What is the suitable solvent for coupling DCC with acid and amine?

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Waleed A. Bayoumi

the most common solvent is DCM

Jan-Erik Raitanen

Hi,

I'd look for alternative coupling agents (EDC.HCl? CDI?). In many cases, DCC is not the most suitable coupling agent as it easily leads to side reactions, e.g. rearrangement of the O-acylisourea intermediate to a stable N-acylurea. To prevent this, HoBt can be used as an additive in the reaction.

With DDC, using solvents with low dielectric constants could decrease side reactions. Dichloromethane is, as Waleed Bayoumi said, a good choice. Chloroform is another. DMF has a higher dielectric constant, but could also be used as long as it's freshly distilled and/or stored over 5A molecular sieves.

Regards,

Madulu Shadrack

Thank you waleed B and JR, what about acetonitrile? can it be used?

Also, how ca we purify/remove the products formed when amine reacts with sodium cynide (NaCN) and formaldehyde (HCHO) and water. I am synthesizing a dendrimer and I want to use these compounds, but i getting difficult on how to remove the Na and other by products from this reaction. Thank you.