65976-65-0Relevant articles and documents
Nucleophilic Substitution Reaction of Aromatic Chlorides with Cyclic Tertiary Amines under High Pressure
Ibata, Toshikazu,Shang, Muhong,Demura, Tetsuo
, p. 359 - 362 (1994)
The reaction of p-chloronitrobenzene with N-methylpyrrolidine under high pressure gave demethylation product and ring opening products through quaternary ammonium chloride intermediate formed by the SNAr reaction.On the other hand, the reactions with N-methylpiperidine and N-methylmorpholine gave only demethylation products.The reactions of o-chloronitrobenzene and 2,4-dichloronitrobenzene with above amines gave similar results.
Reaction of Mono-, Di-, and Trichloronitrobenzenes with N-Methyl Substituted Cyclic Tertiary Amines under High Pressure
Ibata, Toshikazu,Shang, Muhong,Demura, Tetsuo
, p. 2717 - 2726 (2007/10/03)
The reactions of mono-, di-, and trichloronitrobenzenes with 1-methylpyrrolidine under high pressure gave products of demethylation and ring-opening through a quaternary pyrrolidinium chloride intermediate formed by the SNAr reaction.On the other hand, the reactions with 1-methylpiperidine and 4-methylmorpholine gave only demethylation products.The selectivities of the resctions of 1-methylpyrrolidine with these chloronitrobenzenes were found to be effected by the neighboring substituent to the pyrrolidinium group.