27470-61-7

Basic information

• Product Name: 5-benzylidene-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
• Synonyms: (5Z)-5-Benzylidene-6-hydroxy-2-sulfanylpyrimidin-4(5H)-one; (5Z)-5-Benzylidene-6-hydroxy-2-thioxo-2,5-dihydropyrimidin-4(3H)-one; 4(3H)-pyrimidinone, 2,5-dihydro-6-hydroxy-5-(phenylmethylene)-2-thioxo-, (5Z)-; 4(5H)-pyrimidinone, 6-hydroxy-2-mercapto-5-(phenylmethylene)-, (5Z)-; 4,6(1H,5H)-pyrimidinedione, 2-mercapto-5-(phenylmethylene)-, (5Z)-; 4,6(1H,5H)-pyrimidinedione, dihydro-5-(phenylmethylene)-2-thioxo-; 5-benzylidene-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione; 5-Benzylidene-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
• CAS NO: 27470-61-7
• Molecular Formula: C₁₁H₈N₂O₂S
• Molecular Weight: 232.2584
• Mol File: 27470-61-7.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 418.1°C at 760 mmHg
• Flash Point: 206.7°C
• Density: 1.43g/cm³
• Vapor Pressure: 9.69E-08mmHg at 25°C
• Refractive Index: 1.696
• CAS DataBase Reference: 5-benzylidene-2-thioxodihydropyrimidine-4,6(1H,5H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-benzylidene-2-thioxodihydropyrimidine-4,6(1H,5H)-dione(27470-61-7)
• EPA Substance Registry System: 5-benzylidene-2-thioxodihydropyrimidine-4,6(1H,5H)-dione(27470-61-7)

Safety Data

• Hazardous Substances Data: 27470-61-7(Hazardous Substances Data)

Usage

General Description

5-benzylidene-2-thioxodihydropyrimidine-4,6(1H,5H)-dione is a chemical compound with a complex molecular structure. It is a dihydropyrimidine-4,6(1H,5H)-dione derivative, which means it is a member of the pyrimidine family. The presence of a benzylidene group in its structure makes it an important compound in organic chemistry and pharmaceutical research. This molecule has potential applications in the development of new drugs, particularly in the field of antiviral and anticancer treatments. Its unique structure and reactivity make it an interesting target for further investigation in the field of medicinal chemistry.

Upstream product

• 504-17-6 4,6-dihydroxy-2-mercaptopyrimidine 
• 100-52-7 benzaldehyde 
• 7647-01-0 hydrogenchloride 
• 1122-58-3 dmap 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 1221269-69-7 (5Z)-5-benzylidene-2-(benzylthio)pyrimidine-4,6-(1H,5H)-dione 
• 1210058-11-9 10-phenyl-1,3,6,8-tetrahydro-7-thioxopyrido[3,2-d:6,5-d']dipyrimidine-2,4,9-trione 
• 1299363-94-2 5-benzylidene-6-difluoromethoxy-2-thioxo-2,3-dihydro-(5H)-pyrimidin-4-one 
• 1361480-31-0 C₂₉H₂₆N₄O₄S 

Relevant articles and documents

Photodynamic activity and photoantimicrobial chemotherapy studies of ferrocene-substituted 2-thiobarbituric acid

A ferrocene-substituted thiobarbituric acid (FT) has been synthesized to explore its photophysical properties and photodynamic and photoantimicrobial chemotherapy activities. FT has an intense metal-to-ligand charge transfer (MLCT) band at ca. 575 nm. The

Comparison of the efficiency of two imidazole-based dicationic ionic liquids as the catalysts in the synthesis of pyran derivatives and Knoevenagel condensations

In the present work, 3,3′-(butane-1,4-diyl)bis(1-methyl-1H-imidazol-3-ium) dichloride ([C4(MIm)2]·2Cl) and 3,3′-(butane-1,4-diyl)bis(1-methyl-1H-imidazol-3-ium) hydrogen sulfate ([C4(MIm)2]·2HSO4) were prepared via adequate, solvent-free methods and characterized using FT-IR, 1H NMR, 13C NMR, and potentiometric titration techniques. These reagents were investigated in the synthesis of 5-arylidene (thio)barbituric acids, 2-arylidene malononitriles, 4H-pyrans, and pyrano[2,3-d] pyrimidineones, and their catalytic activities were compared in the promotion of these reactions. Based on the obtained results, we found that [C4(MIm)2]·2Cl showed more catalytic efficiency where a basic or weak acidic media is needed. In contrast, [C4(MIm)2]·2HSO4 is a powerful catalyst in reactions needing acidic catalysts to enhance the reaction rate. Using these reagents, the products were formed under mild and eco-friendly conditions in excellent yields during short reaction times without needing column chromatography for work-up.

A facile single pot synthesis of highly functionalized tricyclic heterocycle compounds via sequential Knoevenagel-Michael addition and their α-glucosidase inhibition, antioxidants and antibacterial studies

A facile methodology was developed which involved multicomponent single pot reaction which yielded the synthesis of highly functionalized tricyclic-heterocycle compounds (1c-6c) and (1d-7d) in good yields (60-80%). The discovered novel methodology involve