3-chloro-4-(trifluoromethoxy)benzamide → 3-chloro-4-(trifluoromethoxy)benzonitrile

HRID 847542Notes

Reaction equation

HRID 847542 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][C:12]([F:15])([F:14])[F:13])[C:5]([NH2:7])=O>O=S(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][C:12]([F:13])([F:14])[F:15])[C:5]#[N:7]

Participants

3

Reactant 1

HCID 27738443-chloro-4-(trifluoromethoxy)benzamide

Product 1

HCID 27738463-chloro-4-(trifluoromethoxy)benzonitrileYield 85%

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

750 ml of SOCl2 were added to 239.5 g (1 mole) of 3-chloro-4-trifluoromethoxy-benzamide and the mixture was slowly heated (according to the evolution of gas) to 85° C. The mixture was then fractionally distilled and 189 g of product having a boiling point at 13 mbar of 96° C. and a melting point of 38° to 40° C. were obtained. This corresponds to a yield of 85% of theory.

Workup

  1. temperaturethe mixture was slowly heated (
  2. customto 85° C
  3. distillationThe mixture was then fractionally distilled
  4. customat 13 mbar of 96° C.
  5. customa melting point of 38° to 40° C. were obtained

Sources & evidence

ORD record
ord-49f73b101d444008b0d10b02821c6648
Source dataset
uspto-grants-1992_08
Patent number
US05142092

Reaction notes

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