90905-46-7

Basic information

• Product Name: 4,6-Dimethoxy-2-methylthiopyrimidine
• Synonyms: 4,6-DIMETHOXY-2-METHYLTHIOPYRIMIDINE, 9&;Dimethoxy-2-methylmercaptopyrimidine;4,6-Dimethoxy-2-methylmercapyr;4,6-DIMETHOXY-2-METHYLTHIOPYRIMIDINE HPLC +99.0%;2-METHYTHIO-4,6-DIMETHOXYPYRIMIDINE;6-DiMethoxy-2-MethylthiopyriMidine;4,6-diMethoxy-2-MethylpyriMidine-1-thiol;4,6-DIMETHOXY-2-METHYLTHIOPYRIMIDINE
• CAS NO: 90905-46-7
• Molecular Formula: C₇H₁₀N₂O₂S
• Molecular Weight: 186.23
• Product Categories: Pyrimidines;Pyrimidine;Building Blocks;Heterocyclic Building Blocks;intermediate
• Mol File: 90905-46-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: 56-60 °C(lit.)
• Boiling Point: 312.7 °C at 760 mmHg
• Flash Point: 142.9 °C
• Appearance: /
• Density: 1.23 g/cm³
• Vapor Pressure: 0.000957mmHg at 25°C
• Refractive Index: 1.544
• PKA: 0.82±0.30(Predicted)
• CAS DataBase Reference: 4,6-Dimethoxy-2-methylthiopyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-Dimethoxy-2-methylthiopyrimidine(90905-46-7)
• EPA Substance Registry System: 4,6-Dimethoxy-2-methylthiopyrimidine(90905-46-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 90905-46-7(Hazardous Substances Data)

Usage

General Description

4,6-Dimethoxy-2-methylthiopyrimidine is a chemical compound with the molecular formula C7H9N3O2S. It is a derivative of pyrimidine and contains two methoxy groups and one methylthio group. 4,6-Dimethoxy-2-methylthiopyrimidine is commonly used in the synthesis of pharmaceuticals, agrochemicals, and organic compounds. It has been studied for its potential biological and pharmacological properties, including its antibacterial and antifungal activities. The chemical structure and properties of 4,6-Dimethoxy-2-methylthiopyrimidine make it a valuable building block in organic chemistry and pharmaceutical research. However, further research is needed to fully understand its potential applications and effects.

InChI:InChI=1/C7H10N2O2S/c1-10-5-4-6(11-2)9-7(8-5)12-3/h4H,1-3H3

Upstream product

• 67-56-1 methanol 
• 6299-25-8 4,6-Dichloro-2-(methylthio)pyrimidine 
• 124-41-4 sodium methylate 
• 13223-25-1 2-chloro-4,6-dimethoxypyrimidine 
• 5188-07-8 sodium thiomethoxide 
• 616-38-6 carbonic acid dimethyl ester 
• 57235-35-5 4,6-dimethoxy-2-mercapto-pyrimidine 
• 91759-32-9 2-Thiobarbituric acid 
• 74-88-4 methyl iodide 
• 1979-98-2 4,6-dihydroxy-2-methylmercaptopyrimidine 
• 113583-35-0 4,6-dimethoxypyrimidin-2-yl methyl sulfone 
• 186581-53-3 diazomethane 
• 77-78-1 dimethyl sulfate 
• 3764-01-0 2,4,6-trichloropyrimidine 

Downstream Products

• 136192-69-3 Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoate 
• 135186-78-6 pyriftalid 

Relevant articles and documents

Production process of 4, 6-dimethoxy-2-methylsulfonyl pyrimidine

The invention belongs to the field of organic synthesis, and discloses a production process of 4, 6-dimethoxy-2-methanesulfonyl pyrimidine. According to the production process, dimethyl malonate, thiourea and sodium methoxide are used as raw materials, and cyclization, methylation, chlorination, methoxylation, oxidation and recrystallization are performed to prepare the product. According to the process provided by the invention, the yield of the 4, 6-dimethoxy-2-methylsulfonyl pyrimidine is greater than 90%. Compared with the prior art, methanol, phosphorus oxychloride, methylbenzene and sodium tungstate are repeatedly utilized, so that the wastewater treatment difficulty is reduced, and the production cost is reduced; moreover, sodium sulfate, hydrochloric acid, sodium phosphate and sodium chloride can be co-produced while 4, 6-dimethoxy-2-methylsulfonyl pyrimidine is produced, so that pollutants generated in the production process are greatly reduced, and the economic benefit and environmental benefit of the production process are further improved.

Mild and Catalyst-Free Microwave-Assisted Synthesis of 4,6-Disubstituted 2-Methylthiopyrimidines - Exploiting Tetrazole as an Efficient Leaving Group

Typically, 4,6-disubstituted 2-thiomethylpyrimidines are synthesized starting from 4,6-dichloro-2-thiomethylpyrimidine or an amino-substituted precursor. However, these reactions take several hours up to days and require multiple steps. Herein, we report a novel, easy, and quick-to-prepare synthetic intermediate, namely 2-(methylthio)-4,6-di(1H-tetrazol-1-yl)pyrimidine, for the synthesis of these interesting target compounds. The intermediate can be transformed within minutes into desired substituted pyrimidines under mild conditions with moderate to excellent yields. The reaction can be conducted in an automated microwave system, at room temperature or by conventional heating. Furthermore, we demonstrate the robustness of the method in a one-pot procedure.

A facile synthesis of 4,6-dimethoxy-2-methylsulfonylpyrimidine

A facile and efficient synthesis of 4,6-dimethoxy-2-methylthiopyrimidine can be achieved by nucleophilic substitution of 2-chloro-4,6- dimethoxypyrimidine with sodium methyl mercaptide for a 95.6 % yield. 4,6-Dimethoxy-2-methylsulfonylpyrimidine can be produced via oxidation using hydrogen peroxide in the presence of sodium tungstate dihydrate in a 95 % yield.