69374-53-4Relevant academic research and scientific papers
1,2,3- and 1,2,4-triazolium salts, pyrazoles, and quinoxalines from diarylnitrilimines and isocyanides: A study of the scope
Moderhack, Dietrich,Daoud, Ali
, p. 625 - 637 (2007/10/03)
Formation of the four title compounds has been found to be strongly dependent on substituents: 1,2,3-Triazolium salts 6 do not arise from nitrilimines 2 that have an electron- acceptor attached to either the C- or the N-phenyl group. Likewise tert-butyl and aryl isocyanides do not afford this class of compounds; from the former isocyanide, dequaternization products 7 are obtained instead, whereas from the latter 1,2,4-triazolium salts 11 are formed. Compounds 11 with a tert-butyl group at the ring are unstable too, giving rise to triazoles 13. Pyrazole formation (analogues of 14) is completely suppressed when both tert-butyl and aryl isocyanides are used, whereas access to this ring system works best with sec-alkyl isocyanides (the influence of substituents of 2 being almost negligible in this case). Formation of quinoxalines 23 which arise from intermediary 1,2-diazets 22 by ring expansion is much favoured on employment of 2 that bears a donator substituent at the N-phenyl group, and under this premise ring closure to 22 is virtually independent on the nature of the isocyanide. Formation of 23 is not observed with 2 having acceptor groups.
Substituted 1-(Tetrazol-5-yl) -4-aryl-1,4-dihydro-1,2,4,5-tetrazines: A New Synthesis of Unsymmetrically Substituted 1,2,4,5-tetrazines
Butler, Richard N.,Bhradaigh, Eithne P. Ni,McArdle, Patrick,Cunningham, Desmond
, p. 1401 - 1416 (2007/10/02)
Heating of S-(1-aryl-1H-tetrazol-5-yl) N-(p-nitrophenyl)benzothiohydrazonates, 1, with NaOEt in ethanol gave 1-(1-aryl-1H-tetrazol-5-yl)-4-(p-nitrophenyl)-3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazines, 2.An x-ray crystal structure of 2a (aryl = phenyl) is d
