57270-90-3

Usage

Chemical class

Pyrimidine derivative

Explanation

It belongs to a class of compounds derived from pyrimidine, a heterocyclic organic compound.

Explanation

The compound has three nitro groups (-NO2) and a benzylidene group (-CH=C(Ph)) attached to its structure.

Explanation

The compound exists in a solid state at room temperature.

Explanation

It does not dissolve in water but can dissolve in organic solvents like ethanol, acetone, or dichloromethane.

Explanation

Due to its unique structure and reactivity, it is utilized in the synthesis of various other compounds in the field of organic chemistry.

Explanation

The compound's unique structure and properties make it a candidate for further exploration in these industries.

Explanation

More research is necessary to fully understand the compound's potential applications and properties.

Explanation

The compound has three stereoisomers, which are different spatial arrangements of the atoms in the molecule.

Explanation

The presence of three nitro groups contributes to the compound's reactivity and potential applications.

Explanation

The melting point of the compound is not mentioned in the given material, but it is an important physical property to consider for its handling and use.

Molecular structure

Contains three nitro substituents and a benzylidene group

Physical state

Solid

Solubility

Insoluble in water, soluble in organic solvents

Application

Used as a reagent or intermediate in organic chemistry

Potential applications

Pharmaceuticals, agrochemicals, and materials science

Further research needed

Precise uses and properties require additional study and characterization

Stereoisomers

1H, 3H, 5H

Nitro groups

Three nitro groups are present in the molecule

Melting point

Not provided in the material

Upstream product

• 769-42-6 1,3-dimethylbarbituric acid 
• 99-61-6 3-nitro-benzaldehyde 
• 67-52-7 BARBITURIC ACID 

Downstream Products

• 1407533-30-5 C₃₀H₂₃N₅O₇ 
• 1360568-40-6 dimethyl (2E)-2-[(1,3-dimethyl-2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene)(3-nitrophenyl)methyl]-2-butenedioate 
• 1360568-33-7 dimethyl 1,3,4,7-tetrahydro-1,3-dimethyl-5-(3-nitrophenyl)-2,4-dioxo-2H-pyrano[2,3-d]pyrimidine-6,7-dicarboxylate 

Relevant academic research and scientific papers

L-Proline based ionic liquid: A highly efficient and homogenous catalyst for synthesis of 5-benzylidene-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione and pyrano[2,3-d] pyrimidine diones under ultrasonic irradiation

A catalytic, practical, efficient procedure for the synthesis of 5-benzylidene-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione and pyrano[2,3-d] pyrimidine diones at room temperature was developed using L-Proline nitrate ionic liquid under ultrasonic irradiation. The L-Proline nitrate is homogeneous and green catalyst easy to prepare by mixing L-Proline and nitric acid possess excellent catalytic activity under standard ultrasonic bath at room temperature for the synthesis of pyrimidine core. This adequate procedure offers some advantages like the use of green solvent H2O, environmentally green benign procedure, excellent yields, simple procedure, short reaction times, no need for column chromatographic separation and reusability of catalyst for five subsequent reaction.

Synthesis of a novel tetracationic acidic organic salt based on DABCO and its applications as catalyst in the Knoevenagel condensation reactions in water

Synthesis of a novel tetracationic acidic organic salt based on DABCO containing two sulfonic acid groups in the skeleton and four hydrogensulfate groups as counterion is described. Its catalytic efficiency in the Knoevenagel condensation of aldehydes wit

Synthesis of spirobarbiturate-pyrrolidinones: Via a domino aza-Michael/SN2 cyclization of barbiturate-derived alkenes with N-alkoxy α-haloamides

A highly efficient domino aza-MIRC (Michael Induced Ring Closure) reaction between barbiturate-derived alkenes and N-alkoxy α-haloamides has been achieved in moderate to excellent yields. This reaction proceeds smoothly under mild conditions via a domino aza-Michael addition/intramolecular SN2 sequence, providing a practical tool in the synthesis of bioactive molecules spirobarbiturate-3-pyrrolidinones.

2-Phenyl-2,3-dihydrobenzo[ d ]thiazole: A Mild, Efficient, and Highly Active in situ Generated Chemoselective Reducing Agent for the One-Pot Synthesis of 5-Monoalkylbarbiturates in Water

A metal- and catalyst-free reductive alkylation protocol for the one-pot synthesis of 5-monoalkylbarbiturates from barbituric acids and aldehydes using the in situ generated chemoselective reducing agent 2-phenyl-2,3-dihydrobenzo[ d ]thiazole from 2-aminothiophenol and benzaldehyde is described. The notable advantages of the protocol are operational simplicity, mild reaction conditions, high yield, short reaction time, and simple workup and purification process which make it highly attractive.

“On-water” catalyst-free, one-pot synthesis of quaternary centered and spiro-tetrahydrothiophene-barbiturate hybrids

A green and efficient method have been developed for the synthesis of quaternary centered and spiro-barbiturate-tetrahydrothiophene hybrids via Knoevenagel condensation,1,4-thia-Michael and intramolecular Aldol reactions using “on water” concept under catalyst-free conditions. Systematic studies were carried out to find the role of the water and total reaction concentration (0.086?M) to promote the reaction in two steps (one-pot). The use of water as a reaction medium, catalyst-free conditions, broad substrate scope, one-pot approach for the creation of quaternary centered and spiro molecules are the advantages of this method.

Synthesis of Phenanthrene Derivatives through the Reaction of an α,α-Dicyanoolefin with α,β-Unsaturated Carbonyl Compounds

Phenanthrene derivatives were prepared by reacting an α,α-dicyanoolefin with different α,β-unsaturated carbonyl compounds resulting from Wittig reaction of ninhydrin and phosphanylidene or condensation of barbituric acid and an aldehyde. The easy procedure, mild and metal-catalyst free, reaction conditions, good yields, and no need for chromatographic purifications are important features of this protocol. The structures of the product of type 3 and 5 were corroborated spectroscopically (IR, 1H- and 13C-NMR, and EI-MS). A plausible mechanism for this type of reaction is proposed (Scheme 1).

SHIKIMATE PATHWAY INHIBITORS AND THE USE THEREOF

The present invention relates to methods of inhibiting shikimate pathway, comprising administering to a subject a pharmaceutically acceptable composition comprising a compound having a formula: or pharmaceutically acceptable salts thereof. The present invention also provides a synergistic antibacterial composition containing compound

Effect of reaction parameters on the synthesis of 5-arylidene barbituric acid derivatives in ball mills

The influence of crucial reaction parameters on Knoevenagel condensation in planetary ball mills was investigated. Rotation frequency (νrot), milling ball diameter (dMB), milling ball filling degree (φMB), and beaker size

5-Arylidene N,N-dimethylbarbiturates as urease inhibitors

Earlier 5-arylidene N,N-dimethylbarbiturates 1-24 were reported by our group as novel antioxidant, nevertheless, urease inhibitory activity of these compounds has not been investigated at all. In the present study, compounds 1-24 were synthesized by the reaction of N,N-dimethylbarbituric acid with different aromatic aldehydes, and screened for their in vitro urease inhibitory effects. Compound 7, was found to be most active urease inhibitor in the series. Nonetheless, compounds 11, 12, and 19 were also active against urease enzyme.

Antibacterial and antifungal activities of 5-arylidene-N,N-dimethylbarbiturates derivatives

A series of N,N-dimethyl-arylidene barbiturates 1-22 has been re-synthesized and evaluated against a number of Gram-positive, Gram-negative bacteria and some fungal strains. Most of the compounds were found to be active against a number of Gram-positive, Gram-negative and also displayed anti-fungal activities.