Comparison of methods of synthesis of 5-methyl-1,2,4-triazolo[1,5-a]pyrimidin-7(4H)-one in supercritical carbon dioxide

For the optimization of the method of synthesizing 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine-7(4H)-one (an intermediate of the antiviral drug Triazid®) by cyclocondensation of 5-amino-3-H-1,2,4-triazole (aminotriazole) with acetoacetic ester, various conditions (reaction in supercritical carbon dioxi...

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Hauptverfasser: Baklykov, Artem V., Rusinov, Gennady L., Zyryanov, Grigory V., Kopchuk, Dmitry S., Charushin, Valery N., Artem'ev, Grigory A., Rusinov, Vladimir L., Khasanov, Albert F.
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container_volume 2280
creator Baklykov, Artem V.
Rusinov, Gennady L.
Zyryanov, Grigory V.
Kopchuk, Dmitry S.
Charushin, Valery N.
Artem'ev, Grigory A.
Rusinov, Vladimir L.
Khasanov, Albert F.
description For the optimization of the method of synthesizing 5-methyl-1,2,4-triazolo[1,5-a]pyrimidine-7(4H)-one (an intermediate of the antiviral drug Triazid®) by cyclocondensation of 5-amino-3-H-1,2,4-triazole (aminotriazole) with acetoacetic ester, various conditions (reaction in supercritical carbon dioxide in the presence of acetic acid, organic solvents, as well as Lewis acid (ZnCl2, TiO2, and SiO2) or inorganic additives) for this reaction were studied. By comparison of the yields of the reaction products, it was concluded that the most preferable conditions are pure supercritical CO2 in the presence of acetic acid or ZnCl2 at a temperature of 150-190 °C.
doi_str_mv 10.1063/5.0018786
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source AIP Journals Complete
subjects Acetic acid
Additives
Carbon dioxide
Lewis acid
Optimization
Reaction products
Silicon dioxide
Titanium dioxide
Triazoles
Zinc chloride
title Comparison of methods of synthesis of 5-methyl-1,2,4-triazolo[1,5-a]pyrimidin-7(4H)-one in supercritical carbon dioxide
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