Water → 4-Chloro-5-(1-methylhydrazino)-2-phenyl-3(2H)-pyridazinone

HRID 1414873

Reaction equation

HRID 1414873 reaction equation
[Cl:1][C:2]1[C:3](=[O:15])[N:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:5]=[CH:6][C:7]=1Cl.[CH3:16][NH:17][NH2:18].O>CO>[Cl:1][C:2]1[C:3](=[O:15])[N:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:5]=[CH:6][C:7]=1[N:17]([CH3:16])[NH2:18]

Participants

5

Reactant 3

HCID 962WaterHCID 6061MethylhydrazineHCID 728134,5-Dichloro-2-phenyl-3(2H)-pyridazinone

Product 1

HCID 3766864-Chloro-5-(1-methylhydrazino)-2-phenyl-3(2H)-pyridazinone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution consisting of 22.9 grams of 4,5-dichloro-2-phenylpyridazin-3(2H)-one in 120 grams of methanol is added 20 grams of methylhydrazine. The reactants are heated to reflux for two hours, cooled and poured into one kilogram of water. The resulting precipitate is separated by filtration, washed with water and dried. The solid is crystallized from benzene and methanol to yield 4-chloro-2-phenyl-5-(1-methylhydrazino)-pyridazine-3(2H)-one (m.p. 128° to 130° C with decomposition).

Workup

  1. temperatureThe reactants are heated
  2. temperatureto reflux for two hours
  3. temperaturecooled
  4. customThe resulting precipitate is separated by filtration
  5. washwashed with water
  6. customdried
  7. customThe solid is crystallized from benzene and methanol

Sources & evidence

ORD record
ord-1e39f32ecc734faaa13609b438039ac2
Source dataset
uspto-grants-1977_01
Patent number
US04002751

Linked notes

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