Production Method 1

5188-07-8

13223-25-1

90905-46-7

Reaction Conditions

1.1 Catalysts: Tetrabutylammonium bromide Solvents: Methanol ;  rt → 45 °C; 2 h, 45 - 50 °C

Reference

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

Xu, Defeng; Zhu, Zhiling; Xu, Hui; Wang, Ziqiao, Asian Journal of Chemistry, 2014, 26(1), 313-314

Production Method 2

6299-25-8

90905-46-7

Reaction Conditions

1.1 Solvents: Methanol ;  cooled; 4 h, reflux
1.2 Reagents: Water

Reference

Microsynthesis of a novel herbicide, propyl 4-[2-[(4, 6-dimethoxy-2- pyrimidinyl)oxy] benzylamino]benzoate

Yang, Zhengmin; Ye, Qingfu; Tang, Qinghong; Lu, Long, Henong Xuebao, 2006, 20(5), 423-428

Production Method 3

1979-98-2

90905-46-7

Reaction Conditions

1.1 Reagents: Phosphorus oxychloride ;  3 - 4 h, 80 - 100 °C
1.2 Solvents: Methanol ;  7 - 9 h, reflux

Reference

Preparation of 4,6-dimethoxy-2-methylthiopyrimidine

, China, , ,

Production Method 4

57235-35-5

90905-46-7

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Tetrabutylammonium bromide Solvents: Dimethyl carbonate ;  6 h, 90 °C

Reference

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

Xie, Jian-Gang; Quan, Jing; Li, Shu-Bai; Zheng, Yan; Zhu, Li-Min, Synthetic Communications, 2011, 41(6), 871-878

Production Method 5

504-17-6

90905-46-7

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Acetone

Reference

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

Venu, T. D.; Khanum, S. A.; Firdouse, Aiysha; Manuprasad, B. K.; Shashikanth, Sheena; et al, Bioorganic & Medicinal Chemistry Letters, 2008, 18(15), 4409-4412

Production Method 6

6299-25-8

90905-46-7

Reaction Conditions

1.1 Solvents: Methanol ;  2 h, rt → 65 °C

Reference

Synthesis of 2-cyanopyrimidines

Kalogirou, Andreas S.; Koutentis, Panayiotis A., Molbank, 2019, (4),

Production Method 7

6299-25-8

90905-46-7

Reaction Conditions

1.1 Solvents: Methanol ;  10 - 20 min, 60 °C

Reference

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

Thomann, Andreas; Eberhard, Jens; Allegretta, Giuseppe; Empting, Martin; Hartmann, Rolf W., Synlett, 2015, 26(18), 2606-2610

Production Method 8

6299-25-8

90905-46-7

Reaction Conditions

1.1 16 h, rt; rt → reflux; 4 h, cooled

Reference

Synthesis and application research of 4,6-dimethoxy-2-(methylsulfonyl)pyrimidine

Fan, Qianjun; Shen, Delong; Chen, Jianqiang, Jingxi Huagong Zhongjianti, 2005, 35(2), 39-41

Production Method 9

6299-25-8

90905-46-7

Reaction Conditions

1.1 Solvents: Methanol

Reference

Studies on the preparation of super highly efficient herbicide of bispyribac-sodium

Xu, Zhenyuan; Jin, Shengchao; Li, Jun; Xu, Danqian, Nongyao, 2002, 41(6), 15-18

Production Method 10

6299-25-8

90905-46-7

Reaction Conditions

1.1 Solvents: Methanol ;  reflux

Reference

Synthesis of 4,6-dimethoxy-2-methylsulfonylpyrimidine

Fang, Yong-qin; Guo, Li-ting, Huaxue Shijie, 2011, 52(8), 500-503

Production Method 11

504-17-6

90905-46-7

Reaction Conditions

1.1 Solvents: Methanol ;  30 min, 4 °C

Reference

A facile synthesis of [14C]pyrithiobac-sodium

Ravi, S.; Mathew, K. M.; Padmanabhan, D.; Unny, V. K. P.; Sivaprasad, N., Journal of Labelled Compounds and Radiopharmaceuticals, 2006, 49(4), 339-343

Production Method 12

31645-12-2

90905-46-7

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Water ;  rt; 2 h, rt

Reference

Synthesis of 4,6-dimethoxy-2-(methylsulfonyl)pyrimidine

Deng, Jiyong; Lin, Yuanbin, Jingxi Huagong Zhongjianti, 2005, 35(3), 9-10

Production Method 13

504-17-6

90905-46-7

Reaction Conditions

1.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium bromide Solvents: Water ;  1 h, 50 °C

