161374-08-9

Usage

InChI:InChI=1/C14H15N3O5/c1-3-22-13(18)11-8(2)15-14(19)16-12(11)9-4-6-10(7-5-9)17(20)21/h4-7,12H,3H2,1-2H3,(H2,15,16,19)

Upstream product

• 619-73-8 4-nitrobenzyl chloride 
• 141-97-9 ethyl acetoacetate 
• 57-13-6 urea 
• 2929-91-1 4-nitrobenzylidene diacetate 
• 41468-11-5 sodium hydroxy(4-nitrophenyl)methanesulfonate 
• 555-16-8 4-nitrobenzaldehdye 
• 674-82-8 4-methyleneoxetan-2-one 
• 64-17-5 ethanol 
• 4433-85-6 2-ethyl-3-oxobutanoic acid 
• 5315-87-7 4-nitrobenzaldehyde semicarbazone 
• 100-52-7 benzaldehyde 
• 205999-89-9 methyl 6-methyl-4-(4-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 
• 898798-67-9 6-methyl-4-(4-nitro-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid 2-cyano-ethyl ester 
• 356566-57-9 6-methyl-4-(4-nitro-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid 

Downstream Products

• 1427288-03-6 ethyl-4-(4-(9-(4-chlorophenyl)-1,2,3,4,5,6,7,8-octahydro-3,3,6,6-tetramethyl-1,8-dioxoacridin-10(9H)-yl)phenyl)-1,2,3,4-tetrahydro-6-methyl-2-oxopyrimidine-5-carboxylate 
• 1427288-05-8 ethyl-1,2,3,4-tetrahydro-4-(4-(1,2,3,4,5,6,7,8-octahydro-3,3,6,6-tetramethyl-9-(4-nitrophenyl)-1,8-dioxoacridin-10(9H)-yl)phenyl)-6-methyl-2-oxopyrimidine-5-carboxylate 
• 1427288-06-9 ethyl-1,2,3,4-tetrahydro-4-(4-(1,2,3,4,5,6,7,8-octahydro-9-(4-methoxyphenyl)-3,3,6,6-tetramethyl-1,8-dioxoacridin-10(9H)-yl)phenyl)-6-methyl-2-oxopyrimidine-5-carboxylate 
• 1427288-07-0 ethyl-1,2,3,4-tetrahydro-4-(4-(1,2,3,4,5,6,7,8-octahydro-9-(3,4-dimethoxyphenyl)-3,3,6,6-tetramethyl-1,8-dioxoacridin-10(9H)-yl)phenyl)-6-methyl-2-oxopyrimidine-5-carboxylate 
• 1427288-09-2 ethyl-4-(4-(9-(2,4-dichlorophenyl)-1,2,3,4,5,6,7,8-octahydro-3,3,6,6-tetramethyl-1,8-dioxoacridin-10(9H)-yl)phenyl)-1,2,3,4-tetrahydro-6-methyl-2-oxopyrimidine-5-carboxylate 
• 1427288-10-5 ethyl-4-(4-(9-(benzo[d][1,3]dioxol-6-yl)-1,2,3,4,5,6,7,8-octahydro-3,3,6,6-tetramethyl-1,8-dioxoacridin-10(9H)-yl)phenyl)-1,2,3,4-tetrahydro-6-methyl-2-oxopyrimidine-5-carboxylate 
• 1427288-11-6 ethyl-1,2,3,4-tetrahydro-4-(4-(1,2,3,4,5,6,7,8-octahydro-3,3,6,6-tetramethyl-9-(4-cyanophenyl)-1,8-dioxoacridin-10(9H)-yl)phenyl)-6-methyl-2-oxopyrimidine-5-carboxylate 
• 1427288-12-7 ethyl-1,2,3,4-tetrahydro-4-(4-(1,2,3,4,5,6,7,8-octahydro-3,3,6,6-tetramethyl-1,8-dioxo-9-phenylacridin-10(9H)-yl)phenyl)-6-methyl-2-oxopyrimidine-5-carboxylate 
• 1427288-13-8 ethyl-1,2,3,4-tetrahydro-4-(4-(1,2,3,4,5,6,7,8-octahydro-9-(3,4,5-trimethoxyphenyl)-3,3,6,6-tetramethyl-1,8-dioxoacridin-10(9H)-yl)phenyl)-6-methyl-2-oxopyrimidine-5-carboxylate 
• 1427288-14-9 ethyl-4-(4-(9-(4-bromophenyl)-1,2,3,4,5,6,7,8-octahydro-3,3,6,6-tetramethyl-1,8-dioxoacridin-10(9H)-yl)phenyl)-1,2,3,4-tetrahydro-6-methyl-2-oxopyrimidine-5-carboxylate 
• 1427288-15-0 ethyl-1,2,3,4-tetrahydro-4-(4-(1,2,3,4,5,6,7,8-octahydro-3,3,6,6-tetramethyl-9-(3-nitrophenyl)-1,8 dioxoacridin-10(9H)-yl)phenyl)-6-methyl-2-oxopyrimidine-5-carboxylate 
• 1448024-50-7 (E)-ethyl 3-cinnamyl-6-methyl-4-(4-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 
• 1402085-60-2 (E)-4-(4-nitrophenyl)-6-(4-nitrostyryl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid 
• 1417542-46-1 ethyl 6-methyl-2-oxo-4-(4-nitrophenyl)-3-[(4-phenyl-1H-1,2,3-triazol-1-yl)methyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylate 

