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5167457 
Journal Article 
Studies on reactions of anhydrides with Schiff bases 
Kumar, PP; Mohiuddin, SMG; Devi, BR; Dubey, PK 
2013 
1 
Indian Journal of Chemistry. Section B
ISSN: 0376-4699
EISSN: 0975-0983 
52 
5 
686-690 
English 
WOS:000319372300007 
Reaction of phthalic anhydride 1 with benzylidineanilines 2, in equimolar ratio in hot acetic acid, yields N-arylphthalimides 3. Compound 1 reacts with the arylimine part of the Schiff base eliminating benzaldehyde part 4 as the bye-product. This reaction of 1 with 2 is also found to occur with other anhydrides like succinic anhydride 5, maleic anhydride 7 and acetic anhydride 9 resulting in the formation of the corresponding N-arylimides, namely, succinicimide 6, maleicimide 8 and aceticimide 10 respectively. In all the above reactions, the by-product, i.e. benzaldehyde or p-chlorobenzaldehyde can be isolated and characterized as its 2,4-dinitrophenylhydrazone derivative. Probable mechanism for the formation of imides from the corresponding anhydrides and Schiff bases has been suggested. 
Polymer Science; Phthalic anhydride, maleic anhydride, succinic anhydride, acetic; anhydride, Schiff base, 2,4-DNP