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

HRID 5440

反応式

HRID 5440 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-b37486258c7548529fd7103f125f8261
出典データセット
uspto-grants-1993_09
特許番号
US05244908

関連ノート

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