Hydrazine hydrate (1:1) → 3-hydrazinyl-2,5-dimethylPyrazine

HRID 1266915Notes

Reaction equation

HRID 1266915 reaction equation
Cl[C:2]1[C:7]([CH3:8])=[N:6][CH:5]=[C:4]([CH3:9])[N:3]=1.O.[NH2:11][NH2:12]>C(O)C>[NH:11]([C:2]1[C:7]([CH3:8])=[N:6][CH:5]=[C:4]([CH3:9])[N:3]=1)[NH2:12]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 667713-Chloro-2,5-dimethylpyrazine

Product 1

HCID 152550953-hydrazinyl-2,5-dimethylPyrazineYield 27.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
50 °C

Procedure

A reaction flask was loaded with 2-chloro-3,6-dimethylpyrazine (10 g) and ethanol (15 ml), and heated up to 50° C. with stirring. To this, a mixture of hydrazine monohydrate (11.2 g) and ethanol (10 ml) was dropwise added in one hour. The temperature was raised to the reflux temperature, followed by stirring for six hours. The heating was stopped and the reaction mixture was condensed by an evaporator. The precipitated crystals were filtrated for collection and dried to give 2-hydrazino-3,6-dimethylpyrazine (2.7 g).

Workup

  1. additionwas dropwise added in one hour
  2. temperatureThe temperature was raised to the reflux temperature
  3. stirringby stirring for six hours
  4. customcondensed
  5. customby an evaporator
  6. filtrationThe precipitated crystals were filtrated for collection
  7. customdried

Sources & evidence

ORD record
ord-eef0d3536fe644108ea70105a100e44b
Source dataset
uspto-grants-2003_04
Patent number
US06551682B1

Reaction notes

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