Hydrazine → 6-(4-Chlorophenyl)-2,3-dihydropyridazin-3-one

HRID 2292965Notes

Reaction equation

HRID 2292965 reaction equation
[NH2:1][NH2:2].[Cl:3][C:4]1[CH:16]=[CH:15][C:7]([C:8]([CH2:10][CH2:11][C:12](O)=[O:13])=O)=[CH:6][CH:5]=1>CCO>[Cl:3][C:4]1[CH:16]=[CH:15][C:7]([C:8]2[CH:10]=[CH:11][C:12](=[O:13])[NH:1][N:2]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 776043-(4-Chlorobenzoyl)propionic acid

Product 1

HCID 6890856-(4-Chlorophenyl)-2,3-dihydropyridazin-3-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine (8.9 mL, 0.28 mol) was added to a suspension of 3-(4-chlorobenzoyl)propionic acid (30.0 g, 0.14 mol) in EtOH. The resulting mixture was heated to reflux for 1 hour, stirred at room temperature overnight and chilled with an ice bath. The title compound precipitated out of this mixture (23.85 g, 81%) as a yellow solid: mp 175°-176° C.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux for 1 hour
  3. temperaturechilled with an ice bath
  4. customThe title compound precipitated out of this mixture (23.85 g, 81%) as a yellow solid

Sources & evidence

ORD record
ord-f3e204deb6674d6390f5630988cd79be
Source dataset
uspto-grants-1997_11
Patent number
US05684151

Reaction notes

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