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Keywords = dihydro-pyrimidinone-2-thione

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4 pages, 348 KiB  
Short Note
Ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1-(p-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
by Itamar Luís Gonçalves, Luciano Porto Kagami, Gustavo Machado das Neves, Liliana Rockenbach, Leonardo Davi, Alceu Felipe Soares, Solange Cristina Garcia and Vera Lucia Eifler-Lima
Molbank 2018, 2018(4), M1029; https://doi.org/10.3390/M1029 - 13 Nov 2018
Cited by 1 | Viewed by 3392
Abstract
The Biginelli reaction is a highly versatile reaction that leads to dihydropyrimidinones/thiones. This scaffold is reported as being a privileged structure due to its ability to interact with biological targets. Synthesis of ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1-(p-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate was achieved through the Biginelli reaction using [...] Read more.
The Biginelli reaction is a highly versatile reaction that leads to dihydropyrimidinones/thiones. This scaffold is reported as being a privileged structure due to its ability to interact with biological targets. Synthesis of ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1-(p-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate was achieved through the Biginelli reaction using a functionalized thiourea. In silico studies demonstrated that the compound title showed good potential for interacting with ecto-5’-nucleotidase, which has been considered as a target in designs for anti-cancer drugs. Full article
(This article belongs to the Special Issue Molecules from Multicomponent Reactions)
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10 pages, 85 KiB  
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Synthesis and Cyclizations of N-(2,3-, 3,4- and 3,5-Dimethylphenyl)-β-alanines
by Rita Vaickelioniene, Vytautas Mickevicius and Gema Mikulskiene
Molecules 2005, 10(2), 407-416; https://doi.org/10.3390/10020407 - 28 Feb 2005
Cited by 14 | Viewed by 7992
Abstract
A series of 1-aryl substituted dihydro-, 5-methyldihydro- and 6-methyl-dihydro-2,4(1H,3H)pyrimidinediones and their 2-thio analogues were obtained byreaction of the corresponding β-alanines or α-methyl- and β-methyl-β-alanines with ureaor potassium thiocyanate. The reaction of N-(2,3- and 3,5-dimethylphenyl)-α-methyl-β-alanines with ethyl acetoacetate gave 1-(2,3- or 3,5-dimethylphenyl)-2,5-dimethyl-1,4,5,6-tetrahydro-4(1H)pyridones. The combined [...] Read more.
A series of 1-aryl substituted dihydro-, 5-methyldihydro- and 6-methyl-dihydro-2,4(1H,3H)pyrimidinediones and their 2-thio analogues were obtained byreaction of the corresponding β-alanines or α-methyl- and β-methyl-β-alanines with ureaor potassium thiocyanate. The reaction of N-(2,3- and 3,5-dimethylphenyl)-α-methyl-β-alanines with ethyl acetoacetate gave 1-(2,3- or 3,5-dimethylphenyl)-2,5-dimethyl-1,4,5,6-tetrahydro-4(1H)pyridones. The combined spectral data obtained by 1H-, 13C-,1 H/13C (HETCOR) NMR and IR provided useful information about the structure of theproducts synthesized in this work. Full article
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