5,6-Dihydro-[1,2,5]oxadiazolo[3,4-d]pyridazine-4,7-dione
Author:
Chmovzh Timofey N.12ORCID, Gaisin Karim S.13, Rakitin Oleg A.1ORCID
Affiliation:
1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, Moscow 119991, Russia 2. Nanotechnology Education and Research Center, South Ural State University, 76 Lenina Avenue, Chelyabinsk 454080, Russia 3. Department of Chemistry, Moscow State University, Moscow 119899, Russia
Abstract
1,2,5-Chalcogenadiazoles fused with electron-withdrawing heterocycles have been actively investigated for the preparation of organic photovoltaic materials. [1,2,5]Oxadiazolo[3,4-d]pyridazines are much less studied than other chalcogenadiazolopyridazines due to their low availability. In this communication, we report our study showing that 5,6-dihydro-[1,2,5]oxadiazolo[3,4-d]pyridazine-4,7-dione, a key precursor for the synthesis of 4,7-dihalo-[1,2,5]oxadiazolo[3,4-d]pyridazines, is formed via the cyclization of 1,2,5-oxadiazole-3,4-dicarbohydrazide in hydrochloric acid. The structure of the newly synthesized compound was established by means of elemental analysis; high-resolution mass spectrometry; 1H and 13C NMR; IR spectroscopy, and mass spectrometry.
Subject
Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry
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