2-Chloro-1,3-dimethylimidazolidinium chloride

Description

2-Chloro-1,3-dimethylimidazolidinium chloride has various applications including being used as activating agent in total synthesis of macroviracin A, cycloviracin B1 and cyclic silanes; used as reagent for synthesis of tagged glucose as an intermediate in the synthesis of branched oligosaccharides; used as fluorescent chemosensors; 1,2-Diamines as inhibitors of co-activator associated arginine methyltransferase ¹; used as allosteric glucokinase activators; as reactant for synthesis of organic azides from primary amines and for aza-Henry reactions1. It can act as a powerful dehydrating agent, replacing DCC under nearly neutral conditions, and has application for the construction of heterocycles². Moreover, it can be used for one-pot synthesis of 2-aminobenzimidazoles³. It is also applicable to chlorination, oxidation, reduction, and rearrangement under nearly neutral conditions⁴.

Sources

1. https://www.sigmaaldrich.com/catalog/product/aldrich/529249?lang=en&region=US
2. https://pubs.acs.org/doi/abs/10.1021/jo990210y
3. www.sciencedirect.com/science/article/pii/S004040391001395X
4. J. Org. Chem., 1999, 64 (16), pp 5832–5835

Chemical Properties

Brown Solid

Uses

Reagent for synthesis of:
Tagged glucose as an intermediate in the synthesis of branched oligosaccharides
Fluorescent chemosensors
1,2-Diamines as inhibitors of co-activator associated arginine methyltransferase 1
Allosteric glucokinase activators

Reactant for synthesis of:
Organic azides from primary amines

Reagent for aza-Henry reactions

Uses

Used in the one-pot synthesis of 2-aminobenzimidazoles.