Hydrazine hydrate (1:1) → 2-Hydrazinyl-3-(trifluoromethyl)pyridine

HRID 476901Notes

Reaction equation

HRID 476901 reaction equation
Cl[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][N:3]=1.O.[NH2:13][NH2:14]>C(O)C>[F:9][C:8]([F:11])([F:10])[C:7]1[C:2]([NH:13][NH2:14])=[N:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 5898332-Chloro-3-(trifluoromethyl)pyridine

Product 1

HCID 27777762-Hydrazinyl-3-(trifluoromethyl)pyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 200 g of 2-chloro-3-trifluoromethylpyridine in 500 ml of ethanol and 300 ml of hydrazine hydrate is heated under reflux for 6 hours. The solution is then concentrated in vacuo and, after cooling, the crystalline residue is then taken up with water, filtered off, washed with water and dried to give 145 g of 3-trifluoromethyl-2-hydrazinopyridine in the form of crystals melting at 72° C.

Workup

  1. temperatureunder reflux for 6 hours
  2. concentrationThe solution is then concentrated in vacuo
  3. temperatureafter cooling
  4. filtrationfiltered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-7ac3c1c437ee4f2b962516c2993db7b9
Source dataset
uspto-grants-1989_12
Patent number
US04886805

Reaction notes

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