Methylhydrazine → HCID 178481859, compound

HRID 1588782Notes

Reaction equation

HRID 1588782 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3](=O)[CH2:4][C:5](OCC)=[O:6].[CH3:13][NH:14][NH2:15]>C(O)C>[OH:6][C:5]1[N:14]([CH3:13])[N:15]=[C:3]([C:2]([F:12])([F:11])[F:1])[CH:4]=1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 67793Ethyl 4,4,4-trifluoroacetoacetate

Product 1

HCID 178481859HCID 178481859, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To ethyl 4,4,4-trifluoroacetoacetate (18 mL, Aldrich) in ethanol (200 mL) was added methyl hydrazine (6.6 mL) in ethanol (50 mL). The mixture was refluxed for 16 h and concentrated in vacuo leaving a white solid. Recrystallization from EtOAc/toluene (50:50) gave pure 5-hydroxy-1-methyl-3-trifluoromethyl-1H-pyrazole.

Workup

  1. temperatureThe mixture was refluxed for 16 h
  2. concentrationconcentrated in vacuo
  3. customleaving a white solid
  4. customRecrystallization from EtOAc/toluene (50:50)

Sources & evidence

ORD record
ord-20ff3c8bb0d045089d114cfb34561ebe
Source dataset
uspto-grants-1993_06
Patent number
US05223526

Reaction notes

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