1,3,5-Trichlorobenzene → Ammonia

HRID 365964

Reaction equation

HRID 365964 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([F:9])[CH:8]=1)[NH2:5].ClC1C=C(Cl)C=C(Cl)C=1.[F:19][C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[C:22]([F:27])[CH:21]=1>>[F:19][C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[C:22]([F:27])[CH:21]=1.[NH3:5].[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([F:9])[CH:8]=1)[NH2:5]

Participants

6

Reactant 3

HCID 79501,3,5-TrichlorobenzeneHCID 97451,3,5-TrifluorobenzeneHCID 965953,5-Difluoroaniline

Product 3

HCID 222AmmoniaHCID 97451,3,5-TrifluorobenzeneHCID 965953,5-Difluoroaniline

Procedure

One embodiment of the present invention relates to the discovery that 3,5-difluoroaniline can be synthesized at high yields and high purity by fluorinating 1,3,5-trichlorobenzene in the presence of a polar solvent to make an intermediate 1,3,5-trifluorobenzene, and then aminating the 1,3,5-trifluorobenzene in the presence of aqueous or anhydrous ammonia to obtain the desired 3,5-difluoroaniline.

Workup

  1. customat high yields

Sources & evidence

ORD record
ord-4b08970ec16c4bdc8e67712613b25e80
Source dataset
uspto-grants-2000_10
Patent number
US06127577

Linked notes

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