反应详情

Into a solution of 8.6 g of the thus obtained 7-iodo-2-hexylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5one, 11 g of triethylamine, 0.15 g of bis(triphenylphosphine)palladium(II) chloride, 0.04 g of cuprous iodide and 33 ml of tetrahydrofurane, 2.6 g of 1-propyne was introduced through a bubbling glass tube under ice-cold-water chilling and constant stirring over a 1 hour period. Thereafter, the solution was further stirred at room temperature for 30 minutes, and 0.23 g of bis(triphenylphosphine)palladium(II) chloride and 0.06 g of cuprous iodide were added. The solution was stirred further for 4 hours. Then toluene was added, and the solution was filtered, and the filtrate was concentrated under reduced pressure. The residue was dissolved in toluene, the solution was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off and the residue was recrystallized from an ethanol/hexane mixture and thus 3.9 g of 7-(1-propynyl)-2-hexylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one was obtained.

1. stirringThereafter, the solution was further stirred at room temperature for 30 minutes
2. stirringThe solution was stirred further for 4 hours
3. filtrationthe solution was filtered
4. concentrationthe filtrate was concentrated under reduced pressure
5. dissolutionThe residue was dissolved in toluene
6. washthe solution was washed with water
7. dry with materialdried over anhydrous sodium sulfate
8. distillationThe solvent was distilled off
9. customthe residue was recrystallized from an ethanol/hexane mixture