42467-41-4

Upstream product

• 612-25-9 2-Nitrobenzyl alcohol 
• 29872-21-7 o-nitrobenzyl iodide 
• 62673-13-6 o-Nitrobenzyloxytrimethylsilane 
• 552-89-6 2-nitro-benzaldehyde 
• 612-23-7 2-nitrobenzyl chloride 

Downstream Products

• 74808-62-1 (Z)-11,13-dihydrodibenzo[c,g][1,5,6]oxadiazonine 5,6-dioxide 
• 74808-61-0 2,2'-oxybis(methylene)dianiline 

Relevant academic research and scientific papers

Application of Yttrium Iron Garnet as a Powerful and Recyclable Nanocatalyst for One-Pot Synthesis of Pyrano[2,3-c]pyrazole Derivatives under Solvent-Free Conditions

The application of yttrium iron garnet (YIG) superparamagnetic nanoparticles as a new recyclable and highly efficient heterogeneous magnetic catalyst for one-pot synthesis of pyrano[2,3-c]pyrazole derivatives under solvent-free conditions, as well as etherification and esterification reactions are described. The advantages of the proposed method include the lack of organic solvents, clean reaction, rapid removal of the catalyst, short reaction times, excellent yields, and recyclability of the catalyst.

Synthesis of ethers from carbonyl compounds by reductive etherification catalyzed by iron(III) and silyl chloride

A simple iron- and silyl chloride catalyzed method for the preparation of symmetrical and nonsymmetrical ethers is presented. Various aldehydes and ketones were reductively etherified by using triethylsilane as a reducing agent in the presence of 2 mol% of iron(III) oxo acetate and 8 mol% of chloro(trimethyl)silane. The reactions can be carried out at ambient temperatures and pressures with ethyl acetate as the solvent.

Triflic acid catalyzed reductive coupling reactions of carbonyl compounds with O-, S-, and N-nucleophiles

Highly efficient metal-free reductive coupling reactions of aldehydes and ketones with a range of nucleophiles in the presence of triflic acid (1-5 mol %) as the catalyst are presented. The reactions can be performed at ambient temperature without exclusion of moisture or air. A range of symmetrical and unsymmetrical ethers were obtained by this method in high yields and short reaction times. For the first time, the influence of additional functionalization has been studied. Furthermore, the formation of thioethers from ketones (by addition of unmodified thiols) and of sulfonamides from either aldehydes or ketones has been achieved under catalytic conditions.

Silica chloride and boron sulfonic acid as solid acid catalysts in preparation of ethers and esters under solvent-free condition

Boron sulfonic acid was easily prepared from the reaction of boric acid and chlorosulfonic acid under solvent free condition. The prepared solid acid was supported on silica gel by simple grinding and used as efficient solid acid catalyst in the preparation of ethers from the aliphatic and aromatic alcohols. The ethers were prepared in high isolated yields and in lesser times. Silica chloride was prepared by refluxing of silica gel in thionyl chloride. The obtained solid acid was efficiently used for the conditions of alcohols to the corresponding ethers and acetyl esters in less reaction time and in high isolated yields.

Synthesis and spectroscopic characterization study of some cyclic-azodioxides

New compounds of cyclic-azodioxides have been prepared by oxidation of the corresponding diamines with sodium tungstate and hydrogen peroxide in a mixed ethanol/water solvent. Spectroscopic techniques, including IR, UV, 1H NMR, and 13C NMR, and CHN analysis were used to identify the products. In solution, the azodioxides were found to be in equilibrium with the corresponding dinitroso compounds. The IR values of the synthesised compounds are in agreement with the theoretical IR spectra. The Japan Institute of Heterocyclic Chemistry.

High-efficiency conversion of trimethylsilyl ethers to their corresponding ethers using carbon-based solid acid as a new catalyst in heterogeneous mixtures

Carbon-based solid acid was used as a new catalyst for conversion of trimethylsilyl ethers to their corresponding ethers in heterogeneous mixtures. The experiments were done moderately at room temperature, and high yields in suitable times were obtained under these conditions. Copyright Taylor & Francis Group, LLC.

Silica Sulfuric Acid: An Efficient Catalyst for the Direct Conversion of Primary and Secondary Trimethylsilyl Ethers to their Corresponding Ethers under Mild and Heterogeneous Conditions

Primary and secondary trimethylsilyl ethers were converted to their corresponding ethers in the presence silica sulfuric acid with good to excellent yields under mild and heterogeneous conditions.

The use of Nafion-H as an efficient catalyst for the direct conversion of primary and secondary trimethylsilyl ethers to their corresponding ethers under mild and heterogeneous conditions

Primary and secondary trimethylsilyl ethers were converted to their corresponding ethers in the presence Nafion-H with good to excellent yields under mild and heterogeneous conditions.

Oxidizing Action of Complex of N,N-Dimethylbenzylamine Oxide with SbCl5

A 1:1 complex of N,N-dimethylbenzylamine oxide-SbCl5 (1) was prepared in carbon tetrachloride quantitatively.Complex 1 was found to be a better reagent for oxidation of benzoin, furoin, benzyl alchols and pinacols than the complexes pyridine N-oxide-SbCl5 and trimethylamine oxide-SbCl5.The reaction path in oxidation of benzhydrol with 1 is described.

Cyclic Azo Dioxides. Synthesis and Properties of Bis(o-nitrosobenzyl) Derivatives

Several cyclic azo dioxides have been prepared by oxidation of the corresponding diamines with sodium tungstate-hydrogen peroxide in ethanol-water: 4 (related to o,o'-dinitrosobibenzyl), 8 (related to bis(o-nitrosobenzyl)ether), 14 (related to bis(o-nitrosobenzyl)amine), 13 (the trifluoroacetate salt of 14), 12a and 12b (the N-carbomethoxy and N-carbo-tert-butoxy derivatives of 14).In solution the azo dioxides are in equilibrium (Ke) with the corresponding dinitroso forms: Ke increases with decreasing polarity of solvent and with increasing temperature.For azo dioxide 4 in dioxane at 25 deg C Ke = 0.18, Δ H0 = 7.09 +/- 0.47 kcal mol-1, and Δ S0 = 20.4 cal mol-1 deg-1.The azo dioxides decompose at elevated temperatures (>100 deg C); azo dioxide 14 is converted to 2-(o-nitrosobenzyl)indazole (15) in refluxing methylene chloride.