Hydrazine → Trans-6-[2-(4-methoxyphenyl)ethenyl]-1(2H)-phthalazinone

HRID 978652Notes

Reaction equation

HRID 978652 reaction equation
[NH2:1][NH2:2].[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[C:18](=O)[O:17][CH:16]3O)=[CH:7][CH:6]=1>C(O)C>[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8](/[CH:11]=[CH:12]/[C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[C:18](=[O:17])[NH:2][N:1]=[CH:16]3)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 541401895-(p-Methoxyphenyl)ethenyl-3-hydroxyphthalide

Product 1

HCID 13827274Trans-6-[2-(4-methoxyphenyl)ethenyl]-1(2H)-phthalazinone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Nine and one-half ml of hydrazine was added to a solution of 8.0 gm 5-(p-methoxyphenyl)ethenyl-3-hydroxyphthalide in 100 ml ethanol and the mixture was refluxed with stirring for 5 hours. The reaction mixture was cooled and the product filtered off and washed with isopropanol and dried. Wt=4.0 gm, m.p.=280°-289°.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureThe reaction mixture was cooled
  3. filtrationthe product filtered off
  4. washwashed with isopropanol
  5. customdried

Sources & evidence

ORD record
ord-9f504fc79af34520ae6630102506b314
Source dataset
uspto-grants-1987_05
Patent number
US04665181

Reaction notes

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