472998-93-9Relevant academic research and scientific papers
Interaction of 2,4,6-trinitrotoluene and its analogues with aldehydes. Synthesis of benzoannelated heterocycles from the products of condensation
Rozhkov, Vladimir V.,Kuvshinov, Alexander M.,Shevelev, Svyatoslav A.
, p. 1465 - 1474 (2007/10/03)
2,4,6-Trinitrotoluene (TNT) and its sulfonyl analogue 2-isobutylsulphonyl-4,6-dinittrotoluene undergo smooth condensation with chloral and fluoral to give 2-R-4,6-dinittrophenyl-1-(trihalomethyl)ethanols which easily cyclize to give 4-R-6-nitro-2-trihalomethyl-2,3-dihydrobenzo[b]furans (R=NO2, i-Bu; halogen=F or CI) in the presence of K2CO3. 2-R′-sulphonyl-4,6-dinitrotoluenes, prepared from TNT, condense with aromatic aldehydes to form 1-(2-R′-sulphonyl-4,6-dinitro)-2-arylethenes in which the ortho-nitro group, upon interaction with NaN3 was selectively substituted by the azido group. Thermolysis of the obtained azides gave 2-aryl-4-R′-sulphonyl-6-nitroindoles (R′=Ph, i-Bu, PhCH2). Such N-methylated indole (R′=i-Bu) was regioselectively aminated.
Nitro group substitution in 2,4,6-trinitrotoluene under the action of arenethiols and transformations of the reaction products
Serushkina,Dutov,Solkan,Shevelev
, p. 2406 - 2410 (2007/10/03)
The reactions of 2,4,6-trinitrotoluene with arenethiols in the presence of inorganic bases in dipolar aprotic solvents led to the replacement exclusively of the ortho-nitro group to form 2-arylthio-4,6-dinitrotoluenes. Substitution, oxidation, and reducti
