5,6-Dihydro-[1,2,5]oxadiazolo[3,4-<i>d</i>]pyridazine-4,7-dione

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 commun...

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Bibliographic Details
Main Authors: Timofey N. Chmovzh, Karim S. Gaisin, Oleg A. Rakitin
Format: Article
Language:English
Published: MDPI AG 2023-05-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2023/2/M1649
Description
Summary: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-<i>d</i>]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; <sup>1</sup>H and <sup>13</sup>C NMR; IR spectroscopy, and mass spectrometry.
ISSN:1422-8599