10223-72-0Relevant academic research and scientific papers
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
A simple synthesis of benzimidazole N-oxides from 2-nitroaniline derivatives - Scope and limitations
Bujan, Elba I.,Salum, Maria Laura
, p. 1322 - 1327 (2007/10/03)
Several benzimidazole N-oxide derivatives were synthesized in very good yield by heating at reflux the corresponding N-alkyl-2-nitroaniline derivative with NaOH in 60% 1,4-dioxane-water. The effect of substituents on the aromatic ring and amino group on t
Electrochemical synthesis of nitroanilines
Gallardo, Iluminada,Guirado, Gonzalo,Marquet, Jordi
, p. 251 - 259 (2007/10/03)
Alkylamines and amides are readily prepared by nucleophilic aromatic substitution of hydrogen in nitroarenes by electrochemical oxidation. Useful yields (15-85%) are achieved in a simple direct and regioselective amination process. The synthetic method has been examined in the absence and presence of external bases, used to promote the first step of the nucleophilic aromatic substitution reaction, i.e. the nucleophilic attack. In both cases, good results were obtained. The unreacted starting material can easily be recovered at the end of the electrochemical oxidation process. This new method represents an environmentally favourable route to amino- and amido-substituted nitroaromatic compounds.
Kinetic Studies of the Reactions of Some Phenyl Aryl Sulfides with Aliphatic Amines in Dimethyl Sulfoxide: the Mechanism of Base Catalysis
Chamberlin, Rachel A.,Crampton, Michael R.
, p. 425 - 432 (2007/10/02)
The reaction of n-butylamine, pyrrolidine and piperidine with 4'-R-phenyl 2,4,6-trinitrophenyl sulfides (R = H, Me, Br, NO2), 4a-d, result in the rapid formation of ?-adducts by attack at the unsubstituted 3-position; rate and equilibrium data are reported and substituent effects examined. Attack by amine at the 1-position of of 4a-d, phenyl 2,4-dinitronaphthyl sulfide 9, and phenyl 2,6-dinitro-4-trifluoromethyl sulfide 11, results in displacement of the phenylthio group.The substitutions by butylamine show a first order dependence on the amine concentration indicating that nucleophilic attack is rate determining.However the substitutions by pyrrolidine are subject to general base catalysis and it is argued that here the rate limiting step is deprotonation of the initially formed zwitterionic intermediate.
