24891-35-8Relevant articles and documents
HCl-mediated transamidation of unactivated formamides using aromatic amines in aqueous media
Dhawan, Sanjeev,Girase, Pankaj Sanjay,Kumar, Vishal,Karpoormath, Rajshekhar
, p. 3729 - 3739 (2021/10/14)
We report transamidation protocol to synthesize a range of secondary and tertiary amides from weakly nucleophilic aromatic and hetero-aryl amines with low reactive formamide derivatives, utilizing hydrochloric acid as catalyst. This current acid mediated strategy is beneficial because it eliminates the need for a metal catalyst, promoter or additives in the reaction, simplifies isolation and purification. Notably, this approach conventionally used to synthesize molecules on gram scales with excellent yields and a high tolerance for functional groups.
Reductive Formylation of Nitroarenes using HCOOH over Bimetallic C?N Framework Derived from the Integration of MOF and COF
Kumar Kar, Ashish,Srivastava, Rajendra
, p. 3174 - 3183 (2021/05/27)
CoZn embedded C?N framework is prepared by the carbonization of CoZn containing MOF integrated with COF porous architecture in Ar atmosphere. The graphitic nature of porous carbon is confirmed from Raman analysis. The porosity and nanostructure information are retrieved from N2-sorption and transmission electron microscopic analysis, respectively. The incorporation of different metals and their oxidation states and types of nitrogen present in the C?N framework are confirmed from X-ray photoelectron spectroscopy. The basicity of the materials is determined from a CO2-temperature programmed desorption. ZnCo embedded C?N framework exhibits excellent activity in the selective reductive formylation using HCOOH. For comparison, more than 15 materials are prepared, and their activities are compared. Several control experiments are performed to establish a structure-activity relation. The recycling experiment, hot-filtration test, and poisoning experiment demonstrate the metal embedded porous C?N framework‘s recyclability and stability. A reaction mechanism for the reductive N-formylation of nitroaromatics is presented based on structure-activity relationship, control reactions, and physicochemical characterizations. The development of interesting MOF-COF-derived metal nanoclusters embedded C?N framework for selective reductive formylation of nitroaromatics using formic acid will be highly attractive to catalysis researchers and industrialists.
Preparation method of mecitinib raw material (by machine translation)
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Paragraph 0064; 0065; 0069; 0070, (2020/05/30)
The method comprises the following steps: preparing,methyl 3 -(-ethyl-)-amido phenol, dichloro - 5 5-methoxyaniline (by reaction with potassium chloride) sodium 2,4 - to generate (dichloro - 5 5-methan)-methaneth, 2,4 -amidobenzylether (in a chlorine substitution reaction). 2,4 - The method comprises the following steps: reacting m-methyl-methanethinonylphenol and hydrogen peroxide, to generate, dichloro - 5 5-methoxyaniline. The method comprises the following steps of reacting m-aminophenol as a raw material to synthesize methyl chloride 2,4 - potassium, and benzoyl (and reacting; with chloromethane in, a mixture) of, sodium, chloride and methyl chloride, and reacting with chloromethane in a reaction condition. (by machine translation)
Efficient: N -formylation of primary aromatic amines using novel solid acid magnetic nanocatalyst
Agarwal, Alka,Awasthi, Satish K.,Yadav, Jitendra Kumar,Yadav, Priyanka
, p. 41229 - 41236 (2020/11/23)
Sulfonic acid functionalized over biguanidine fabricated silica-coated heterogeneous magnetic nanoparticles (NP?SO3H) have been synthesized, well characterized and explored for the first time, as an efficient and recyclable catalyst for N-formylation of primary amines under mild reaction conditions. Exploiting the magnetic nature of Fe3O4, the prepared catalyst was readily recovered from the reaction mixture via an external magnet. The catalyst can be reused for up to six cycles without any substantial loss of catalytic activity. The cost effectiveness, simple methodology, wide substrate tolerance, excellent yield and easy work-up are the additional advantages of present catalytic system. This journal is
Synthetic method of bosutinib intermediate
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Paragraph 0004; 0011; 0037-0038, (2020/05/30)
The invention relates to a synthetic method of a bosutinib intermediate. The method comprises the following steps: reacting m-aminophenol with formic acid to generate 3-formamido phenol; carrying outa benzene ring chlorination reaction on 2, 4-dichloro-5-carboxamido phenol to generate 2, 4-dichloro-5-carboxamido phenol, carrying out a phenolic hydroxyl methylation reaction on the 2, 4-dichloro-5-carboxamido phenol to generate 2, 4-dichloro-5-carboxamido anisole, and removing formyl by using illumination to generate 2, 4-dichloro-5-methoxyaniline. The method has the advantages of mild reactionconditions, good selectivity, high yield, no need of purification of the intermediate, easily available raw materials, environmental protection, simplicity, high efficiency, energy saving, reductionof the production cost, improvement of the operation environment, simple operation, high automation degree, and especially easy realization of industrialization.
