Sodium Methoxide → HCID 178434373, compound

HRID 894117Notes

Reaction equation

HRID 894117 reaction equation
[CH:1]([NH:3][C:4]1[C:5]([CH3:12])=[N:6][NH:7][C:8]=1[C:9]([NH2:11])=[O:10])=O.C[O-].[Na+]>CN(C)C=O>[CH3:12][C:5]1[C:4]2[N:3]=[CH:1][N:11]=[C:9]([OH:10])[C:8]=2[NH:7][N:6]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 178434625HCID 178434625, compound

Product 1

HCID 178434373HCID 178434373, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 4-formylamino-3-methylpyrazole-5-carboxamide (21.0 g, 125 mmol) and sodium methoxide (about 30 mg) in dimethylformamide (42 ml) was heated at reflux for 6 hrs. in an oil bath maintained at 160°. Some product crystallized in the hot reaction mixture. Cooling, filtering and washing with ethanol afforded (after drying in a vacuum oven at 120°) 15.03 g (80.2%) of a white solid, m.p. 340°.

Workup

  1. temperatureat reflux for 6 hrs
  2. temperaturein an oil bath maintained at 160°
  3. customSome product crystallized in the hot reaction mixture
  4. temperatureCooling
  5. filtrationfiltering
  6. washwashing with ethanol
  7. customafforded (
  8. dry with materialafter drying in a vacuum oven at 120°) 15.03 g (80.2%) of a white solid, m.p. 340°

Sources & evidence

ORD record
ord-1504110ffa0a407fa23e8b09dc65dfca
Source dataset
uspto-grants-1981_08
Patent number
US04282361

Reaction notes

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