Isopropanol → 1-Methyl-3,5-diphenylpyrazole

HRID 426563Notes

Reaction equation

HRID 426563 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.[CH3:22][NH:23][NH2:24]>O>[CH3:22][N:23]1[C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:9][C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:24]1

Participants

5

Reactant 3

HCID 3776Isopropanol2×HCID 6061MethylhydrazineHCID 8433Dibenzoylmethane

Product 1

HCID 1405171-Methyl-3,5-diphenylpyrazole

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

5.0 Grams of dibenzoylmethane in 40 ml. of isopropanol is heated to 50° C. The temperature of the reaction mixture is then raised to about 85° C. and 10.5 grams of methyl hydrazine in 10 ml. of isopropanol added thereto. The mixture is heated at this temperature for 30 minutes, then cooled and cold water added thereto. A white solid precipitate forms and is filtered, washed and dried to yield 5.22 grams of product having a melting point of 59.5° C. to 60° C., 99+% yield.

Workup

  1. temperatureThe mixture is heated at this temperature for 30 minutes
  2. temperaturecooled
  3. filtrationA white solid precipitate forms and is filtered
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-bfbe6f53b2294ca6a8d5e350b60440a8
Source dataset
uspto-grants-1979_10
Patent number
US04170464

Reaction notes

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