5326-23-8Relevant articles and documents
Synthesis and Herbicidal Activity of (Z)-Ethoxyethyl 2-Cyano-3-(2-methylthio-5-pyridylmethylamino)acrylates
Wang, Qing Min,Sun, Hui Kai,Huang, Run Qiu
, p. 67 - 70 (2004)
2-Methylthio-5-pyridinemethylene amine was prepared from 2-chloro-5-methylpyridine. Ethoxyethyl 2-cyano-3,3-dimethylthioacrylate was prepared from ethoxyethyl cyanoacetate, carbon disulfide, and dimethyl sulfate in 86.2% yield. Its reaction with 2-methylthio-5-pyridinemethylene amine yielded (Z)-ethoxyethyl 2-cyano-3-methylthio-3-(2-methylthio-5-pyridylmethylamino)acrylate. Ethoxyethyl (Z+E)-2-cyano-3-ethoxyacrylate was synthesized from ethoxyethyl 2-cyanoacetate and triethyl orthoacetate in 90.7% yield, and its reaction with 2-methylthio-5-pyridinemethylene amine yielded (Z)-ethoxyethyl 2-cyano-3-methyl-3-(2-methylthio-5-pyridylmethylamino)acrylate. The structures of all of the products were confirmed by 1H NMR, elemental analysis, IR, and mass spectroscopy. The herbicidal activities of the products were evaluated, and the results of bioassay showed that (Z)-ethoxyethyl 2-cyano-3-methyl-3-(2-methylthio-5-pyridylmethylamino) acrylate exhibits good herbicidal activity on rape (Brassica napus) at a dose of 1.5 kg/ha.
Green synthesis method of aromatic acid
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Paragraph 0048-0122; 0251-0255; 0271-0272, (2020/05/01)
The invention discloses a green synthesis method of aromatic acid. Nickel-catalyzed carbonyl insertion is carried out on aryl iodine in the presence of formate, acid anhydride, a phosphine ligand andan organic solvent by using a nickel catalyst to obtain the aromatic acid. Efficient catalytic conversion is realized by utilizing the cheap nickel catalyst, the reaction conditions are mild, and theoperation is simple.
Method for preparing aldehyde and acid by electrochemical dehydrochlorination of polychloromethylpyridine derivatives
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Paragraph 0035-0037; 0044-0046; 0053-0056, (2020/08/27)
The invention discloses a method for preparing aldehyde and an acid by electrochemical dechlorination of a polychloromethylpyridine derivative, the method comprises the following steps: dissolving thepolychloromethylpyridine derivative in an acetic acid and acetate- containing buffer solution to obtain an electrolytic reaction solution; taking the electrolytic reaction solution as a cathode liquid, performing electrolytic reduction dechlorination reaction at a cathode, and hydrolyzing in the solution to obtain a polychlorinated pyridylaldehyde or acid derivative. The polychloromethylpyridinederivative is shown in formula (I), and the product polychlorinated pyridylaldehyde or acid derivative is shown in formula (II): in the formula (I), m is 0, 1, 2, 3 or 4, n is 0 or 1, and R' is an easy-to-oxidize or easy-to-hydrolyze substituent. The m and the R' in the formula (II) are same as that in the formula (I), R is H or OH, no waste acid is generated in the preparation process, the easy-to-oxidize or easy-to-hydrolyze substituent contained in the polychloromethylpyridine derivative and carbon-chlorine bonds on pyridine rings are not affected, and the recovery conversion rate is high.
Nickel-catalyzed carboxylation of aryl iodides with lithium formate through catalytic CO recycling
Fu, Ming-Chen,Fu, Yao,Shang, Rui,Wu, Ya-Nan
supporting information, p. 4067 - 4069 (2020/04/20)
A protocol for the Ni-catalyzed carboxylation of aryl iodides with formate has been developed with good functional group compatibility for the synthesis of a variety of aromatic carboxylic acids under mild conditions. The reaction tolerates other functionalities for cross-coupling, such as aryl bromide, aryl chloride, aryl tosylate, and aryl pinacol boronate. The reaction proceeds through a carbonylation process with in situ generated carbon monoxide in the presence of a catalytic amount of acetic anhydride and lithium formate, avoiding the use of gaseous CO. The strategy of CO recycling in catalytic amounts is critical for the success of the reaction.
Ultrasounds-mediated 10-seconds synthesis of chalcones as potential farnesyltransferase inhibitors
Farce, Amaury,Ghinet, Alina,Homerin, Germain,Nica, Adrian Sorin,Dubois, Jo?lle
supporting information, (2020/04/10)
A broad range of chalcones and derivatives were easily and rapidly synthesized, following Claisen-Schmidt condensation of (hetero)aryl ketones and (hetero)aryl aldehydes using a ultrasound probe. A comparison was made with classical magnetic stirring experiments, and an optimization study was realized, showing lithium hydroxide to be the best basic catalyst of the studied condensations. By-products of the reactions (β-hydroxy-ketone, diketones, and cyclohexanols) were also isolated. All compounds were evaluated in vitro for their ability to inhibit human farnesyltransferase, a protein implicated in cancer and rare diseases and on the NCI-60 cancer cell lines panel. Molecules showed inhibitory activity on the target protein and cytostatic effect on different cell lines with particular activity against MCF7, breast cancer cells.
