%0 Journal Article
%T Preparation of Substituted Methyl o-Nitrophenyl Sulfides
%A Katerina Dudova
%A Frantisek Castek
%A Vladimir Machacek
%A Petr Simunek
%J Molecules
%D 2002
%I MDPI AG
%R 10.3390/70100007
%X The nucleophilic substitution of substituted o-nitrochlorobenzenes with substituted methanethiolates, catalysed with triethylamine or pyridine, has been used to prepare a series of appropriately substituted methyl-o-nitrophenylsulfides. The prepared compounds were identified by their 1H- and 13C-NMR spectra. The base catalysed ring closure of methyl 2-(methoxycarbonylmethylsulfanyl)-3,5-dinitrobenzenecarboxylate only results in an attack of carbanion on the ester group, not on a nitro group as with the other compounds prepared. The cyclisation product is methyl 3-hydroxy-5,7-dinitrobenzo[b]thiophene-2-carboxylate (11).
%K Nucleophilic aromatic substitution
%K sulfur nucleophiles
%K ring closure
%U http://www.mdpi.com/1420-3049/7/1/7