Reaction #452427

ord-ea250dc8156443db89fa58eaf174d3c0

Reaction equation

CCN=C=O
ethyl isocyanate
NCCCN1CCCC1
3-(1-pyrrolidinyl)propylamine
CCNC(=O)NCCCN1CCCC1
urea
Yield 96.4%
CCNC(=O)NCCCN1CCCC1
N-ethyl-N'-3-(1-pyrrolidinyl)propylurea
Yield 96.4%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturewith cooling
  2. 2
    workup.ADDITIONOnce the addition
  3. 3
    Otherthe cooling bath was removed
  4. 4
    ConcentrationThe reaction mixture was then concentrated under reduced pressure

Procedure

To a solution of 27.7 gm (0.39 mole) ethyl isocyanate in 250 mL chloroform were added 50 gm (0.39 mole) 3-(1-pyrrolidinyl)propylamine dropwise with cooling. Once the addition was complete, the cooling bath was removed and the reaction mixture stirred at room temperature for 4 hours. The reaction mixture was then concentrated under reduced pressure to give 74.5 gm (96.4%) of the desired urea as a clear oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06126932uspto-grants-2000_10