Ethanol → HCID 178433624, compound

HRID 1533863Notes

Reaction equation

HRID 1533863 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.[C:7]([CH:10]1[CH2:15][CH2:14][O:13][C:11]1=[O:12])(=O)[CH3:8].C(O)C>CN(C)C=O>[OH:13][CH2:14][CH2:15][C:10]1[C:11](=[O:12])[N:3]2[N:4]=[CH:5][CH:6]=[C:2]2[NH:1][C:7]=1[CH3:8]

Participants

5

Reactant 3

HCID 702EthanolHCID 106012-AcetylbutyrolactoneHCID 178418806HCID 178418806, compound

Product 1

HCID 178433624HCID 178433624, compoundYield 90.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 49.86 g (0.6 mole) of 3-aminopyrazole and 84.56 g (0.66 mole) of α-acetyl-γ-butyrolactone dissolved in 60 ml of N,N-dimethylformamide was heated under reflux for 2 hours. At the end of this time, the reaction mixture was cooled to room temperature, after which 100 ml of ethanol was added to it and the precipitated crystals were collected by filtration. They were then washed with ethanol to afford 104.9 g (yield 90%) of the title compound as prisms, melting at 225°-226° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. filtrationthe precipitated crystals were collected by filtration
  4. washThey were then washed with ethanol

Sources & evidence

ORD record
ord-829caebd705a46808c074586bf9f6fd5
Source dataset
uspto-grants-1992_02
Patent number
US05086057

Reaction notes

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