1562-12-5Relevant articles and documents
Gas-phase pyrolysis in organic synthesis: A route for synthesis of cyanamides
Al-Awadi, Nouria A.,Abdelkhalik, Mervat Mohammed,El-Dusouqui, Osman M. E.,Elnagdia, Mohammad H.
experimental part, p. 207 - 209 (2010/04/29)
(Chemical Equation Presented) Pyrolysis of 1,7-di-[(E)-1- morpholinomethylidene]- and 1,7-di-[(E)-1-piperidino-methylidene]-4,6,10,12- tetramethylamino-2,8-dioxo-1,7-diaza-3,5,9,11-cyclododecatetraene-3, 9-dicarbonitrile 6a,b afforded pyridone 10 in addition to cyanamides 11a,b. On the other hand, pyrolysis of 1-[E-(4-(E-3-cyano-4,6-dimethyl-2-oxopyridin-1(2H)- ylimino) methylpiperazin-1-yl] methylenamino-4,6-dimethyl-2-oxo-1,2- dihydropyridine-3-carbonitrile 8 gave 1-amino-4,6-dimethyl-2-oxo-1,2- dihydropyridine-3-carbonitrile 13 as well as piperazine. The mechanism of pyrolysis and the effect of stereochemistry of pyrolyzed substrates on the nature of the pyrolysates are discussed.
Pyrolysis of amino nitriles, cyanohydrazones, and cyanoacetamides. Part I. Elimination reaction of 1-arylmethyleneamino-1,2-dihydro-4, 6-dimethyl-2-oxopyridine-3-carbonitriles and substituted benzaldehyde cyanoacetylhydrazones
Al-Awadi,Elnagdi,Mathew,El-Gamry,Abdel Khalik
, p. 741 - 748 (2007/10/03)
Pyrolysis of the Schiff bases of 1-arylmethyleneamino-1,2-dihydro-4, 6-dimethyl-2-oxopyridine-3-carbonitriles (1-5) has been studied. These compounds eliminate via a six-membered transition state to produce substituted benzonitriles and 2-hydroxy-4,6-dimethylpyridine-3-carbonitrile. These eliminations are unimolecular first-order reactions. The kinetic data gave a good correlation with σ0 values of the substituents on the aryl group with ρ = 0.83 at 520 K. Utilization of the pyrolytic reaction in synthesis of various benzonitriles is considered, and mechanistic information has been obtained by comparing the kinetic data and product analysis of the Schiff bases with their open-chain substituted benzaldehyde cyanoacetylhydrazones (6-9) analogues.
Novel Pyrethroid Insecticides. III. Synthesis of Some N-(1-Pyridyl) Substituted Amides of Cyclopropanecarboxylic Acids
Balicki, Roman,Sobotka, Wieslaw
, p. 269 - 275 (2007/10/02)
New type pyrethroid amides have been synthesized starting from the corresponding cyclopropanecarboxylic acid chlorides and N-amino-2-pyridone derivatives.