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

HRID 2118528Notes

Reaction equation

HRID 2118528 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-1caa0415271847b29314259a81de0419
Source dataset
uspto-grants-1987_07
Patent number
US04678786

Reaction notes

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