90905-46-7

Usage

Uses

Used in Pharmaceutical Synthesis:
4,6-Dimethoxy-2-methylthiopyrimidine is used as a key intermediate in the synthesis of various pharmaceuticals. Its presence in the molecular structure of certain drugs contributes to their therapeutic effects, making it an essential component in the development of new medications.
Used in Agrochemical Production:
In the agrochemical industry, 4,6-Dimethoxy-2-methylthiopyrimidine is utilized as a precursor in the production of pesticides and other agrochemicals. Its incorporation into these products can enhance their efficacy in controlling pests and diseases in agriculture.
Used in Organic Compounds Synthesis:
4,6-Dimethoxy-2-methylthiopyrimidine serves as a versatile building block in the synthesis of a wide range of organic compounds. Its unique structure allows for the creation of various organic molecules with different properties and applications.
Used in Antibacterial and Antifungal Applications:
4,6-Dimethoxy-2-methylthiopyrimidine is studied for its potential antibacterial and antifungal properties. It can be used as an active ingredient in antimicrobial agents, helping to combat bacterial and fungal infections.
Further research is necessary to fully explore the potential applications and effects of 4,6-Dimethoxy-2-methylthiopyrimidine, ensuring its safe and effective use in various industries.

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

Upstream product

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

Downstream Products

• 113583-35-0 4,6-dimethoxypyrimidin-2-yl methyl sulfone 
• 136192-69-3 Methyl 2-acetyl-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoate 
• 135186-78-6 pyriftalid 

Relevant academic research and scientific papers

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.

2-hydrocarbonmercapto-4,6-dialkoxypyrimidine compounds synthesized from 2,4,6-trichloropyrimidine with one-pot method and preparation method of compounds

The invention discloses 2-hydrocarbonmercapto-4,6-dialkoxypyrimidine compounds synthesized from 2,4,6-trichloropyrimidine and a preparation method of the compounds. According to the compounds, 2,4,6-trichloropyrimidine is subjected to a reaction with RONa and RSNa, and the 2-hydrocarbonmercapto-4,6-dialkoxypyrimidine compounds are produced with a one-pot method. The compounds are prepared through steps as follows: 2,4,6-trichloropyrimidine and RONa are taken and added to an organic solvent and heated, and a reaction liquid is cooled after the reaction; RSNa is continuously added to the reaction liquid and heated, extraction, evaporation to dryness and recrystallization are performed after the reaction, and 2-hydrocarbonmercapto-4,6-dialkoxypyrimidine compound products are obtained. According to the method, the 2-hydrocarbonmercapto-4,6-dialkoxypyrimidine compounds are synthesized with one step, and the method has the advantages that the reaction conditions are mild, the operation is simple, economical and efficient performance is realized, the yield is high, the substrate range is wide and the application prospect is broad.

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.

PROCESSES FOR THE PREPARATION OF BISPYRIBAC SODIUM AND INTERMEDIATES THEREOF

The present disclosure relates to a process for the preparation of Bispyribac-sodium by condensing 2,6-dihydroxy benzoic acid with 2-(alkyl sulfonyl)-4,6-dialkoxy pyrimidine in the presence of at least one base and at least one solvent. The present disclosure also relates to processes for the preparation of 2,6-dihydroxy benzoic acid and 2-(alkyl sulfonyl)-4,6- dialkoxy pyrimidine.

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.

SH-methylation of SH-containing heterocycles with dimethyl carbonate via phase-transfer catalytic reaction

A reaction of SH-containing heterocycles with dimethyl carbonate (DMC) in the presence of K2CO3 and tetrabutylammonium bromide (Bu4NBr) gave heteroaryl methyl thioethers in 44-93% yields. The reaction was carried out under mild conditions. This method provided a useful synthetic method for preparation of various heteroaryl methyl thioethers without the use of toxic methylic halides or dimethyl sulfate.

Synthesis and anti-inflammatory activity of 2-(2-aroylaroxy)-4,6-dimethoxy pyrimidines

Abstract-Reaction of 6a-f individually with 2-methylsulfonyl-4,6-dimethoxypyrimidine yielded 7a-f in excellent yield. The newly synthesized heterocycles were characterized by IR, 1H NMR, and mass spectral data. Compounds 7a-f was screened for their anti-inflammatory activity and were compared with standard drugs. Of the compounds studied, the compound 7e showed more potent activity than the standard drugs at all doses tested.

A novel pyrimidine-based stable-isotope labeling reagent and its application to quantitative analysis using matrix-assisted laser desorption/ionization mass spectrometry

As an extension of our previous work, a novel pyrimidine-based stable-isotope labeling reagent, [d0]-/[d6]-4,6-dimethoxy- 2-(methylsulfonyl)pyrimidine (DMMSP), was developed for comparative quantification of proteins by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS). Our one-step labeling strategy combines several desirable properties such as cysteine-specific labeling, signal amplification and direct analysis with minimum sample handling. All these features not only allow easy interpretation for protein identification and quantification but also ensure rapid and sensitive progression to MS analysis. Using cysteine, Cys-containing peptide, and lysozyme digest as model samples, the labeling methodology was established and the following pilot application for quantitative analysis was accomplished with high confidence, accuracy, efficiency, and reproducibility. The application of DMMSP-labeling strategy is expected to provide a powerful new tool for comparative proteome research, especially for the analysis of low-abundance proteins. Copyright

A facile synthesis of [14C]pyrithiobac-sodium

Condensation of thiourea 1 with diethyl malonate 2 in the presence of sodium methoxide furnished 4,6-dihydroxy-2-mercaptopyrimidine 3. Compound 3 on methylation with diazomethane followed by oxidation with H5IO 6/CrO3 in ethyl acetate gave 4,6-dimethoxy-2- methylsulphonylpyrimidine 5. Compound 5 on condensation with 2-mercapto-6-chlorobenzoic acid in the presence of a phase transfer catalyst, tetrabutylammonium bromide and sodium carbonate gave the title compound - pyrithiobac-sodium 6 with an overall yield of > 35% starting from thiourea. Following the above standardized procedure, using [14C]-thiourea in lieu of thiourea, 14C labelled product 6, was synthesized with an overall radiochemical yield > 30% (with respect to [14C]-thiourea) for further evaluations of environmental fate of 6, in soils and plants. Copyright

Novel benzo[1,4]diazepin-2-one derivatives as endothelin receptor antagonists

Since its discovery in 1988 by Yanagisawa et al., endothelin (ET), a potent vasoconstrictor, has been widely implicated in the pathophysiology of cardiovascular, cerebrovascular, and renal diseases. Many research groups have embarked on the discovery and development of ET receptor antagonists for the treatment of such diseases. While several compounds, e.g., ambrisentan 2, are in late clinical trials for various indications, one compound (bosentan, Tracleer) is being marketed to treat pulmonary arterial hypertension. Inspired by the structure of ambrisentan 2, we designed a novel class of ET receptor antagonists based on a 1,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-one scaffold. Here, we report on the preparation as well as the in vitro and in vivo structure-activity relationships of these derivatives. Potent dual ET A/ETB receptor antagonists with affinities in the low nanomolar range have been identified. In addition, several compounds efficiently reduced arterial blood pressure after oral administration to Dahl salt sensitive rats. In this animal model, the efficacy of the benzo[e] [1,4]diazepin-2-one derivative rac-39au was superior to that of racemic ambrisentan, rac-2.