Ammonia → 4-Amino-2,3-difluorobenzotrifluoride

HRID 1090861Notes

Reaction equation

HRID 1090861 reaction equation
[F:1][C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=1[C:10]([F:13])([F:12])[F:11].[NH3:14]>O1CCCC1>[NH2:14][C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=1[C:10]([F:13])([F:12])[F:11].[F:1][C:2]1[C:7]([F:8])=[C:6]([NH2:14])[CH:5]=[CH:4][C:3]=1[C:10]([F:13])([F:12])[F:11]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 27340251,2,3-Trifluoro-4-(trifluoromethyl)benzene

Product 2

HCID 27359024-Amino-2,3-difluorobenzotrifluorideHCID 156142392,3-Difluoro-6-(trifluoromethyl)aniline

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
130 °C

Procedure

200 g of 2,3,4-trifluorobenzotrifluoride in 500 ml of tetrahydrofuran were initially introduced into an autoclave and it was pressurized using 60 ml of liquid ammonia. After stirring for 6 hours at 130° C. (maximum pressure 18 bar), the mixture was cooled and the pressure was released. By distillation, 72 g of 2-amino-3,4-difluoro-benzotrifluoride were obtained with a boiling point of 60° to 64° C. at 26 mbar and 92 g of 2,3-difluoro-4-amino-benzotrifluoride with a boiling point of 92° to 93° C. at 26 mbar.

Workup

  1. temperaturethe mixture was cooled
  2. distillationBy distillation

Sources & evidence

ORD record
ord-70a2f31ce147486f988a4e2dad8f55eb
Source dataset
uspto-grants-1992_01
Patent number
US05082971

Reaction notes

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