Synthesis of Schiff and Mannich bases of isatin derivatives with 4-amino-4,5-dihydro-1H-1,2,4-triazole-5-ones.
Ethyl imidate hydrochlorides 1 were prepared by passing HCl gas through solutions of substituted benzyl cyanides and absolute ethanol. Ethoxycarbonylhydrazones 2 were synthesized from the reaction of compounds 1 with ethyl carbazate. Treatment of 2 with hydrazine hydrate leads to the formation of substituted 4-amino-4,5-dihydro-1H-1,2,4-triazole-5-ones 3. Isatin and 5-chloroisatin were added to 3 to form Schiff bases 4 and N-Mannich bases 5 of these compounds were synthesized by reacting with formaldehyde and piperidine. Their chemical structures were confirmed by means of IR, (1)H- and (13)C-NMR data and by elemental analysis.
Bekircan
Olcay
O
Department of Chemistry, Karadeniz Technical University, 61080 Trabzon, Turkey. obekircan@gmail.com
Bektas
Hakan
H
D007510:Isatin / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008352:Mannich Bases / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012545:Schiff Bases / Q000138:chemical synthesis* / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D014230:Triazoles / Q000737:chemistry*
D008352:Mannich Bases; D012545:Schiff Bases; D014230:Triazoles; D007510:Isatin