31167-21-2

Basic information

• Product Name: 2-(benzylsulfanyl)pyrimidin-4(3H)-one
• Synonyms: 2-(Benzylsulfanyl)pyrimidin-4(3H)-one; 2-(benzylsulfanyl)pyrimidin-4-ol; 4(3H)-Pyrimidinone, 2-[(phenylmethyl)thio]-; 4-pyrimidinol, 2-[(phenylmethyl)thio]-
• CAS NO: 31167-21-2
• Molecular Formula: C₁₁H₁₀N₂OS
• Molecular Weight: 218.2749
• Mol File: 31167-21-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 410.9°C at 760 mmHg
• Flash Point: 202.3°C
• Density: 1.25g/cm³
• Vapor Pressure: 2.44E-07mmHg at 25°C
• Refractive Index: 1.643
• CAS DataBase Reference: 2-(benzylsulfanyl)pyrimidin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(benzylsulfanyl)pyrimidin-4(3H)-one(31167-21-2)
• EPA Substance Registry System: 2-(benzylsulfanyl)pyrimidin-4(3H)-one(31167-21-2)

Safety Data

• Hazardous Substances Data: 31167-21-2(Hazardous Substances Data)

Usage

General Description

2-(benzylsulfanyl)pyrimidin-4(3H)-one is a chemical compound with the molecular formula C13H11N3OS. It is a pyrimidine derivative with a benzylsulfanyl group attached to the 2-position of the pyrimidine ring. 2-(benzylsulfanyl)pyrimidin-4(3H)-one has potential pharmaceutical applications due to its strong anti-tumor and anti-inflammatory properties. It can also act as an inhibitor of certain enzymes, making it useful in drug development. The benzylsulfanyl group also contributes to the compound's reactivity and solubility in various solvents, making it versatile for use in chemical synthesis and medicinal chemistry research. Overall, 2-(benzylsulfanyl)pyrimidin-4(3H)-one is a promising compound with potential applications in the pharmaceutical and chemical industries.

Upstream product

• 141-90-2 2-thiouracil 
• 100-39-0 benzyl bromide 
• 591-28-6 4-thiouracil 
• 100-44-7 benzyl chloride 
• 497944-59-9 2-benzylsulfanyl-4-tert-butoxy-pyrimidine 
• 497944-61-3 2-benzylsulfanyl-4-isopropoxy-pyrimidine 
• 141-90-2 2-mercaptopyrimidin-4(3H)-one 
• 141-90-2 4-hydroxy-2-mercaptopyrimidine 

Downstream Products

• 78494-41-4 4-chloro-2-benzylthiopyrimidine 
• 1373521-15-3 2-(allyl(2-(benzylthio)pyrimidin-4-yl)amino)-N-cyclohexylacetamide 
• 1373521-20-0 ethyl 2-(2-((2-(benzylthio)pyrimidin-4-yl)(2-methoxyethyl)amino)acetamido)acetate 
• 1373521-17-5 methyl 2-(2-(allyl(2-(benzylthio)pyrimidin-4-yl)amino)acetamido)acetate 
• 1373521-19-7 methyl 2-(2-((2-(benzylthio)pyrimidin-4-yl)(2-methoxyethyl)amino)acetamido)acetate 
• 1373521-21-1 2-(allyl(2-(benzylthio)pyrimidin-4-yl)amino)-N-cyclohexyl-2-phenylacetamide 
• 1373521-13-1 2-(allyl(2-(benzylthio)pyrimidin-4-yl)amino)-N-cyclohexyl-4-methylpentanamide 
• 1373521-09-5 N-(4-chlorobenzyl)-2-(allyl(2-(benzylthio)pyrimidin-4-yl)amino)-4-methylpentanamide 
• 1385837-63-7 2-(allyl(2-(benzylsulfonyl)pyrimidin-4-yl)amino)-N-cyclohexyl-2-phenylacetamide 
• 1373521-42-6 2-((2-(4-chlorobenzylamino)pyrimidin-4-yl)(allyl)amino)-N-cyclohexyl-4-methylpentanamide 
• 1373521-35-7 2-((2-(4-chlorobenzylamino)pyrimidin-4-yl)(allyl)amino)-N-cyclohexyl-2-phenylacetamide 
• 1373521-11-9 2-(allyl(2-morpholinopyrimidin-4-yl)amino)-N-cyclohexyl-2-phenylacetamide 

Relevant articles and documents

4-Aminopyrimidine libraries from the Ugi-Smiles reaction of thiouracil

The Ugi-Smiles reaction of S-benzyl thiouracil have been exploited in several three-step sequences for the preparation of aminopyrimidine libraries with high diversity. After the 4-component coupling, oxidation of the thioether to sulfone is followed by displacement of the latter by various carbon-centered nucleophiles (cyanide, malonate, boronic acids) or amines. The efficiency of the whole sequence was further demonstrated with one-pot procedures.

Synthesis and structure-activity relationship of 2-thiopyrimidine-4-one analogs as antimicrobial and anticancer agents

Considering that some thiopyrimidines were previously reported as potential therapeutics, the present study achieved novel analogs of bioactive 2-substituted thiopyrimidines-4-(3H)-ones via base catalyzed alkylation reaction of 2-thiouracil using alkyl an

Cyclization of 4-(2-aminoanilino)-2-benzylthiopyrimidine to novel 1-(2-benzylthiopyrimidin-4-yi)-2-substituted benzimidazoles

1-(2-Benzylthiopyrimiden-4-yl)-2-substituted benzimidazoles 6a-d were prepared efficiently in four steps. Reaction of 2-thiouracil with benzyl chloride in presence of base, furnishes 2-benzylthiouracil 2. This on chlorination with excess POCl3 furnishes 4-chloro-2- benzylthiopyrimidine 3. Compound 3 on reaction with ortho-phenylenediamine via aromatic nucleophilic displacement reaction yielded 4-(2-aminoanilino)-2- benzylthiopyrimidine 4. This on cyclization with CS2 in presence of base furnishes 1-(2-benzylthiopyrimidin-4-yl)-2-thiobenzimidazole 5. Compound 5 on reaction with alkyl, aryl halides and hydrazine hydrate yielded target compounds 6a-d in 52-62% yield.