I was trying to prepare a schiff base by using 2,6-dibromo-4-aminopyridine and 9-anthraldehyde and failed several times. The conditions by which I ran the reation including:
1. refluxing the two SMs in EtOH/ MeOH with/without acid catalyst such as tosylic acid;
2. Dean-stark conditions with/without the acid catalyst in toluene/benzene;
3. Refluxing the two SMs in toluene with drying reagent like molecular sieves or MgSO4.
I am wondering if anyone ever had some experience on Schiff bases and can give me some advice. Thanks a lot.