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

HRID 1753793Notes

Reaction equation

HRID 1753793 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-fff8dc9129b74a6aa4a6cda29068f599
Source dataset
uspto-grants-2015_10
Patent number
US09168249B2

Reaction notes

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