Amide bond formation is certainly among the most common chemical transformation in organic synthesis. This explains the diversity of possible reaction pathways and reagents available on the market. SiliCycle is part of this trend and this is why we have developed the bound equivalent of 2,4,6-trichloro-1,3,5-triazine(cyanuric chloride), SiliaBond® Dichlorotriazine (Si-DCT).
SiliaBond Dichlorotriazine must be activated with N-methylmorpholine (NMM) to give a morpholinium salt that can react with the carboxylic acid to form the activated ester. It may then be reacted with an amine to form the amide or safely stored for use at a later date. Si-DCT may also be used for synthesis of Weinreb amides and acylsulfonamides. Si-DCT provides a fast clean route for amides formation with complete conversion in about an hour compared to most bound coupling reagents, which require overnight incubation.
Using SiliaPrep™ Dichlorotriazine (in cartridges) offers certain advantages over the bulk Si-DCT. They can be summarized as follow:
- Shorter reaction time (few minutes compared to 1 h);
- No need for use of supported scavengers (saves an additional step and costs);
- Amenable to automation.
Synthesis : Click here
Click here to see all the documentation about SiliaBond®
- J. Comb. Chem., 8 (2006) 774