Molecules
(May 2022)
A Multifield Study on Dimethyl Acetylenedicarboxylate: A Reagent Able to Build a New Cycle on Diaminoimidazoles
Dmitrii Yu. Vandyshev,
Oleg N. Burov,
Anton V. Lisovin,
Daria A. Mangusheva,
Mikhail A. Potapov,
Tatiana N. Ilyinova,
Khidmet S. Shikhaliev,
Athina Geronikaki,
Domenico Spinelli
Affiliations
Dmitrii Yu. Vandyshev
Department of Organic Chemistry, Chemical Faculty, Voronezh State University, Universitetskaya Sq. 1, 394018 Voronezh, Russia
Oleg N. Burov
Department of Chemistry, Southern Federal University, Bolshaya Sadovaya Str. 105/42, 344090 Rostov-on-Don, Russia
Anton V. Lisovin
Department of Chemistry, Southern Federal University, Bolshaya Sadovaya Str. 105/42, 344090 Rostov-on-Don, Russia
Daria A. Mangusheva
Department of Organic Chemistry, Chemical Faculty, Voronezh State University, Universitetskaya Sq. 1, 394018 Voronezh, Russia
Mikhail A. Potapov
Department of Organic Chemistry, Chemical Faculty, Voronezh State University, Universitetskaya Sq. 1, 394018 Voronezh, Russia
Tatiana N. Ilyinova
Department of Clinical Laboratory Diagnostics, Voronezh Medical State University, Studencheskaya Street 12, 394036 Voronezh, Russia
Khidmet S. Shikhaliev
Department of Organic Chemistry, Chemical Faculty, Voronezh State University, Universitetskaya Sq. 1, 394018 Voronezh, Russia
Athina Geronikaki
School of Pharmacy, Aristotle University of Thessaloniki, 54124 Thessaloniki, Greece
Domenico Spinelli
Independent Researcher, Via Marconi 32, 40122 Bologna, Italy
DOI
https://doi.org/10.3390/molecules27103326
Journal volume & issue
Vol. 27,
no. 10
Abstract
Read online
A new effective method for the synthesis of imidazo[1,5-b]pyridazines derivatives (yields = 68–89%) by the interaction of 1,2-diamino-4-phenylimidazole with DMAD, in methanol and in the presence of a catalytic amount of acetic acid, is proposed. The course of reaction has been examined by classical organic methods, HPLC-MS analysis, and quantum-chemical calculations.
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