Sodium hydride → 2-(1H-benzimidazol-2-yl-thiomethyl)-benzothiazole

HRID 414714

反応式

HRID 414714 の反応式
[H-].[Na+].[N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[NH:5][C:4]=1[SH:12].Cl[CH2:14][C:15]1[S:16][C:17]2[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=2[N:19]=1>CN(C)C=O>[NH:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[S:12][CH2:14][C:15]1[S:16][C:17]2[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=2[N:19]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 3049782-(Chloromethyl)benzothiazoleHCID 178527775HCID 178527775、化合物

生成物 1

HCID 6779102-(1H-benzimidazol-2-yl-thiomethyl)-benzothiazole収率 58.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1.5 g (50 mmol-80%) of sodium hydride were added under nitrogen to a stirred solution of 7.6 g (50 mmol) of 2-benzimidazolethiol in 76 ml of dimethylformamide and after one hour, 7.2 g (40 mmol) of 2-chloromethyl-benzothiazole were added with ice cooling. The mixture stood at room temperature for 2 hours and the solution was concentrated under reduced pressure in a nitrogen stream. The residue was dissolved in ethyl acetate and the solution was washed with ice cold 2N sodium hydroxide solution and aqueous saturated sodium chloride solution, was dried over magnesium sulfate and evaporated to dryness under reduced pressure to obtain 6.91 g (58% yield) of 2-(1H-benzimidazol-2-yl-thiomethyl)-benzothiazole in the form of pale yellow crystals after crystallization from dichloromethane melting at 159°-162° C.

後処理

  1. concentrationthe solution was concentrated under reduced pressure in a nitrogen stream
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washthe solution was washed with ice cold 2N sodium hydroxide solution and aqueous saturated sodium chloride solution
  4. dry with materialwas dried over magnesium sulfate
  5. customevaporated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-dea7ee09863c4df48351fbfb2ec8d320
出典データセット
uspto-grants-1988_12
特許番号
US04794122

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