1-Methylpiperazine → 4-Chloro-2-methyl-5-(4-methylpiperazin-1-yl)pyridazin-3(2H)-one

HRID 42704ノート

反応式

HRID 42704 の反応式
[Cl:1][C:2]1[C:3](=[O:10])[N:4]([CH3:9])[N:5]=[CH:6][C:7]=1Cl.[CH3:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>O>[Cl:1][C:2]1[C:3](=[O:10])[N:4]([CH3:9])[N:5]=[CH:6][C:7]=1[N:15]1[CH2:16][CH2:17][N:12]([CH3:11])[CH2:13][CH2:14]1

参加物

4

反応物 2

HCID 531671-MethylpiperazineHCID 1204623(2H)-Pyridazinone, 4,5-dichloro-2-methyl-

生成物 1

HCID 170880204-Chloro-2-methyl-5-(4-methylpiperazin-1-yl)pyridazin-3(2H)-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 4,5-dichloro-2-methylpyridazin-3(2H)-one [S.-F. Chen and R. P. Panzica, J. Org. Chem., 46, 2467-2473 (1981)] (8.95 g, 50 mmol) and 1-methylpiperazine (12.5 g, 125 mmol) in water (150 ml) was refluxed for 30 h. After cooling, about two thirds of the solvent was removed under reduced pressure and the mixture was adjusted to pH 7-8 by addition of aqueous NaHCO3. It was then extracted with dichloromethane (4×40 ml) and the combined extracts were washed with water, dried (Na2SO4) and evaporated. The crude product was purified by recrystallization from ethanol (95%).

後処理

  1. temperaturewas refluxed for 30 h
  2. temperatureAfter cooling, about two thirds of the solvent
  3. customwas removed under reduced pressure
  4. additionthe mixture was adjusted to pH 7-8 by addition of aqueous NaHCO3
  5. extractionIt was then extracted with dichloromethane (4×40 ml)
  6. washthe combined extracts were washed with water
  7. dry with materialdried (Na2SO4)
  8. customevaporated
  9. customThe crude product was purified by recrystallization from ethanol (95%)

出典と根拠

ORDレコード
ord-ca1ad0af93bd4ccb9e9e69a7dbd1a515
出典データセット
uspto-grants-2013_09
特許番号
US08536210B2

反応ノート

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