caa a22 4500 445875534 CHVBK 20180317145526.0 cr unu---uuuuu 170323e20110401xx s 000 0 eng 10.1007/s10593-011-0719-y doi (NATIONALLICENCE)springer-10.1007/s10593-011-0719-y Reactions of 3-nitro-1,2,4-triazole derivatives with alkylating agents. 8*. Alkylation of 3-nitro-5-R-1,2,4-triazoles with derivatives of diethylene glycol in the presence of alkali [Elektronische Daten] [G. Sukhanov, G. Sakovich, A. Sukhanova, J. Filippova, J. Oleshchenko] The interaction of 3-nitro-1,2,4-triazole and 5-methyl-3-nitro-1,2,4-triazole with bifunctional agents ‒ β,β′-dichloro- and β,β′-(dinitroxy)diethyl ethers ‒ in the presence of alkali proceeds with the formation of a mixture of products substituted at the N(1) and N(2) atoms of the heterocycle, consisting of three reaction products, the N(1),N′(1)-, N(1),N′(2)-, and N(2),N′(2) isomeric derivatives of nitrotriazoles. Replacement of the Cl leaving group in the alkylating agent by a NO2 group does not lead to a substantial change in the degree of conversion and overall yield of alkylation products. The ratio of N(1),N′(1):N(1),N′(2):N(2),N′(2) isomeric reaction products from 3-nitro-1,2,4-triazole was (82.0-85.7): (7.7-9.9):(6.6-8.1), and from 5-methyl-3-nitro-1,2,4-triazole was (76.9-79.8):(10.1:11.4):(10.1-11.7) respectively. Springer Science+Business Media, Inc., 2011 3-nitro-5-R-1,2,4-triazoles nationallicence diethylene glycol derivatives nationallicence alkylation nationallicence selectivity nationallicence Sukhanov G. Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences, Socialisticheskaya, 1, 659322, Biysk, Russia aut Sakovich G. Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences, Socialisticheskaya, 1, 659322, Biysk, Russia aut Sukhanova A. Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences, Socialisticheskaya, 1, 659322, Biysk, Russia aut Filippova J. Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences, Socialisticheskaya, 1, 659322, Biysk, Russia aut Oleshchenko J. Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences, Socialisticheskaya, 1, 659322, Biysk, Russia aut Chemistry of Heterocyclic Compounds Springer US; http://www.springer-ny.com 47/1(2011-04-01), 55-59 0009-3122 47:1<55 2011 47 10593 https://doi.org/10.1007/s10593-011-0719-y text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10593-011-0719-y text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Sukhanov G. Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences, Socialisticheskaya, 1, 659322, Biysk, Russia aut NATIONALLICENCE 700 1- Sakovich G. Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences, Socialisticheskaya, 1, 659322, Biysk, Russia aut NATIONALLICENCE 700 1- Sukhanova A. Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences, Socialisticheskaya, 1, 659322, Biysk, Russia aut NATIONALLICENCE 700 1- Filippova J. Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences, Socialisticheskaya, 1, 659322, Biysk, Russia aut NATIONALLICENCE 700 1- Oleshchenko J. Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences, Socialisticheskaya, 1, 659322, Biysk, Russia aut NATIONALLICENCE 773 0- Chemistry of Heterocyclic Compounds Springer US; http://www.springer-ny.com 47/1(2011-04-01), 55-59 0009-3122 47:1<55 2011 47 10593 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer