Catalytic hydrogenation is a method that can reduce compounds by a simple experimental procedure. 10% Pd/C (2.50 g, 23.5 mmol) was added under a N2 atmosphere to a chilled (ice bath) solution of the SM (15.0 g, 67.5 mmol) in MeOH (400 mL). The vessel was chilled (ice bath) and additional 10% Pd/C (2.50 g, 23.5 mmol) was added. The use of iron (Fe) under acidic conditions (ex. Na2S generally does not reduce aliphatic nitro groups. The mixture was allowed to warm to RT and stir for 6 h under H2. One drawback of H2 + Pd/C is its ability to react with a wide variety of other functionalities on a substrate. [1][2], Catalytic hydrogenation with Raney nickel effectively reduces nitro groups. [12.1 g, 93%], [Patent Reference: WO2011014535, page 40, (17.3 MB)], The SM (3.31 g, 15.9 mmol) was dissolved in EtOAc (125 mL) and EtOH (125 mL) and passed through the H-Cube at 1 mL/min equipped with a 10% Pd/C catcart (Thales Nano) at full H2 and temperature set at 50 C. The mixture was concentrated in vacuo and the solid dried overnight in a vac oven at 50 C to provide the product. [2.30 g, 86%], [Patent Reference: WO2016012477, page 153, (8.1 MB)]. Raney nickel is often used in place of Pd/C for substrates where dehalogenation of aromatic halides (I, Br, and Cl) is a concern.[3]. Catalytic hydrogenation with palladium on carbon is often the method of choice for nitro reductions. One drawback of H2 + Pd/C is its ability to react with a wide variety of other functionalities on a substrate. Nitro groups can be converted into amino groups by treatment with reducing agents such as palladium on carbon with hydrogen (Pd/C, H2), zinc (Zn) metal with acid, or tin (Sn) with acid. Nitro groups can be converted into amino groups by treatment with reducing agents such as palladium on carbon with hydrogen (Pd/C, H 2), zinc (Zn) metal with acid, or tin (Sn) with acid. Reduction of nitro group Explained: Many desired substituted benzenes have amino functions and they are more difficult to obtain directly from benzene. The reaction map is intended to provide insight into possible reactions one step before and after the title reaction. AcOH) provides a mild method for reducing nitro groups to amines in the presence of other reducible groups. The use of tin(II) chloride (SnCl2) provides a mild method for reducing nitro groups to amines in the presence of other reducible groups. ... but the reaction I'm working with is just an aryl nitro under hydrogen gas with the Pd catalyst. Both aromatic and aliphatic nitro groups are reduced to amines. The combined filtrates were concentrated in vacuo and the residue was dried under high vac overnight to provide the product as a blackish/grey solid. And this is the great way to produce a benzene derivate, for example, in which two ortho, para directors emerge positioned meta to each other: ChemistryScore is an online resource created for anyone interested in learning chemistry online. But the nitro group (NO2) is easily reduced to the amino group (NH2) under a variety conditions. Therefore nitration is useful because the nitro group is easily introduced on a benzene ring. Click on the reaction arrow to visit the page. LiAlH4 is a common reagent for the reduction of nitroalkenes that have been formed using Henry reactions.[2][3]. [1][2] The flask was repeatedly evacuated and flushed with H2 gas. The vessel was purged with N2 and the crude reaction mixture was filtered through a short plug of celite. Catalytic hydrogenation is also known as catalytic reduction. 1) Caron, S.; Practical Synthetic Organic Chemistry, 2) Burke, S. D.; Danheiser, R. L.; Handbook of Reagents for Organic Synthesis, Oxidizing and Reducing Agents, 3) Smith, M. B.; March's Advanced Organic Chemistry, 7th Edition, 4) Hartman, W. W.; Silloway, H. L.; Org.

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