HCID 70020195, compound → HCID 9794827, compound

HRID 395924Notes

Reaction equation

HRID 395924 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[NH:12][NH:11][C:10]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)=[CH:9]2)=[CH:4][CH:3]=1>C1(C)C=CC=CC=1.[O-2].[O-2].[Mn+4]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)[NH:11][N:12]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 70020195HCID 70020195, compound

Product 1

HCID 9794827HCID 9794827, compoundYield 30.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Procedure

Active manganese dioxide (7.5 g, 86 mM) was added to a solution of 5-(4-fluorophenyl)-3-(2-thienyl)-pyrazoline (3.6 g, 14.6 mM) in toluene (150 ml). This mixture was heated under reflux for 1 hour, and then filtered while hot. The filtrate was concentrated under reduced pressure, and the resulting residue was recrystallized from ethanol to obtain 1.1 g of the desired 3-(4-fluorophenyl)-5-(2-thienyl)-1H-pyrazole, m.p. 181-184° C., in a 30% yield.

Workup

  1. temperatureThis mixture was heated
  2. temperatureunder reflux for 1 hour
  3. filtrationfiltered while hot
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe resulting residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-bdd63109918e4e0bae9d2e0269c38723
Source dataset
uspto-grants-2003_08
Patent number
US06605730B2

Reaction notes

Loading…