Reaction #531833

Reaction equation

N-butylamine

diisopropylcarbodiimide

diisopropylcarbodiimide

→

guanidine

Yield 96.7%

1-Butyl-2,3-diisopropylguanidine

Yield 96.7%

Conditions

Workup

1. 1
   Temperatureis heated
2. 2
   Temperatureat reflux for 3 hours 30 minutes
3. 3
   Concentrationis concentrated at 60° C. under 20 mbar for 2 hours
4. 4
   Otherto give 29 g of a colorless and virtually odorless liquid of low viscosity, which

Procedure

A mixture of 33 g of N-butylamine (0.45 mol) and 19 g of diisopropylcarbodiimide (0.15 mol) is heated at reflux for 3 hours 30 minutes. GC analysis then shows a conversion of more than 99.5% of the diisopropylcarbodiimide. The final mixture, which is colorless, is concentrated at 60° C. under 20 mbar for 2 hours, to give 29 g of a colorless and virtually odorless liquid of low viscosity, which corresponds to the expected guanidine (96.7% yield).

Source