5915-92-4Relevant academic research and scientific papers
Aromatic nucleophilic substitution reactions of 1-dialkylamino-substituted activated benzenes with various amines in dimethyl sulfoxide
Sekiguchi, Shizen,Ishikura, Hiromi,Hirosawa, Yukitoshi,Ono, Nobuyuki
, p. 5567 - 5578 (2007/10/02)
In the reactions of 1-dlalkylamino-2,4,6-trinitro- and 1-dialkylamlno-2, 4-dinitrobenzenes with various amines in dimethyl sulfoxide, 1-dialkylamino group is easily replaced with primary n-alkylamines at room temperature, and in a low yield with pyrrolidine only among secondary amines.
1H NMR Studies of Proton Transfer and ?-Complex Formation in the Reactions of N-Substituted Picramides with Oxygen and Nitrogen Bases
Crampton, Michael R.,Gibson, Brenda,Metthews, Raymond S.
, p. 455 - 459 (2007/10/02)
1H NMR measurements of N-substituted picramides in dimethyl sulphoxide-methanol containing sodium methoxide show that the two major modes of 1:1 interaction involve transfer of an amino proton to give the conjugate base or methoxide attack at the 3-position to give a ?-adduct.The proportion of parent reacting by the latter pathway increases as the proportion of methanol in the solvent increases.Some comparative measurements in isopropanol-dimethyl sulphoxide show that relative to methoxide the isopropoxide ion has a greater propensity abstraction than for base addition.Reaction of the substrates with amide ions derived from piperidine or from benzylamine gives ?-complexes by attack at unsubstituted ring positions.In the benzylamide adducts spin coupling is observed between the amino proton and the adjacent ring and methylene protons.
