HCID 70019811, compound → HCID 10199104, compound

HRID 382257Notes

Reaction equation

HRID 382257 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][NH:10][CH:11]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=2)=[CH:4][CH:3]=1>C1(C)C=CC=CC=1.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:12]=[C:11]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)[NH:10][N:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 70019811HCID 70019811, compound

Product 1

HCID 10199104HCID 10199104, compoundYield 56.2%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Procedure

Active manganese dioxide (4.35 g, 50 mM) was added to a solution of 3-(4-chlorophenyl)-5-(2-thienyl)-pyrazoline (2.62 g, 10 mM) in toluene (100 ml). This mixture was heated under reflux for 3 hours, and then filtered while hot. After the filtrate was allowed to cool, the precipitated crystals were collected by filtration, washed with a small volume of cold toluene, and then air-dried to obtain 1.46 g of the desired 3-(4-chlorophenyl)-5-(2-thienyl)-1H-pyrazole, m.p. 217° C., in a 56% yield.

Workup

  1. temperatureThis mixture was heated
  2. temperatureunder reflux for 3 hours
  3. filtrationfiltered while hot
  4. temperatureto cool
  5. filtrationthe precipitated crystals were collected by filtration
  6. washwashed with a small volume of cold toluene
  7. customair-dried

Sources & evidence

ORD record
ord-b4c62144cca0463c9773752bf25340f1
Source dataset
uspto-grants-2001_10
Patent number
US06310049B1

Reaction notes

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