354-32-5Relevant academic research and scientific papers
N-(5-nitro-2-pyrrolidinylphenyl)trifluoro-acetamide
Yanes, Carlos,Torres, Manuel,Lopez-Rodriguez, Matias,Nunez, Pedro,Brito, Ivan
, p. 492 - 493 (1997)
The reaction of 2-fluoro-5-nitroaniline with pyrrolidine and triethylamine in DMF gives 2-pyrrolidinyl-5-nitroaniline, and subsequent treatment with trifluoroacetic acid and thionyl chloride in DMF results in the title compound, C12H12F3N3O3, the molecular structure of which, determined by X-ray crystallography, is described. In recent years, the interest in using organic crystals with a charge-transfer interaction via highly delocalized π-electron states (e.g. nitroanilines with donor and acceptor substituents in para positions) has increased considerably, since many of them have shown non-linear optical properties [Chemla & Zyss (1986). In Nonlinear Optical Properties of Organic Molecules and Crystals, Vols. 1 and 2. Orlando: Academic Press]. N-(5-Nitro-2-pyrrolidinylphenyl)trifluoro-acetamide (TPNB) is a donor-acceptor substituted benzene derivative and belongs to a family of compounds which produce high molecular non-linearity. TPNB shows a charge transfer (CT) between the para-disposed pyrrolidino donor and nitro acceptor groups.
Dicyclopentaheptalene (Azupyrene) Chemistry. Electrophilic Monosubstitution. Theory and Experiment
Anderson, Arthur G. Jr.,Davidson, Ernest R.,Daugs, Edward D.,Kao, L. Glenn,Lindquist, Richard L.,Quenemoen, Kristine A.
, p. 1896 - 1899 (1985)
MNDO calculations were used to estimate the ground-state geometry, atom electron densities, heat of formation, ionization potential, gas-phase ΔH values for protonation, and ΔH and Ea values for electrophilic trifluoroacetylation and nitration with protonated trifluoroacetc anhydride and trifluoroacetyl nitrate, respectively, of azupyrene (1).The electron density at C-4 was greater than that at C-1, and C-3 was electron-deficient.Relative ΔH values predicted C-1 to be more reactive than C-4 in each case.Relative Ea values predicted C-1 to be more reactive to protonated trifluoroacetic amhydride but C-4 to be more reactive to protonated trifluoroacetyl nitrate.Experimentally, protonation of solid 1 with DClO4 showed a C-1:C-4 D incorporation ratio of ca. 2:1, and trifluoroacetylation gave mostly 1-substitution with trifluoroacetic achydride or trifluoroacetylpyridinium chloride.In contrast, nitration with trifluoroacetyl nitrate, 1-nitropyridinium fluoroborate, or nitronium fluoroborate gave very predominantly 4-substitution.
The Preparation and Some Reactions of 2,5-Dichloro-1,1,1,6,6,6-hexafluoro-3,4-diazahexa-2,4-diene
Barlow, Michael G.,Bell, David,O'Reilly, Neil J.,Tipping, Anthony E.
, p. 293 - 300 (1983)
The title azine(I) can be conveniently prepared by treatment of 1,2-bistrifluoroacetylhydrazine with NN-dimethylaniline hydrochloride in phosphoryl chloride at ca. 100 deg C.It undergoes facile displacement of one or both chlorine atoms on treatment with a variety of nitrogen-, oxygen- and sulphur-centred nucleophiles as well as with iodide and fluoride ions.The bisanilino-substituted azine (Vd) is thermally unstable and cyclises with elimination of aniline to the triazole (VIa), while the perfluoroazine (Vj) undergoes cycloaddition with acetylene.
