2447-79-2Relevant academic research and scientific papers
Half-sandwich Ruthenium(II) Schiff base complexes: Synthesis, characterization and effective catalysts for one-pot conversion of aldehydes to amides
Premkumar, Muniyappan,Vijayan, Paranthaman,Venkatachalam, Galmari
, (2019)
Five new Schiff base ligands and conformationally rigid half-sandwich organo ruthenium(II) Schiff base complexes (1–5) with the general formula [Ru(η6?p?cymene)(Cl)(L1-5)] (where, L = mono anionic Schiff base ligands) have been synthesized from the reaction of [{(η6?p?cymene)RuCl}2(μ?Cl)2] with a bidentate Schiff bases ligands. These ruthenium(II) Schiff base complexes were fully characterized by elemental analysis, FT?IR, UV–Vis, 1H & 13C NMR and mass spectroscopy studies. In chloroform solution, all the metal complexes exhibit characteristic metal to ligand charge transfer bands (MLCT) and emission bands in the visible region. The crystal structure of the complexes [Ru(η6?p?cymene)(Cl)(L1)] (1) and [Ru(η6?p?cymene)(Cl)(L3)] (3) were determined by single crystal X?ray crystallography. The complexes exhibited good catalytic activity for aldehydes to amides by one-pot conversion process in the presence of NaHCO3/NH2OH·HCl.
Kinetic dependence of the aqueous reaction of N-(hydroxymethyl)benzamide derivatives upon addition of electron-withdrawing groups.
Tenn 3rd.,French,Nagorski
, p. 75 - 78 (2001)
[figure: see text] The rate constants for the hydronium ion, hydroxide, and water-catalyzed breakdown of N-(hydroxymethyl)benzamide (1), 4-chloro-N-(hydroxymethyl)benzamide (2), and 2,4-dichloro-N-(hydroxymethyl)benzamide (3) in H2O, at 25 degrees C, I = 1.0 (KCl), have been determined. The reactions of 1, 2, and 3 were found to be specific acid and specific base catalyzed with a first-order dependence on hydronium and hydroxide ions. At higher hydroxide concentrations, the reactions were found to be pH independent for each compound studied.
Method for efficient solid-phase synthesis of amide derivative through carboxylic acid and urea
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Paragraph 0022-0030, (2019/11/12)
The invention discloses a method for efficient solid-phase synthesis of an amide derivative through carboxylic acid and urea. The method comprises the steps that a carboxylic acid and urea mixture anda catalyst are mixed, a mixture is placed in a sealed pipe of a single-mode microwave device and heated, then through a monitoring reaction endpoint, namely the ratio, being 4:1, of cyclohexane to ethyl acetate in thin-layer chromatography (TLC), reactants are cooled to the room temperature, extraction is conducted through the ethyl acetate, then an extract is sequentially washed by hydrochloricacid, a sodium bicarbonate solution and water, an organic layer is dried by anhydrous magnesium sulfate, a solvent is subjected to decompressed distillation, and thus the amide derivative is obtained.Benzoic acid and the urea are mixed and heated for a long time at 220 DEG C, a chemical reaction can be completed only within 20-80 seconds by applying a microwave assistive technology, and the effect higher than the effect achieved by conventional heating is achieved. By applying a solvent-free solid phase method and utilizing an easy-to-obtain reagent, high-yield amide is prepared through a simple and effective method, and the solvent-free solid phase method has the advantages of high reaction speed, low catalyst cost and the like.
Acid-promoted palladium(II)-catalyzed ortho-halogenation of primary benzamides: En route to halo-arenes
Jaiswal, Yogesh,Kumar, Amit
, (2019/08/26)
Br?nsted acid-promoted palladium(II)-catalyzed regioselective installation of halogens (Br, Cl, and I) to the aromatic ring of benzamide derivatives has been achieved using primary amides. A wide variety of benzamides were compatible under established conditions to afford the halogenated products without installing any external auxiliary. Mild reaction conditions, use of primary amide as a directing group, external additive-free conditions, and gram-scale reaction are some appealing features of this protocol. Detailed experimental results revealed that Br?nsted acid plays a critical role in this transformation.
