110448-29-8

Basic information

• Product Name: ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• Synonyms: ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate;Nifetepimine;ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS NO: 110448-29-8
• Molecular Formula: C14H15N3O5
• Molecular Weight: 305.286
• Mol File: 110448-29-8.mol
• Article Data: 121

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate(110448-29-8)
• EPA Substance Registry System: ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate(110448-29-8)

Safety Data

• Hazardous Substances Data: 110448-29-8(Hazardous Substances Data)

Usage

General Description

Ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate is a chemical compound that belongs to the class of organic compounds known as pyrimidine carboxylic esters. It is commonly used in the field of pharmaceuticals and organic synthesis. ethyl 6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate is also known for its potential pharmacological activities such as anti-inflammatory, antifungal, and antimicrobial properties. Furthermore, it has shown promise in the treatment of various diseases and disorders. However, like all chemicals, it should be handled and used with caution, following appropriate safety guidelines and procedures.

Upstream product

• 141-97-9 ethyl acetoacetate 
• 109086-74-0 2-(m-nitro)phenyltetrahydro-(2H)-1,3-oxazines 
• 57-13-6 urea 
• 39562-16-8 ethyl (Z)-2-(3-nitrobenzylidene)-3-oxobutanoate 
• 17356-08-0 thiourea 
• 619-25-0 3-Nitrobenzyl alcohol 
• 123371-44-8 nifetepimine 
• 99-61-6 3-nitro-benzaldehyde 
• 55758-34-4 1,1'-[(3-nitrophenyl)methylene]diurea 
• 68444-12-2 sodium α-hydroxy-m-nitrotoluene-α-sulphonate 
• 29949-19-7 1,1-diacetoxy-1-(3-nitrophenyl)methane 
• 21351-39-3 monocarbamide dihydrogen sulfate 
• 106720-60-9 1,4-dihydro-2-methoxy-6-methyl-4-(3-nitrophenyl)-5-pyrimidinecarboxylic acid ethyl ester 

Relevant articles and documents

An appropriate one-pot synthesis of dihydropyrimidinones catalyzed by heteropoly acid supported on zeolite: An efficient and reusable catalyst for the Biginelli reaction

A mild and efficient catalytic method has been developed for the synthesis of 3,4-dihydropyrimidin-2 (1H)-ones (DHPM) by a one-pot three-component cyclocondensation reaction using molybdophosphoric acid (MPA) supported on Y zeolite in high to excellent yi

Selectfluor catalyzed one pot synthesis of dihydropyrimidinones: An improved protocol for the Biginelli reaction

A novel one pot condensation of an aldehyde, β-ketoesters and urea / thiourea in acetonitrile has been performed using selectfluor in both conventional and microwave irradiation method affording dihydropyrimidinones in excellent yields (80-95%) and short

Cobalt manganese oxide nano catalysts as a recyclable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones-thiones

A simple and effective synthesis of 3,4-dihydropyrimidin-2(1H)-one and thione derivatives has been developed in the presence of nano cobalt manganese oxide as catalyst under thermal solvent-free conditions. The proposed procedure ensures easy to handle, r

An efficient one-pot synthesis of 3,4-dihydropyrimidin-2-ones catalyzed by methanesulfonic acid

An efficient synthesis of 3,4-dihydropyrimidin-2-ones (DHPMs) from the aldehydes, β-ketoesters, and urea in ethanol using methanesulfonic acid (CH3SO3H) as the catalyst is described. Compared with the classical Biginelli reaction con

Graphite catalyzed solvent free synthesis of dihydropyrimidin-2(1H)-ones/ thiones and their antidiabetic activity

A solvent free three component condensation reaction between an aldehyde, ethyl acetoacetate and urea catalyzed by graphite, a green catalyst is described for the synthesis of dihydropyrimidin-2(1H)-ones. This protocol is scalable and the catalyst is reus

Bronsted acidic ionic liquid-catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1h)-ones and thiones under solvent-free conditions

