53104-41-9Relevant articles and documents
Synthesis of 4-methoxy-3,5-dinitrobenzaldehyde: A correction to supposed tele nucleophilic aromatic substitution
Monk, Keith A.,Siles, Rogelio,Pinney, Kevin G.,Garner, Charles M.
, p. 3759 - 3761 (2003)
1,3-Dinitro-5-trichloromethylbenzene (2) was reacted with sodium methoxide in an attempt to prepare 4-methoxy-3,5-dinitrobenzaldehyde (7) via a reported tele nucleophilic aromatic substitution. The product from this reaction was methyl 3,5-dinitrobenzoate (5) and not the methoxy aldehyde as had been reported. The desired product was prepared by conventional nitration methodology from 4-methoxy-3-nitrobenzaldehyde.
Tele nucleophilic aromatic substitutions in 1-nitro-3- and 1,3-dinitro- 5-trichloromethylbenzene, and 3-trichloromethylbenzonitrile. A new synthesis of the 1,4-benzothiazine-3(4H)-one ring system from 3 nitrobenzoic acid
Giannopoulos, Thomas,Ferguson, John R.,Wakefield, Basil J.,Varvounis, George
, p. 447 - 453 (2007/10/03)
3-Trichloromethylnitrobenzene 2, 1,3-dinitro-5-trichloromethylbenzene 13 and 3-trichloromethylbenzonitrile 18 react with sodium methoxide to give 4- methoxy-3-nitrobenzaldehyde 6, 4-methoxy-3,5-dinitrobenzaldehyde 15 and 5- dimethoxymethyl-2-methoxybenzonitrile 19, respectively. Compounds 2 and 13 react with methyl thioglycolate to afford dichloromethylacetates 7 and 16, respectively. These products are the result of tele nucleophilic aromatic substitution. Compound 18 reacted with methyl thioglycolate to give acetate 20 resulting from nucleophilic displacement of cyanide. Reductive cyclisation of 7 afforded benzothiazine 11. (C) 2000 Elsevier Science Ltd.