HCID 178492216, compound → Fpl 62064

HRID 1193514Notes

Reaction equation

HRID 1193514 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:11]=2)=[CH:5][CH:4]=1>ClCCl.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10]2[CH:14]=[CH:13][N:12]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:11]=2)=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 178492216HCID 178492216, compound

Product 1

HCID 128268Fpl 62064

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

4,5-Dihydro-N-(4-methoxyphenyl)-1-phenyl-1H-pyrazol-3amine (50 g) was dissolved in dichloromethane (500 ml) and treated portionwise with activated manganese dioxide (50 g) over one hour. The mixture was stirred for a further 2 hours then filtered through bentonite and chromatographed on a silica column with dichloromethane as eluant. The eluants were evaporated to dryness and the title compound recrystallised from aqueous ethanol as an off-white solid (40 g), mp 96°-98°.

Workup

  1. filtrationthen filtered through bentonite and
  2. customchromatographed on a silica column with dichloromethane as eluant
  3. customThe eluants were evaporated to dryness
  4. customthe title compound recrystallised from aqueous ethanol as an off-white solid (40 g), mp 96°-98°

Sources & evidence

ORD record
ord-ed88884c91454c9c96c8024bbadd58e7
Source dataset
uspto-grants-1989_03
Patent number
US04810719

Reaction notes

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