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Communication | Regular issue | Vol 19, No. 8, 1982, pp.1427-1429
Published online, 1st January, 1970
DOI: 10.3987/R-1982-08-1427
Diazaarynes: 3,4- and 4,5-Didehydropyridazine by Electron Impact and Thermolytic Fragmentation of the Corresponding Dicarboxylic Anhydrides

Francesco De Sio, Stefano Chimichi, Rodolfo Nesi, and Lucia Cecchi

*CNR, Centro di Studio Sulla Chimica e la Struttura dei Composti Eterociclici e lolo Applicazioni, c/o Dipartimento di Chimica Organica “Ugo Schiff”, Università di Firenze, Via Gino Capponi 9, I-50121 Firenze, Italy

Abstract

The new hetarynes (1) and (2) have been advanced as intermediates in the vapour phase both for the electron impact and the pyrolytic fragmentation pattern of pyridazine-3,4- and 4,5-dicarboxylic acid anhydrides (10) and (11), respectively. The presence of a peak at m/e 78 in the mass spectra of these compounds, as well as the formation of the diazanaphthalenes (12) and (13), respectively, from their thermolysis in benzene, appeared to support this proposal.