619-80-7Relevant academic research and scientific papers
Effect of cocatalysts on the reaction of 4-nitrobenzoic acid with ammonia catalyzed by boric acid
Shteinberg
, p. 1282 - 1285 (2006)
The effect of cocatalysts on the reaction of 4-nitrobenzoic acid with ammonia catalyzed by boric acid was studied.
Catalysis of the reaction between 4-nitrobenzoic acid and ammonia by boric acid + polyehylene glycol-400
Shteinberg
, p. 1715 - 1717 (2005)
Solvent effect on the synthesis of 4-nitrobenzamide by the reaction of 4-nitrobenzoic acid with ammonia in the presence of the catalytic system constituted by boric acid and polyethylene glycol-400 was studied.
A study of the kinetics and mechanism of amidation of 4-nitrobenzoic acid with ammonia, catalyzed by boric acid in the presence of polyethylene glycol PEG-400
Shteinberg
, p. 815 - 819 (2011)
Kinetics of the reaction of 4-nitrobenzoic acid with ammonia, catalyzed by the system constituted by boric acid and PEG-400 poly(ethylene glycol), was studied. A catalysis mechanism was suggested, which consists in original synthesis of incomplete polyethylene glycol borate esters, formation on their basis of 4-nitrobenzoic acid borate esters, and their further amidation with ammonia.
New synthesis of 4-nintrobenzamide
Shteinberg
, p. 972 - 974 (2003)
The reaction of 4-nitrobenzoic acid with ammonia in the presence of various catalysts was studied. Tetrabutoxytitanium and boric acid with addition of PEG-400 favor formation of 4-nitrobenzamide in a high yield. The amidation occurs in the temperature range from 160 to 185°C in trichlorobenzene and in a mixture of trichlorobenzene with o-xylene. Neither PEG-400 nor the above catalysts in the absence of PEG-400 do not catalyze the reaction.
Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes
Chen, Xuenian,Kang, Jia-Xin,Ma, Yan-Na,Miao, Yu-Qi
supporting information, p. 3595 - 3599 (2021/06/06)
Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of several pharmaceutical molecules.
Manganese-Pincer-Catalyzed Nitrile Hydration, α-Deuteration, and α-Deuterated Amide Formation via Metal Ligand Cooperation
Ben-David, Yehoshoa,Diskin-Posner, Yael,Kar, Sayan,Milstein, David,Zhou, Quan-Quan,Zou, You-Quan
, p. 10239 - 10245 (2021/08/24)
A simple and efficient system for the hydration and α-deuteration of nitriles to form amides, α-deuterated nitriles, and α-deuterated amides catalyzed by a single pincer complex of the earth-abundant manganese capable of metal-ligand cooperation is reported. The reaction is selective and tolerates a wide range of functional groups, giving the corresponding amides in moderate to good yields. Changing the solvent from tert-butanol to toluene and using D2O results in formation of α-deuterated nitriles in high selectivity. Moreover, α-deuterated amides can be obtained in one step directly from nitriles and D2O in THF. Preliminary mechanistic studies suggest the transformations contributing toward activation of the nitriles via a metal-ligand cooperative pathway, generating the manganese ketimido and enamido pincer complexes as the key intermediates for further transformations.
