Hydrazine → 3,5-Dimethyl-4-ethylpyrazole

HRID 628514Notes

Reaction equation

HRID 628514 reaction equation
[CH2:1]([CH:3]([C:7](=O)[CH3:8])[C:4](=O)[CH3:5])[CH3:2].[NH2:10][NH2:11]>C(O)C>[CH3:8][C:7]1[C:3]([CH2:1][CH3:2])=[C:4]([CH3:5])[NH:11][N:10]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 737613-Ethylpentane-2,4-dione

Product 1

HCID 5728773,5-Dimethyl-4-ethylpyrazoleYield 123.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

At room temperature, to a mixture of 3-ethyl-2,4-pentanedione 5 g and ethanol 50 ml was added hydrazine one hydrate 2.9 g and the resulting mixture was stirred for five hours. The ethanol was distilled off and the resulting residue was subjected to a silica gel column chromatography to give 3,5-dimethyl-4-ethyl-1H-pyrazole 6.0 g.

Workup

  1. distillationThe ethanol was distilled off

Sources & evidence

ORD record
ord-96770621ce2d44b7bb261f20504252fa
Source dataset
uspto-grants-2016_04
Patent number
US09314023B2

Reaction notes

Loading…