Pinanyl pyrazole compound and its synthesis method and use

• Main Authors: WANG SHIFA, YANG YIQIN, XU HAIJUN, SUN NAN, ZHANG QI, XU XU, YANG JINLAI, ZHANG YAN, GU WEN, DING ZHIBIN, KUANG HONGBO
• Format: Patent
• Language: Chinese; English
• Published: 15.06.2016
• Subjects: AGRICULTURE; ANIMAL HUSBANDRY; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; CHEMISTRY; FISHING; FORESTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HUNTING; METALLURGY; ORGANIC CHEMISTRY; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS; PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF; TRAPPING

The invention discloses a pinanyl pyrazole compound and its synthesis method and use. The synthesis method comprises that under action of base catalysis, nopinone and aromatic aldehyde undergo an aldol condensation reaction to produce 3-benzylidenenopinone, the 3-benzylidenenopinone and hydrazine hydrate undergo condensation, cyclization and dehydroaromatization reactions to produce a pinanyl pyrazole compound, the pinanyl pyrazole compound and 2-chloroacetamide undergo an N-alkylation reaction in a DMF solvent under base catalysis to produce a pinanyl pyrazole amide compound. The synthetic compound has good insecticidal activity and antibacterial activity and has a wide application prospect. 本发明公开了蒎烷基吡唑类化合物及其合成方法与应用。合成方法为：在碱催化作用下，诺蒎酮与芳香醛进行羟醛缩合反应，得到3-苯亚甲基诺蒎酮；3-芳亚甲基诺蒎酮再与水合肼进行缩合、环化和脱氢芳构化反应，得到蒎烷基吡唑类化合物；以DMF为溶剂，在碱催化作用下，蒎烷基吡唑类化合物与2-氯乙酰胺进行N-烷基化，制得蒎烷基吡唑酰胺化合物。所合成的化合物具有较好的杀虫活性和抗菌活性，具有广泛的应用前景。