To achieve desired di-acylated molecule, I need to do friedel-crafts acylation reaction on para (or meta)-phenylenediamide which obtained from reaction of corresponding phenylenediamine with chloroacetylchlorid. Some attempts with chloroacetylchlorid as acylating agent and FeCl3, BF3, ZrOCl2 and AlCl3 as Lewis acid and CH2Cl2, DMF as solvent were unsuccessful. Even with 48 h refluxing condition only initial diamide was recovered. However with use of 10 fold AlCl3 respect to the amide and refluxing for 3 day in acetonitrile major of amide was converted to tree more polar products (based on TLC) which IR and H-NMR data of major product (90%) don't confirm desired product and refer to unrecognizable compound (probably ring closing product).
I will be grateful of you.
If anyone Can help me and suppose where is the problem?
Whether it is possible under Friedel-crafts process diamides to be di-acylated?
How could I do it?