Urea → Urea, N,N-dipropyl- (9CI)

HRID 1105973Notes

Reaction equation

HRID 1105973 reaction equation
[NH2:1][C:2](N)=[O:3].[CH2:5]([NH:8][CH2:9][CH2:10][CH3:11])[CH2:6][CH3:7]>C1(C)C(C)=CC=CC=1>[CH2:5]([N:8]([CH2:9][CH2:10][CH3:11])[C:2]([NH2:1])=[O:3])[CH2:6][CH3:7]

Participants

4

Reactant 2

HCID 1176UreaHCID 8902Dipropylamine2×

Product 1

HCID 69270Urea, N,N-dipropyl- (9CI)

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Procedure

180 g (3 mols) of urea are suspended in 500 ml of dry xylene. This is heated to an internal temperature of from 130° to 135° C. and a mixture of 303 g (3 mols) of dipropylamine and 250 ml of xylene is slowly introduced. When the reaction temperature has been reached, more dipropylamine mixture is added, with stirring. When all of the amine solution has been added, the reaction mixture is concentrated to half its volume. It is then left to cool to room temperature and the crystallized reaction product is separated by suction filtration. 345 g (80% of the theoretical yield) of N,N-dipropyl-urea having a melting point of 69° C. are obtained.

Workup

  1. temperatureThis is heated to an internal temperature of from 130° to 135° C.
  2. additionis slowly introduced
  3. concentrationthe reaction mixture is concentrated to half its volume
  4. waitIt is then left
  5. customthe crystallized reaction product
  6. customis separated by suction filtration

Sources & evidence

ORD record
ord-cd47fa0738ff43f9a525b1e80c5144c5
Source dataset
uspto-grants-1982_01
Patent number
US04310692

Reaction notes

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