Hydrazine hydrate (1:1) → [2,6-Dichloro-3-fluoro-4-(trifluoromethyl)phenyl]hydrazine

HRID 1165385Notes

Reaction equation

HRID 1165385 reaction equation
[Cl:1][C:2]1[C:3]([F:14])=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:5]=[C:6]([Cl:9])[C:7]=1F.O.[NH2:16][NH2:17]>C(O)C>[Cl:1][C:2]1[C:3]([F:14])=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:5]=[C:6]([Cl:9])[C:7]=1[NH:16][NH2:17]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 139134161,3-Dichloro-2,4-difluoro-5-(trifluoromethyl)benzene

Product 1

HCID 13913417[2,6-Dichloro-3-fluoro-4-(trifluoromethyl)phenyl]hydrazineYield 90.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

470 g of 3,5-dichloro-2,4-difluorobenzotrifluoride in 1000 ml of ethanol are initially introduced, and 142 g of hydrazine hydrate are metered in, and the mixture is then heated under reflux for 3 hours. Thereafter, the solvent is distilled off under reduced pressure and the residue is stirred into 1 l of cold water. After 30 minutes, the mixture is filtered under suction and the solid product is dried in a through-circulation oven. 445 g of 2,6-dichloro-3-fluoro-4-trifluoromethyl-phenylhydrazine having a melting point of 50° to 51° C. are obtained.

Workup

  1. temperatureis then heated
  2. temperatureunder reflux for 3 hours
  3. distillationThereafter, the solvent is distilled off under reduced pressure
  4. filtrationthe mixture is filtered under suction
  5. customthe solid product is dried in a through-circulation oven

Sources & evidence

ORD record
ord-8480ea811fe64487aa6292d07dd39900
Source dataset
uspto-grants-1990_03
Patent number
US04909832

Reaction notes

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