Synthesis and Fungitoxic Evaluation of Acylamino-1,2,4-Triazoles
Kaur, Gurinderjit,Kaur, Harleen,Kaur, Pardeep,Sharma, Sunita,Singh, Ravneet
, p. 389 - 395 (2021/11/22)
Ten different acylamino-1,2,4-triazoles were prepared by the reaction of differently substituted benzoyl chlorides and acetyl chlorides with 4-amino-1,2,4-triazole using catalytic amount of triethylamine. The synthesized compounds were characterized using UV, 1H-nuclear magnetic resonance spectroscopy, and infrared spectroscopy. All the compounds were tested for their fungicidal potential against three fungal species, that is, Fusarium verticillioides, Macrophomina phaseolina, and Rhizoctonia solani using poisoned food technique. The synthesized compounds were tested at various concentrations along with standard carbendazim 50 WP. The amides synthesized by reaction of substituted benzoyl chlorides and 4-amino-1,2,4-triazole exhibited greater fungicidal activity against all the tested fungi as compared to the amides synthesized using substituted acetyl chlorides. Among all the tested compounds, 4-nitro-N-(4-H-1,2,4-triazol-4-yl)benzamide showed the maximum fungicidal activity with the least median effective dose (ED50) values of 100, 93, and 146 μg ml-1 against F verticillioides, M. phaseolina, and R. solani, respectively. All the compounds were found to be less effective than the standard used.
Copper-catalyzed three component C[sbnd]S/C[sbnd]N coupling for the synthesis of trifluorothioacetamides
Hu, Bo-Lun,Song, Yi-Kang,Yao, Zengwen,Zhang, Guoqiang,Zhang, Xing-Guo
supporting information, (2020/10/06)
A copper-catalyzed three component C[sbnd]S/C[sbnd]N coupling reaction of imines with sulfur and CFC-113a was developed. The reaction involves amination and C[dbnd]S double bond formation of CFC-113a, leading to biologically important trifluorothioacetamides. The method features efficient construction of trifluorothioacetyl moiety from cheap sulfur and CFC-113a, and safe disposal for environmentally persistent Freon
Photooxidation preparation method of haloacetyl chloride
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Paragraph 0022; 0025; 0034-0037, (2019/01/24)
The invention discloses a photooxidation preparation method of haloacetyl chloride. The halogenated alkane is mixed with an oxygen source and vaporized, and then the materials are introduced into a reactor for photooxidation to obtain haloacetyl chloride, the photooxidation reaction temperature is 5 to 60 DEG C, the stay time of the material is 1 to 50 s, and the molar ratio of the oxygen source to the halogenated alkane is 0.1 to 5:1, a quartz cold trap is arranged in the reactor, and the quartz cold trap is composed of a quartz inner shell and a quartz outer shell, a light source is arrangedin the quartz inner shell, and a double-layer cold trap jacket is formed between the quartz inner shell and the quartz outer shell, and the double-layer cold trap jacket is filled with circularly flowed filter liquid, and the filter liquid filters out ultraviolet light generated by the light source in a wavelength band of less than 300 nm. The method has the advantages of simple process, high yield, safety and environmental protection, and continuous operation.
Preparation method of trifluoroacetic acid
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Paragraph 0025; 0026; 0028; 0029; 0031; 0032; 0034; 0035, (2019/01/16)
The invention discloses a preparation method of trifluoroacetic acid. The preparation method comprises the following steps: (1), vaporizing 1,1,1-trifluoro-2-chloroethane and chlorine gas, then enabling the 1,1,1-trifluoro-2-chloroethane and chlorine gas to enter a fixed bed reactor with a catalyst, and performing a gas phase chlorination reaction to synthesize 1,1,1-trifluoro-2,2-dichloroethane;(2), vaporizing the 1,1,1-trifluoro-2,2-dichloroethane and oxygen, then performing an oxidation reaction under the action of a light source to obtain trifluoroacetyl chloride, condensing the unreacted1,1,1-trifluoro-2,2-dichloroethane, and then enabling the unreacted 1,1,1-trifluoro-2,2-dichloroethane to return to the reactor; (3), hydrolyzing the trifluoroacetyl chloride to obtain the trifluoroacetic acid. The preparation method has the advantages of a simple technology, high yield, few three wastes and the like; in addition, by the preparation method, the reaction conversion rate is high, the selectivity is high, the reaction production is continuous, and the safety and the environment friendliness are achieved.
