Methylhydrazine → HCID 178487583, compound

HRID 725378Notes

Reaction equation

HRID 725378 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:14]=[C:15]([N+:19]([O-:21])=[O:20])[C:16]=1[O:17][CH3:18])[C:6]([CH2:8][C:9](OCC)=[O:10])=O.[CH3:22][NH:23][NH2:24]>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:6]2[CH:8]=[C:9]([OH:10])[N:23]([CH3:22])[N:24]=2)[CH:14]=[C:15]([N+:19]([O-:21])=[O:20])[C:16]=1[O:17][CH3:18]

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 19000175HCID 19000175, compound

Product 1

HCID 178487583HCID 178487583, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10 g of ethyl (3,4-dimethoxy-5-nitrobenzoyl)acetate are suspended in 100 ml of ethanol, treated with 1.7 g of methylhydrazine and heated under reflux for 16 hours. After distillation of about 50 ml of ethanol, the mixture is cooled to 0° and the separated precipitate is filtered under suction. After recrystallization from ethanol there is obtained 3-(3,4-dimethoxy-5-nitrophenyl)-1-methylpyrazol-5-ol in the form of yellow crystals of m.p. 200°-202°.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 16 hours
  3. distillationAfter distillation of about 50 ml of ethanol
  4. temperaturethe mixture is cooled to 0°
  5. filtrationthe separated precipitate is filtered under suction
  6. customAfter recrystallization from ethanol

Sources & evidence

ORD record
ord-97711ff3442f46f3a114d9c9cf72ef25
Source dataset
uspto-grants-1998_01
Patent number
US05705703

Reaction notes

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