Hydrazine hydrate (1:1) → HCID 23301565, compound

HRID 376889Notes

Reaction equation

HRID 376889 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=O)[CH:5]=[CH:6][CH:7]=1.O.[NH2:19][NH2:20]>C(O)C>[OH:1][C:2]1[CH:3]=[C:4]([CH:8]2[NH:20][N:19]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 317158HCID 317158, compound

Product 1

HCID 23301565HCID 23301565, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a 250 ml round bottom flask equipped with magnetic stirrer and reflux condenser was charged 3.2 g (0.0143 moles) of 3-hydroxychalcone, 50 mls of ethanol and 0.7 g (0.0143 moles) of hydrazine monohydrate. The reaction was refluxed for a total of 2 hours, after which it was cooled to ambient temperature. The resulting solid was collected by vacuum filtration, washed with hexane, and dried in vacuuo at 40° C. overnight to afford 3.4 g of the title compound, 3-phenyl-5-(3-hydroxyphenyl)-2-pyrazoline as a tan solid in a 99% isolated yield.

Workup

  1. customTo a 250 ml round bottom flask equipped with magnetic stirrer
  2. temperaturereflux condenser
  3. temperatureThe reaction was refluxed for a total of 2 hours
  4. filtrationThe resulting solid was collected by vacuum filtration
  5. washwashed with hexane
  6. customdried in vacuuo at 40° C. overnight

Sources & evidence

ORD record
ord-50214e0d1314489a87788e57e9f899e3
Source dataset
uspto-grants-2000_02
Patent number
US06022891

Reaction notes

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