Hydrazine hydrate (1:1) → 2-Hydrazinyl-5-Methylpyridine

HRID 1753803Notes

Reaction equation

HRID 1753803 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=1.O.[NH2:10][NH2:11]>C(OCCO)C>[NH:10]([C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=1)[NH2:11]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 5813932-Chloro-5-methyl-pyridine

Product 1

HCID 41533962-Hydrazinyl-5-Methylpyridine

Reagents, catalysts & solvents 1

HCID 8076Glycol monoethyl etherSolvent

Procedure

1.0 g (7.8 mmol) 2-chloro-5-methylpyridine are stirred under reflux in 5.7 ml (5.9 g, 117.6 mmol) hydrazine hydrate for 12 h. 10 ml ethylene glycol monoethyl ether are added to the cooled reaction mixture and the solvent is then removed completely on a rotary evaporator. This working step is repeated twice, methylene chloride is then added to the residue, the precipitate is filtered off, the filtrate is concentrated in vacuo and the residue is dried in vacuo.

Workup

  1. customthe solvent is then removed completely on a rotary evaporator
  2. additionmethylene chloride is then added to the residue
  3. filtrationthe precipitate is filtered off
  4. concentrationthe filtrate is concentrated in vacuo
  5. customthe residue is dried in vacuo

Sources & evidence

ORD record
ord-222664b9bb924876a412b1f22551e99f
Source dataset
uspto-grants-2015_10
Patent number
US09168249B2

Reaction notes

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