120068-79-3Relevant articles and documents
Design, synthesis, crystal structure and bioactivity evaluation of novel diethyl (arylfuranyl)(arylpyrazolylamino)methanephosphonates
Chen, Fu-li,Wang, Xin-lin,Wang, Zhi-gang,Han, Zhen-yu,Fu, Xiao-huan,Jiang, Peng,Wan, Rong
, p. 1127 - 1133 (2017)
Aseries of novel arylpyrazole derivatives containing aminomethanephosphonate and phenylfuran moieties were designed, synthesized and characterized by 1H NMR, 31P NMR and IR spectroscopy and elemental analyses. The single crystal structure of diethyl [5-(4-chlorophenyl)furan-2-yl][3-cyano-1-(2,3,4-trifluorophenyl)- 1H-pyrazol-5-ylamino]methanephosphonate (4l)was determined by X-ray diffraction. Preliminary bioassays showed that these phosphonates exhibit satisfactory insecticidal activities against Culexpipiens and Musca domestica at 0.1%. In particular, compound 4l exhibited a most promising KT50 value, which is superior to that of Dextraltetramethrin and similar to Prallehtrin. The structure-activity relationship was also preliminarily investigated.
Preparation method of 5-amino-3-cyano-1-(2, 6-dichloro-4-trifluoromethylphenyl)pyrazole
-
, (2020/12/30)
The invention provides a preparation method of 5-amino-3-cyano-1-(2, 6-dichloro-4-trifluoromethylphenyl)pyrazole. The preparation method comprises the following steps of by taking p-trifluoromethylaniline as a raw material, carrying out diazotization reaction to form a ring with ethyl 2, 3-dicyanopropionate under a weakly acidic condition, and introducing a proper amount of chlorine into the cyclization compound for chlorination, and adjusting the pH value for decarboxylation to obtain the product 5-amino-3-cyano-1-(2, 6-dichloro-4-trifluoromethylphenyl)pyrazole. The preparation method of the5-amino-3-cyano-1-(2, 6-dichloro-4-trifluoromethyl phenyl)pyrazole is simple to operate, good in chlorination selectivity, few in side reaction, high in product yield, mild in reaction condition and beneficial to industrialization; the average yield of the method is not lower than 95%, and the product purity is 99.50% or above.
Production method of aryl pyrazole nitrile
-
Paragraph 0055-0061, (2020/05/01)
The invention discloses a production method of aryl pyrazole nitrile, which comprises the following steps: dissolving 2, 6-dichloro-4-trifluoromethylaniline and ethyl 2, 3-dicyanopropionate in an acidic solvent to form a solution, adding the solution and sodium nitrite or a suspension composed of sodium nitrite and an alcohol into a reactor at the same time, and reacting to obtain a synthetic solution 1; adding a reducing agent into the synthetic liquid 1 to terminate the reaction to obtain a synthetic liquid 2; adding an alkaline material into the synthetic liquid 2 to carry out alcoholysis and cyclization under an alkaline condition to obtain a synthetic liquid 3; and adding the synthetic liquid 3 into an acidic solvent for neutralization, desolventizing and refining to obtain a target product.
Synthesis method of 5-amidogen-3-cyano-1-(2,6-dichloro-4-trifluoromethyl phenyl) pyrazole
-
Paragraph 0050; 0054-0056; 0073; 0077-0080; 0081; 0085-0088, (2019/10/01)
The invention discloses a synthesis method of 5-amidogen-3-cyano-1-(2,6-dichloro-4-trifluoromethyl phenyl) pyrazole. The synthesis method comprises the following steps that at 0 to 5 DEG C, an ethanol solution of 2,6-dichloro-4-trifluoromethyl aniline salt and a sodium nitrite solution with the mass concentration being 40 to 45 percent are simultaneously and dropwise added into a hydrochloric acid ethanol solution of 2,3-dicyan ethyl propionate; reaction liquid is subjected to heat insulation for 2 to 12h at 0 to 5 DEG C until the concentration of 2,6-dichloro-4-trifluoromethyl aniline in the reaction liquid is smaller than or equal to 0.5 percent; reducing reagents are dropwise added into the reaction liquid to remove excessive nitrous acid in the reaction liquid until the nitrous acid in the reaction liquid is completely removed; at 10 to 15 DEG C, ammonium hydroxide and ethanol are added into the reaction liquid, so that the pH of the reaction liquid is greater than or equal to 11; heat insulation is performed for 8 to 24h. The synthesis method has the advantages that the technology prejudice of technicians in the field is broken; the cost is reduced; the generation of three wastes is greatly reduced.