Relevant academic research and scientific papers

Magnetic Silica-Coated Picolylamine Copper Complex [Fe3O4@SiO2@GP/Picolylamine-Cu(II)]-Catalyzed Biginelli Annulation Reaction

An efficient and heterogeneous novel magnetic silica-coated picolylaminecopper complex [Fe3O4@SiO2@GP/Picolylamine-Cu(II)] was synthesized, characterized, and employed as a magnetically recoverable nanocatalyst in Biginelli condensation for the preparatio

Composite of cross-linked chitosan beads and a cyclodextrin nanosponge: A metal-free catalyst for promoting ultrasonic-assisted chemical transformations in aqueous media

A novel carbohydrate-based catalytic composite was prepared through covalent decoration of cross-linked chitosan beads with a cyclodextrin nanosponge. In this regard, chitosan beads were fabricated and cross-linked with glutaraldehyde. Subsequently, they

Sulfonic Acid and Ionic Liquid Functionalized Covalent Organic Framework for Efficient Catalysis of the Biginelli Reaction

A quinoline-linked and ionic liquid-decorated covalent organic framework was prepared by incorporation of a multicomponent Povarov reaction and postsynthetic modification. The imidazolium and sulfonic acid-decorated COF-IM-SO3H can be a highly efficient B

Synthesis method of dihydropyrimidinone compound

The invention discloses a synthesis method of a dihydropyrimidone compound, which belongs to the technical field of organic synthesis, and comprises the following steps: by taking benzaldehyde or a derivative thereof, ethyl acetoacetate or acetylacetone a

Bentonite with high loading of ionic liquid: A potent non-metallic catalyst for the synthesis of dihydropyrimidinones

In attempt to devise an environmentally-benign metal-free catalyst, ionic liquid was supported on bentonite that is a natural clay. To enhance the loading of ionic liquid, bentonite was first functionalized with a dendritic moiety through successive react

CoFe2O4?SiO2-NH2-CoII NPs: An effective magnetically recoverable catalyst for Biginelli reaction

Biginelli reaction entails acid-catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) with simply-accessible initial substances, specifically, aldehyde, urea, and active methylene compound. DHPMs have stimulated a resurgence of attention in the previous two decades because of their broad-ranging pharmacological actions and the existence of varied all-natural products. Currently, green methods to asymmetric Biginelli reaction have been researched for anti-inflammatory DHPMs. In materials chemistry, DHPMs are increasingly decision applications in the creation of materials like polymers, adhesives, fabric dyes, etc. In light of the simplicity by which the Biginelli reaction is conducted, numerous interesting prospects expect its exploitation in variety fields. CoFe2O4?SiO2-NH2-CoII is herein turned out to be an effective catalyst at a three-component Biginelli reaction. The yield of the corresponding DHPMs was rather large (20 cases; average 92 percent). Finally, we herein suggest a procedure that shows lots of advantages and benefits such as the whole lack of solvents, mild reaction conditions, comparatively short reaction times. Also, CoFe2O4?SiO2-NH2-CoII NPs catalyst has been readily recovered from the reaction combination and reused, without the decrease of catalytic action.

An efficient and recyclable L-proline triflate ionic liquid catalyst for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones via the multi-component Biginelli reaction

A simple, efficient, and environmentally-friendly process has been developed for the synthesis of L-proline triflate ionic liquid (L-ProTfO) from L-proline and triflic acid using ultrasound irradiation. The combination of L-proline triflate ionic liquid t

Synthesis and characterization of the immobilized polythiophene on magnetic carbon nanotube as a prominent catalyst for the synthesis of dihydropyrimidinone and octahydroquinazolinone derivatives

Abstract: In this work, the immobilized polythiophene on magnetic carbon nanotube (CNT–Fe3O4–PTh) was synthesized and introduced as a novel and recoverable catalytic system. The prepared magnetic heterogeneous nanocatalyst was characterized by FT-IR, TGA, EDX, VSM, XRD, TEM, and FE-SEM. Next, the catalytic efficiency of CNT–Fe3O4–PTh was evaluated through the green synthesis of a variety of dihydropyrimidinone and octahydroquinazolinone through Biginelli reaction between aromatic aldehydes, urea/thiourea, and β-dicarbonyl compounds under solvent-free conditions. The catalyst was magnetically recovered and recycled for five cycles without a discernible loss in its catalytic activity. Simple workup, affordability, short reaction times, mild reaction conditions, and the high yield of products are the interesting features of this project. Graphic abstract: An environmentally benign nanocomposite was prepared using carbon nanotube as an inexpensive, nontoxic, and stable support in the preparation of CNT–Fe3O4–PTh, which was efficiently used as catalyst for the green synthesis of dihydropyrimidinone and octahydroquinazolinone derivatives through Biginelli reaction under solvent-free conditions.[Figure not available: see fulltext.].

Efficient one-pot synthetic methods for the preparation of 3,4-dihydropyrimidinones and 1,4-dihydropyridine derivatives using BNPs?SiO2(CH2)3NHSO3H as a ligand and metal free acidic heterogeneous nano-catalyst

Heterocyclic compounds with biological and pharmacological activates like 3,4-dihydropyrimidin-2-(1H)-ones and 1,4-dihydropyridines have attracted great interest. Boehmite nanoparticles functionalized with silylpropyl sulfamic acid (BNPs?SiO2(C

Concentrated solar radiation as a renewable heat source for a preparative-scale and solvent-free Biginelli reaction

A well-known Biginelli reaction for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones was performed in an environmentally responsible manner. Large numbers of substrates were screened, and found to give excellent yields of the desired products. In