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Articolul urmator |
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Ultima descărcare din IBN: 2024-03-17 16:21 |
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544.142.3:547-304.6 (14) |
Chemical structure of matter (98) |
Organic chemistry (484) |
SM ISO690:2012 RUSNAC, Anna, SHOVA, Sergiu, GULYA, Aurelian. Synthesis of new ethyl 2-({2-[phenyl(pyridin-2-Yl)methylidene]hydrazinecarbothioyl}amino)-benzoate. In: Natural sciences in the dialogue of generations, 14-15 septembrie 2023, Chişinău. Chişinău: Centrul Editorial-Poligrafic al USM, 2023, p. 220. ISBN 978-9975-3430-9-1. |
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Natural sciences in the dialogue of generations 2023 | |||||||
Conferința "Natural sciences in the dialogue of generations" Chişinău, Moldova, 14-15 septembrie 2023 | |||||||
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CZU: 544.142.3:547-304.6 | |||||||
Pag. 220-220 | |||||||
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Microorganisms have the possibility to develop resistance to different drugs and therefore the synthesis of new drugs with antimicrobial properties is necessary. In this paper, the synthesis of a new organic compound from the class of thiosemicarbazones is presented. Synthesis of new ethyl 2-({2-[phenyl(pyridin-2-yl)methylidene]hydrazinecarbothioyl}amino)benzoate (3), and determination of structure. Compound (3) was obtained through the two step (fig. 1): ethyl 2-aminobenzoate (1) was reacted with thiophosgene in the presence of sodium hydrogencarbonate, obtaining the ethyl 2isothiocyanatobenzoate (2) with 80% yield, which was then subjected to an addition reaction with 2-[hydrazinylidene(phenyl)methyl]pyridine with the formation of compound (3) with 90% yield. The reactions were monitoring by using thin layer chromatography.Figure 1. Synthesis of compound (3). The structure of compound (3) was confirmed by elemental analysis, 1H-NMR, 13C-NMR, FT-IR spectroscopy. Upon recrystallization from alcoholic solution of compound 3, single crystals were obtained, which were investigated by single-crystal X-ray diffraction (fig. 2).Figure 2. Crystalline structure and packing of compound (3) In the 1H, 13C NMR spectra, two tautomeric forms are present: 95% thione, 5% thiol. In the solid state, it crystallizes in the monoclinic system (common from the pharmaceutical point of view) with the C=S bond length of 1.667 Å, according to the study of the specialized literature, the interatomic distance corresponding to the double bond. |
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Cuvinte-cheie synthesis, thiosemicarbazone, molecular structure |
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