A 6 - chloro nicotinic acid preparation method and separation and purification method
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Paragraph 0035; 0039-0092, (2017/08/24)
The invention discloses a preparation method and a separation and purification method for 6-chloronicotinic acid, belonging to the field of fine chemical engineering. The preparation method comprises the following steps: by taking low-cost DL-malic acid as a raw material, carrying out a cyclization reaction and an ammonification reaction, thereby obtaining 6-hydroxynicotinic acid; by taking 6-hydroxynicotinic acid as a raw material, carrying out a chlorination reaction, thereby obtaining 6-chloronicotinic acid. The reaction conditions are simple, operation is easy, the environmental pollution is slight, and the yield is high. The purification method disclosed by the invention comprises the following step: refining crude 6-chloronicotinic acid by virtue of methanol and activated carbon to finally obtain 6-chloronicotinic acid with the purity of more than 99.5 percent. The requirement of a medical intermediate on the purity is met. The method disclosed by the invention has the advantages of reasonable design, low cost and high economic benefits and has wide application prospects.
A 6-chloro preparation of nicotinic acid
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Paragraph 0035; 0036; 0037, (2017/01/12)
The invention discloses a preparation method of 6-chloronicotinic acid. The method comprises the following steps: directly oxidizing 2-choro-5-methylpyridine used as an initial material by virtue of oxygen under the catalysis of cobalt acetate by taking chlorobenzene as a solvent, so as to prepare a 6-chloronicotinic acid crude product; recrystallizing to obtain a 6-chloronicotinic acid product. By adopting the method, a lot of acid or potassium permanganate and the like with large environmental pollution are avoided; the reaction condition is mild; the product quality and the yield achieve a higher level.
Electro-catalytic degradation pathway and mechanism of acetamiprid using an Er doped Ti/SnO2-Sb electrode
Li, Shanping,Li, Yahui,Zeng, Xueyuan,Wang, Wenran,Shi, Ruoxin,Ma, Lina
, p. 68700 - 68713 (2015/09/01)
Acetamiprid, a type of new neonicotinoid pesticide, shows a high threat to water systems. Electro-catalytic degradation of acetamiprid was evaluated using an Er doped Ti/SnO2-Sb electrode prepared by the Pechini method. The acetamiprid degradation obeys first order reaction kinetics and is controlled by mass transport and oxygen evolution. TOC removal efficiency and UV scan curves revealed that some intermediate products were produced by the Er doped Ti/SnO2-Sb electrode. Through electrospray ionization quadrupole time-of-flight tandem mass spectrometry, the ion mass-to-charge ratio of intermediate products was determined. Combining the experimental results, a degradation pathway was proposed for the electro-catalytic degradation of acetamiprid. Electrodes were mainly characterized by linear sweep voltammetry and cyclic voltammetry. The acetamiprid and TOC concentrations were reduced to 87.45% and 69.31%, respectively, after 180 min of electrolysis at 10 mA cm-2.
Amyl nitrite-mediated conversion of aromatic and heteroaromatic primary amides to carboxylic acids
Potter, Garrett T.,Jayson, Gordon C.,Miller, Gavin J.,Gardiner, John M.
supporting information, p. 5153 - 5156 (2015/08/19)
A series of aromatic and heteroaromatic primary amides were converted directly to carboxylic acids by heating with amyl nitrite in acetic acid. Most conversions proceeded to give reasonable to excellent yields on a range of substrates containing various functional groups. This reagent system is thus applicable for the direct hydrolysis of a range of different primary carboxamides. The reaction with a phenolic aromatic substrate afforded two alternative nitration products as major outcomes, evidencing alternative reaction pathways resulting from the free phenolic OH.
Photocatalytic degradation of imidacloprid by phosphotungstic acid supported on a mesoporous sieve MCM-41
Feng, Changgen,Li, Yanzhou,Liu, Xia
experimental part, p. 127 - 132 (2012/03/09)
Solid catalysts consisting of polyoxometalates (POM) namely phosphotungstic acid H3PW12O40 (HPW) supported on a mesoporous sieve MCM-41 have been prepared and characterized by FT-IR, X-ray diffraction, nitrogen adsorption and high resolution transmission electron microscope (HRTEM). The HPW/MCM-41 with different HPW loadings from 10 to 60 wt% possess large specific surface area and rather uniform mesopores. Keggin structure of HPW retains on the prepared composite catalysts. The photocatalytic performance of HPW/MCM-41 was examined by degradation of a durable pesticide imidacloprid. It is found that the prepared photocatalysts exhibit high activity under irradiation of 365 nm monochromatic light. For 50 mL of imidacloprid (10 mg/L), conversion of imidacloprid using 20 mg of HPW/MCM-41 with 50 wt% loading level and calcined at 300°C reaches 58.0% after 5 h irradiation. Copyright
