321596-17-2Relevant articles and documents
Regioselective replacement of nitro groups in 2,4,6-trinitrotoluene under the action of alkanethiols. Synthesis of ortho-(alkylthio)-substituted nitrotoluenes and their oxidation to sulfoxides and sulfones
Serushkina,Dutov,Shevelev
, p. 261 - 264 (2007/10/03)
The reactions of 2,4,6-trinitrotoluene with alkanethiols in the presence of K2CO3 (the molar ratio of the reactants is 1 : 1 : 1) in dipolar aprotic solvents result in selective replacement of the ortho-nitro group to form 2-alkylthio-4,6-dinitrotoluenes, which can be oxidized to the corresponding sulfoxides or sulfones. The second ortho-nitro group can be replaced under the action of one more equivalent of alkanethiol on sulfides as exemplified in PhCH2SH.
