6-Hydrazinonicotinic acid hydrazide: a useful precursor for chemo- and regioselective synthesis of new heteroaryl-linked pyridinohydrazones

被引：8
作者：
Bonacorso, Helio G. [1 ]
Paim, Gisele R. [1 ]
Porte, Liliane M. F. [1 ]
Pittaluga, Everton P. [1 ]
Martins, Marcos A. P. [1 ]
Zanatta, Nilo [1 ]
机构：
[1] Univ Fed Santa Maria, Dept Quim, Nucleo Quim Heterociclos NUQUIMHE, BR-97105900 Santa Maria, RS, Brazil
来源：
ARKIVOC | 2012年
关键词：
Hydrazones; hydrazides; pyrazoles; oxadiazoles; pyridines; POTENTIAL AGENTS; ANTIBACTERIAL; DERIVATIVES; CONDENSATION; RING;
D O I：
10.3998/ark.5550190.0013.819
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
In order to demonstrate the reactivity differentiation between the two dinucleophilic centers in the 6-hydrazinonicotinic acid hydrazide hydrate (1), a series of seven new 6-[(2(arylidene)hydrazinyl]nicotinohydrazides (4) was chemoselectively accessed from the reaction of 1 with seven aryl or heteroaryl aldehydes by a simple procedure in ethanol as solvent. In a subsequent study, cyclization reactions of 4 with some 4-alkoxy-1,1,1-trifluoroalk-3-en-2-ones or triethylorthoacetate were proceeded easily also in ethanol, an eco-friendly solvent, to give regioselectively nine examples of pyrazolinyl-pyridinohydrazones and one 1,3,4-oxadiazole derivative, respectively, as stable and pure compounds in good yields.
引用
收藏
页码：214 / 225
页数：12
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