반응 #78510

반응 방정식

2-chloromethyl-1-methylbenzimidazol-5-yl-carboxylic acid-N-(n-propyl)-N-(2-ethoxycarbonylethyl)amide

p-cyanothiophenol

diisopropylethylamine

→

1-Methyl-2-[(4-cyanophenyl)thiomethyl]benzimidazol-5-yl-carboxylic acid-N-(n-propyl)-N-(2-ethoxycarbonylethyl)amide

용매

dimethylformamide

반응 조건

후처리

1. 1
   workup.DISTILLATIONThe solvent was distilled off in vacuo
2. 2
   workup.DISSOLUTIONthe crude product was dissolved in 30 mL ethyl acetate
3. 3
   세척washed with 30 mL water
4. 4
   농축after concentration
5. 5
   기타purified by flash chromatography (silica gel

실험 절차

A mixture of 1.5 g (4.1 mmol) of 2-chloromethyl-1-methylbenzimidazol-5-yl-carboxylic acid-N-(n-propyl)-N-(2-ethoxycarbonylethyl)amide and 0.65 g (4.8 mmol) of p-cyanothiophenol was heated in 10 mL of dimethylformamide and 10 mL of diisopropylethylamine for 1 hour to 100° C. The solvent was distilled off in vacuo, the crude product was dissolved in 30 mL ethyl acetate, washed with 30 mL water, and after concentration purified by flash chromatography (silica gel; methylene chloride/ethanol (49:1 to 19:1). Yield: 1.5 g (79% of theory) of brown oil; Rf value: 0.65 (silica gel; ethyl acetate/ethanol/ammonia=90:10:1).

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