Isopropanol → 1H-Pyrazole, 3,5-diphenyl-

HRID 426562Notes

Reaction equation

HRID 426562 reaction equation
[C:1]([CH2:9][C:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C)C.O.[NH2:23][NH2:24]>O>[C:2]1([C:1]2[CH:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[NH:24][N:23]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 8433DibenzoylmethaneHCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 708401H-Pyrazole, 3,5-diphenyl-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

22.4 Grams (0.10 moles) of dibenzoylmethane in 200 ml. of isopropyl alcohol are heated to reflux (approximately 85° C.), and to this is added hydrazine hydrate at a rate sufficient to maintain reflux. Thirty minutes after addition, the reaction is complete. The reaction mixture is permitted to cool and is then poured into water. The desired product as a fine white solid precipitates and is filtered, washed with cold water and dried, yielding 22.1 grams of product, melting point 198.5° C. to 200.5° C.

Workup

  1. temperatureto maintain
  2. temperaturereflux
  3. additionThirty minutes after addition
  4. temperatureto cool
  5. customThe desired product as a fine white solid precipitates
  6. filtrationis filtered
  7. washwashed with cold water
  8. customdried

Sources & evidence

ORD record
ord-283490322dce4bc4b926d877d149449b
Source dataset
uspto-grants-1979_10
Patent number
US04170464

Reaction notes

Loading…