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

HRID 1913187Notes

Reaction equation

HRID 1913187 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) of 2-chloro-5-(2,2-dimethylpropoxy)pyridine together with 60 ml (1.2 mol) of hydrazine hydrate are divided into four portions of equal size, and in each case 10 ml of ethanol are added. Each portion is reacted in a single-mode microwave oven (CEM Explorer) at 170° C. (200 Watt) for in each case 12 h. The four mixtures are then combined, and the solvent is removed. The residue is taken up in ethyl acetate and 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 under reduced pressure.

Workup

  1. customEach portion is reacted in a single-mode microwave oven (CEM Explorer) at 170° C. (200 Watt) for in each case 12 h
  2. customthe solvent is removed
  3. washwashed in each case once with saturated sodium bicarbonate solution and saturated sodium chloride solution
  4. dry with materialThe mixture is dried over magnesium sulfate
  5. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-391a0556444a451eb3b771e700354afa
Source dataset
uspto-grants-2013_12
Patent number
US08609698B2

Reaction notes

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