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Synthesis, reactions, and antimicrobial activity of 2‐cyano‐N′‐(4‐(2‐oxo‐2‐phenylethoxy)benzylidene)acetohydrazide derivatives
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : 2020-07-01 , DOI: 10.1002/jhet.4084
Nadia Hanafy Metwally 1 , Fathy Mohamed Abdelrazek 1 , Salwa Magdy Eldaly 1
Affiliation  

Knӧvenagel condensation of the starting 2‐cyano‐N′‐(4‐(2‐oxo‐2‐phenylethoxy)‐benzylidene)acetohydrazide with different aromatic aldehydes produced the comparable arylidenes derivatives. Else way, 2‐cyano‐N′‐(4‐(2‐oxo‐2‐phenylethoxy)‐benzylidene)‐acetohydrazide condensed with o‐hydroxybenzaldehydes affording the respective chromenes which latter underwent acid hydrolysis giving the oxo‐chromenes analogues. Moreover, the reaction of 2‐cyano‐N′‐(4‐(2‐oxo‐2‐phenylethoxy)benzylidene)acetohydrazide with istain yielded the respective indeno[2,1‐b]furan derivative that was converted to its oxo‐analogue through acid hydrolysis. The treatment of 2‐cyano‐N′‐(4‐(2‐oxo‐2‐phenylethoxy)benzylidene)acetohydrazide with α‐halocompounds produced the relevant thiazoles. The enamine 2‐cyano‐3‐(dimethylamino)‐N′‐(4‐(2‐oxo‐2‐phenylethoxy)benzylidene)acrylohydrazide underwent nucleophilic substitution reaction with guanidine hydrochloride followed by heterocyclization to get the relative aminopyrimidine. Contrarily, the reaction with various 4‐arylazo‐3,5‐diaminopyrazoles provided the relative pyrazolo[1,5‐a]pyrimidines. The antimicrobial investigation was carried out for some of the newly synthesized compounds using agar well diffusion method.

中文翻译:

2-氰基-N'-(4-(2-氧代-2-苯基乙氧基)亚苄基)乙酰肼衍生物的合成,反应和抗菌活性

起始2-氰基-N ′-(4-(2-氧代-2-苯基乙氧基)-亚苄基)乙酰肼与不同芳族醛的Knvenagel缩合反应产生了可比的芳撑衍生物。否则,将2-氰基N '(4-(2-氧代-2-苯基乙氧基)-亚苄基)乙酰肼与羟基苯甲醛缩合,得到各自的色烯,后者经过酸水解得到氧代色烯类似物。此外,2-氰基-N '-(4-(2-氧代-2-苯基乙氧基)亚苄基)乙酰肼与istain的反应产生了相应的茚并[2,1- b ]呋喃衍生物,该衍生物被转化为其羰基-类似物通过酸水解。2-氰基氮的处理'(4-(2-氧代-2-苯基乙氧基)亚苄基)乙酰肼与α-卤代化合物产生了相关的噻唑。烯胺2-氰基-3-(二甲基氨基)N '-(4-(2-氧代-2-苯基乙氧基)亚苄基)丙烯酰肼与盐酸胍进行亲核取代反应,然后杂环化得到相对的氨基嘧啶。相反,与各种4-芳基偶氮-3,5-二氨基吡唑的反应提供了相对的吡唑并[1,5- a ]嘧啶。使用琼脂井扩散法对一些新合成的化合物进行了抗菌研究。
更新日期:2020-07-01
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