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

HRID 1649765

반응식

HRID 1649765 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e46363168c7c4e1ea3beb213db55afd9
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04921851

연결된 노트

불러오는 중…