13029-07-7Relevant 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.
SNAr, SN2, and Aromatic Addition Processes in the Reactions of Picryl Ethers with Nitrogen and Carbon Bases
Strauss, Michael,Torres, Ruben
, p. 756 - 760 (2007/10/02)
The reactions of methyl, cyclohexyl, and phenyl picryl ethers with diethyl- and triethylamine in chloroform, acetone, and 1,3-dicarbomethoxyacetone have been studied.A number of different processes were observed, depending on substrate structure.Both amine nitrogen and enolate carbon act as nucleophiles in these reactions.With unhindered picryl ethers like 2,4,6-trinitroanisole, dealkylation often occurs via SN2 attack on the methyl group.With more hindered picryl ethers, addition to the ring is more common, resulting in covalent ? complexes, substituted picramides, or bicyclo nitropropenenitronates.In this paper, structural features that influence reaction path are discussed.
