反应详情

Under an atmosphere of nitrogen, N5-[2-(3-pyridin-3-ylpropoxy)ethyl]tetrazolo[1,5-a]quinoline-4,5-diamine (0.70 g, 1.92 mmol) was dissolved in 1,2-dichloroethane (15 ml). Triethyl orthoacetate (0.53 ml, 2.88 mmol) was added via syringe and the reaction was heated to reflux for 3 hours. Analysis by thin layer chromatography (95/5 chloroform/methanol) showed complete consumption of the diamine. The reaction was quenched by the addition of water (15 ml). The phases were separated and the aqueous fraction was extracted with dichioromethane (3×10 ml). The combined organic fractions were washed with brine (15 ml), dried (Na2SO4), filtered and concentrated in vacuo to yield 0.73 g of 5-methyl-6-[2-(3-pyridin-3-ylpropoxy)ethyl]-6H-imidazo[4,5-c]tetrazolo[1,5-a]quinoline as a red oil. This material was used without further purification.

1. temperaturethe reaction was heated
2. temperatureto reflux for 3 hours
3. customconsumption of the diamine
4. customThe reaction was quenched by the addition of water (15 ml)
5. customThe phases were separated
6. extractionthe aqueous fraction was extracted with dichioromethane (3×10 ml)
7. washThe combined organic fractions were washed with brine (15 ml)
8. dry with materialdried (Na2SO4)
9. filtrationfiltered
10. concentrationconcentrated in vacuo