472998-97-3

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 367925-10-8 2-methyl-1-(2-methyl-propane-1-sulfonyl)-3,5-dinitro-benzene 
• 118-96-7 2,4,6-Trinitrotoluene 
• 367924-99-0 1-isobutylsulfanyl-2-methyl-3,5-dinitro-benzene 

Downstream Products

• 472999-07-8 1-methyl-2-para-methoxyphenyl-4-isobutylsulphonyl-6-nitro-7-aminoindole 
• 472999-05-6 1-methyl-2-para-methoxyphenyl-4-isobutylsulphonyl-6-nitroindole 
• 329059-94-1 2-(4-methoxy-phenyl)-4-(2-methyl-propane-1-sulfonyl)-6-nitro-1H-indole 
• 1026484-94-5 1-Azido-2-[(E)-2-(4-methoxy-phenyl)-vinyl]-3-(2-methyl-propane-1-sulfonyl)-5-nitro-benzene 

Relevant 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

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.