Sciencemadness Discussion Board

help with amine-->>>imine chemistry

kekule - 19-1-2006 at 06:15

I am trying to react and aldehyde (formaldehyde) with a primary amine (L-Lysine) to yield an imine adduct. These imine -like compounds form at the greatest rate at pH of around 5. Water is a by-product, and removal of water yields the imine. I assume water as a solvent should be avoided, since imines are easily hydrolysed. My problem is, L-lysine seems to be insoluble in everthing EXCEPT water! Formalin also contains water, but I can get around that by generating formaldehyde gas. Any suggestions as to how to perform this condensation without water?

solo - 19-1-2006 at 06:36

Formaldehyde/amine adduct , United States Patent 5030762

Abstract: A formaldehyde/amine adduct useful in water treatment having improved stability made by reacting formaldehyde and a secondary amine, limiting the water content of the adduct to no more that 30 weight percent, optionally, adding an alcohol

dean stark apparatus maybe your solution

emrebjk - 25-1-2006 at 06:19

if you use dean stark with toluen/water mixture (you can change toluen with anytihing which boiling point is higher than water and density is lower).