5042-55-7

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 19, p. 426, 1976 DOI: 10.1021/jm00225a019

InChI:InChI=1/C6H7N3O2/c7-4-1-5(8)3-6(2-4)9(10)11/h1-3H,7-8H2

Upstream product

• 99-35-4 1,3,5-trinitrobenzene 
• 618-87-1 3, 5-dinitroaniline 
• 99-34-3 3,5-dinitrobenzoic acid 

Downstream Products

• 41148-68-9 5-nitro-phenanthroline 
• 116193-75-0 3,5-bis<2-(2-propyl)-1,3-dioxane-5-carboxamido>nitrobenzene 
• 130437-03-5 (S)-2,2-Dimethyl-[1,3]dioxolane-4-carboxylic acid (3-amino-5-nitro-phenyl)-amide 
• 130436-98-5 C₁₈H₂₃N₃O₈ 
• 65828-92-4 3-methanesuldonamido-5-nitromethanesulfonanilide 
• 130436-99-6 C₁₈H₂₃N₃O₈ 
• 65797-46-8 3,5-bis-propionamidonitrobenzene 
• 17178-95-9 N-(3-acetylamino-5-nitrophenyl)acetamide 
• 130548-53-7 (Z)-N,N'-<5-<<1-(5-acetyl-4-hydroxy-2,6-dioxo-2H-pyran-3(6H)-ylidene)ethyl>amino>-1,3-phenylene>bis<2(S),3-dihydroxypropanamide> 
• 130548-55-9 (Z)-N,N'-<5-<<1-(5-acetyl-4-hydroxy-2,6-dioxo-2H-pyran-3(6H)-ylidene)ethyl>amino>-1,3-phenylene>bis<2(R,S'),3-dihydroxypropanamide> 
• 130437-00-2 (S,S)-N,N'-(5-nitro-1,3-phenylene)bis(2,3-dihydroxypropanamide) 
• 130437-02-4 (S)-N-[3-Amino-5-((S)-2,3-dihydroxy-propionylamino)-phenyl]-2,3-dihydroxy-propionamide 
• 68981-31-7 (R)-N-[3-Amino-5-((S)-2,3-dihydroxy-propionylamino)-phenyl]-2,3-dihydroxy-propionamide 
• 130437-05-7 (Z)-N,N'-(5-{[1-(5-acetyl-4-hydroxy-2,6-dioxo-2H-pyran-3(6H)-ylidene)ethyl]amino}-1,3-phenylene)bis(2-hydroxyacetamide) 

Relevant academic research and scientific papers

Selective reduction of one, two, or three nitro groups in 1,3,5-trinitrobenzene with hydrazine hydrate

A method was developed for successive selective reduction of one, two, or three nitro groups in 1,3,5-trinitrobenzene with hydrazine hydrate in the presence of iron chloride and charcoal. This method provides an approach to the one-pot synthesis of 3,5-dinitroaniline, 1,3-diamino-5-nitrobenzene, or 1,3,5-triaminobenzene from 1,3,5-trinitrobenzene. Springer Science+Business Media, Inc. 2006.

Chemo- and regioselective reduction of nitroarenes, carbonyls and azo dyes over nickel-incorporated hexagonal mesoporous aluminophosphate molecular sieves

Nickel-incorporated hexagonal mesoporous aluminophosphate (NiHMA) molecular sieves were found to be highly efficient heterogeneous catalysts for the chemo- and regioselective reduction of nitroarenes and carbonyl compounds as well as the reductive cleavage of azo functions, including bulkier substrates, by the hydrogen transfer method.

Catalytic transfer hydrogenation of nitro and carbonyl compounds over novel Fe(III) substituted hexagonal mesoporous aluminophosphates

Catalytic transfer hydrogenation (CTH) of aromatic nitro and carbonyl compounds over novel Fe(III) substituted hexagonal mesoporous aluminophosphate (FeHMA) molecular sieve catalyst showed excellent regioselectivity/chemoselectivity as well as superior recycling capability. Furthermore, the reduction occurs without affecting other functional groups such as -CN, -CHO, -Cl,-CH3,-OCH3 and -NH2.

Regio- and chemoselective catalytic transfer hydrogenation of aromatic nitro and carbonyl as well as reductive cleavage of azo compounds over novel mesoporous NiMCM-41 molecular sieves

(equation presented) Regio-and chemoselective reduction of nitroarenes and carbonyl compounds and reductive cleavage of azo compounds, including bulkier molecules, was achieved by the catalytic transfer hydrogenation method (CTH) using a novel nickel-containing mesoporous silicate (NiMCM-41) molecular sieve catalyst. In addition, the catalyst was also found to behave as a truly heterogeneous catalyst as the yield was practically unaffected.

The Kinetics of the Reactions of Picryl Chloride with Some Substituted Anilines. Part 5.

Arrhenius parameters have been measured for the reactions of picryl chloride with the following substituted anilines in acetonitrile: 3-amino- and 3-methyl-aniline, 3-amino-5-nitroaniline, 3-fluoro-5-methylsulphonylaniline, 3-X-5-methylanilines (X=NO2, OMe, CH3, F, Cl, Br, or I) and 3,5-X2-anilines (X = F, Cl, Br, or I).A total of 33 3,5-disubstituted anilines have now been examined for the additivity of substituent effects on the free energy of activation, and it has been shown that with the exception of 3-amino-5-nitroaniline this hypothesis reproduces experimental rate constants within a factor of 2.A rationalization is proposed for the deviations that occur in some cases when more stringent criteria of additivity are used.

Substituted 2H-pyran-2,6(3H)-dione derivatives

Substituted 2H-pyran-2,6(3H)-dione derivatives useful in the treatment of allergic conditions are prepared by reaction of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one with an appropriate aniline.