Hexane → Phenyl(5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone

HRID 330351Notes

Reaction equation

HRID 330351 reaction equation
[C:1]([NH:9][N:10]=[CH:11][CH:12]=[CH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCCCCC>C1(OC2C=CC=CC=2)C=CC=CC=1>[C:1]([N:9]1[CH:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:12][CH:11]=[N:10]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 8058HexaneHCID 346108HCID 346108, compound

Product 1

HCID 3063662Phenyl(5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanoneYield 76%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Conditions

Temperature
220 °C

Procedure

Five grams of the cinnamaldehyde benzoylhydrazone was suspended in 20 ml of diphenyl ether, followed by stirring at 220° C. for 3 hours. After cooling, the reaction liquid was poured into 100 ml of hexane for the separation of insoluble matter. The insoluble matter was filtered off and recrystallized from a methanol-water solution. Thus there was obtained 3.8 g of 1-benzoyl-5-phenyl-2-pyrazoline (mp. 105°-106° C.) as the desired product. The yield was 76.0%.

Workup

  1. temperatureAfter cooling
  2. customthe reaction liquid
  3. filtrationThe insoluble matter was filtered off
  4. customrecrystallized from a methanol-water solution

Sources & evidence

ORD record
ord-ef63ee9358f844f1ae47b481596347d5
Source dataset
uspto-grants-1990_01
Patent number
US04895947

Reaction notes

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