Reaction #56269

Reaction equation

carbamoyl chloride

phosgene

sym-dimethylurea

phosgene

→

N-Methylcarbamoyl-N-methylcarbamoyl chloride

Solvents

dichloroethane

dichloroethane

Conditions

Workup

1. 1
   workup.ADDITIONTo a cold suspension of 22 g
2. 2
   workup.STIRRINGto stir at room temperature for one hour
3. 3
   Otherpurged with nitrogen for one hour
4. 4
   OtherThe reaction mixture was evaporated under reduced pressure
5. 5
   Extractionthe residual gum was extracted twice with 350 ml
6. 6
   Otherevaporated
7. 7
   Otherto provide 25 g

Procedure

To a cold suspension of 22 g. (0.25 m.) of sym-dimethylurea in dichloroethane was added dropwise with stirring a cold solution of 30 g. (0.3 m.) of phosgene in 90 ml. of dichloroethane. After the addition of the phosgene solution was complete, the reaction mixture was allowed to stir at room temperature for one hour and was then heated to 80° C. and purged with nitrogen for one hour. The reaction mixture was evaporated under reduced pressure and the residual gum was extracted twice with 350 ml. portions of either. The extracts were combined and evaporated to provide 25 g. of the carbamoyl chloride.

Source