EventsThe 20th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-20-a062
This submission belongs to the session a. General Organic Synthesis of the event The 20th International Electronic Conference on Synthetic Organic Chemistry
Published date
08 Nov, 2016
Citation
Victor V. Dotsenko, Darya Yu Lukina, Maria P. Averyasova, Vladimir D. Strelkov, Darya Yu. Nazarenko, Elena A. Chigorina, Azamat Z. Temerdashev, Tatyana P. Kosulina, A new synthesis of 4-oxo-4,5-dihydro-1,3-oxazolium perchlorates from D-pantoamide, in Proceedings of The 20th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2016, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-20-a062
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A new synthesis of 4-oxo-4,5-dihydro-1,3-oxazolium perchlorates from D-pantoamide

Darya Yu Lukina 1
Maria P. Averyasova 1
Vladimir D. Strelkov 1,2
Darya Yu. Nazarenko 2
Elena A. Chigorina 3
Azamat Z. Temerdashev 1
Victor V. Dotsenko 1,4,5
Tatyana P. Kosulina 6
1. Kuban State University, 149 Stavropolskaya Str., Krasnodar 350040, Russian Federation
2. All-Russian Research Institute of Biological Plant Protection, Laboratory of plant growth regulators, 350039 Krasnodar, Russian Federation
3. Federal State Unitary Enterprise «Research Institute of Chemical Reactants and Ultrapure Compounds (IREA)», 3 Bogorodsky Shaft, Moscow 107076, Russia
4. ChemEx Lab, Vladimir Dal’ Lugansk National University, Lugansk, 91034 Russia.
5. North-Caucasus Federal University, 1 Pushkina St., 355009 Stavropol, Russian Federation
6. Kuban State Technological University, 2 Moskovskaya st., 350072 Krasnodar, Russian Federation
Abstract

The reaction of D-(–)-pantolactone with ammonia leads to the formation of D-pantoamide, which reacts with Ас2О and HClO4 to give 5-[2-(acetoxy)-1,1-dimethylethyl]-2-methyl-4-oxo-4,5-dihydro-1,3-oxazolium perchlorate. The obtained 2-methyl-1,3-oxazolium perchlorate readily reacts with aromatic aldehydes to afford 2-(2-arylvinyl)-1,3-oxazolium perchlorates. The plant protecting properties of the obtained compounds were studied. We found that 2-(2-arylvinyl)-4-oxo-4,5-dihydro-1,3-oxazolium perchlorates are effective as antidotes towards herbicide 2,4-D but have no plant growth activity.

Keywords
Manuscript
ECSOC 20 abstract2 oxazolium perchlorate.pdf
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