892875-81-9

Usage

Chemical class

nitro compounds

Functional groups

nitro group and oxide functionality

Common uses

building block for the synthesis of pharmaceuticals and agrochemicals

Applications

medicinal chemistry, drug development, agricultural industry (pesticides and herbicides)

Properties and reactivity

versatile and valuable in the field of chemistry

Upstream product

• 1084-44-2 N-(2,6-dinitrophenyl)glycine 
• 16242-36-7 N-(β-Dimethylamino-ethyl)-2,6-dinitroanilin 
• 16242-42-5 N-(2-hydroxyethyl)-2,6-dinitroaniline 
• 606-21-3 1-chloro-2,6-dinitrobenzene 
• 10141-70-5 N-<2,6-Dinitro-phenyl>-ethylendiamin 

Relevant academic research and scientific papers

Using experimental and computational approaches to probe an unusual carbon-carbon bond cleavage observed in the synthesis of benzimidazole: N -oxides

Experimental and computational studies have been performed in order to investigate an unusual carbon-carbon bond cleavage that occurs in the preparation of certain benzimidazole N-oxides from anilines. The key factor determining the outcome of the reactio

Preparation of benzimidazole N-oxides by a two-step continuous flow process

A continuous flow process for the synthesis of nitrobenzimidazole N-oxides from 2,6-dinitrochlorobenzene and amines or amino acids is reported. The process, performed in a two-step sequence, is faster than previously reported batch processes and avoids so

From N-(dinitrophenyl) amino acids to benzimidazole N-oxides. Synthesis, kinetics and mechanism

Several benzimidazole N-oxide derivatives were synthesized in very good yields by heating under reflux the corresponding N-(2,4- or 2,6-dinitrophenyl) amino acid derivative with NaOH in 60% 1,4-dioxane-H2O. The N-oxides obtained from glycine and α- and β-alanine derivatives lost the carboxylic group. The observed rate constant for the reaction of N-(2,4-dinitrophenyl) glycine (2a) in 10% 1,4-dioxane-H2O to give 5-nitro-1H-benzimidazole-3-oxide (4a) is first order on [NaOH]; the second-order rate constant is kN=1.7 × 10-3 M-1 S-1. The mechanism proposed includes the formation of an N-alkylidene 2-nitrosoaniline-type intermediate as the rate-determining step. Copyright