| Title |
Synthesis of novel N-(4-acetylphenyl)imidazole and dihydropyrimidine derivatives / |
| Authors |
Golcienė, B ; Voskienė, A ; Mickevičius, V |
| DOI |
10.15388/CCT.2023 |
| ISBN |
9786090708330 |
| Full Text |
|
| Is Part of |
Chemistry and chemical technology: international conference CCT-2023, March 10, 2023, Vilnius: conference book.. Vilnius : Vilnius university press, 2023. P 024, p. 61.. ISBN 9786090708330 |
| Abstract [eng] |
A well-known fact is that a variety of microorganisms have become resistant to a number of available drugs, what leads scientist to discover and develop new biologically active compounds. Reportedly azole or azine fragments containing compounds display a number of positive effects, such as antitubercular [1], antimalarial [2], anticancer [3,4], antibacterial and antifungal activity [5]. Therefore, synthesis of potentially biologically active azole or azine fragments baring compounds was chosen for this study. In most cases, reaction of N-aryl-β-amino acids with carbamide or thiocyanates of alkali metals in acidic medium results in formation of corresponding 1-substituted dihydro-2,4-(1H,3H)- pyrimidinediones or their 2-thio analogues. Condensation of N-(4-acetylphenyl)-β-alanine (2) with carbamide as well as with potassium thiocyanate was carried out in acetic acid under reflux (Fig. 1). Firstly, the corresponding ureido acids 3,5 were formed. They were cyclized in situ on treatment with hydrochloric acid to more stable dihydropyrimidinedione 4 and its 2-thio analogue 6. The preparation of imidazoles from α-amino ketones and cyanates or thiocyanates of alkali metals is a common method for the synthesis of imidazoles. Reactions of amino ketones 7,8 with potassium cyanate or thiocyanate were carried out in acetic acid at reflux and gave imidazoles 9-12 (Fig. 1). [...]. |
| Published |
Vilnius : Vilnius university press, 2023 |
| Type |
Conference paper |
| Language |
English |
| Publication date |
2023 |
| CC license |
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