122062-66-2Relevant articles and documents
Kinetics, Catalysis, and Mechanism of Isomerization of N-anilines into the Benzotriazol-2-yl Derivatives
Katritzky, Alan R.,Rachwal, Stanislaw,Rachwal, Bogumila,Frankenfeld, John W.
, p. 351 - 358 (2007/10/02)
The 1H NMR technique was applied for the measurement of the isomerization rates of N-ethyl-N-aniline (4) and 4-butyl-N-aniline (7) to the corresponding benzotriazol-2-yl isomers in dioxane-d8 at 35 deg C.The rate constants obtained for pure dioxane-d8 were 1.62 and 0.28 h-1 for 4 and 7, respectively.For both compounds, addition of acetic acid to the dioxane solutions accelerated the isomerizations whereas addition of triethylamine retarded it strongly.Addition of water slowed the isomerization of 4 but accelerated that of 7: the different effects operating in the two cases are discussed and rationalized.