16097-62-4

Basic information

• Product Name: 4-HYDROXY-2-(METHYLTHIO)-6-(TRIFLUOROMETHYL)PYRIMIDINE
• Synonyms: 4-Hydroxy-2-(methylthio)-6-(trifluoromethyl)pyrimidine97%;BUTTPARK 6\01-51;4-HYDROXY-2-(METHYLTHIO)-6-(TRIFLUOROMETHYL)PYRIMIDINE;2-(METHYLSULFANYL)-6-(TRIFLUOROMETHYL)-4-PYRIMIDINOL;4-HYDROXY-2-(METHYLTHIO)-6-(TRIFLUOROME&;2-methylsulfanyl-6-trifluoromethylpyrimidin-4-ol;6-(Trifluoromethyl)-2-(methylthio)pyrimidin-4-ol ,97%;2-(methylthio)-6-(trifluoromethyl)pyrimidin-4-ol
• CAS NO: 16097-62-4
• Molecular Formula: C₆H₅F₃N₂OS
• Molecular Weight: 210.18
• Product Categories: Heterocyclic Compounds
• Mol File: 16097-62-4.mol

Chemical Properties

• Melting Point: 176-180 °C(lit.)
• Boiling Point: 205.7°Cat760mmHg
• Flash Point: 78.2°C
• Appearance: /
• Density: 1.55g/cm³
• Storage Temp.: 2-8°C
• Solubility: soluble in Methanol
• PKA: 5.19±0.50(Predicted)
• CAS DataBase Reference: 4-HYDROXY-2-(METHYLTHIO)-6-(TRIFLUOROMETHYL)PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-2-(METHYLTHIO)-6-(TRIFLUOROMETHYL)PYRIMIDINE(16097-62-4)
• EPA Substance Registry System: 4-HYDROXY-2-(METHYLTHIO)-6-(TRIFLUOROMETHYL)PYRIMIDINE(16097-62-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 16097-62-4(Hazardous Substances Data)

Usage

Uses

Used in Research and Development:
4-HYDROXY-2-(METHYLTHIO)-6-(TRIFLUOROMETHYL)PYRIMIDINE is used as a research chemical for the development and study of new compounds and materials. Its unique properties and reactivity make it a valuable tool in the synthesis of novel molecules and the investigation of various chemical and biological processes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-HYDROXY-2-(METHYLTHIO)-6-(TRIFLUOROMETHYL)PYRIMIDINE may be used as a building block or intermediate in the synthesis of new drugs. Its chemical structure could potentially be modified to create new therapeutic agents with specific biological activities.
Used in Chemical Synthesis:
4-HYDROXY-2-(METHYLTHIO)-6-(TRIFLUOROMETHYL)PYRIMIDINE can be used as a starting material or reactant in the synthesis of various organic compounds. Its functional groups may allow for a range of reactions, such as substitution, addition, or condensation, leading to the formation of diverse chemical products.
Used in Material Science:
The unique properties of 4-HYDROXY-2-(METHYLTHIO)-6-(TRIFLUOROMETHYL)PYRIMIDINE may also find applications in material science, where it could be used to develop new materials with specific properties, such as improved stability, reactivity, or selectivity.

Upstream product

• 368-54-7 2-sulfanylidene-6-(trifluoromethyl)-2,3-dihydropyrimidin-4(1H)-one 
• 74-88-4 methyl iodide 
• 147895-43-0 S-methylisothiourea hemisulphate 
• 83643-84-9 methyl 4,4,4-trifluoroacetoacetate 
• 2986-19-8 carbamimidothioic acid methyl ester 

Downstream Products

• 1378999-24-6 4-chloro-N-(4-fluorophenyl)-6-(trifluoromethyl)pyrimidin-2-amine 
• 1378999-22-4 2-[(4-fluorophenyl)amino]-6-(trifluoromethyl)pyrimidin-4(3H)-one 
• 1378999-16-6 4-chloro-N-(4-methylphenyl)-6-(trifluoromethyl)pyrimidin-2-amine 
• 1378999-14-4 2-[(4-methylphenyl)amino]-6-(trifluoromethyl)pyrimidin-4(3H)-one 
• 672-45-7 6-trifluoromethyluracil 

Relevant articles and documents

2-methylsulfanyl-6-polyfluoroalkyl-pyrimidin-4-ones: Synthesis and nucleophilic substitution reactions

We have optimized the reaction conditions for the synthesis of 2-methylsulfanyl-6-polyfluoro-alkylpyrimidin-4-ones. In particular the yield of trifluoromethyl-substituted heterocycle was increased to 96%, and new polyfluoroalkyl-substituted analogs were prepared. The interaction of these heterocycles with morpholine or hydrazine was shown to result in nucleophilic substitution of the methylsulfanyl group, leading to 2-morpholino- and 2-hydrazino-6-polyfluoroalkylpyrimidin-4-ones. The reaction of 2-(2-phenylhydrazino)-6-trifluoromethylpyrimidin-4-one with paraform produced 5-oxo-2-phenyl-7-tri-fluoromethyl-5H-1,2,4-triazolo[4,3-a]pyrimidin-1-id-2-ium. The lactam structure of the synthesized heterocycles was established by X-ray structural analysis, as well as by IR and NMR spectroscopy.

Alkylation of 6-Polyfluoroalkyl-2-thiouracils with Haloalkanes

The structure of 6-polyfluoroalkyl-2-thiouracils and reactivity of nucleophilic centers in their molecules were analyzed by quantum chemical calculations. According to the experimental data, methylation of 6-polyfluoroalkyl-2-thiouracils with methyl iodide initially gives 2-methylsulfanyl-substituted pyrimidin-4-one and then S,N3- and S,O-dimethyl derivatives. The optimal conditions for the selective formation of the S, N3- isomer were heating in tert-butyl alcohol in the presence of cesium carbonate as a base. Ethylation of 6-polyfluoroalkyl-2-thiouracils afforded approximately equal amounts of S,N3- and S,O-dimethyl derivatives. S,N3-Dimethyl-substituted pyrimidines in boiling ethanol in the presence of potassium carbonate were converted into uracil potassium salts as a result of nucleophilic substitution of the methylsulfanyl group by ethoxy and subsequent dealkylation of the latter.

2-methylsulfanyl-6-polyfluoroalkyl- pyrimidin-4-ones: Synthesis and nucleophilic substitution reactions

We have optimized the reaction conditions for the synthesis of 2-methylsulfanyl-6-polyfluoro-alkylpyrimidin-4-ones. In particular the yield of trifluoromethyl-substituted heterocycle was increased to 96%, and new polyfluoroalkyl-substituted analogs were prepared. The interaction of these heterocycles with morpholine or hydrazine was shown to result in nucleophilic substitution of the methylsulfanyl group, leading to 2-morpholino- and 2-hydrazino-6-polyfluoroalkylpyrimidin-4-ones. The reaction of 2-(2-phenylhydrazino)-6-trifluoromethylpyrimidin-4-one with paraform produced 5-oxo-2-phenyl-7-tri-fluoromethyl-5H-1,2,4-triazolo[4,3-a]pyrimidin-1-id-2-ium. The lactam structure of the synthesized heterocycles was established by X-ray structural analysis, as well as by IR and NMR spectroscopy.