Ru(ii)- And Ru(iv)-dmso complexes catalyze efficient and selective aqueous-phase nitrile hydration reactions under mild conditions
Dubey, Santosh Kumar,Kaur, Gurmeet,Rath, Nigam P.,Trivedi, Manoj
, p. 17339 - 17346 (2021/10/08)
New water-soluble ruthenium(ii)- and ruthenium(iv)-dmso complexes [RuCl2(dmso)2(NH3)(CH3CN)] (1), [RuCl2(dmso)3(CH3CN)] (2), and [RuCl2(dmso)3(NH3)]·PF6·Cl (3) have been synthesized and characterized using elemental analyses, IR, 1H and 31P NMR, and electronic absorption spectroscopy. The molecular structures of complexes 1-3 were determined crystallographically. The reactivity of complexes 1-3 has been tested for aqueous-phase nitrile hydration at 60 °C in air, and good efficiency and selectivity are shown for the corresponding amide derivatives. Best performance is achieved with complex 3. Amide conversions of 56-99% were obtained with a variety of aromatic, alkyl, and vinyl nitriles. The reaction tolerated hydroxyl, nitro, bromo, formyl, pyridyl, benzyl, alkyl, and olefinic functional groups. Amides were isolated by simple decantation from the aqueous-phase catalyst. A catalyst loading down to 0.0001 mol% was examined and turnover numbers as high as 990?000 were observed. The catalyst was stable for weeks in solution and could be reused more than seven times without significant loss in catalytic activity. The gram-scale reaction was also performed to produce the desired product in high yields. This journal is
Activated Mont K10-Carbon supported Fe2O3: A versatile catalyst for hydration of nitriles to amides and reduction of nitro compounds to amines in aqueous media
Rahman, Taskia,Borah, Geetika,Gogoi, Pradip K
, (2021/03/14)
The iron oxide was successfully supported on activated clay/carbon through an experimentally viable protocol for both hydrations of nitrile to amide and reduction of nitro compounds to amines. The as-prepared catalyst has been extensively characterised by XPS, SEM-EDX, TEM, TGA, BET surface area measurements and powdered X-ray diffraction (PXRD). A wide variety of substrates could be converted to the desired products with good to excellent yields by using water as a green solvent for both the reactions. The catalyst was recyclable and reusable up to six consecutive cycles without compromising its catalytic proficiency. Graphical abstract: Activated Mont K10 carbon-supported Fe2O3 is a very efficient and versatile heterogeneous catalytic system for hydration of nitriles to amides and reduction of nitro compounds to amines and can be reused up to six consecutive cycles without significant loss in catalytic activity.[Figure not available: see fulltext.].
Nano-construction of CuO nanorods decorated with g-C3N4 nanosheets (CuO/g-C3N4-NS) as a superb colloidal nanocatalyst for liquid phase C[sbnd]H conversion of aldehydes to amides
Mohammadi, Robabeh,Gholipour, Behnam,Alamgholiloo, Hassan,Rostamnia, Sadegh,Mohtasham, Hamed,Zonouzi, Afsaneh,Ramakrishna, Seeram,Shokouhimehr, Mohammadreza
, (2021/04/27)
Herein, we describe an intelligent strategy to fabricate nanosheets of graphitic carbon nitride (g-C3N4) decorated with nanorods copper oxide (CuO NRs). Then, the catalytic activity of CuONRs/g-C3N4-NS was developed for the synthesis of primary amides in water. The morphology of CuO and its synergetics effect with nanosheets g-C3N4 a major role in the yield of products. Furthermore, hydroxylamine hydrochloride (NH2OH·HCl) due to availability and affordability was used as a suitable substitute for ammonia source. The findings demonstrate that this layer nanostructure is a superb catalyst for converting various derivatives of aldehyde to their corresponding amides. The current protocol can be useful criterion in the synthesis and stabilization of metal oxides and provides new insight in organic transformation.
Half-Sandwich Iridium Complexes Based on β-Ketoamino Ligands: Preparation, Structure, and Catalytic Activity in Amide Synthesis
Wang, Yang,Guo, Wen,Guan, Ai-Lin,Liu, Shuang,Yao, Zi-Jian
, p. 11514 - 11520 (2021/07/31)
A series of β-ketoamino-based N,O-chelate half-sandwich iridium complexes with the general formula [Cp*IrClL] have been prepared in good yields. These air-insensitive iridium complexes showed desirable catalytic activity in an amide preparation under mild conditions. A number of amides with diverse substituted groups were furnished in a one-pot reaction with good-to-excellent yields through an amidation reaction of NH2OH·HCl with aldehydes in the presence of these iridium(III) precursors. The excellent catalytic activity, mild reaction conditions, and broad substrate scope gave this type of iridium catalyst potential for use in industry. All of the obtained iridium complexes were well characterized by different spectroscopy techniques. The exact molecular structure of complex 3 has been confirmed by single-crystal X-ray analysis.
