EventsThe 22nd International Electronic Conference on Synthetic Organic Chemistry
Published
This submission belongs to the session C. General Organic Synthesis of the event The 22nd International Electronic Conference on Synthetic Organic Chemistry
Published date
14 Nov, 2018
Citation
Victor V. Dotsenko, Aminat M. Semenova, Elena A. Chigorina, Nikolay A. Aksenov, Inna V. Aksenova, The reaction of 5-amino-3-(cyanomethyl)-1H-pyrazol-4-carbonitrile with beta-cycloketols, in Proceedings of The 22nd International Electronic Conference on Synthetic Organic Chemistry, 15 November–15 December 2018, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-22-05679
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The reaction of 5-amino-3-(cyanomethyl)-1H-pyrazol-4-carbonitrile with beta-cycloketols

Aminat M. Semenova 1
Elena A. Chigorina 4
Inna V. Aksenova 3
1. Kuban State University, 149 Stavropolskaya Str., Krasnodar 350040, Russian Federation
2. ChemEx Lab, Vladimir Dal’ Lugansk National University, Lugansk, 91034 Russia.
3. North-Caucasus Federal University, 1 Pushkina St., 355009 Stavropol, Russian Federation
4. The Federal State Unitary Enterprise "Institute of Chemical Reagents and High Purity Chemical Substances" of National Research Centre "Kurchatov Institute", 3 Bogorodsky Shaft, Moscow 107076, Russia
Abstract

The reaction of 5-amino-3- (cyanomethyl) -1H-pyrazole-4-carbonitrile with 3-aryl-2,4-di(ethoxycarbonyl)-5-hydroxy-5-methylcyclohexanones in boiling acetic acid leads to the formation of new 4,5,6,7,8,9-hexahydropyrazolo[1,5-a]quinazolines. The mechanism is discussed. The structure of the products was confirmed by means of 1Н и 13С (DEPTQ) NMR, as well as 2D NMR (NOESY, 1Н–13С HSQC, HMBC).

Keywords
β-cycloketols
aminopyrazole
cyclocondensation
pyrazolo[1,5-a]quinazoline
Manuscript
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The first synthesis of [1,2]oxaphosphinino[6,5-c]pyrazoles by thiophosphorylation of 6-aminopyrano[2,3-c]pyrazole-5-carbonitriles