Design, synthesis and biological evaluation of Lenalidomide derivatives as tumor angiogenesis inhibitor
Hu, Shengquan,Yuan, Libin,Yan, Hong,Li, Zhigang
supporting information, p. 4075 - 4081 (2017/08/23)
Lenalidomide is a type of immunomodulatory agent with anti-tumor activity by mainly expressed in the anti-angiogenesis. In order to enhance the pharmacological activity of Lenalidomide, a series of Lenalidomide derivatives were designed as tumor angiogenesis inhibitors. The potential anti-angiogenesis targets of Lenalidomide derivatives were virtual screened on Auto-Dock 4.0 by using reverse docking method. The six target proteins, such as vascular endothelial growth factor receptor, epidermal growth factor receptor, fibroblast growth factor receptor, BCR-ABL tyrosine kinase, p38 mitogen activated protein kinase and metal protein kinase, were chosen as the targets. The Lenalidomide derivatives were synthesized by alkylated, acylated or sulfonylated Lenalidomide and verified by the 1H NMR, 13C NMR and LC–MS. Their anti-cancer activities were detected by using CCK-8 in the esophageal carcinoma cell line EC9706. The results indicate that the inhibitory activities of Lenalidomide derivatives were higher than that of Lenalidomide.
METHOD FOR PRODUCING PEST CONTROLLING AGENT
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Paragraph 0106, (2014/07/09)
To supply a derivative having a 2-acyliminopyridine structure and being represented by the following formula (I) in an amount required as a pest control agent stably and at a low cost, provided is a method comprising the steps of: acylating an amino group at position 2 of a compound represented by formula (A) by use of an acylating agent, to thereby produce a compound represented by formula (B); and further alkylating a nitrogen atom at position 1 of the compound represented by formula (B): [where Ar represents a phenyl group or a 5-to 6-membered heterocycle, R1 represents a C1-6 alkyl group, and Y represents a hydrogen atom; a halogen atom; a hydroxyl group; a C1-6 alkyl group which may be substituted with a halogen atom; a C1-6 alkyloxy group which may be substituted with a halogen atom; a cyano group; a formyl group; or a nitro group].
Atmospheric chemistry of t-CF3CHCHCl: Products and mechanisms of the gas-phase reactions with chlorine atoms and hydroxyl radicals
Andersen, M. P. Sulbaek,Nielsen,Hurley,Wallington
experimental part, p. 1735 - 1748 (2012/04/23)
FTIR-smog chamber techniques were used to study the products and mechanisms of the Cl atom and OH radical initiated oxidation of trans-3,3,3-trifluoro-1- chloro-propene, t-CF3CHCHCl, in 700 Torr of air or N 2/O2 diluent at 296 ± 2 K. The reactions of Cl atoms and OH radicals with t-CF3CHCHCl occur via addition to the CC double bond; chlorine atoms add 15 ± 5% at the terminal carbon and 85 ± 5% at the central carbon, OH radicals add approximately 40% at the terminal carbon and 60% at the central carbon. The major products in the Cl atom initiated oxidation of t-CF3CHCHCl were CF3CHClCHO and CF3C(O)CHCl2, minor products were CF3CHO, HCOCl and CF3COCl. The yields of CF3C(O)CHCl2, CF3CHClCOCl and CF3COCl increased at the expense of CF3CHO, HCOCl and CF3CHClCHO as the O2 partial pressure was increased over the range 10-700 Torr. Chemical activation plays a significant role in the fate of CF3CH(O)CHCl2 and CF 3CClHCHClO radicals. In addition to reaction with O2 to yield CF3COCl and HO2 the major competing fate of CF 3CHClO is Cl elimination to give CF3CHO (not C-C bond scission as previously thought). As part of this study k(Cl + CF 3C(O)CHCl2) = (2.3 ± 0.3) × 10-14 and k(Cl + CF3CHClCHO) = (7.5 ± 2.0) × 10-12 cm3 molecule-1 s-1 were determined using relative rate techniques. Reaction with OH radicals is the major atmospheric sink for t-CF3CHCHCl. Chlorine atom elimination giving the enol CF3CHCHOH appears to be the sole atmospheric fate of the CF 3CHCHClOH radicals. The yield of CF3COOH in the atmospheric oxidation of t-CF3CHCHCl will be negligible (3CHCHCl. the Owner Societies 2012.
