Acetone → HCID 15294919, compound

HRID 1415702Notes

Reaction equation

HRID 1415702 reaction equation
Cl.[CH3:2][S:3]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][NH2:13])=[CH:8][CH:7]=1)(=[O:5])=[O:4].[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=O)[CH2:22][C:23]([C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=2)=O)=[CH:17][CH:16]=1.CC(C)=O.C(#N)C>C(O)C>[CH3:2][S:3]([C:6]1[CH:7]=[CH:8][C:9]([N:12]2[C:23]([C:25]3[CH:26]=[CH:27][C:28]([Cl:31])=[CH:29][CH:30]=3)=[CH:22][C:21]([C:18]3[CH:17]=[CH:16][C:15]([Cl:14])=[CH:20][CH:19]=3)=[N:13]2)=[CH:10][CH:11]=1)(=[O:5])=[O:4]

Participants

6

Reactant 4

HCID 180AcetoneHCID 6342AcetonitrileHCID 970831,3-Propanedione, 1,3-bis(4-chlorophenyl)-HCID 27351814-(Methylsulfonyl)phenylhydrazine hydrochloride

Product 1

HCID 15294919HCID 15294919, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-(Methylsulphonyl)phenylhydrazine hydrochloride (1.4 g, 6.2 mmol) is added to a stirred solution of 1,3-bis[4-chlorophenyl]propane-1,3-dione (1.6 g, 5.4 mmol) in a mixture of ethanol (50 mL), acetone and acetonitrile. The reaction is heated to reflux and stirred. After cooling to room temperature, the reaction mixture is concentrated in vacuo. The residue is taken up in ethyl acetate and washed with water and brine and dried over MgSO4, filtered, and concentrated in vacuo to give 1-[4-(methylsulfonyl)phenyl]-3,5-bis(4-chlorophenyl)-1H-pyrazole.

Workup

  1. temperatureThe reaction is heated
  2. temperatureto reflux
  3. concentrationthe reaction mixture is concentrated in vacuo
  4. washwashed with water and brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-976306e0030a409b99e6d951829fc312
Source dataset
uspto-grants-1999_06
Patent number
US05908852

Reaction notes

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