284497-05-8Relevant academic research and scientific papers
New synthesis of 2-benzimidazoleacetates and study of their Knoevenagel reaction
Yang, Peng Hui,Zhang, Qun Zheng,Yu, Hong Jiang
, p. 1403 - 1409 (2012)
To obtain 2-benzimidazolyl acrylate 2, a new efficient synthesis of 2-benzimidazoleacetate, involving esterification of 2-benzimidazole acetic acid at low temperature as the crucial step, was developed. The generality and efficiency of the process was illustrated by the high-yield synthesis of methyl, ethyl, i-propyl, and n-butyl 2-benzimidazoleacetate. The Knoevenagel reaction of 2-benzimidazoleacetate with aromatic aldehydes was studied. It was found that only in the presence of a catalytic amount of morpholine could the Knoevenagel reaction proceed to give the expected 3-aryl-2-benzimidazolyl acrylate. A mechanism for the morpholinecatalyzed reaction is suggested. Springer Science+Business Media B.V. 2011.
The uses of ethyl 2-(1H-benzo[D]imidazol-2-yl)acetate to synthesis pyrazole, thiophene, pyridine and coumarin derivatives with antitumor activities
Mohareb, Rafat M.,Gamaan, Marwa S.
, p. 541 - 557 (2018/12/13)
In the present work, the ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate (3) was subjected to a series of heterocyclization reactions through its reaction with different chemical reagents. The resulting molecules were thiophene, pyrazole, coumarin derivatives incorporated benzo[d]imidazole moiety. All the synthesized compounds were determined by elemental analysis, 1H NMR, 13C NMR, and MS. The antitumor evaluations of the newly synthesized products toward the three cancer cell lines MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer), and SF-268 (CNS cancer) showed that compounds 5a, 9b, 9c, 17, 23b and 38 were of the highest potencies among the synthesized compounds.
A facile synthesis of [1,2,4]triazino[4,5-a]benzimidazoles, pyrazolo[5,1-c]triazines,triazolo[5,1-c]triazines and pyrido[1,2-a]benzimidazoles
Abdelhamid,Zohdi,Ziada
, p. 202 - 209 (2007/10/03)
Triazino[4,5-a]benzimidazoles 4 and 9 have been obtained by coupling of arenediazonium chlorides with ethyl (1-ethoxycarbonyl)benzimidazole-2-acetate. Pyrazolo[5,1-c]triazines 8a-c and triazolo[5,1-c]triazines 8d have been synthesized via coupling of diazotized heterocyclic amines with ethyl benzimidazole-2-acetate 1. Ethyl benzimidazole-2-acetate 1 reacts with 1,1-dicyano-2-substituted ethenes 13 and 1-cyano-1-ethoxycarbonyl-2-substituted ethenes 17 to give pyrido[1,2-a]benzimidazoles 14 and 23, respectively. Compound 14 can be converted to 16 by hydrogen peroxide. Structures of the newely synthesised compounds are confirmed on the basis of elemental analyses, spectral data and alternative methods whenever possible.
