Synthesis of Schiff and Mannich Bases of Isatin Derivatives with 4-Amino-4,5-Dihydro-1H-1,2,4-Triazole-5-Ones

Molecules

Olcay Bekircan¹ 

[1] Department of Chemistry, Karadeniz Technical University, 61080 Trabzon, Turkey

关键词: Ethyl imidate hydrochloride;    ethoxycarbonyl hydrazones;    4-amino-1;    2;    4-triazole-5-one;    isatin;    Schiff bases;    Mannich bases.;   

DOI  :  10.3390/molecules13092126

来源: mdpi

【 摘 要 】

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, ¹H- and ¹³C-NMR data and by elemental analysis.

【 授权许可】

CC BY   
© 2008 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland.