Methylhydrazine → 1-Methyl-1,5,6,7-tetrahydro-4H-indazol-4-one

HRID 569902

Reaction equation

HRID 569902 reaction equation
C[N:2]([CH:4]=[C:5]1[C:10](=[O:11])[CH2:9][CH2:8][CH2:7][C:6]1=O)C.[CH3:13][NH:14]N>CO>[CH3:13][N:14]1[C:6]2[CH2:7][CH2:8][CH2:9][C:10](=[O:11])[C:5]=2[CH:4]=[N:2]1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 3593532-[(Dimethylamino)methylidene]cyclohexane-1,3-dione

Product 1

HCID 27657961-Methyl-1,5,6,7-tetrahydro-4H-indazol-4-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To an ice-cold solution of 67 grams of 2-dimethylaminomethylene-1,3-cyclohexanedione in 600 ml of methanol was added slowly a solution of 21.3 ml of methylhydrazine in 200 ml of methanol and the resulting solution was heated at reflux for 2 hours. The solvent was removed under reduced pressure and the residue was triturated with ethyl ether to give 1,5,6,7-tetrahydro-1-methyl-4H-indazol-4-one as a tan crystalline solid melting at about 88°-91° C.

Workup

  1. temperaturethe resulting solution was heated
  2. temperatureat reflux for 2 hours
  3. customThe solvent was removed under reduced pressure
  4. customthe residue was triturated with ethyl ether

Sources & evidence

ORD record
ord-d2e6f8c4cdb94b6fb4e985ee45dbd740
Source dataset
uspto-grants-1988_03
Patent number
US04734430

Linked notes

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