Methylhydrazine → 2-(1-Methylhydrazin-1-yl)pyrazine

HRID 39301

Reaction equation

HRID 39301 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1.[CH3:8][NH:9][NH2:10]>>[CH3:8][N:9]([C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1)[NH2:10]

Participants

3

Reactant 2

HCID 6061MethylhydrazineHCID 73277Chloropyrazine

Product 1

HCID 27663012-(1-Methylhydrazin-1-yl)pyrazineYield 35.9%

Procedure

2-Chloropyrazine (1 g, 8.3 mmol) and methylhydrazine (1.31 mL, 25 mmol) were mixed together in a flask fitted with a water condenser. After a few minutes an exotherm was observed. After 16 h the excess methylhydrazine was removed under reduced pressure. The cooled residue was stirred with aqueous sodium hydroxide solution (20 ml of 20%), and the resulting solution was extracted with ether (6×100 ml). The combined extracts were dried (K2CO3) and concentrated to give a light orange solid 370 mg of N-Methyl-N-pyrazin-2-yl-hydrazine.

Workup

  1. customfitted with a water condenser
  2. waitAfter a few minutes an exotherm was observed
  3. customAfter 16 h the excess methylhydrazine was removed under reduced pressure
  4. extractionthe resulting solution was extracted with ether (6×100 ml)
  5. dry with materialThe combined extracts were dried (K2CO3)
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-28a4d71b5ba24896aa0d31b613757e0e
Source dataset
uspto-grants-2013_09
Patent number
US08524764B2

Linked notes

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