反应详情

In a 30 ml-round-bottomed flask, 0.60 g (1.92 mM) of 2-hexyl-5-(6-hydroxynaphthalene-2-yl)-1,3,4-thiadiazole, 0.25 g (1.92 mM) of heptanoic acid were dissolved in 10 ml of dichloromethane. Under stirring, 0.39 g (1.89 mM) of N,N'-dicyclohexylcarbodiimide and 0.02 g of 4-pyrrolidinopyridine were successively added the above solution at room temperature, followed by stirring for 8 hours at room temperature. After the reaction, precipitated N,N'-dicyclohexylurea was filtered off and the filtrate was dried off under reduced pressure to obtain a solid. The solid was purified by silica gel column chromatography (eluent: toluene/ethyl acetate=3/1) and recrystallized from a mixture solvent (ethanol-ethyl acetate) to obtain 0.42 g of 2-hexyl-5-(6-heptanoyloxynaphthalene-2-yl)-1,3,4-thiadiazole (Yield: 81.5 %). ##STR139##

1. stirringby stirring for 8 hours at room temperature
2. customAfter the reaction
3. customprecipitated N,N'-dicyclohexylurea
4. filtrationwas filtered off
5. customthe filtrate was dried off under reduced pressure
6. customto obtain a solid
7. customThe solid was purified by silica gel column chromatography (eluent: toluene/ethyl acetate=3/1)
8. customrecrystallized from a mixture solvent (ethanol-ethyl acetate)