Microwave-assisted synthesis of Benzimidazole derivatives through nitro reductive cyclization and their biological study was written by Manju, N.;Kalluraya, Balakrishna;Asma;Kumar, Madan S.. And the article was included in Indian Journal of Heterocyclic Chemistry in 2018.Formula: C9H8ClNO4 This article mentions the following:
A simple, effective and eco-friendly method was developed for the synthesis of 1,2-disubstituted benzimidazole derivatives I [R = Me, n-Pr, n-Bu; Ar = 4-HC≡CCH2OC6H4, pyren-1-yl, 5-Cl-3-Me-1-phenyl-pyrazol-4-yl, etc.] via one-pot nitro reductive cyclization of Et 4-(alkylamino)-3-nitro-benzoates with aryl aldehydes using sodium dithionite reagent under microwave irradiation The newly synthesized compounds I were characterized by LC-MS, Fourier transform IR, 1H-NMR, 13C-NMR, CHN anal. and also by X-ray diffraction method. The antioxidant activity studies indicated that compounds I [R = n-Pr, Ar = 5-oxido-3-(p-tolyl)oxadiazol-3-ium-4-yl; R = n-Bu, Ar = 5-oxido-3-(p-tolyl)oxadiazol-3-ium-4-yl; R = n-Bu, Ar = 2-chloro-3-quinolyl] having IC50 values of 1.95, 1.27 and 4.08 were very potent against nitric oxide free radicals. Compound I [R = n-Bu, Ar = 2-chloro-3-quinolyl] exhibited comparable 2,2-diphenyl-1-picrylhydrazyl radical inhibition (76.57) with that of standard employed. The antimicrobial activity results indicated that compounds I [R = n-Bu, Ar = 5-oxido-3-(p-tolyl)oxadiazol-3-ium-4-yl; R = n-Pr, Ar = 4-HC≡CCH2OC6H4; R = n-Bu, Ar = 5-Cl-3-Me-1-phenyl-pyrazol-4-yl] were moderately active against bacterial strains and rest of the compounds were moderately active against fungal strains. In the experiment, the researchers used many compounds, for example, Ethyl 4-chloro-3-nitrobenzoate (cas: 16588-16-2Formula: C9H8ClNO4).
Ethyl 4-chloro-3-nitrobenzoate (cas: 16588-16-2) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Formula: C9H8ClNO4
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics