519-87-9Relevant academic research and scientific papers
Hollow fiber liquid-phase microextraction with in situ derivatization combined with gas chromatography-mass spectrometry for the determination of root exudate phenylamine compounds in hot pepper (Capsicum annuum L.)
Sun, Haiyan,Wang, Yan
, p. 5494 - 5499 (2013)
Hollow fiber liquid-phase microextraction (HF-LPME) with derivatization was developed for the determination of three root exudate phenylamine compounds in hot pepper (Capsicum annuum L.) by gas chromatography-mass spectrometry (GC-MS). The performance and applicability of the proposed procedure were evaluated through the extraction of 1-naphthylamine (1-NA), diphenylamine (DPA), and N-phenyl-2- naphthaleneamine (N-P-2-NA) in a recirculating hydroponic solution of hot pepper. Parameters affecting the extraction efficiency were investigated. The calibration curves showed a good linearity in the range of 0.1-10 μg mL-1. The limits of detection (S/N = 3) for the three compounds were 0.096, 0.074, and 0.057 μg mL-1, respectively. The enrichment factors reached 174, 196, and 230 at the concentration of 5 μg mL -1, and relative standard deviations (RSD) of 9.5, 8.6, and 7.8% and 8.4, 7.6, and 6.2% were obtained at concentrations of 2 and 5 μg mL -1 for 1-NA, DPA, and N-P-2-NA, respectively. Recoveries ranging from 90.2 to 96.1% and RSDs below 9.1% were obtained when HF-LPME with in situ derivatization was applied to determine root exudate 1-NA, DPA, and N-P-2-NA after 15 and 30 days of culture solution, respectively.
Preparation and catalytic evaluation of a palladium catalyst deposited over modified clinoptilolite (Pd&at;MCP) for chemoselective N-formylation and N-acylation of amines
Amirsoleimani, Mina,Khalilzadeh, Mohammad A.,Zareyee, Daryoush
, (2020/08/22)
Novel palladium nanoparticles stabilized by clinoptilolite as a natural inexpensive zeolite prepared and used for N-formylation and N-acylation of amines at room temperature at environmentally benign reaction conditions in good to excellent yields. Pd (II) was immobilized on the surface of clinoptilolite via facile multi-step amine functionalization to obtain a sustainable, recoverable, and highly active nano-catalyst. The structural and morphological characterizations of the catalyst carried out using XRD, FT-IR, BET and TEM techniques. Moreover, the catalyst is easily recovered using simple filtration and reused for 7 consecutive runs without any loss in activity.
Method for preparing aryl amide compound by catalyzing carbonylation of aryl tertiary amine through metal-free catalytic system
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Paragraph 0028-0043; 0050-0063; 0066-0067, (2021/08/19)
The invention discloses a method for preparing aryl amide compounds by catalyzing aryl tertiary amine carbonylation through a metal-free catalytic system. The method is characterized in that in a reaction solvent, carbonyl molybdenum is used as a substitute carbonyl source, an organic base is used as a main catalyst, and methyl iodide is used as a catalyst promoter; and carbonylation of aryl tertiary amine is catalyzed under normal pressure to prepare the aryl amide compound. The reaction formula of synthesis is shown in the specification, wherein R is one of CH3, C2H5, pheyl, F, CL, Br or CN. According to the present invention, the organic base is adopted as the main catalyst, the iodomethane is adopted as the catalyst promoter, the carbonyl molybdenum is adopted as the substitute carbonyl source, and the aryl tertiary amine carbonylation can be efficiently catalyzed at the reaction temperature of 140 DEG C to prepare the aryl amide compound, so that the atom economy of the reaction is effectively improved, and a wide application prospect is provided; the molybdenum carbonyl is used as the substitute carbonyl source, so that the potential safety hazard of carbon monoxide is avoided; and the reaction can be carried out under normal pressure in the reaction process, and high-pressure reaction equipment is not needed.
Direct Synthesis of N,N-Disubstituted Formamides by Oxidation of Imines Using an HFIP/UHP System
Llopis, Natalia,Gisbert, Patricia,Baeza, Alejandro
, p. 11072 - 11079 (2020/10/12)
The straightforward synthesis of N,N-disubstituted formamides using a combination of 1,1,1,3,3,3-hexafluoroispropanol (HFIP) and H2O2 is described. The unique features of HFIP allowed the utilization of a green oxidant such as H2O2, and the products, arising from an oxidation-rearrangement sequence, were obtained in good to high yields under smooth reaction conditions.
Nickel/Photoredox-Catalyzed Methylation of (Hetero)aryl Chlorides Using Trimethyl Orthoformate as a Methyl Radical Source
Kariofillis, Stavros K.,Shields, Benjamin J.,Tekle-Smith, Makeda A.,Zacuto, Michael J.,Doyle, Abigail G.
supporting information, p. 7683 - 7689 (2020/04/22)
Methylation of organohalides represents a valuable transformation, but typically requires harsh reaction conditions or reagents. We report a radical approach for the methylation of (hetero)aryl chlorides using nickel/photoredox catalysis wherein trimethyl orthoformate, a common laboratory solvent, serves as a methyl source. This method permits methylation of (hetero)aryl chlorides and acyl chlorides at an early and late stage with broad functional group compatibility. Mechanistic investigations indicate that trimethyl orthoformate serves as a source of methyl radical via β-scission from a tertiary radical generated upon chlorine-mediated hydrogen atom transfer.
Method for preparing N,N-diarylamide derivatives
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Paragraph 0024-0026; 0063, (2019/02/04)
The invention provides a method for preparing N,N-diarylamide derivatives and belongs to the technical field of chemical synthesis. The method comprises the following steps: taking N-arylamide and phenylboronic acid as raw materials, stirring in an organic solvent under blue light irradiation for 30-44 hours so as to obtain crude N,N-diarylamide, extracting and washing the crude product, and performing column chromatography isolation, thereby obtaining the high-purity N,N-diarylamide derivative. The method disclosed by the invention is simple and readily available in raw materials, mild in reaction condition and simple in operation, and the N,N-diarylamide derivatives with structural diversity can be easily obtained by changing the structures of the raw materials and have excellent application and market value.
Carbonylation of C?N Bonds in Tertiary Amines Catalyzed by Low-Valent Iron Catalysts
Nasr Allah, Tawfiq,Savourey, Solène,Berthet, Jean-Claude,Nicolas, Emmanuel,Cantat, Thibault
supporting information, p. 10884 - 10887 (2019/07/15)
The first iron catalysts able to promote the formal insertion of CO into the C?N bond of amines are reported. Using low-valent iron complexes, including K2[Fe(CO)4], amides are formed from aromatic and aliphatic amines, in the presence of an iodoalkane promoter. Inorganic Lewis acids, such as AlCl3 and Nd(OTf)3, have a positive influence on the catalytic activity of the iron salts, enabling the carbonylation at a low pressure of CO (6 to 8 bars).
Amide Synthesis from Thiocarboxylic Acids and Amines by Spontaneous Reaction and Electrosynthesis
Tang, Li,Matuska, Jack H.,Huang, Yu-Han,He, Yan-Hong,Guan, Zhi
, p. 2570 - 2575 (2019/06/13)
Amide bond formation is one of the most important basic reactions in chemistry. A catalyst-free approach for constructing amide bonds from thiocarboxylic acids and amines was developed. The mechanistic studies showed that the disulfide was the key intermediate for this amide synthesis. Thiobenzoic acids could be automatically oxidized to disulfides in air, thioaliphatic acids could be electro-oxidized to disulfides, and the resulting disulfides reacted with amines to give the corresponding amides. By this method, various amides could be easily synthesized in excellent yields without using any catalyst or activator. The successful synthesis of bioactive compounds also highlights the synthetic utility of this strategy in medicinal chemistry.
Synthesis of a Zeolitic Imidazolate-Zinc Metal-Organic Framework and the Combination of its Catalytic Properties with 2,2,2-Trifluoroethanol for N-Formylation
Alamgholiloo, Hassan,Rostamnia, Sadegh,Hassankhani, Asadollah,Banaei, Reza
supporting information, p. 1593 - 1596 (2018/06/08)
A novel protocol is reported for the N-formylation of amines with formic acid by using the nanoporous zeolitic imidazolate framework ZIF-8 as a heterogeneous catalyst in 2,2,2-trifluoroethanol.
Biogenic CuFe2O4 magnetic nanoparticles as a green, reusable and excellent nanocatalyst for acetylation reactions under solvent-free conditions
Chutia, Rituparna,Chetia, Bolin
, p. 15200 - 15206 (2018/09/29)
A convenient green method has been developed for the synthesis of biogenic CuFe2O4 magnetic nanoparticles using tea extracts within a very short reaction time. The prepared nanoparticles with an average size of 8.78 nm have been used as an effective catalyst for the acetylation of various alcohols, phenols and amines in good to excellent yields under solvent-free conditions. The catalyst was characterized by XRD, XPS, VSM, SEM and TEM study. A magnetic study of the fresh and recycled catalyst after the fourth cycle was performed by VSM measurement. The main advantages of this protocol are simple biogenic synthesis of the catalyst, a reusable and heterogeneous catalytic system, and short reaction times with excellent yields.
