Hydrazine hydrate (1:1) → 2-Hydrazinyl-4-methylpyridine

HRID 1526064Notes

Reaction equation

HRID 1526064 reaction equation
F[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1.O.[NH2:10][NH2:11]>C(OCCO)C>[NH:10]([C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1)[NH2:11]

Participants

4

Conditions

Temperature
150 °C

Procedure

3.33 g (30.0 mmol) 2-fluoro-4-methylpyridine are initially introduced into 40 ml 2-ethoxyethanol, 14.6 ml (15.0 g, 300 mmol) hydrazine hydrate are added to the solution and the mixture is stirred at the boil (150° C. bath temperature) for 16 h. The reaction solution is concentrated on a rotary evaporator, the residue is introduced on to 100 ml water and the mixture is extracted with ethyl acetate (three times with 100 ml each time). The combined organic phases are dried over sodium sulfate, filtered and concentrated. The residue obtained is dried in vacuo.

Workup

  1. additionare added to the solution
  2. concentrationThe reaction solution is concentrated on a rotary evaporator
  3. additionthe residue is introduced on to 100 ml water
  4. extractionthe mixture is extracted with ethyl acetate (three times with 100 ml each time)
  5. dry with materialThe combined organic phases are dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue obtained
  9. customis dried in vacuo

Sources & evidence

ORD record
ord-a9f5407942d94d3e9dbdbb75086ac670
Source dataset
uspto-grants-2015_07
Patent number
US09085572B2

Reaction notes

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