Hydrazine hydrate (1:1) → HCID 178434195, compound

HRID 2366500Notes

Reaction equation

HRID 2366500 reaction equation
O.[NH2:2][NH2:3].[C:4]([CH:7]1[C:12](=[O:13])[CH2:11][CH2:10][CH2:9][C:8]1=O)(=O)[CH3:5]>CCO>[CH3:5][C:4]1[C:7]2[C:12](=[O:13])[CH2:11][CH2:10][CH2:9][C:8]=2[NH:3][N:2]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 1381042-Acetyl-1,3-cyclohexanedione

Product 1

HCID 178434195HCID 178434195, compoundYield 23.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

According to Scheme 4 Step 3: Hydrazine monohydrate (7.59 mmol, 0.37 mL) was added to a solution of 2-acetylcyclohexane-1,3-dione (7.59 mmol, 1.17 g) in EtOH (19 mL) at 0° C. and the reaction mixture was stirred at room temperature for 2 hours. After evaporation, the crude residue was purified by flash chromatography over silica gel using DCM/AcOEt (70:30 to 50:50) as eluent to yield 3-methyl-6,7-dihydro-1H-indazol-4(5H)-one (1.76 mmol, 265 mg, 23%) as a yellow solid.

Workup

  1. customAfter evaporation
  2. customthe crude residue was purified by flash chromatography over silica gel

Sources & evidence

ORD record
ord-a5a66c150f484619907bd8e15468e5a7
Source dataset
uspto-grants-2014_04
Patent number
US08697744B2

Reaction notes

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