Hydrazine hydrate (1:1) → HCID 13486195, compound

HRID 620372Notes

Reaction equation

HRID 620372 reaction equation
O.[NH2:2][NH2:3].[CH2:4]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH:14]1[CH:18](OCC)[O:17][C:16](=O)[CH2:15]1)[CH:5]=[CH2:6].C(=O)(O)[O-].[Na+]>C(O)(=O)C.O>[CH2:4]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH:14]1[CH:18]=[N:3][NH:2][C:16](=[O:17])[CH2:15]1)[CH:5]=[CH2:6]

Participants

6

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 516892Sodium BicarbonateHCID 13486194HCID 13486194, compound

Product 1

HCID 13486195HCID 13486195, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

Hydrazine hydrate (2.8 ml) was added to a solution of 4-(2-allyloxyphenyl)-5-ethoxydihydro-2-furanone (9.8 g) in acetic acid (30 ml) and water (27 ml). The solution was refluxed for 90 minutes, poured into aqueous sodium bicarbonate, extracted into diethyl ether, evaporated under reduced pressure and the resultant solid recrystallised from benzene to afford 5-(2-allyloxyphenyl)-4,5-dihydro-3[2H]-pyridazinone (6.5 g) as white crystals, m.p. 93°-95° C.

Workup

  1. temperatureThe solution was refluxed for 90 minutes
  2. extractionextracted into diethyl ether
  3. customevaporated under reduced pressure
  4. customthe resultant solid recrystallised from benzene

Sources & evidence

ORD record
ord-31c37bc771074add8b244c870922c40f
Source dataset
uspto-grants-1989_04
Patent number
US04820819

Reaction notes

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