Triethylamine → 5-[2-(Ethylsulfonylamino)ethylthio]imidazo[1,2-a]pyridine

HRID 1081711

반응식

HRID 1081711 반응식
[NH2:1][CH2:2][CH2:3][S:4][C:5]1[N:10]2[CH:11]=[CH:12][N:13]=[C:9]2[CH:8]=[CH:7][CH:6]=1.C(N(CC)CC)C.[CH2:21]([S:23](Cl)(=[O:25])=[O:24])[CH3:22]>C(Cl)Cl>[CH2:21]([S:23]([NH:1][CH2:2][CH2:3][S:4][C:5]1[N:10]2[CH:11]=[CH:12][N:13]=[C:9]2[CH:8]=[CH:7][CH:6]=1)(=[O:25])=[O:24])[CH3:22]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 11667Ethanesulfonyl chlorideHCID 152293695-[2-(Amino)ethylthio]imidazo[1,2-a]pyridine

생성물 1

HCID 152293645-[2-(Ethylsulfonylamino)ethylthio]imidazo[1,2-a]pyridine수율 78.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 5-[2-(amino)ethylthio]imidazo[1,2-a]pyridine (1.93 g, 10 mmoles) and triethylamine (1.53 ml, 11 mmoles) in methylene chloride (100 ml) was added ethanesulfonyl chloride (0.95 ml, 10 mmoles) at room temperature with stirring and the mixture was stirred at room temperature for 1 hour. The reaction mixture was washed in turn with an aqueous saturated sodium bicarbonate solution and water and dried over anhydrous magnesium sulfate, and then the solvent was distilled off. The residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:5) to obtain 2.23 g of the desired product (78.2%, colorless crystals).

후처리

  1. stirringthe mixture was stirred at room temperature for 1 hour
  2. washThe reaction mixture was washed in turn with an aqueous saturated sodium bicarbonate solution and water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off
  5. customThe residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:5)

출처 및 근거

ORD 기록
ord-8f9bc29a8d89481387f835a314620fb6
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05587383

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