Heterocyclic Compounds Containing Nitro Groups

A little freshly prepared ferrous sulfate is added to the filtrate and the latter hoiled for 1 min. It is acidified with dilute hydrochloric acid, and 1-2 drops of ferric chloride solution added. A deep hlue coloration or precipitate (Prussian hlue) indicates nitrogen (if very little nitrogen is present, a green-blue color is formed initially). This test sometimes fails with substances containing nitro-groups and with nitrogen-containing heterocyclic compounds. 

A variety of natural products and pharmaceutical agents contain a tetrahydroquinoline moiety [31]. Recently, a simple and general access to these heterocycles by a so-far unknown domino reaction of aromatic nitro compounds 7-65 and 2,3-dihydrofuran mediated by indium in water has been described by Li and coworkers (Scheme 7.19) [32]. It is assumed that the process is initiated by reduction of the nitro group in 7-65 to give the aniline 7-66 on treatment with indium in... 

The present monograph is devoted to the chemistry of a fascinating class of heterocyclic compounds, that of nitroazoles. The presence of the nitro group in the heterocyclic ring containing two or more hetero atoms points to a unique character of this cycle. 

Nitramines are a class of compounds in which the nitro groups are attached to the nitrogen components of the heterocyclic ring. The nitramine explosives of environmental interest are octahydro-l,3,5,7-tetranitro-l,3,5,7-tetrazocine (HMX) and hexa-hydro-l,3,5-trinitro-l,3,5-traiazine (RDX). The cyclic nitramines RDX and HMX are widely used as military explosives in applications that utilize their great explosive power (1.5 to 2 times that of TNT) and rapid detonating velocity (on the order of 1.3 times that of TNT). Most weapon grades of RDX contain 6%-10% HMX as an impurity [36],... 

Palladium complexes with an heterocyclic N-containing ligand have been used in the carbonylation of aromatic nitro compounds with cocatalysts such as cyclopentadienyl halides or oxyhalides of transition metals belonging to group V e.g. CP2VCI) [168], a cyclopentadienyl halide or oxyhalide together with phosphorus oxytrichloride [169], or a 1,3-diketone derivative of vanadium [170], even also in the presenee of phosphorus oxychloride [171]. 

The antischistosome activity of nitrofuran compounds was further investigated. Comparison of 3-(5-nitro-2-furyl)-substituted derivatives of propionic, acrylic and propiolic acids showed that a vinyl group is necessary for activity.1 5 in derivatives of 3-(5-nitro-2-furyl) acrylic acid, the 5-nitro group was required for activity.12 In a group of (5-nitro-2-furyl)-vinyl heterocycles containing a weakly basic N in a specific position, both the vinyl group and the N were essential for antischistosome activity.1 ... 

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