Hydrazine hydrate (1:1) → HCID 23301566, compound

HRID 376891Notes

Reaction equation

HRID 376891 reaction equation
C1([C:4]([C:13]([C:15]([CH:24]2[CH2:26]C2)=CC2C=CC=C(O)C=2)=O)=[CH:5][C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([OH:12])[CH:7]=2)CC1.O.[NH2:28][NH2:29]>O>[CH:15]1([C:13]2[CH2:4][CH:5]([C:6]3[CH:11]=[CH:10][CH:9]=[C:8]([OH:12])[CH:7]=3)[NH:29][N:28]=2)[CH2:24][CH2:26]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86755112HCID 86755112, compound

Product 1

HCID 23301566HCID 23301566, compoundYield 67.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a 500 ml round bottom flask equipped with magnetic stirrer and reflux condenser was charged 13.2 g (0.0702 moles) of cyclopropyl 3-hydroxystyrylketone 150 mls of water and 3.5 g (0.0702 moles) of hydrazine monohydrate. The reaction was refluxed for a total of 2 hours, after which it was cooled and diluted with an additional 200 mls of water. The resulting solid was collected by vacuum filtration, washed with water and hexane, and dried in vacuuo at 40° C. overnight to afford 9.6 g of 3-cyclopropyl-5-(3-hydroxyphenyl)-2-pyrazoline as a tan solid at a 68% isolated yield.

Workup

  1. customTo a 500 ml round bottom flask equipped with magnetic stirrer
  2. temperaturereflux condenser
  3. temperatureThe reaction was refluxed for a total of 2 hours
  4. temperatureafter which it was cooled
  5. filtrationThe resulting solid was collected by vacuum filtration
  6. washwashed with water and hexane
  7. customdried in vacuuo at 40° C. overnight

Sources & evidence

ORD record
ord-d97cec0078d24317bb85341cc3f93d54
Source dataset
uspto-grants-2000_02
Patent number
US06022891

Reaction notes

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