159582-41-9

Upstream product

• 14558-49-7 tetrahydro-1,3-oxazine 
• 141-97-9 ethyl acetoacetate 
• 17356-08-0 thiourea 
• 50-00-0 formaldehyd 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 1290128-98-1 ethyl 2-benzyloxyamino-4-methyl-1,6-dihydropyrimidine-5-carboxylate hydrochloride 
• 1290128-91-4 ethyl 2-benzylamino-4-methyl-1,6-dihydropyrimidine-5-carboxylate 
• 1290128-90-3 ethyl 2-benzyloxyamino-4-methyl-1,6-dihydropyrimidine-5-carboxylate 
• 1290128-87-8 ethyl 2-(4-methoxycarbonylphenylamino)-4-methyl-1,6-dihydropyrimidine-5-carboxylate 
• 1290128-86-7 ethyl 2-(4-methoxyphenylamino)-4-methyl-1,6-dihydropyrimidine-5-carboxylate 
• 1290128-85-6 ethyl 2-phenylamino-4-methyl-1,6-dihydropyrimidine-5-carboxylate 
• 1290128-84-5 ethyl 7-methyl-3-oxo-2-phenyl-2,3,5,8-tetrahydro[1,2,4]-triazol[4,3-a]pyrimidine-6-carboxylate 
• 1290128-82-3 1-tert-butyl 5-ethyl 2-benzylamino-4-methyl-1,6-dihydropyrimidine-1,5-dicarboxylate 
• 1290128-81-2 1-tert-butyl 5-ethyl 2-benzyloxyamino-4-methyl-1,6-dihydropyrimidine-1,5-dicarboxylate 
• 1290128-78-7 1-tert-butyl 5-ethyl 2-(4-methoxycarbonylphenylamino)-4-methyl-1,6-dihydropyrimidine-1,5-dicarboxylate 
• 1290128-77-6 1-tert-butyl 5-ethyl 2-(4-methoxyphenylamino)-4-methyl-1,6-dihydropyrimidine-1,5-dicarboxylate 
• 1290128-76-5 1-tert-butyl 5-ethyl 4-methyl-2-phenylamino-1,6-dihydropyrimidine-1,5-dicarboxylate 

Relevant academic research and scientific papers

NOVEL METHOD FOR SYNTHESIS OF 4-HYDROXYHEXAHYDROPYRIMIDINE-2-THIONES

4-Hydroxyhexahydropyrimidine-2-thiones were obtained by reaction of N-(azidomethyl)- or N-(p-tolylsulfonylmethyl)thioureas with anions of 1,3-dicarbonyl compounds.The corresponding 1,2,3,6-tetrahydropyrimidine-2-thiones were synthesized by dehydration of

Experimental and theoretical studies on thermodynamics and properties of tautomers of 2-substituted 6(4)-methyl-1,4(1,6)-dihydropyrimidine-5-carboxylates

Experimental and theoretical studies on the thermodynamics and properties of 2-substituted 6(4)-methyl-1,4(1,6)-dihydropyrimidine-5-carboxylates were undertaken by 1H NMR measurements and DFT (density functional theory) calculations. The ratios

Mechanistic studies on Lewis acid catalyzed Biginelli reactions in ionic liquids: Evidence for the reactive intermediates and the role of the reagents

This paper describes the use of common Lewis acids supported in imidazolium-based ionic liquids as the catalysts to promote the Biginelli reaction. The ionic liquid effect and the reaction mechanism are discussed on the basis of nuclear magnetic resonance

A reactant promoted solvent free synthesis of 3,4-dihydropyrimidin-2(1H)-thione analogues using ammonium thiocyanate

This is the first-time ammonium thiocyanate (NH4SCN) has been used as a self-promoting reactant for the synthesis of 3,4-dihydropyrimidin-2(1H)-thiones. This report describes a greener, efficient and economic protocol for one pot three-component synthesis of Biginelli compounds using various aldehydes, β-ketoesters and ammonium thiocyanate. Ammonium thiocyanate being a weak acid, accelerate the rate of reaction to obtain Biginelli compounds in solvent-free condition at 110?°C. The key advantages of the present method are high yields, short reaction time, solvent free condition, easy workup and ability to tolerate a variety of functional groups. Ammonium thiocyanate is readily available, cheaper, safer and industrial acceptable material which gives economical as well as ecological rewards to the present method.

The biginelli reaction with an imidazolium-tagged recyclable iron catalyst: Kinetics, mechanism, and antitumoral activity

The present work describes the synthesis, characterization, and application of a new ion-tagged iron catalyst. The catalyst was employed in the Biginelli reaction with impressive performance. High yields have been achieved when the reaction was carried ou

Synthesis, molecular docking, and cardioprotective activity of 2-methylthio-1,4-dihydropyrimidines

A series of 2-methylthio-1,4-dihydropyrimidine derivatives (IIa-IIl) were synthesized in good yields by alkylation of 1,2,3,4-tetrahydropyrimidines (Ia-Il) with methyl iodide in the presence of pyridine. Their structures were confirmed by elemental analys

Synthesis of 4-unsubstituted dihydropyrimidines. Nucleophilic substitution at position-2 of dihydropyrimidines

Synthesis of novel 4-unsubstituted dihydropyrimidines (DPs) was performed. Subsequently, a variety of 4-unsubstituted 1,4(3,4)-DPs with amino moieties at position-2 were obtained in excellent yields by activation of position-2 owing to regioselective alkoxycarbonylation at position-3 of the DP skeleton. 3-Oxo-2-phenyl-2,3,5,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrimidine was obtained using phenylhydrazine instead of amines. Individual tautomers of 1,4(3,4)-DP were observed in the 1H NMR spectra of one derivative depending on temperature and concentration. On the other hand, only 1,4-DP was found in the solid state by single-crystal X-ray crystallography.

Zirconium oxychloride as a new and efficient catalyst for the synthesis of 3,4-dihydropyrimidine-2(1h)-thione/one under solvent-free microwave irradiation conditions

ZrOCl2 has been found to be an efficient catalyst for the one-pot synthesis of 3,4-dihydropyrimidine-2(1H)-thione/one, from β-ketoester, aldehyde and (thio)urea under solvent-free microwave irradiation conditions. The beneficial effects of ZrOC

Synthesis of some 2-oxo and 2-thioxo substituted pyrimidines using solvent-free conditions

(Chemical Equation Presented) A series of oxo- and thioxopyrimidines 4(a-m) were synthesized by one-pot three components cyclocondensation reaction of β-ketoester, aldehyde and urea/thiourea using benzyltriethylammonium chloride as a catalyst under solvent-free conditions. The yields of products following recrystallization from ethanol were of the order of 65-87%. IR and 1HNMR spectroscopy and elemental analysis were used for identification of these compounds.

Indium(III) bromide-catalyzed preparation of dihydropyrimidinones: Improved protocol conditions for the Biginelli reaction

Indium(III) bromide efficiently catalyzes the three-component coupling of β-keto esters, aldehydes and urea (or thiourea) to afford the corresponding dihydropyrimidinones. This new protocol for the Biginelli reaction includes the following important features: produces excellent yields, allows the recycling of catalyst with no loss in its activity, and leads to zero-discharge during the process. The reaction of ethyl acetoacetate, salicylaldehyde and thiuourea produced 13-ethoxycarbonyl-9-methyl-11-thioxo-8-oxa-10,12-diazatricyclo [7.3.1.02,7]-trideca-2,4-6-triene, which had its crystal structure determined by X-ray crystallography.