Reaction of 2-(ethoxymethylidene)-3-oxo carboxylic acid esters with tetrazol-5-amine

Verfasser / Beitragende:
[M. Goryaeva, Ya. Burgart, M. Ezhikova, M. Kodess, V. Saloutin]
Ort, Verlag, Jahr:
2015
Enthalten in:
Russian Journal of Organic Chemistry, 51/7(2015-07-01), 992-1002
Format:
Artikel (online)
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024 7 0 |a 10.1134/S1070428015070179  |2 doi 
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245 0 0 |a Reaction of 2-(ethoxymethylidene)-3-oxo carboxylic acid esters with tetrazol-5-amine  |h [Elektronische Daten]  |c [M. Goryaeva, Ya. Burgart, M. Ezhikova, M. Kodess, V. Saloutin] 
520 3 |a 2-(Ethoxymethylidene)-3-oxo carboxylic acid esters reacted with tetrazol-5-amine to give ethyl 4-alkyl-2-azidopyrimidine-5-carboxylates capable of undergoing subsequent nucleophilic substitution of hydrogen on C6 or azido group. The reaction of ethyl 2-benzoyl-3-ethoxyprop-2-enoate with tetrazol-5-amine was accompanied by partial decomposition to afford a mixture of ethyl 3-oxo-3-phenylpropanoate and ethyl 7-(1-ethoxy-1,3-dioxo-3-phenylpropan-2-yl)-5-phenyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate. Ethyl 7-hydroxytetrazolo[1,5-a]pyrimidine-6-carboxylate was formed as a result of cyclization of diethyl 2-(ethoxymethylidene)propanedioate with tetrazol-5-amine. 
540 |a Pleiades Publishing, Ltd., 2015 
700 1 |a Goryaeva  |D M.  |u Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, 620990, Yekaterinburg, Russia  |4 aut 
700 1 |a Burgart  |D Ya  |u Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, 620990, Yekaterinburg, Russia  |4 aut 
700 1 |a Ezhikova  |D M.  |u Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, 620990, Yekaterinburg, Russia  |4 aut 
700 1 |a Kodess  |D M.  |u Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, 620990, Yekaterinburg, Russia  |4 aut 
700 1 |a Saloutin  |D V.  |u Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, 620990, Yekaterinburg, Russia  |4 aut 
773 0 |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/7(2015-07-01), 992-1002  |x 1070-4280  |q 51:7<992  |1 2015  |2 51  |o 11178 
856 4 0 |u https://doi.org/10.1134/S1070428015070179  |q text/html  |z Onlinezugriff via DOI 
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950 |B NATIONALLICENCE  |P 700  |E 1-  |a Goryaeva  |D M.  |u Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, 620990, Yekaterinburg, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Burgart  |D Ya  |u Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, 620990, Yekaterinburg, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Ezhikova  |D M.  |u Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, 620990, Yekaterinburg, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Kodess  |D M.  |u Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, 620990, Yekaterinburg, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Saloutin  |D V.  |u Postovskii Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences, ul. S. Kovalevskoi/Akademicheskaya 22/20, 620990, Yekaterinburg, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 773  |E 0-  |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/7(2015-07-01), 992-1002  |x 1070-4280  |q 51:7<992  |1 2015  |2 51  |o 11178