(<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxy-phenyl)-6-((<i>E</i>)-2,5-dimethoxystyryl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one and (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one
Dihydropyrimidine derivatives possess great potential to be used as a precursor for the synthesis of wide diverse dihydropyrimidine-like derivatives. In this research, the title compounds were synthesized through the reaction between 5-acetyl-4-(2,5-dimethoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1...
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-06-01
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| Series: | Molbank |
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| Online Access: | https://www.mdpi.com/1422-8599/2019/2/M1063 |
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| author | Hery Suwito Noorma Kurnyawaty Ellyca Susetyo Yuzkiya Azizah Kautsar Ul Haq Alfinda Novi Kristanti Indriani Indriani |
| author_facet | Hery Suwito Noorma Kurnyawaty Ellyca Susetyo Yuzkiya Azizah Kautsar Ul Haq Alfinda Novi Kristanti Indriani Indriani |
| author_sort | Hery Suwito |
| collection | DOAJ |
| description | Dihydropyrimidine derivatives possess great potential to be used as a precursor for the synthesis of wide diverse dihydropyrimidine-like derivatives. In this research, the title compounds were synthesized through the reaction between 5-acetyl-4-(2,5-dimethoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1<i>H</i>)-thione and 2,5-dimethoxybenzladehyde under aldol condensation condition. The title compound, (<i>E</i>)-3-(2,5-dimethoxyphenyl)-1-{[(4-(2,5-dimethoxyphenyl)-6-((<i>E</i>)-2,5-dimethoxystyryl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)]}prop-2-en-1-one (yield 15%), was obtained as major product, whereas (<i>E</i>)-3-(2,5-dimethoxyphenyl)-1-{[(4-(2,5-dimethoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro pyrimidin-5-yl)]}prop-2-en-1-one (yield 8%) as side product through vinylogous aldol condensation. |
| first_indexed | 2024-12-14T19:17:10Z |
| format | Article |
| id | doaj.art-b22cbd876976459eb38d509fda16aa8e |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-12-14T19:17:10Z |
| publishDate | 2019-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-b22cbd876976459eb38d509fda16aa8e2022-12-21T22:50:33ZengMDPI AGMolbank1422-85992019-06-0120192M106310.3390/M1063M1063(<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxy-phenyl)-6-((<i>E</i>)-2,5-dimethoxystyryl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one and (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-oneHery Suwito0Noorma Kurnyawaty1Ellyca Susetyo2Yuzkiya Azizah3Kautsar Ul Haq4Alfinda Novi Kristanti5Indriani Indriani6Department of Chemistry, Faculty of Science and Technology–Airlangga University, Surabaya 60115, IndonesiaDepartment of Chemical Engineering, State Polytechnic of Samarinda, Samarinda 75131, IndonesiaDepartment of Chemistry, Faculty of Science and Technology–Airlangga University, Surabaya 60115, IndonesiaDepartment of Chemistry, Faculty of Science and Technology–Airlangga University, Surabaya 60115, IndonesiaDepartment of Chemistry, Faculty of Science and Technology–Airlangga University, Surabaya 60115, IndonesiaDepartment of Chemistry, Faculty of Science and Technology–Airlangga University, Surabaya 60115, IndonesiaDepartment of Chemistry, Tadulako University, Palu 94118, IndonesiaDihydropyrimidine derivatives possess great potential to be used as a precursor for the synthesis of wide diverse dihydropyrimidine-like derivatives. In this research, the title compounds were synthesized through the reaction between 5-acetyl-4-(2,5-dimethoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1<i>H</i>)-thione and 2,5-dimethoxybenzladehyde under aldol condensation condition. The title compound, (<i>E</i>)-3-(2,5-dimethoxyphenyl)-1-{[(4-(2,5-dimethoxyphenyl)-6-((<i>E</i>)-2,5-dimethoxystyryl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)]}prop-2-en-1-one (yield 15%), was obtained as major product, whereas (<i>E</i>)-3-(2,5-dimethoxyphenyl)-1-{[(4-(2,5-dimethoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro pyrimidin-5-yl)]}prop-2-en-1-one (yield 8%) as side product through vinylogous aldol condensation.https://www.mdpi.com/1422-8599/2019/2/M10635-acetyl-4-(2,5-dimethoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1<i>H</i>)-thionealdol condensationvinylogous aldol condensation |
| spellingShingle | Hery Suwito Noorma Kurnyawaty Ellyca Susetyo Yuzkiya Azizah Kautsar Ul Haq Alfinda Novi Kristanti Indriani Indriani (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxy-phenyl)-6-((<i>E</i>)-2,5-dimethoxystyryl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one and (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one Molbank 5-acetyl-4-(2,5-dimethoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1<i>H</i>)-thione aldol condensation vinylogous aldol condensation |
| title | (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxy-phenyl)-6-((<i>E</i>)-2,5-dimethoxystyryl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one and (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one |
| title_full | (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxy-phenyl)-6-((<i>E</i>)-2,5-dimethoxystyryl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one and (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one |
| title_fullStr | (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxy-phenyl)-6-((<i>E</i>)-2,5-dimethoxystyryl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one and (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one |
| title_full_unstemmed | (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxy-phenyl)-6-((<i>E</i>)-2,5-dimethoxystyryl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one and (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one |
| title_short | (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxy-phenyl)-6-((<i>E</i>)-2,5-dimethoxystyryl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one and (<i>E</i>)-3-(2,5-Dimethoxyphenyl)-1-{[4-(2,5-dimethoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl]}prop-2-en-1-one |
| title_sort | i e i 3 2 5 dimethoxyphenyl 1 4 2 5 dimethoxy phenyl 6 i e i 2 5 dimethoxystyryl 2 thioxo 1 2 3 4 tetrahydropyrimidin 5 yl prop 2 en 1 one and i e i 3 2 5 dimethoxyphenyl 1 4 2 5 dimethoxyphenyl 6 methyl 2 thioxo 1 2 3 4 tetrahydropyrimidin 5 yl prop 2 en 1 one |
| topic | 5-acetyl-4-(2,5-dimethoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1<i>H</i>)-thione aldol condensation vinylogous aldol condensation |
| url | https://www.mdpi.com/1422-8599/2019/2/M1063 |
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