An efficient and convenient procedure for the synthesis of 3,4-dihydropyrimidin- 2(1H)-ones and thiones by condensation of ethylacetoacetate, aldehydes, and urea or thiourea in the presence of methylimidazolium hydrogensulfate is described. Aromatic and a

Synthesis of 3,4-dihydropyrimidin-2(1H)-ones Using Ce(SO4) 2-SiO2 as a heterogeneous and recyclable catalyst

A simple and efficient synthesis of 3,4-dihydropyrimidinones or thiones is described, using silica-supported ceric sulfate [Ce(SO4) 2-SiO2] as a heterogeneous catalyst from an aldehyde, 1,3-dicarbonyl compound, and urea or

1,3-Disulfonic acid benzimidazolium chloride as an efficient and recyclable ionic liquid catalyst for the synthesis of 3,4-dihydropyrimidine-2-(1H)-ones/thiones

1,3-Disulfonic acid benzimidazolium chloride ionic liquid ([Dsbim]Cl) was prepared, characterized and applied as an efficient, homogeneous and recyclable catalyst for the synthesis of 3,4-dihydropyrimidine-2-(1H)-ones/thiones through the one-pot three-com

A highly efficient one-pot multicomponent synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones catalyzed by strontium pyroarsenate nano-plates

The present work describes the one-pot multicomponent synthesis of heterocyclic 3,4-dihydropyrimidin-2-(1H)-ones and thiones (DHPMs) under solvent-free conditions by Sr2As2O7 nanocatalyst. Sr2As2Osub

Fe+3-montmorillonite K10: As an effective and reusable catalyst for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones and –thiones

In this study, a novel, clean, convenient, appropriate and environmentally benign route to dihydropyrimidinone and thione derivatives has been developed using the reaction between various benzaldehydes, urea or thiourea, and ethyl acetoacetate in the pres

Separation of enantiomers of 4-aryldihydropyrimidines by direct enantioselective HPLC. A critical comparison of chiral stationary phases

The separation of the enantiomers of 29 racemic 4-aryldihydropyrimidine-5-carboxylates (DHPMs), aza-analogs of nifedipine-type dihydropyridine calcium channel modulators, was evaluated in direct enantioselective HPLC, employing the following commercially available chiral stationary phases (CSPs): Chiralcel OD-H, ChiraDex, Chirobiotic V and T, and Whelk-O1. In addition, a 1,2-diphenyl-1,2-diaminoethane based CSP and two quinine carbamate based chiral ion exchangers were also employed. For all 29 DHPMs separation of individual, enantiomers could be achieved with at least one CSP with α-values ranging from 1.10 to 8.67.

N-Sulfonic acid poly(4-vinylpyridinium) chloride as a highly efficient and reusable catalyst for the Biginelli reaction

A mild, simple and efficient procedure for the preparation of 3,4-dihydropyrimidin-2(1H)-ones and -thiones is described using N-sulfonic acid poly(4-vinylpyridinium) chloride (NSPVPC) as a heterogeneous and efficient catalyst under solvent-free conditions

Oxalic acid as a versatile catalyst for one pot facile synthesis of 3,4-dihydropyrimidin-2-(1H)-ones and their thione analogues

(Chemical Equation Presented) 3,4-Dihydropyrirnidin-2-(1H)-ones and their thione analogues are synthesized from the condensation of aromatic aldehydes, β-dicarbonyl compound and urea or thiourea in presence of 5 mol% of oxalic acid in ethanol-water (1:2 ;

One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones catalyzed by SO3H@imineZCMNPs as a novel, efficient and reusable acidic nanocatalyst under solvent-free conditions

The synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives was accomplished efficiently via a three-component reaction between ethyl acetoacetate, various types of aldehydes, and urea in the presence of 10 mg SO3H@imineZCMNPs as a novel, envir

Tungsten-substituted molybdophosphoric acid impregnated with kaolin: effective catalysts for the synthesis of 3,4-dihydropyrimidin-2(1: H)-ones v i a biginelli reaction

