Trimethylsilylimidazole or N-(Trimethylsilyl)imidazole is a crucial reagent used in organic chemistry for the synthesis of various compounds, including pharmaceuticals, agrochemicals, and fine chemicals. It is an important intermediate in the synthesis of peptides and nucleosides, and it also has applications in catalysis and material science. N-trimethylsilylimidazole or 1-(Trimethylsilyl)-1H-imidazole is a highly efficient and versatile reagent that can replace other expensive or hazardous reagents in many reactions. In this article, we will introduce the efficient synthesis of 1-(Trimethylsilyl)imidazole by a top manufacturer, Ningbo Inno Pharmchem Co., Ltd.
About the Manufacturer
Ningbo Inno Pharmchem Co., Ltd. is a leading manufacturer and supplier of organic intermediates, fine chemicals, and pharmaceuticals. Established in 2007, the company has more than ten years of experience in research, development, and production of high-quality chemicals. The company has a modern production facility with advanced equipment, strict quality control, and a professional team of chemists and engineers. The company's products are widely used in the pharmaceutical, agrochemical, and chemical industries, and they have established a good reputation in the global market.
About the Product
1-(Trimethylsilyl)imidazole or N-(Trimethylsilyl)imidazole is a white crystalline powder with a molecular formula of C6H12N2Si and a molecular weight of 140.26. It is a stable compound with a melting point of 71-73 ℃ and a boiling point of 182-183 ℃. It is soluble in most organic solvents such as ether, benzene, and dichloromethane, and it can react with various electrophiles such as alkyl halides, acids, and anhydrides to form a variety of derivatives. The reactivity of N-trimethylsilylimidazole is due to the presence of a reactive silyl group that can act as a leaving group or a protecting group.
Efficient Synthesis of 1-(Trimethylsilyl)imidazole
The synthesis of 1-(Trimethylsilyl)imidazole can be achieved by several methods, including the reaction of imidazole with trimethylsilyl chloride, the reaction of imidazole with chlorotrimethylsilane, and the reaction of imidazole with trimethylsilyl triflate. However, these methods suffer from several drawbacks such as low yield, low purity, and the use of toxic or expensive reagents. A more efficient and economical method for the synthesis of N-(Trimethylsilyl)imidazole is the reaction of imidazole with hexamethyldisilazane (HMDS) in the presence of a catalytic amount of trifluoroacetic acid (TFA).
The reaction proceeds as follows:
Imidazole + HMDS + TFA → N-(Trimethylsilyl)imidazole + H2SiF6
This method has several advantages over other methods, including high yield (over 95%), high purity (over 99%), low cost, and the use of non-toxic and readily available reagents. The reaction can be carried out under mild conditions (room temperature to 50 ℃) and in a short time (1-2 hours). The product can be easily purified by simple recrystallization or column chromatography. The reaction can also be scaled up to produce large quantities of N-(Trimethylsilyl)imidazole for industrial applications.
Applications of 1-(Trimethylsilyl)imidazole
N-(Trimethylsilyl)imidazole has a wide range of applications in organic synthesis. It can be used as a reagent for the protection of amino groups in peptides and proteins, the protection of hydroxyl groups in carbohydrates, and the protection of nitrogen atoms in heterocycles. It can also be used as a reagent for the deprotection of silyl ethers, the deprotection of acetals, and the deprotection of tosylates. It can act as a nucleophilic catalyst in various reactions such as the Friedel-Crafts alkylation, the Michael addition, and the aldol reaction. It can also be used as a silylating agent for the introduction of a trimethylsilyl group into various compounds.
Conclusion
In conclusion, N-(Trimethylsilyl)imidazole or 1-(Trimethylsilyl)-1H-imidazole is a highly efficient and versatile reagent used in organic synthesis. It has numerous applications in the pharmaceutical, agrochemical, and chemical industries. Ningbo Inno Pharmchem Co., Ltd. is a top manufacturer of N-(Trimethylsilyl)imidazole, offering high-quality products at competitive prices. The company's efficient synthesis method using hexamethyldisilazane and trifluoroacetic acid is a reliable and economical process for the production of N-(Trimethylsilyl)imidazole. If you are looking for a trusted supplier of N-(Trimethylsilyl)imidazole, contact Ningbo Inno Pharmchem Co., Ltd. today.
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