Hydrazine hydrate (1:1) → 3-Methyl-6-(2-chlorophenyl)-4,5,6,7-tetrahydroindazol-4-one

HRID 1700450Notes

Reaction equation

HRID 1700450 reaction equation
O[C:2](=[C:4]1[C:9](=O)[CH2:8][CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:17])[CH2:6][C:5]1=[O:18])[CH3:3].O.[NH2:20][NH2:21]>C(O)C>[Cl:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[CH:7]1[CH2:8][C:9]2[NH:21][N:20]=[C:2]([CH3:3])[C:4]=2[C:5](=[O:18])[CH2:6]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178467253HCID 178467253, compound

Product 1

HCID 1784341903-Methyl-6-(2-chlorophenyl)-4,5,6,7-tetrahydroindazol-4-oneYield 85.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(1-hydroxyethylidene)-5-(2-chlorophenyl)cyclohexane-1,3-dione (0.31 g) and hydrazine hydrate (0.065 g) in ethanol (10 ml) was refluxed for 30 minutes. Under reduced pressure, the solvent was evaporated, and the residue was recrystallized from ethyl acetate-hexane to give colorless crystals of 6-(2-chlorophenyl)-3-methyl-4,5,6,7-tetrahydroindazol-4-one (0.26 g).

Workup

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

Sources & evidence

ORD record
ord-4714fccebfb64bd08104b79029209840
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

Loading…