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

HRID 2107883Notes

Reaction equation

HRID 2107883 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 80%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

100 g (0.4 mol) of 2,3,4-trichlorobenzotrifluoride are initially introduced, 200 ml of pyridine and subsequently 100 g (2.0 mol) of hydrazine hydrate are added, and the mixture is then heated to the reflux temperature for 12 hours. 90% of the pyridine is then removed by distillation, and the residue remaining is stirred into 250 ml of water. The crystalline product is filtered off with suction, washed with some water and dried. 78 g (80% of theory) of 2,3-dichloro-4-trifluoromethyl-phenylhydrazine of melting point 79° to 80° C. are obtained.

Workup

  1. temperaturethe mixture is then heated to the reflux temperature for 12 hours
  2. custom90% of the pyridine is then removed by distillation
  3. filtrationThe crystalline product is filtered off with suction
  4. washwashed with some water
  5. customdried

Sources & evidence

ORD record
ord-9c5f362dd5d644d8b11057adfd09559e
Source dataset
uspto-grants-1990_06
Patent number
US04936892

Reaction notes

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