A series of highly reusable heterogeneous catalysts (10-25 wt% PMo7W5/kaolin), consisting of tungsten-substituted molybdophosphoric acid, H3PMo7W5O40·24H2O (PMo7W5) impregnated with acid treated kaolin clay was synthesized by the wetness impregnation meth

A green synthesis of 3,4-dihydropyrimidine-2(1H)-one/thione derivatives using nanosilica-supported tin(II) chloride as a heterogeneous nanocatalyst

Efficient, green, and straightforward synthesis of 3,4-dihydropyrimidine- 2(1H)-one/thione derivatives under favorable conditions has been achieved by reaction of urea/thiourea, aldehydes, and ethyl acetoacetate, using the synthetic potential of nanosilic

A unique opportunity for the utilization of glass wastes as a resource for catalytic applications: toward a cleaner environment

Although glass recycling has been conducted since 1970s, and even though recycled glass waste has been used in the construction of various alternative products, the utilization of glass waste for catalytic applications has not been fully considered until

Highly convenient one-pot conversion of aryl acyals or aryl aldehyde bisulfites into dihydropyrimidones using Bi(NO3)3· 5H2O

A new, facile, and efficient one-pot deprotection-cyclocondensation method is presented for the Biginelli reaction from aryl acylals or aryl aldehyde bisulfites in the presence of catalytic amounts of Bi(NO3) 3·5H2O under

A green approach to the synthesis of 2,3-dihydropyrimidin-2(1H)-ones by uronium hydrogensulfate under solvent-free conditions

3,4-Dihydropyrimidin-2(1H)-ones and -thiones are synthesized in high yields by a one-pot condensation of an aldehyde, a β-dicarbonyl compound with hydrogensulfate salt of urea or thiourea under solvent-free conditions.

Ionic liquid effect over the biginelli reaction under homogeneous and heterogeneous catalysis

Bronsted and Lewis acid catalysts with ionic tags under homogeneous and heterogeneous conditions have been tested to perform the Biginelli synthesis of 3,4-dihydropyrimidin-2(1H)-one (DHPMs). Metal-containing ionic liquids were evaluated as the catalysts

One-pot construction of dihydropyrimidinones in ionic liquids

The use of the ionic liquid [bmim]Cl·2AlCl3 for the preparation of dihydropyrimidinones is described.

Microwave-induced perchloric acid catalyzed novel solvent-free synthesis of 4-aryl-3,4-dihydropyrimidones via biginelli condensation

(Chemical Equation Presented) We report here domestic microwave-induced perchloric acid-catalyzed solvent-free synthesis of various 4-aryl-3,4- dihydropyrimidones for the first time. In all the cases the yields are excellent and the mechanism follows a si

Synthesis of tetrahydrobenzo[b]pyran and 3,4-dihydropyrimidinone derivatives using glutamic acid as an efficient catalyst

The efforts to use green catalysts for organic synthesis are undeniable. Natural catalysts are biodegradable and easy to access. Herein, glutamic acid was applied as a natural and green catalyst for the synthesis of tetrahydrobenzo[b]pyran and 3,4-dihydro

A one pot green synthesis of 3,4 dihydropyrimidin-2-(1H)-ones/thiones catalyzed by MgO-ZrO2 under solvent-free conditions

An efficient green synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones (DHPMs) using MgO/ZrO2 as heterogeneous basic catalyst from an aldehyde, β-keto ester and urea/thiourea under solvent-free conditions is described. A variety of aldehydes

Novel and Efficient Synthesis of DHPMs Catalyzed by di-DACH-Pyridylamide Ligands

Di-DACH-pyridylamide ligands, symmetrical bridged bis-Schiff base, and spiro pyrrolizines as catalysts in the synthesis of dihydropyrimidinethiones (DHPMs) using the Biginelli reaction is first reported. This new protocol has the advantages of environment

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