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The mixed azines  3a–h  and  4  were obtained by treating 3-hydrazonoindolin-2-one ( 2 ) with the appropriate aldehyde or dialdehyde. Treatment of  3b  or  3c  with formaldehyde or glutaric dialdehyde and the appropriate amine afforded the azine Mannich bases  5–7 . The condensation of isatin or its  N -Mannich base  8  with 1-aminopiperidine, 4-aminomorpholine and 1,4-diaminopiperazine gave  10a–d ,  12  and  13 . The Mannich bases  14  and  15  were obtained from  10a  and  10b.  Treatment of  2  with succinic, phthalic and quinolinic anhydride and pyromellitic dianhydride afforded compounds  16 ,  17a , 17 b  and  18 , respectively. The synthesis of isatin Schiff bases incorporating a benzoylpiperidine, benzoylmorpholine and 1,4-dibezoylpiperazine moiety and their  N -Mannich bases was investigated.

Synthesis of some new mixed azines, Schiff and Mannich bases of pharmaceutical interest related to isatin