MARINE SESSILE ORGANISM-REPELLING COMPOSITION
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Paragraph 0068-0071, (2018/05/03)
A compound represented by the formula below: wherein R is selected from the group consisting of benzyl, C3-11 alkyl, C3-11 alkenyl, C2-9 branched alkenyl, C3-9 branched alkyl, and —CH2OAc.
Solvent- and catalyst-free N-formylations of amines at ambient condition: Exploring the usability of aromatic formates as N-formylating agents
Batuta, Shaikh,Begum, Naznin Ara
supporting information, p. 137 - 147 (2017/01/11)
A solvent- and catalyst-free N-formylation protocol has been developed for amines (1s–21s) where aromatic formates (1r–6r) were used as the N-formylating agents. The amine substrates include both primary and secondary aromatic amines (1s–19s) as well as aliphatic amine (20s) and a primary amide (21s). Structures of both the aromatic formate and amine components strongly influenced the rate of the reaction and yield of the N-formamide products. The reaction condition is mild and easy to operate. This protocol can be done smoothly under ambient conditions and gives high yield of formamide products. Furthermore, the present method cannot be applied for the formylation of thiol group (22s). This signifies its possible use for the chemoselective N-formylation of amine in the presence of thiol functionality.
NaY zeolite functionalized by sulfamic acid/Cu(OAc)2 as a new and reusable heterogeneous hybrid catalyst for efficient solvent-free formylation of amines
Kazemi, Samira,Mobinikhaledi, Akbar,Zendehdel, Mojgan
, p. 1767 - 1772 (2017/07/27)
NaY zeolite functionalized by sulfamic acid/Cu(OAc)2 [NaY/SA/Cu(II)] was synthesized and used as a new, efficient and recyclable catalyst for preparation of formamides. This novel organic-inorganic hybrid catalyst was characterized by several techniques such as FT-IR, XRD, SEM, EDX and TG analysis. Chemoselectivity, easy procedure, excellent yields, very short reaction times, solvent-free and mild reaction conditions are some benefits of this new protocol.
Rational design and synthesis of 1,5-disubstituted tetrazoles as potent inhibitors of the MDM2-p53 interaction
Surmiak, Ewa,Neochoritis, Constantinos G.,Musielak, Bogdan,Twarda-Clapa, Aleksandra,Kurpiewska, Katarzyna,Dubin, Grzegorz,Camacho, Carlos,Holak, Tad A.,D?mling, Alexander
, p. 384 - 407 (2016/12/22)
Using the computational pharmacophore-based ANCHOR.QUERY platform a new scaffold was discovered. Potent compounds evolved inhibiting the protein-protein interaction p53-MDM2. An extensive SAR study was performed based on our four-point pharmacophore model
The ortho effect on the acidic and alkaline hydrolysis of substituted formanilides
Desai, Salil Dileep,Kirsch, Lee E.
, p. 471 - 488 (2015/06/30)
The kinetics of formanilides hydrolysis were determined under first-order conditions in hydrochloric acid (0.01-8 M, 20-60°C) and in hydroxide solutions (0.01-3 M, 25 and 40°C). Under acidic conditions, second-order specific acid catalytic constants were used to construct Hammett plots. The ortho effect was analyzed using the Fujita-Nishioka method. In alkaline solutions, hydrolysis displayed both first- and second-order dependence in the hydroxide concentration. The specific base catalytic constants were used to construct Hammett plots. Ortho effects were evaluated for the first-order dependence on the hydroxide concentration. Formanilide hydrolyzes in acidic solutions by specific acid catalysis, and the kinetic study results were consistent with the AAC2 mechanism. Ortho substitution led to a decrease in the rates of reaction due to steric inhibition of resonance, retardation due to steric bulk, and through space interactions. The primary hydrolytic pathway in alkaline solutions was consistent with a modified BAC2 mechanism. The Hammett plots for hydrolysis of meta- and para-substituted formanilides in 0.10 M sodium hydroxide solutions did not show substituent effects; however, ortho substitution led to a decrease in rate constants proportional to the steric bulk of the substituent.
