Hydrazine hydrate (1:1) → 5-Bromo-2-hydrazinopyridine

HRID 242239Notes

Reaction equation

HRID 242239 reaction equation
O.[NH2:2][NH2:3].[Br:4][C:5]1[CH:6]=[CH:7][C:8](Cl)=[N:9][CH:10]=1>C(O)C.O>[Br:4][C:5]1[CH:6]=[CH:7][C:8]([NH:2][NH2:3])=[N:9][CH:10]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 27344145-Bromo-2-chloropyridine

Product 1

HCID 115356995-Bromo-2-hydrazinopyridine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

9.3 ml (9.5 g, 190.2 mmol) hydrazine hydrate are added to a solution of 1.8 g (9.5 mmol) 5-bromo-2-chloropyridine in 25 ml ethanol at RT, while stirring, and the mixture is then stirred at 90° C. for 46 h. After concentration of the reaction mixture in vacuo, the residue is stirred in water and the solid is filtered off, washed with water and diethyl ether and dried in vacuo.

Workup

  1. stirringthe mixture is then stirred at 90° C. for 46 h
  2. filtrationthe solid is filtered off
  3. washwashed with water and diethyl ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-0ef42f2911f24bd0a5eb4eec661709f1
Source dataset
uspto-grants-2014_02
Patent number
US08653111B2

Reaction notes

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