Hydrazine hydrate (1:1) → 3,5-Dichloro-2-hydrazinylpyridine

HRID 1266919Notes

Reaction equation

HRID 1266919 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([Cl:9])=[CH:4][N:3]=1.O.[NH2:11][NH2:12]>C(O)C>[Cl:8][C:7]1[C:2]([NH:11][NH2:12])=[N:3][CH:4]=[C:5]([Cl:9])[CH:6]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 27666Pyridine, 2,3,5-trichloro-

Product 1

HCID 6009663,5-Dichloro-2-hydrazinylpyridineYield 70.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A reaction flask was loaded with 2,3,5-trichloropyridine (9.1 g) and ethanol (25 ml), followed by dropwise addition of hydrazine monohydrate (3 g) to the flask in 5 minutes with stirring. The resultant mixture was heated and stirred at 50 to 60° C. for 5 hours. Thereafter, the heating was stopped, and the reaction mixture was left to cool. The precipitated white crystals were filtrated for collection and dried to give 3,5-dichloro-2-hydrazinopyridine (6.3 g).

Workup

  1. stirringstirred at 50 to 60° C. for 5 hours
  2. waitthe reaction mixture was left
  3. temperatureto cool
  4. filtrationThe precipitated white crystals were filtrated for collection
  5. customdried

Sources & evidence

ORD record
ord-822fb077626a46d79d6bedff85904cd3
Source dataset
uspto-grants-2003_04
Patent number
US06551682B1

Reaction notes

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