Hydrazine hydrate (1:1) → 3,5-Diphenyl-4-methylpyrazoline

HRID 597583

Reaction equation

HRID 597583 reaction equation
O.[NH2:2][NH2:3].[CH3:4][C:5]([C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=O)=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>CO.O>[C:7]1([C:6]2[NH:2][NH:3][CH:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:5]=2[CH3:4])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 99812alpha-Methylchalcone

Product 1

HCID 706390703,5-Diphenyl-4-methylpyrazolineYield 88.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
68 °C

Procedure

Isolated α-methylchalcone, 1.5 g (85% pure product by gas liquid chromatography) (0.00578 mole) is reacted with 0.55 g (0.008 mole) of 75% hydrazine hydrate in 7.5 ml of methanol and 1 ml of water under N2 at reflux (68° C) for 1 hour. Gas liquid chromatography shows the α-methylchalcone had reacted to form 3,5-diphenyl-4-methylpyrazoline.

Workup

  1. customhad reacted

Sources & evidence

ORD record
ord-71f587f73c1b4fbb99d15de02474861f
Source dataset
uspto-grants-1977_03
Patent number
US04014896

Linked notes

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