Acetylcysteamine → 6-(2-Acetylaminoethylthio)imidazo[1,2-b]pyridazine

HRID 1649765

反応式

HRID 1649765 の反応式
[C:1]([NH:4][CH2:5][CH2:6][SH:7])(=[O:3])[CH3:2].[H-].[Na+].Cl[C:11]1[CH:12]=[CH:13][C:14]2[N:15]([CH:17]=[CH:18][N:19]=2)[N:16]=1>C(O)C>[C:1]([NH:4][CH2:5][CH2:6][S:7][C:11]1[CH:12]=[CH:13][C:14]2[N:15]([CH:17]=[CH:18][N:19]=2)[N:16]=1)(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 14484AcetylcysteamineHCID 24758Sodium hydrideHCID 138828Imidazo(1,2-b)pyridazine, 6-chloro-

生成物 1

HCID 198545076-(2-Acetylaminoethylthio)imidazo[1,2-b]pyridazine収率 77.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To 30 ml of ethanol is added 1.79 g of N-acetylcysteamine and with ice-cooling and stirring, 720 mg of sodium hydride (oily, 60 wt.%) is added. Then, 1.54 g of 6-chloroimidazo[1,2-b]pyridazine is further added and the mixture is stirred at 50° C. for 4 hours. The solvent is distilled off under reduced pressure and the residue is diluted with a saturated aqueous solution of sodium hydrogen carbonate and extracted with chloroform. The extract is dried over magnesium sulfate and the solvent is distilled off under reduced pressure. The residue is subjected to silica gel (50 g) column chromatography and after the column is washed with ethyl acetate, elution is carried out with acetone. The eluate is concentrated under reduced pressure to give 1.83 g of 6-(2-acetylaminoethylthio)imidazo[1,2-b]pyridazine as colorless powders.

後処理

  1. temperaturewith ice-cooling
  2. stirringthe mixture is stirred at 50° C. for 4 hours
  3. distillationThe solvent is distilled off under reduced pressure
  4. additionthe residue is diluted with a saturated aqueous solution of sodium hydrogen carbonate
  5. extractionextracted with chloroform
  6. dry with materialThe extract is dried over magnesium sulfate
  7. distillationthe solvent is distilled off under reduced pressure
  8. washafter the column is washed with ethyl acetate, elution
  9. concentrationThe eluate is concentrated under reduced pressure

出典と根拠

ORDレコード
ord-e46363168c7c4e1ea3beb213db55afd9
出典データセット
uspto-grants-1990_05
特許番号
US04921851

関連ノート

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