Hydrazine hydrate (1:1) → 2,3-Dichloro-4-trifluoromethyl-phenylhydrazine

HRID 1165386Notes

Reaction equation

HRID 1165386 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[C:6](Cl)[CH:5]=[CH:4][C:3]=1[C:10]([F:13])([F:12])[F:11].O.[NH2:15][NH2:16]>N1C=CC=CC=1>[Cl:8][C:7]1[C:2]([Cl:1])=[C:3]([C:10]([F:13])([F:12])[F:11])[CH:4]=[CH:5][C:6]=1[NH:15][NH2:16]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 133082441,2,3-Trichloro-4-(trifluoromethyl)benzene

Product 1

HCID 139134182,3-Dichloro-4-trifluoromethyl-phenylhydrazineYield 79.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

100 g of 2,3,4-trichlorobenzotrifluoride are initially introduced, 200 ml of pyridine are added, followed by 100 g of hydrazine hydrate and the mixture is then heated to the reflux temperature for 12 hours. Thereafter, 90% of the pyridine is distilled off and the remaining residue is stirred into 250 ml of water. The crystalline product is filtered off under suction, washed with a little water and dried. 78 g of 2,3-dichloro-4-trifluoromethyl-phenylhydrazine having a melting point of 79° to 80° C. are obtained.

Workup

  1. temperaturethe mixture is then heated to the reflux temperature for 12 hours
  2. distillationThereafter, 90% of the pyridine is distilled off
  3. filtrationThe crystalline product is filtered off under suction
  4. washwashed with a little water
  5. customdried

Sources & evidence

ORD record
ord-4811186d4db94749a7fded0ce88227b6
Source dataset
uspto-grants-1990_03
Patent number
US04909832

Reaction notes

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