Although different methods for the synthesis of Biginelli’s products were based on the use of strong protic .. Pyrimidine and its derivatives. A Mini Review: Biginelli Reaction for the Synthesis of Dihydropyrimidinones. Conference Pyrimidine Containing Derivatives Scheme 7. At the present time there are a few general methods of the synthesis of 5-acyl-1,2, 3,4-tetrahydropyrimidinethiones/ones. One of them is the Biginelli reaction.

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On the other hand, when R 5 is an ester group, free carboxylic acids can be produced [ 32 — 34 ]. The 13 C NMR spectra of these compounds showed a signal at about The obtained solid product 16a — 16d was filtered, crystallized from ethanol, and finally dried. Abstract Heterocyclic compounds containing a pyrimidine nucleus are of special interests thanks to their applications in medicinal chemistry as they are the basic skeleton of several bioactive compounds such as antifungal, antibacterial, antitumor and antitubercular.

Dihydropyrimidinones, the products of the Biginelli reaction, are widely used in the pharmaceutical industry as calcium channel blockers, [11] antihypertensive agentsand alphaa-antagonists. The broad absorption band for stretching vibration of NH groups was detected in the region cm Tested compounds were dissolved in dimethyl sytnhesis DMSO for the preparation of stock solution. DHPMs can be obtained by few other synthetic protocols [ 915 — 17 ] and several improvements were made to obtain good reaction conditions and better yields [ 1118 — 27 ].

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Indexed in Science Citation Index Expanded. Synthesis and antimicrobial activity of some tetrahydro quinolone diones and pyrano[2,3-d]pyrimidine derivatives. Al-shakliah syntyesis, 3,6 and Hatem A. The abbreviations used are as follows: View at Google Scholar B.

Kabil5 Nasser S. Introduction Tetrahydroprymidines and their derivatives have recently attracted considerable interest thanks to their pharmacological activities such as anticancer 1antiviral 2calcium channel modulation 3 and antibacterial activity 4 – 6.

Graphical abstract figure shows the ring opening of pyriimidine Biginelli pyrimidines using hydrazine.

Biginelli reaction – Wikipedia

A reusable catalyst for high-yield synthesis of 3, 4-dihydropyrimidin-2 1H -ones. The reported reactions of hydrazine hydrate with pyrimidines 7a sytnhesis c and 9a —9 c. We studied the action of hydrazine hydrate as N -nucleophile on Biginelli pyrimidine esters 4a — 4h. The authors would like to synyhesis their sincere appreciation to the Deanship of Scientific Research at King Saud University for its funding of this research through the Research Group, Project no.

View at Google Scholar H. Cephalexin was used as the standard. Rapid screening of the antimicrobial activity of extracts and natural products. Atul Kumar has reported first enzymatic synthesis for Biginelli reaction via yeast catalysed protocol in high yields.

The remaining solid was filtered, washed with water and ethanol and it was consequently dried and recrystallized using ethanol. Michaels, Antibiotics Annualvol. Culture was carried out with sterile swab and microtube suspension was cultured for 24 h and then inoculated onto Mueller Hinton agar. Views Read Edit View history. Support Center Support Center.

With respect to R 4the reaction works best with aromatic aldehydes [ 31 ]. To the best of our knowledge, there are no reports concerned with the accessibility of C6 for the nucleophilic reaction by hydrazine hydrate.


Biologically active dihydropyrimidones of the Biginelli-type -a literature survey.

Biginelli Reaction

In the light of previous data and in continuation of our interest in the chemistry of hydrazine hydrate towards certain heterocycles [ 44 — 48 ], we aim herein to study the solvent-free reaction of hydrazine hydrate on C5 ester Biginelli pyrimidines 4a — 4h Figure bigihelli. Biological activities of synthesis compounds were tested against gram-positive and gram-negative bacteria. As a part of our research in the synthesis of pyrimidine derivatives bjginelli biological activities, some new tetrahydropyrimidine derivatives were synthesized via Biginelli reaction using HCl or DABCO as a catalyst with good yields.

To receive news and publication updates for Journal of Chemistry, enter your email address in the pyimidine below. The reaction of C5 esters with thiosemicarbazide, in acetone, to afford thiosemicarbazones 6 is reported Figure 1 [ 39 ].

InAtwal et al. View at Google Scholar C. Oliver “The Biginelli Reaction”, in: The latter reaction gave three products, none of them being the expected hydrazide 11a — 11h. The synthetic pathway for preparation of tetrahydropyrimidine derivatives The structure of 3,4-dihydropyrimidinones DHPMs 4 bginelli, anticancer agent Monastrol, hydrazide 5, and thiosemicarbazone 6.