Phenylhydrazine → 6-(2-Chlorophenyl)-3-methyl-2-phenyl-4,5,6,7-tetrahydroindazol-4-one

HRID 1700687Notes

Reaction equation

HRID 1700687 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:13][C:12](=[O:14])[C:11](=[C:15](O)[CH3:16])[C:10](=O)[CH2:9]1.[C:19]1([NH:25][NH2:26])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:9][C:10]2[C:11](=[C:15]([CH3:16])[N:25]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:26]=2)[C:12](=[O:14])[CH2:13]1

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 178467253HCID 178467253, compound

Product 1

HCID 183175566-(2-Chlorophenyl)-3-methyl-2-phenyl-4,5,6,7-tetrahydroindazol-4-oneYield 76.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5-(2-chlorophenyl)-2-(1-hydroxyethylidene)cyclohexane-1,3-dione (1.0 g) and phenylhydrazine (0.43 g) in ethanol (20 ml) was refluxed for 2 hours. Under reduced pressure, the solvent was evaporated, and the resulting crystals were recrystallized from ethyl acetate-hexane to give 6-(2-chlorophenyl)-3-methyl-2-phenyl-4,5,6,7-tetrahydroindazol-4-one (0.97 g) as colorless crystals.

Workup

  1. customUnder reduced pressure, the solvent was evaporated
  2. customthe resulting crystals were recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-87ba2d70ff744e47bd8337ba8adceddc
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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