Development and Utilization of a Palladium-Catalyzed Dehydration of Primary Amides to Form Nitriles
Al-Huniti, Mohammed H.,Rivera-Chávez, José,Colón, Katsuya L.,Stanley, Jarrod L.,Burdette, Joanna E.,Pearce, Cedric J.,Oberlies, Nicholas H.,Croatt, Mitchell P.
supporting information, p. 6046 - 6050 (2018/09/27)
A palladium(II) catalyst, in the presence of Selectfluor, enables the efficient and chemoselective transformation of primary amides into nitriles. The amides can be attached to aromatic rings, heteroaromatic rings, or aliphatic side chains, and the reactions tolerate steric bulk and electronic modification. Dehydration of a peptaibol containing three glutamine groups afforded structure-activity relationships for each glutamine residue. Thus, this dehydration can act similarly to an alanine scan for glutamines via synthetic mutation.
Design, synthesis, DFT study and antifungal activity of the derivatives of pyrazolecarboxamide containing thiazole or oxazole ring
Yan, Zhongzhong,Liu, Aiping,Huang, Mingzhi,Liu, Minhua,Pei, Hui,Huang, Lu,Yi, Haibo,Liu, Weidong,Hu, Aixi
, p. 170 - 181 (2018/03/08)
Pyrazolecarboxamide fungicides are one of the most important classes of agricultural fungicides, which belong to succinodehydrogenase inhibitors (SDHIS). To discover new pyrazolecarboxamide analogues with broad spectrum and high activity, a class of new compounds of pyrazole carboxamide derivatives containing thiazole or oxazole ring were designed by scaffold hopping and bioisosterism, and 36 pyrazole carboxamide derivatives with antifungal activity were synthesized. Those compounds were evaluated against five phytopathogenic fungi, Gibberella zeae, Phytophythora capsici, Sclerotonia sclerotiorum, Erysiphe graminis and Puccinia sorghi. The results indicated that most of the compounds displayed good fungicidal activities, especially against E. graminis. Theoretical calculations were carried out at the B3LYP/6-31G (d, p) level and the full geometry optimization was carried out using the 6-31G (d, p) basis set, and the frontier orbital energy, atomic net charges, molecular docking were discussed, and the structure-activity relationships were also studied.
Metal-Free Thermal Activation of Molecular Oxygen Enabled Direct α-CH2-Oxygenation of Free Amines
Ghosh, Santanu,Jana, Chandan K.
, p. 260 - 266 (2018/02/19)
Direct oxidation of α-CH2 group of free amines is hard to achieve due to the higher reactivity of amine moiety. Therefore, oxidation of amines involves the use of sophisticated metallic reagents/catalyst in the presence or absence of hazardous oxidants under sensitive reaction conditions. A novel method for direct C-H oxygenation of aliphatic amines through a metal-free activation of molecular oxygen has been developed. Both activated and unactivated free amines were oxygenated efficiently to provide a wide variety of amides (primary, secondary) and lactams under operationally simple conditions without the aid of metallic reagents and toxic oxidants. The method has been applied to the synthesis of highly functionalized amide-containing medicinal drugs, such as O-Me-alibendol and -buclosamide.
Tandem synthesis of aromatic amides from styrenes in water
Sathe, Pratima A.,Karpe, Aniket S.,Parab, Aniket A.,Parade, Babasao S.,Vadagaonkar, Kamlesh S.,Chaskar, Atul C.
supporting information, p. 2820 - 2823 (2018/06/25)
An expedient one-pot synthesis of aromatic amides has been reported from styrenes in the presence of N-bromosuccinimide and iodine by using aqueous ammonia in water. The reaction proceeds through the formation of α-bromoketone as an intermediate in the pr
A 4, 6 - double-halogenated isophthalonitrile preparation method (by machine translation)
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, (2017/07/21)
The present invention relates to the technical field of the synthesis of pharmaceutical intermediates, in particular to a 4, 6 - double-halogenated isophthalonitrile preparation method, through the use of cheap and easily obtained 2, 4 - double-halo benzoic acid as the raw material, the reaction of the halide, the amidation reaction, dehydration reaction, the nitration reaction, reduction reaction, the diazotization reaction, the substitution reaction for the synthesis of 4, 6 - double-halogenated isophthalonitrile; the total yield can be 21.5%. The process route is easily obtained and cheap materials, few by-products, the purification treatment is the process is simple, easy to realize industrial production. (by machine translation)
A selective hydration of nitriles catalysed by a Pd(OAc)2-based system in water
Sanz Sharley, Daniel D.,Williams, Jonathan M.J.
supporting information, p. 4090 - 4093 (2017/09/27)
In situ formation of a [Pd(OAc)2bipy] (bipy = 2,2′-bipyridyl) complex in water selectively catalyses the hydration of a wide range of organonitriles at 70 °C. Catalyst loadings of 5 mol% afford primary amide products in excellent yields in the absence of hydration-promoting additives such as oximes and hydroxylamines.
