Özge, primary amines reac with carbonyl compounds to form imine. This can be protonated (iminium ion, pKa ~7), hence the name Schiff base. On the other hand, secondary amin reacts to form an enamine. Tertiary and quaternary amines can not react with carbonyls. So try with the primary and secondary amines only.

Thanks

@Md Toufiqur Rahman I guess my question is not clear about that I mean. I have a primary amine to synthesize imine but this amine have querternary ammonium fragments, then the positive charge is not on the primary amine moiety.

Schiff base synthesis

There are many methods used to prepare the rules of Schiff and the most common method is amineatole condensation with carbonyl compounds (aldehydes and ketones). Often, acetic acid is used in a few concentrations as a catalyst. These compounds are prepared in two steps. In the first step, A stable called carbinolamine quickly loses the water molecule to form the amines. The process of removing water from the reaction was facilitated by the use of drying solvents ...

There are a number of factors influencing the preparation of Schiff bases, including the acidic function of the solution and the spatial impediment, so the reaction of aldehyde is faster than the ketone. The preparation of these compounds is not subject to the simple nucleophilic addition because it gives unstable intermediate compounds. The acidic or basal water solution may also analyze base compounds Chevate to aldehydes, ketones, and amino acids. Therefore, high concentrations of acid are needed because of the amino acid bases and the reaction of schifferoxia. Similar behavior is shown for bipolar deletion reactions in alkyl halides but not In the first step, the ionic composite is formed. In the second step, the amino compound is formed. This type of reaction is a combination of the deletion and addition reactions.

@Djafar Zemali Appreciate for your detailed explanation, but unfortunatelly it is not correspond that what I ask. I guess, my question is a little bit faulty.

You are very much correct in the sense that the question is not clearly formulated. From your question it is not clear where the quarternary ammonium groups / fragments are hooked to, and whether they are attached to the amine or to the carbonyl group containing compound.

Please include a structure to clarify all these points. If you do not want to divulge your compound, you may, in that case, provide a similar example for our understanding, and this will definitely get you useful answers.

With best wishes,

ARB

I have acridine like aromatic amine to synthesize schiff bases that I need. I hope this information is enough to identify my main problem.

Thanks to your attention Dr. Bandyopadyay.

Ozge.

I think your question is not clear, so look for references that include the interaction mechanisms of your subject

You have try other method fro the syntheses for schiff base , like Solvent free synthesis by microwave irradiation, Solvent free synthesis by using Catalyst, Solvent and catalyst free synthesis, Aerobic Oxidative Synthesis