Urea → HCID 22563958, compound

HRID 2300037Notes

Reaction equation

HRID 2300037 reaction equation
[NH2:1][C:2]([NH2:4])=[O:3].[CH3:5][CH:6]([CH3:10])[CH2:7][CH2:8]N>>[CH3:5][CH:6]([CH3:10])[CH2:7][CH2:8][NH:1][C:2]([NH:4][CH2:8][CH2:7][CH:6]([CH3:10])[CH3:5])=[O:3]

Participants

3

Reactant 2

HCID 1176UreaHCID 7894Isoamylamine2×

Product 1

HCID 22563958HCID 22563958, compoundYield 64.5%

Procedure

Heated was a mixture of urea 0.601 g (10.0 mmol) and 3-methylbutylamine 5.0 mL (ca. 6 equivalents) at 150° C. for 24 hours attaching with a reflux cooler and during which time added more 3-methylbutylamine 2.5 mL. Removed was the excess amine under the reduced pressure and allowed to cool to room temperature to give a colorless solid. Purification by recrystallization from ethyl ether gave N,N′-bis(3-methylbutyl)urea 1.29 g as white plates (64.5% yield).

Workup

  1. temperatureHeated
  2. customRemoved
  3. customto give a colorless solid
  4. customPurification
  5. customby recrystallization from ethyl ether

Sources & evidence

ORD record
ord-dbcf8393fdf9460e8a900bc9482954b4
Source dataset
uspto-grants-2002_12
Patent number
US06498164B1

Reaction notes

Loading…