
  5. customPurified
  6. customby recrystallization from ethanol-benzene (1:1 mixture)

Sources & evidence

ORD record
ord-2828b789b1a44f70be3e7ce81ebdc615
Source dataset
uspto-grants-2002_12
Patent number
US06498164B1

Reaction notes

Loading…