Hydrazine hydrate (1:1) → 7-methoxy-4-(4-methoxyphenyl)-2H-phthalazin-1-one

HRID 29925Notes

Reaction equation

HRID 29925 reaction equation
O.[NH2:2][NH2:3].[CH3:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([C:15](=O)[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=[C:10]([CH:14]=1)[C:11](O)=[O:12]>C(O)C>[CH3:4][O:5][C:6]1[CH:14]=[C:10]2[C:9]([C:15]([C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=3)=[N:2][NH:3][C:11]2=[O:12])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 30083765-Methoxy-2-(4-methoxybenzoyl)benzoic acid

Product 1

HCID 576917557-methoxy-4-(4-methoxyphenyl)-2H-phthalazin-1-oneYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

18.5 mL (380 mmol) of hydrazine hydrate are added to a solution of 21.6 g (75 mmol) of 5-methoxy-2-(4-methoxybenzoyl)benzoic acid in 150 mL of ethanol and the mixture is refluxed for 2 hours. The reaction medium is cooled and then filtered. The precipitate obtained is washed with ethanol and then dried under reduced pressure at 40° C. 19 g of a white solid are obtained (90% yield).

Workup

  1. temperaturethe mixture is refluxed for 2 hours
  2. temperatureThe reaction medium is cooled
  3. filtrationfiltered
  4. customThe precipitate obtained
  5. washis washed with ethanol
  6. customdried under reduced pressure at 40° C

Sources & evidence

ORD record
ord-96c46d78547143e79243594e8e2ed199
Source dataset
uspto-grants-2008_09
Patent number
US07423030B2

Reaction notes

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