Hydrazine hydrate (1:1) → 5-(2,2-Dimethylpropoxy)-2-hydrazinopyridine

HRID 242243Notes

Reaction equation

HRID 242243 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[CH:4][N:3]=1.O.[NH2:15][NH2:16]>C(O)C>[CH3:11][C:10]([CH3:13])([CH3:12])[CH2:9][O:8][C:5]1[CH:6]=[CH:7][C:2]([NH:15][NH2:16])=[N:3][CH:4]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 592802202-Chloro-5-(2,2-dimethylpropoxy)pyridine

Product 1

HCID 552791605-(2,2-Dimethylpropoxy)-2-hydrazinopyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6.2 g (30.8 mmol) 2-chloro-5-(2,2-dimethylpropoxy)pyridine together with 60 ml (1.2 mol) hydrazine hydrate are divided into four portions of equal size and 10 ml ethanol are added to each portion. Each portion is reacted in a single mode microwave (CEM Explorer) at 170° C. (200 watt) for in each case 12 h. Thereafter, the four mixtures are combined and the solvent is removed. The residue is taken up in ethyl acetate and the mixture is washed in each case once with saturated sodium bicarbonate solution and saturated sodium chloride solution. The mixture is dried over magnesium sulfate and the solvent is removed in vacuo.

Workup

  1. additionare added to each portion
  2. customEach portion is reacted in a single mode microwave (CEM Explorer) at 170° C. (200 watt) for in each case 12 h
  3. customthe solvent is removed
  4. washthe mixture is washed in each case once with saturated sodium bicarbonate solution and saturated sodium chloride solution
  5. dry with materialThe mixture is dried over magnesium sulfate
  6. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-584322ad2a0342d293abb19c3315a0cb
Source dataset
uspto-grants-2014_02
Patent number
US08653111B2

Reaction notes

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