Ethanol → 4-(4-Methoxyphenyl)-1-(2H)-phthalazinone

HRID 1990780Notes

Reaction equation

HRID 1990780 reaction equation
[NH2:1][NH2:2].[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=2[C:13](O)=O)=[CH:7][CH:6]=1.[CH2:20]([OH:22])C>>[CH3:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[C:19]3[C:13](=[CH:12][CH:16]=[CH:17][CH:18]=3)[C:20](=[O:22])[NH:2][N:1]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 9321HydrazineHCID 2668302-(4-Methoxyphenyl)benzoic acid

Product 1

HCID 6891034-(4-Methoxyphenyl)-1-(2H)-phthalazinoneYield 55%

Conditions

Temperature
60 °C

Procedure

4.10 ml (81.2 mmol) of hydrazine was added to an ethanol solution (100 ml) of 17.33 g (67.6 mmol) of the obtained 2-(4-methoxyphenyl)-benzoic acid, and the reaction liquid was stirred at 60° C. for 4 hours. The reaction liquid was concentrated under reduced pressure, and the resulting solid was washed with diethyl ether to obtain 9.46 g (yield: 55%) of 4-(4-methoxyphenyl)-2H-phthalazin-1-on as a white solid.

Workup

  1. customthe reaction liquid
  2. customThe reaction liquid
  3. concentrationwas concentrated under reduced pressure
  4. washthe resulting solid was washed with diethyl ether

Sources & evidence

ORD record
ord-cdde064e59b644ebab505e14cd59cd64
Source dataset
uspto-grants-2010_01
Patent number
US07645756B2

Reaction notes

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