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
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, (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 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole
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Paragraph 0031-0036, (2020/01/25)
The invention provides a production method of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole. The production method of the 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole comprises the following steps: (1) adding nitrosyl sulfuric acid into a four-necked bottle, and adding mixed liquid of 4-amino-3,5-dichlorobenzotrifluoride and an organic solvent dropwise to produce diazonium liquid; (2) adding the diazonium liquid back into ice water, conducting stirring, standing for layering, separating out a water layer, and adding ethyl 2,3-dicyanopropionate dropwise for coupling; and (3) conducting toluene extraction and combining, adding ammonium hydroxide dropwise for cyclization, and conducting filtering, washing and drying to obtain a finished product. According to the production method of the 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole, the yield is high, the quality is good, single impurity is lower than or equal to 0.1%, the level ofdifficulty of treating three waste is effectively lowered, discharge of the three waste is reduced, and the cost is low.
Synthesis method of 5-amidogen-3-cyano-1-(2,6-dichloro-4-trifluoromethyl phenyl) pyrazole
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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.
