79265-34-2

Usage

Uses

Used in Pharmaceutical Industry:
2,5-Bistrimethylsilanylthiazole is used as a synthetic intermediate for the development of various drugs. Its unique structure and reactivity allow for the creation of novel pharmaceutical compounds with potential therapeutic applications.
Used in Material Science:
2,5-BISTRIMETHYLSILANYLTHIAZOLE is utilized in the development of new materials, leveraging its chemical properties to enhance or create materials with specific characteristics for various applications.
Used in Agrochemicals:
2,5-Bistrimethylsilanylthiazole is used as a precursor in the synthesis of agrochemicals, contributing to the development of new pesticides or other agricultural chemicals that can improve crop protection and yield.
Used in Specialty Chemicals Production:
2,5-BISTRIMETHYLSILANYLTHIAZOLE serves as a building block in the production of specialty chemicals, where its unique attributes can be harnessed to create high-value products for niche applications.
Organic Synthesis:
2,5-Bistrimethylsilanylthiazole is used as a reagent in organic synthesis, where its high reactivity and the presence of the trimethylsilyl group facilitate various chemical reactions, leading to the formation of a wide range of organic compounds.

InChI:InChI=1/C9H19NSSi2/c1-12(2,3)8-7-10-9(11-8)13(4,5)6/h7H,1-6H3

Upstream product

• 288-47-1 1,3-thiazole 
• 75-77-4 chloro-trimethyl-silane 
• 79265-30-8 2-(trimethylsilyl)thiazole 

Downstream Products

• 79265-35-3 2-(2,2-Diphenyl-1-trimethylsilanyloxy-vinyl)-5-trimethylsilanyl-thiazole 
• 79265-37-5 2,2-Diphenyl-1-(5-trimethylsilanyl-thiazol-2-yl)-ethanone 
• 79265-36-4 5-(trimethylsilyl)-1,3-thiazole 

Relevant academic research and scientific papers

Efficient access to 5-substituted thiazoles by a novel metallotropic rearrangement

A novel rearrangement process involving the migration of trimethylstannanyl or trimethylsilanyl groups around the thiazole ring provides access to either 2- or 5-metallated thiazoles by tuning the reaction conditions. The proposed mechanism, based on expe

Synthesis of (Trimethylsilyl)thiazoles and Reactions with Carbonyl Compounds. Selectivity Aspects and Synthetic Utility

Synthetic routes to all possible regioisomeric mono- and bis(trimethylsilyl)thiazoles as well as to the tris(trimethylsilyl) derivative via lithiation-silylation sequences of the thiazole ring followed by selective protodesilylation in some cases are described. (Trimethylsilyl)thiazoles serve as thiazolyl donor synthons upon reaction with carbonyl compounds (ketenes, acyl chlorides, aldehydes) for the preparation of mono- and bis-substituted thiazoles in very good yields.Carbodesilylation occurs more readily at the 2- than 5-position, whereas no reaction takes place at the 4-position.A mechanism via a thiazolium 2-ylide as an intermediate is suggested for the carbodesilylation at the 2-position.

Reactions of Trimethylsilylthiazoles with Ketens: A New Route to Regioselective Functionalisation of the Thiazole Ring

2-Trimethylsilylthiazole (2) and 2,5-bis(trimethylsilyl)thiazole (6) undergo ipso-substitution of the 2-SiMe3 group with various ketens affording the thiazolyl-trimethylsiloxy-ethylenes (3) and (7), respectively, which are hydrolysed to the 2-acylthiazoles (4), whereas 5-trimethylsilylthiazole (8) undergoes attack at C-2 by dichloroketen giving the Michael-type adduct 2-dichloroacetyl-5-trimethylsilylthiazole (9c).