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Novel approaches to the synthesis of low-molecular derivatives of 1,2,4- triazole

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Abstract

Routes of synthesizing 5-alkyl(aryl) derivatives of 1[H]-1,2,4-triazole-3-carboxylic acids were studied. A novel efficient method of preparing such compounds by cyclization of bis-acylated oxalamidrazones was suggested.

About the Authors

M. V. Chudinov
M.V. Lomonosov Moscow University of Fine Chemical Technologies, 86, Vernadskogo pr., Moscow 119571
Russian Federation


A. V. Matveev
M.V. Lomonosov Moscow University of Fine Chemical Technologies, 86, Vernadskogo pr., Moscow 119571
Russian Federation


N. I. Zhurilo
M.V. Lomonosov Moscow University of Fine Chemical Technologies, 86, Vernadskogo pr., Moscow 119571
Russian Federation


V. V. Prostakova
M.V. Lomonosov Moscow University of Fine Chemical Technologies, 86, Vernadskogo pr., Moscow 119571
Russian Federation


V. I. Shvets
M.V. Lomonosov Moscow University of Fine Chemical Technologies, 86, Vernadskogo pr., Moscow 119571
Russian Federation


References

1. Potts K.T. The сhemistry of 1,2,4-triazoles // Chem. Rev. 1961. V. 2. P. 113-124.

2. Верещагина Т.Н., Лопырев В.A. Синтез и превращения карбоновых кислот ряда 1,2,4-триазола. III. Получение и свойства 3-метил-1,2,4-триазол-5-карбоновой кислоты // Химия гетероцикл. соединений. 1970. № 12. C. 1695-1696.

3. Чудинов М.В., Константинова И.Д., Рыжова О.И., Есипов Р.С., Юркевич А.М., Швец В.И., Мирошников А.И. Новый эффективный способ синтеза 5-замещенных производных 1,2,4-триазол-3-карбоксамида и рибавирина // Хим.-фарм. журн. 2005. № 4. C. 43-46.

4. Vemishetti P., Leiby R.W., Abushanab E., Panzica R.P. A practical synthesis of ethyl 1,2,4-triazole-3-carboxylate and its use in the formation of chiral 1',2'-seco-nucleosides of ribavirin // J. Het. Chem. 1988. V. 25. P. 651-654.

5. Oliver J.E., Sonnet P.E. Improved routes to methyl 4-methylimidazole-2-carboxylate and methyl 5-methyl-1,2,4-triazole-3-carboxylate // J. Org. Chem. 1973. V. 38. P. 1437-1438.

6. Witkowski J.T., Robins R.K. 1,2,4-Triazole-3-carboxamides as antiviral agents: пат. 3976545 США. № 05/6117432; заявл. 29.09.1975; выдан 24.08.1976.

7. Matsuda K., Morin L. Preparation and reactions of 1-cyanoformimidic acid hydrazide // J. Org. Chem. 1961. V. 26. P. 3783-3787.

8. McKillop A., Chattopadhyay S.K., Henderson A., Avendano C. Applications of ethyl carbo-ethoxyformimidate to heterocyclic synthesis: Preparation of condensed pyrazinones and 1,4-oxazinones // Synthesis. 1997. № 3. P. 301-304.


For citation:


Chudinov M.V., Matveev A.V., Zhurilo N.I., Prostakova V.V., Shvets V.I. Novel approaches to the synthesis of low-molecular derivatives of 1,2,4- triazole. Fine Chemical Technologies. 2011;6(2):66-70. (In Russ.)

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ISSN 2410-6593 (Print)
ISSN 2686-7575 (Online)