109899-66-3Relevant academic research and scientific papers
S NH Arylamination of 3-Nitropyridine: A Competitive Formation of 2-Arylamino-5-nitropyridines and 2-Arylamino-5-nitrosopyridines
Borovlev, Ivan V.,Demidov, Oleg P.,Amangasieva, Gulminat A.,Avakyan, Elena K.,Borovleva, Anastasia A.,Pobedinskaya, Diana Yu.
, p. 3520 - 3530 (2018/06/26)
Arylamination of 3-nitropyridine via the nucleophilic substitution of hydrogen leads to a mixture of 2-arylamino-5-nitropyridines and novel 2-arylamino-5-nitrosopyridines, with the latter as the major product. The proposed mechanism includes the formation of σ H -adducts and their further aromatization proceeding either through an oxidative pathway or intramolecular Red/Ox pathway of the S NH reaction. Moreover, we have shown that nitroso compounds can be selectively oxidized with m -chloroperbenzoic acid to give the corresponding nitro derivatives or their N -oxides, depending on the reaction temperature and the amount of oxidant.
Kinetics and reactivity of substituted anilines with 2-chloro-5-nitropyridine in dimethyl sulfoxide and dimethyl formamide
El-Bardan, Ali A.,El-Subruiti, Gehan M.,El-Hegazy, Fatma El-Zahraa M.,Hamed, Ezzat A.
, p. 645 - 650 (2007/10/03)
The kinetics of the reaction of substituted anilines with 2-chloro-5-nitropyridine were studied in dimethyl sulfoxide (DMSO) and dimethyl formamide (DMF) at different amine concentrations and temperatures in the range 45-60°C. In both solvents the reaction was not a base-catalyzed one. A plot of ΔH# versus ΔS# for the reaction in DMSO and DMF gave good straight lines with isokinetic temperatures 128°C and 105°C, respectively. Good linear relationships were obtained from the plots of log k1 against σ° values at all temperatures with negative ρ values (- 1.63 to - 1.28 in DMSO) and (- 1.26 to -0.90 in DMF).
