Synthesis of 4,6-dimethyl-3-cyano-2-pyridone catalysed by amino acids
Sinteza 4,6-dimetil-3-cijano-2-piridona katalizovana aminokiselinama
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In this work the synthesis of 4,6-dimethyl-3-cyano-2-pyridone catalyzed by amino acids was studied. In the first part of the work, the optimization was carried out by varying the initial concentration of glycine, the molar ratio of the reactants (acetylacetone and cyanoacetamide) and the reaction time. It has been found that it is necessary to heat the reaction mixture and that the optimum concentration of the amino acid is 0.2 mmol cm-3. It was also found that the optimal concentration of cyanoacetamide is 3.0 mmol cm-3 (molar ratio cyanoacetamide: acetyl acetone = 3:1), and that the reaction time is 24 h. In the second part of the work, the influence of the structure of 19amino acids on the yield of 4,6- dimethyl-3-cyano-2-pyridone was investigated, using the optimal reaction conditions. It was found that the highest yield was achieved with arginine (almost 90%) and than with histidine (about 85%). With the most of other amino acid the yield was 50-60%. .
U okviru rada prikazana je sinteza 4,6-dimetil-3-cijano-2-piridona katalizovana aminokiselinama. U prvom delu izvršena je optimizacija reakcije sinteze piridona varirajući početnu koncentraciju glicina, molski odnos reaktanata (acetilacetona i cijanoacetamida) i reakciono vreme. U drugom delu rada ispitan je uticaj strukture još 18 aminokiselina na prinos 4,6-dimetil-3-cijano-2-piridona. Najveći prinosi ostvareni su sa argininom (90%) i histidinom (85%) kao katalizatorima. .
Кључне речи:
catalysis / optimization / cyanoacetamide / acetylacetone / amino acids / kataliza / optimizacija / cijanoacetamid / acetilaceton / aminokiselineИзвор:
Zaštita materijala, 2017, 58, 1, 80-85Издавач:
- Engineering Society for Corrosion, Belgrade, Serbia
Финансирање / пројекти:
- Проучавање синтезе, структуре и активности органских једињења природног и синтетског порекла (RS-172013)
Колекције
Институција/група
Tehnološko-metalurški fakultetTY - JOUR AU - Prlainović, Nevena AU - Šekuljica, Nataša AU - Mirković, Jelena M. AU - Mijin, Dušan PY - 2017 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3530 AB - In this work the synthesis of 4,6-dimethyl-3-cyano-2-pyridone catalyzed by amino acids was studied. In the first part of the work, the optimization was carried out by varying the initial concentration of glycine, the molar ratio of the reactants (acetylacetone and cyanoacetamide) and the reaction time. It has been found that it is necessary to heat the reaction mixture and that the optimum concentration of the amino acid is 0.2 mmol cm-3. It was also found that the optimal concentration of cyanoacetamide is 3.0 mmol cm-3 (molar ratio cyanoacetamide: acetyl acetone = 3:1), and that the reaction time is 24 h. In the second part of the work, the influence of the structure of 19amino acids on the yield of 4,6- dimethyl-3-cyano-2-pyridone was investigated, using the optimal reaction conditions. It was found that the highest yield was achieved with arginine (almost 90%) and than with histidine (about 85%). With the most of other amino acid the yield was 50-60%. . AB - U okviru rada prikazana je sinteza 4,6-dimetil-3-cijano-2-piridona katalizovana aminokiselinama. U prvom delu izvršena je optimizacija reakcije sinteze piridona varirajući početnu koncentraciju glicina, molski odnos reaktanata (acetilacetona i cijanoacetamida) i reakciono vreme. U drugom delu rada ispitan je uticaj strukture još 18 aminokiselina na prinos 4,6-dimetil-3-cijano-2-piridona. Najveći prinosi ostvareni su sa argininom (90%) i histidinom (85%) kao katalizatorima. . PB - Engineering Society for Corrosion, Belgrade, Serbia T2 - Zaštita materijala T1 - Synthesis of 4,6-dimethyl-3-cyano-2-pyridone catalysed by amino acids T1 - Sinteza 4,6-dimetil-3-cijano-2-piridona katalizovana aminokiselinama EP - 85 IS - 1 SP - 80 VL - 58 DO - 10.5937/ZasMat1701080P ER -
@article{ author = "Prlainović, Nevena and Šekuljica, Nataša and Mirković, Jelena M. and Mijin, Dušan", year = "2017", abstract = "In this work the synthesis of 4,6-dimethyl-3-cyano-2-pyridone catalyzed by amino acids was studied. In the first part of the work, the optimization was carried out by varying the initial concentration of glycine, the molar ratio of the reactants (acetylacetone and cyanoacetamide) and the reaction time. It has been found that it is necessary to heat the reaction mixture and that the optimum concentration of the amino acid is 0.2 mmol cm-3. It was also found that the optimal concentration of cyanoacetamide is 3.0 mmol cm-3 (molar ratio cyanoacetamide: acetyl acetone = 3:1), and that the reaction time is 24 h. In the second part of the work, the influence of the structure of 19amino acids on the yield of 4,6- dimethyl-3-cyano-2-pyridone was investigated, using the optimal reaction conditions. It was found that the highest yield was achieved with arginine (almost 90%) and than with histidine (about 85%). With the most of other amino acid the yield was 50-60%. ., U okviru rada prikazana je sinteza 4,6-dimetil-3-cijano-2-piridona katalizovana aminokiselinama. U prvom delu izvršena je optimizacija reakcije sinteze piridona varirajući početnu koncentraciju glicina, molski odnos reaktanata (acetilacetona i cijanoacetamida) i reakciono vreme. U drugom delu rada ispitan je uticaj strukture još 18 aminokiselina na prinos 4,6-dimetil-3-cijano-2-piridona. Najveći prinosi ostvareni su sa argininom (90%) i histidinom (85%) kao katalizatorima. .", publisher = "Engineering Society for Corrosion, Belgrade, Serbia", journal = "Zaštita materijala", title = "Synthesis of 4,6-dimethyl-3-cyano-2-pyridone catalysed by amino acids, Sinteza 4,6-dimetil-3-cijano-2-piridona katalizovana aminokiselinama", pages = "85-80", number = "1", volume = "58", doi = "10.5937/ZasMat1701080P" }
Prlainović, N., Šekuljica, N., Mirković, J. M.,& Mijin, D.. (2017). Synthesis of 4,6-dimethyl-3-cyano-2-pyridone catalysed by amino acids. in Zaštita materijala Engineering Society for Corrosion, Belgrade, Serbia., 58(1), 80-85. https://doi.org/10.5937/ZasMat1701080P
Prlainović N, Šekuljica N, Mirković JM, Mijin D. Synthesis of 4,6-dimethyl-3-cyano-2-pyridone catalysed by amino acids. in Zaštita materijala. 2017;58(1):80-85. doi:10.5937/ZasMat1701080P .
Prlainović, Nevena, Šekuljica, Nataša, Mirković, Jelena M., Mijin, Dušan, "Synthesis of 4,6-dimethyl-3-cyano-2-pyridone catalysed by amino acids" in Zaštita materijala, 58, no. 1 (2017):80-85, https://doi.org/10.5937/ZasMat1701080P . .