Reaction #54814

Reaction equation

Oxalyl chloride

2,6-difluorobenzamide

→

2,6-difluorobenzoyl isocyanate

Solvents

1,2-dichloroethane

Conditions

Workup

1. 1
   Temperaturemaintained at a temperature within the range -10° to -5° C
2. 2
   workup.ADDITIONWhen the addition
3. 3
   Temperaturegradually heated to the reflux temperature
4. 4
   Temperaturemaintained
5. 5
   OtherThe solvent was then removed by evaporation under reduced pressure
6. 6
   workup.DISTILLATIONthe residual oil purified by distillation

Procedure

Oxalyl chloride (5.5 g) was added slowly to a suspension of 2,6-difluorobenzamide (6.0 g) in 1,2-dichloroethane maintained at a temperature within the range -10° to -5° C. When the addition was complete the mixture was allowed to warm to the ambient temperature, and then gradually heated to the reflux temperature and maintained thereat for a period of 16 hours. The solvent was then removed by evaporation under reduced pressure and the residual oil purified by distillation to yield 2,6-difluorobenzoyl isocyanate, b.p. 60°-61°/0.7 mm.

Source