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2-Chloromethyl-3-methyl-4-{4-[2-(2-methyl-5-nitroimidazol-1-yl)ethylthio]butylthio}pyridine → 2-(3-Methyl-4-{4-[2-(2-methyl-5-nitroimidazol-1-yl)ethylthio]butylthio}pyridin-2-ylmethylthio)-1 H-benzimidazole

HRID 342634
ノート
印刷プレビュー

反応式

HRID 342634 の反応式
Cl[CH2:2][C:3]1[C:8]([CH3:9])=[C:7]([S:10][CH2:11][CH2:12][CH2:13][CH2:14][S:15][CH2:16][CH2:17][N:18]2[C:22]([N+:23]([O-:25])=[O:24])=[CH:21][N:20]=[C:19]2[CH3:26])[CH:6]=[CH:5][N:4]=1.[SH:27][C:28]1[NH:29][C:30]2[CH:36]=[CH:35][CH:34]=[CH:33][C:31]=2[N:32]=1>C(O)(C)C>[CH3:9][C:8]1[C:3]([CH2:2][S:27][C:28]2[NH:32][C:31]3[CH:33]=[CH:34][CH:35]=[CH:36][C:30]=3[N:29]=2)=[N:4][CH:5]=[CH:6][C:7]=1[S:10][CH2:11][CH2:12][CH2:13][CH2:14][S:15][CH2:16][CH2:17][N:18]1[C:22]([N+:23]([O-:25])=[O:24])=[CH:21][N:20]=[C:19]1[CH3:26]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 544598052-Chloromethyl-3-methyl-4-{4-[2-(2-methyl-5-nitroimidazol-1-yl)ethylthio]butylthio}pyridineHCID 178527775HCID 178527775、化合物

生成物 1

HCID 675769092-(3-Methyl-4-{4-[2-(2-methyl-5-nitroimidazol-1-yl)ethylthio]butylthio}pyridin-2-ylmethylthio)-1 H-benzimidazole

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

2.5 g (6 mmol) of 2-chloromethyl-3-methyl-4-{4-[2-(2-methyl-5-nitroimidazol-1-yl)ethylthio]butylthio}-pyridine and 0.9 g (6 mmol) of 2-mercaptobenzimidazole are heated to reflux for 1 h in 25 ml of isopropanol. The mixture is then cooled in an ice bath and the precipitated solid is filtered off with suction. The solid is taken up in water and treated with saturated sodium hydrogen carbonate solution. The mixture is extracted with dichloromethane. The organic phase is washed with water, dried over magnesium sulfate, filtered and concentrated. The title compound crystallizes and is washed with a little methanol with stirring. M.p. 160°-162° C.; yield 0.62 g (20% of theory).

後処理

  1. temperatureThe mixture is then cooled in an ice bath
  2. filtrationthe precipitated solid is filtered off with suction
  3. additiontreated with saturated sodium hydrogen carbonate solution
  4. extractionThe mixture is extracted with dichloromethane
  5. washThe organic phase is washed with water
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe title compound crystallizes
  10. washis washed with a little methanol

出典と根拠

ORDレコード
ord-f8bb65aee53e47c5a9ac51b7bba0175a
出典データセット
uspto-grants-1999_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05859030

反応ノート

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