67274-04-8Relevant 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
Politano, Fabrizio,Sandoval, Arturo León,Uranga, Jorge G.,Buján, Elba I.,Leadbeater, Nicholas E.
supporting information, p. 208 - 215 (2021/01/14)
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
Politano, Fabrizio,Buján, Elba I.,Leadbeater, Nicholas E.
, p. 952 - 957 (2017/09/30)
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
Kinetics of snar reactions of 1-phenoxy-nitrobenzenes with aliphatic amines in toluene: Ring substituent and solvent effects on reaction pathways
Isanbor, Chukwuemeka,Babatunde, Alice Ibitola
supporting information; experimental part, p. 1078 - 1085 (2010/07/13)
Rate constants are reported for the reactions of a series of 4-substituted-1-phenoxy-2,6-dinitrobenzenes 1 and 6-substituted-1-phenoxy-2,4- dinitrobenzenes 2 activated by CF3, COOCH3, CN, NO 2 groups or by ring-nitrogen wi
Effects of ortho- and para-ring activation on the kinetics of S NAr reactions of 1-chloro-2-nitro- and 1-phenoxy-2-nitrobenzenes with aliphatic amines in acetonitrile
Crampton, Michael R.,Emokpae, Thomas A.,Isanbor, Chukwuemeka,Batsanov, Andrei S.,Howard, Judith A. K.,Mondal, Raju
, p. 1222 - 1230 (2007/10/03)
Rate constants are reported for reaction of 4-substituted 1-chloro-2,6-dinitrobenzenes 1, 6-substituted 1-chloro-2,4-dinitrobenzenes 2, and some of the corresponding 1-phenoxy derivatives, 3 and 4, with n-butylamine, pyrrolidine and pi-peridine in acetoni
The Effect of ortho Substituents on the Mechanism of Aromatic Nucleophilic Substitution Reactions in Dipolar Aprotic Solvents
Emokpae, Thomas A.,Uwakwe, Patrick U.,Hirst, Jack
, p. 125 - 132 (2007/10/02)
The reactions of 2,6-dinitrophenyl phenyl ether and of 6-methyl-2,4-dinitrophenyl phenyl ether with piperidine, morpholine, butylamine and benzylamine are base catalysed in both dimethyl sulfoxide and acetonitrile.The reaction of 2-phenoxy-3,5-dinitropyridine with aniline is base catalysed in acetonitrile, but not in dimethyl sulfoxide, and its reactions with piperidine, morpholine, butylamine and benzylamine in acetonitrile are also base catalysed.The results are discussed in terms of the prevailing theories of aromatic nucleophilic substitution reactions.Increasein activation of the substrate increases the k2/k-1 and k3/k-1 ratios.For ortho substituents, steric/stereoelectronic effects in the transition state reduce both k-1, the rate constant for the decomposition of the zwitterionic intermediate to reactants, and k2 and k3, the rate constants for its decomposition to products.When the substrate has two ortho groups the different behaviour of primary and secondary amines found with substrates containing only one ortho-nitro group is not observed.
The Mechanisms of Nucleophilic Substitution Reactions of Aromatic Ethers with Amines in Benzene
Emokpae, Thomas A.,Uwakwe, Patrick U.,Hirst, Jack
, p. 509 - 514 (2007/10/02)
The variation of the second-order rate constants with nucleophile concentration has been determined for the following reactions of some aromatic ethers with primary and secondary amines in benzene: 6-methyl-2,4-dinitrophenyl- and 2,6-dinitrophenyl phenyl
