1940-27-8Relevant academic research and scientific papers
Synthesis of symmetrical dinitro-and diamino-substituted Troeger's base analogues
Sturala, Jiri,Cibulka, Radek
supporting information, p. 7066 - 7074 (2013/02/21)
This report describes a new synthetic approach to symmetrical diamino-substituted Troeger's base analogues, allowing the synthesis of 1,7-, and 4,10-diamino derivatives with no additional substituents and of 3,9-diamino derivative with methyl groups in the 1-, 4-, 7-and 10-positions. The synthesis uses regioselective nitration of dihalo-substituted-or tetrahalo-substituted Troeger's bases followed either by hydrogenation of the nitro functions accompanied by removal of halogen atoms or alternatively by chemoselective reduction of nitro groups to obtain the dihalo-diamino- substituted Troeger's base analogues. The 2,8-diamino derivatives, not accessible by this approach, can be prepared by Buchwald-Hartwig amination of the 2,8-dibromo-substituted Troeger's bases.
Solid state nuclear bromination with N-bromosuccinimide. Part 1. Experimental and theoretical studies on some substituted aniline, phenol and nitro aromatic compounds
Sarma, Jagarlapudi A.R.P.,Nagaraju, Akula
, p. 1113 - 1118 (2007/10/03)
Solid state bromination of a number of substituted phenol, aniline and nitro aromatic compounds with N-bromosuccinimide yields exclusively the nuclear brominated products. Reactivity in the solid state depends on the reaction time, temperature and nature of the substituent on the substrate. The reaction apparently proceeds by an electrophilic aromatic substitution pathway. Molecular orbital and reaction free energy calculations also support such a view. Thermal analysis and video microscopic observation reveal the nature of the solid state reaction. Crystallinity is required for the reactivity and product selectivity. Product yield decreases with loss of selectivity when the reaction is carried out in a melt or in solution. Unlike the topochemical solid state reactions wherein molecular packing is more important than the intrinsic reactivity, these reactions demonstrate the importance of both these factors.
Trihalo monoazo dyestuffs
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, (2008/06/13)
Monoazo dyes exhibiting excellent wash- and lightfastness and being essentially insensitive to acid having the formula SPC1 Wherein X, X1 and X2 are chlorine or bromine, and M is an alkali metal or hydrogen.
