Hydrazine hydrate (1:1) → 1(2H)-Phthalazinone

HRID 839496Notes

Reaction equation

HRID 839496 reaction equation
Br[CH:2](Br)[C:3]1[C:4]([C:9]([OH:11])=O)=[CH:5][CH:6]=[CH:7][CH:8]=1.O.[NH2:14][NH2:15]>C(O)C>[C:9]1(=[O:11])[C:4]2[C:3](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:2]=[N:15][NH:14]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 3455532-(dibromomethyl)benzoic acid

Product 1

HCID 83941(2H)-PhthalazinoneYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 29.4 g (0.1 mole) of α,α-dibromo-o-toluic acid and 16 g (0.32 mole) of hydrazine hydrate in 200 ml of ethanol was heated under reflux with stirring for 1 hour. The solvent was evaporated under reduced pressure, and the residue recrystallized from ethanol to give 12.8 g (yield: 88%) of 1-phthalazinone having a melting point of 181°-182° C.

Workup

  1. temperatureunder reflux
  2. customThe solvent was evaporated under reduced pressure
  3. customthe residue recrystallized from ethanol

Sources & evidence

ORD record
ord-42ff49d6f9494d9f98551c75957ce1a5
Source dataset
uspto-grants-1978_06
Patent number
US04096143

Reaction notes

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