Ethyl phenylacetate → HCID 3599665, compound

HRID 1732647Notes

Reaction equation

HRID 1732647 reaction equation
[Na].[C:2]1([C:8](=[N:17][NH2:18])[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=O)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:19]1([CH2:25][C:26](OCC)=[O:27])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(O)C>[C:19]1([C:25]2[C:26](=[O:27])[NH:18][N:17]=[C:8]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:9]=2[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 7590Ethyl phenylacetateHCID 792892-Hydrazinylidene-1,2-diphenylethan-1-oneHCID 5360545Sodium

Product 1

HCID 3599665HCID 3599665, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium (11.5 g) was allowed to react with ethanol and then benzilmonohydrazone (120 g) and ethyl phenylacetate (84 g) were added and the reaction mixture heated at reflux for 3 hours. The reaction was quenched in water and the suspension acidified. The resulting precipitate was separated and refluxed with acetonitrile, cooled and separated by filtration to obtain 4,5,6-triphenyl-2H-pyridazin-3-one (30 percent yield), m.p. 290°-292° C.

Workup

  1. temperaturethe reaction mixture heated
  2. temperatureat reflux for 3 hours
  3. customThe reaction was quenched in water
  4. customThe resulting precipitate was separated
  5. temperaturerefluxed with acetonitrile
  6. temperaturecooled
  7. customseparated by filtration

Sources & evidence

ORD record
ord-55950ba73e8b432b8932beb92676e01b
Source dataset
uspto-grants-1980_12
Patent number
US04238490

Reaction notes

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