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

HRID 1753784Notes

Reaction equation

HRID 1753784 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 boiling point (150° C. bath temperature) for 16 h. Thereafter, the reaction solution is concentrated on a rotary evaporator, the residue is added 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. concentrationThereafter, the reaction solution is concentrated on a rotary evaporator
  3. additionthe residue is added 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-ff3d0c3a3b49408ab6807b0e74d06e2b
Source dataset
uspto-grants-2015_10
Patent number
US09168249B2

Reaction notes

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