Reference

The simple synthesis of 4,6-dimethoxy-2-methylsulfonylpyrimidine

Guo, Feng; Ji, Min; Hua, Weiyi, Huaxue Tongbao, 2005, 68(11), 876-877

4,6-Dimethoxy-2-Methylthiopyrimidine Raw materials

• 4,6-Dimethoxy-2-mercaptopyrimidine
• Sodium Methanethiolate (~20% in Water)
• Sodium 2-thiobarbiturate
• 4,6-Dichloro-2-(methylthio)pyrimidine
• 2-(Methylthio)-4,6-pyrimidinediol
• 2-Chloro-4,6-dimethoxypyrimidine
• 2-sulfanylidene-1,3-diazinane-4,6-dione

4,6-Dimethoxy-2-Methylthiopyrimidine Preparation Products

• 4,6-Dimethoxy-2-Methylthiopyrimidine (90905-46-7)

• 1. An amorphous Cu–In–S nanoparticle-based precursor ink with improved atom economy for CuInSe2 solar cells with 10.85% efficiency?
  Green Chem., 2017,19, 1268-1277
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  Xixi Li,Nanwei Zhu,Ruohan Li,Qinpu Zhang Anal. Methods, 2020,12, 3376-3381

4,6-Dimethoxy-2-Methylthiopyrimidine (CAS No. 90905-46-7): A Comprehensive Overview

4,6-Dimethoxy-2-Methylthiopyrimidine, identified by the CAS registry number CAS No. 90905-46-7, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound belongs to the class of pyrimidines, which are heterocyclic aromatic compounds with a six-membered ring containing two nitrogen atoms at positions 1 and 3. The presence of methoxy groups at positions 4 and 6, along with a methylthio group at position 2, confers unique chemical properties and biological activities to this molecule.

The synthesis of 4,6-Dimethoxy-2-Methylthiopyrimidine involves a series of well-defined chemical reactions, including nucleophilic substitutions and condensation processes. Recent advancements in catalytic methods have enabled the efficient production of this compound with high purity, making it more accessible for research and industrial applications. The compound's structure has been extensively studied using techniques such as X-ray crystallography and nuclear magnetic resonance (NMR) spectroscopy, providing insights into its conformational flexibility and electronic properties.

In terms of biological activity, 4,6-Dimethoxy-2-Methylthiopyrimidine has shown promising results in various assays. For instance, studies have demonstrated its potential as an antioxidant agent, which is attributed to its ability to scavenge free radicals and inhibit oxidative stress. This property makes it a candidate for applications in the development of therapeutic agents targeting oxidative-related diseases such as neurodegenerative disorders and cardiovascular diseases.

Recent research has also explored the role of CAS No. 90905-46-7 in modulating cellular signaling pathways. Preclinical studies have indicated that this compound can interact with key enzymes involved in inflammation and apoptosis, suggesting its potential as an anti-inflammatory and anticancer agent. Furthermore, computational modeling studies have provided valuable insights into the molecular mechanisms underlying its bioactivity, paving the way for rational drug design.

The application of 4,6-Dimethoxy-2-Methylthiopyrimidine extends beyond pharmacology into materials science. Its unique electronic properties make it a suitable candidate for use in organic electronics, particularly in the development of semiconducting materials for flexible electronics and optoelectronic devices. Researchers have investigated its ability to form self-assembled monolayers and its compatibility with various fabrication techniques.

In terms of toxicity profile, recent studies have evaluated the safety of CAS No. 90905-46-7 using in vitro and in vivo models. Results indicate that the compound exhibits low acute toxicity; however, further long-term studies are required to assess its potential genotoxicity and carcinogenicity. These findings underscore the importance of thorough safety assessments before considering large-scale applications.

The future prospects for 4,6-Dimethoxy-2-Methylthiopyrimidine are promising, driven by ongoing research into its therapeutic potential and material applications. Collaborative efforts between academia and industry are expected to accelerate its translation into clinical trials and commercial products. As new insights into its structure-function relationships emerge, this compound is likely to play an increasingly important role in advancing both medicine and technology.

• 84289-47-4(Pyrimidine,4-ethoxy-2-(ethylthio)-)
• 100478-25-9(4,6-Bis(difluoromethoxy)-2-(methylthio)pyrimidine)
• 111183-97-2(Pyrimidine,4-(ethenyloxy)-2-(methylthio)-)
• 49844-89-5(Pyrimidine, 4-ethoxy-2-(methylthio)-)
• 6203-92-5( )
• 76541-59-8(pyrimidine, 4-methoxy-2-methylthio-)
• 100478-30-6(4,6-bis(difluoromethoxy)-2-ethylsulfanylpyrimidine)
• 150095-42-4(Acetonitrile,2-[(4,6-dimethoxy-2-pyrimidinyl)thio]-)
• 132900-07-3(4,6-dimethoxy-2-methylsulfinylpyrimidine)
• 113583-35-0(4,6-Dimethoxy-2-(methylsulfonyl)pyrimidine)