57270-82-3

Basic information

• Product Name: 5-(4-methoxybenzylidene)-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione
• Synonyms: 5-(4-methoxybenzylidene)-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione
• CAS NO: 57270-82-3
• Molecular Formula: C₁₄H₁₄N₂O₄
• Molecular Weight: 274.27196
• Mol File: 57270-82-3.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 420.4°Cat760mmHg
• Flash Point: 208°C
• Appearance: /
• Density: 1.307g/cm³
• Vapor Pressure: 2.82E-07mmHg at 25°C
• Refractive Index: 1.609
• CAS DataBase Reference: 5-(4-methoxybenzylidene)-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-methoxybenzylidene)-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione(57270-82-3)
• EPA Substance Registry System: 5-(4-methoxybenzylidene)-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione(57270-82-3)

Safety Data

• Hazardous Substances Data: 57270-82-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H14N2O4/c1-15-12(17)11(13(18)16(2)14(15)19)8-9-4-6-10(20-3)7-5-9/h4-8H,1-3H3

Upstream product

• 769-42-6 1,3-dimethylbarbituric acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 622-72-0 N-(4-methoxylbenzylidene)benzylamine 
• 34946-82-2 copper(I) triflate 
• 836-41-9 p-methoxybenzylidene-phenylamine 
• 54459-73-3 5-benzylidene-1,3-dimethyl-pyrimidine-2,4,6-trione 
• 57270-86-7 5-(4-chlorobenzylidene)-1,3-dimethylbarbituric acid 
• 57270-84-5 1,3-dimethyl-5-(4-methyl-benzylidene)-pyrimidine-2,4,6-trione 
• 114656-99-4 5-(4-methoxybenzyl)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione 
• 6642-31-5 6-Amino-1,3-dimethylbarbituric acid 

Downstream Products

• 769-42-6 1,3-dimethylbarbituric acid 
• 836-41-9 p-methoxybenzylidene-phenylamine 
• 57270-89-0 5-(4-nitrobenzylidene)-1,3-dimethylbarbituric acid 
• 57270-86-7 5-(4-chlorobenzylidene)-1,3-dimethylbarbituric acid 
• 1407533-29-2 C₃₂H₂₉N₃O₅ 
• 1260431-64-8 5-(4-methoxyphenyl)-1,1',3,3'-tetramethyl-1,5-dihydro-2H,2'H-spiro[furo[2,3-d]pyrimidine-6,5'-pyrimidine]-2,2',4,4',6'(1'H,3H,3'H)-pentaone 
• 1341225-23-7 7,9-dimethyl-1,3-diphenyl-4-(4-methoxyphenyl)-1,2,7,9-tetraaza-spiro[4.5]dec-2-ene-6,8,10-trione 
• 1259377-26-8 ethyl 6-(4-methoxyphenyl)-1,3-dimethyl-2,4-dioxo-1,2,3,4,5,6-hexahydrofuro[2,3-d]pyrimidine-5-carboxylate 
• 1185843-37-1 (5R)-5-(4-methoxyphenyl)-1',3',7-trimethyl-3,3a,5,6-tetrahydro-2H,2'H-spiro[1-benzothiophene-4,5'-pyrimidine]-2',4',6'(1'H,3'H)-trione 1,1-dioxide 
• 1185843-38-2 (5S)-5-(4-methoxyphenyl)-1',3',7-trimethyl-3,3a,5,6-tetrahydro-2H,2'H-spiro[1-benzothiophene-4,5'-pyrimidine]-2',4',6'(1'H,3'H)-trione 1,1-dioxide 

Relevant articles and documents

Metal Ion-Driven Constitutional Adaptation in Dynamic Covalent C=C/C=N Organo-Metathesis

Knoevenagel barbiturate derivatives and imines are able to undergo efficient component recombination through dynamic covalent C=C/C=N organo-metathesis in absence of a catalyst. A [2×2] dynamic covalent library (DCL) containing two Knoevenagel derivatives Kn1 and Kn2 and two imines A1 and A2 has been established and its adaptive features in response to the addition of metal cations have been investigated. Addition of Cu(I) triflate as an effector, induces fast and remarkable constitutional selection of the DCL towards amplification of the Cu(I)-A2 complex and its agonist Kn1. This adaptation process could be reversed by addition of neocuproine as a competitive Cu(I) ligand. Furthermore, separate addition of five other metal cations as input agents, i. e. Ag(I), Fe(II), Zn(II), Cu(II) and Li(I), led to the generation of cation-specific distribution patterns as outputs, showing the ability of the present DCL to recognize different effectors.

One-Pot Knoevenagel and [4 + 2] Cycloaddition as a Platform for Calliviminones

Bioactive compounds featuring an unusual core of spiro[5.5]undecenes and calliviminones were synthesized in very good yield with good regio- and diastereoselectivities through a one-pot Knoevenagel and [4 + 2] cycloaddition from the readily available aldehydes, cyclic-1,3-diones, dienes, and a catalytic amount of (s)-proline.

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.