A simple, green, and efficient approach was used to synthesize 3,4-dihydropyrimidines derivatives. We showed that the application of the planetary ball milling method with a ball-to-reagent weight ratio of 8 for the Biginelli reaction provides 3,4-dihydropyrimidines derivatives with excellent yields (>98%) in a short reaction time from the one-pot, three-component condensation of aldehydes, eth...

Heterocyclic compounds containing nitrogen are promising structure moiety for drug design. Dihydropyrimidines are one of the important heterocyclic compounds, which are of interest due to its efficiency towards various pharmacological uses. These are large group of structurally diverse compounds which are known to possess some characteristic properties like manifestations of novel structures, t...

The protected 2-formyl-L-arabinal 2 reacted with thiourea and cyanamide in the presence of sodium hydride to afford via ring transformations the 5-[1R,2S-1,2- bis(benzyloxy)-3-hydroxypropyl]-1,2-dihydropyrimidines 3 and 4, respectively. Similarly, treatment of 2 with 3-amino-2H-1,2,4-triazole yielded 6-[1R,2S-1,2- bis(benzyloxy)-3-hydroxypropyl][1,2,4]-triazolo[1,5-a]pyrimidine (5).

DNA photolyases catalyze the splitting of the cyclobutane ring joining the two dihydropyrimidines of a pyrimidine dimer by a photoinduced electron-transfer reaction. Previous studies concluded that photolyase repairs only the cis-syn form of the eight stereoisomers of the cyclobutane pyrimidine dimer (Pyr[ ]Pyr). In this study we found that Escherichia coli photolyase binds to the trans-syn-I i...

ABSTRACT : Dihydropyrimidines (DHPMs) are of much importance due to excellent pharmacological properties. In this account we have synthesized new functionalized DHPMs (a) 5-benzoyl-6-methyl-4-phenyl-3,4dihydropyrimidin-2(1H)-one (KT-01) and (b) 5-benzoyl-4-(4-chlorophenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one (KT-03) in two step reaction. The first step involves the synthesis of benzoylaceto...

Direct microwave-assisted Pd(0)-catalyzed/Cu(I)-mediated carbon-carbon cross-coupling of 3,4-dihydropyrimidine-2-thiones and boronic acids under Liebeskind-Srogl conditions leads to 2-aryl-1,4-dihydropyrimidines in moderate to high yield. In contrast, Cu(II)-mediated reaction of the same substrates leads to carbon-sulfur cross-coupling. [reaction: see text]

The Biginelli reaction, which is a three-component reaction for the synthesis of dihydropyrimidinone and corresponding dihydropyrimidinethiones (DHPMs) is known for more than a century. A large number researchers have shown consistent attention towards the study of Biginelli reaction, leading towards structurally diversified molecular libraries of DHPMs and it’s analogues, having significant bi...

Diazocoupling reaction of curcumin with different diazonium salts of p-toluidine, 2-aminopyridine, and 4-aminoantipyrine in pyridine yielded the arylhydrazones 2a-c. Arylhydrazone of p-toluidine reacted with urea, thiourea, and guanidine nitrate to produce 5,6-dihydropyrimidines. Further reaction of 2a with 2,3-diaminopyrdine in sodium ethoxide solution yielded 1H-pyrido[2,3-b][1,4]diazepine de...

A series of new hexahydroquinoline and 1,4-dihydropyrimidine derivatives were synthesized. Condensation of 2-methyl- thiazole-4-carboxaldehyde (1) with 1,3-cyclohexanedione and alkyl 3- aminocrotonate afforded 4-(2-methyl-thiazol-4-yl)-hexahydroquinoline while condensation of aldehyde (1) with benzoyl acetone and thiourea gave 1,4-dihydropyrimidine derivatives. The stereochemistry of 1,4-dihydr...

We report herein the synthesis of a new biologically active 3,4-dihydropyrimidin-2(1H)-thione derivative (4) from 9-phenanthrenecarboxaldehyde, thiourea, and methyl acetoacetate by Biginelli reaction. The structure synthesized compound was investigated NMR spectroscopy, mass spectrometry, elemental analysis. Moreover, to gain insight into conformation crystal packing, novel dihydropyrimidine al...