Water → 4-Chloro-5-(1-methylhydrazinyl)-2-[3-(trifluoromethyl)phenyl]-3(2H)-pyridazinone

HRID 1414874Notes

Reaction equation

HRID 1414874 reaction equation
[Cl:1][C:2]1[C:3](=[O:19])[N:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=2)[N:5]=[CH:6][C:7]=1Cl.[CH3:20][NH:21][NH2:22].O>CO>[Cl:1][C:2]1[C:3](=[O:19])[N:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=2)[N:5]=[CH:6][C:7]=1[N:21]([CH3:20])[NH2:22]

Participants

5

Reactant 3

HCID 962WaterHCID 6061MethylhydrazineHCID 8265604,5-Dichloro-2-[3-(trifluoromethyl)phenyl]pyridazin-3(2H)-one

Product 1

HCID 214841104-Chloro-5-(1-methylhydrazinyl)-2-[3-(trifluoromethyl)phenyl]-3(2H)-pyridazinone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
45 °C

Procedure

To a solution consisting of 15.5 grams of 4,5-dichloro-2-(3-trifluoromethylphenyl)-pyridazine-3(2H)-one in 120 grams of methanol is added 9.2 grams methylhydrazine. The reaction mixture is heated to 45° C for three hours, cooled and poured onto 250 grams of water. The resulting precipitate is separated by filtration, washed with water and dried. The solid is crystallized from benzene to yield 4-chloro-2-(3-trifluoromethylphenyl)-5-(1-methylhydrazino)-pyridazin-3(2H)-one (m.p. 140° to 141° C, with decomposition).

Workup

  1. temperaturecooled
  2. customThe resulting precipitate is separated by filtration
  3. washwashed with water
  4. customdried
  5. customThe solid is crystallized from benzene

Sources & evidence

ORD record
ord-75a8a5b7f8a04e278edc984795d939fb
Source dataset
uspto-grants-1977_01
Patent number
US04002751

Reaction notes

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