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    • 43. 发明授权
    • Novel process for preparation of 1-furenyl-2,2-dimethyl-cyclopropane
carboxylic acid derivatives
    • 制备1-呋喃基-2,2-二甲基 - 环丙烷羧酸衍生物的新方法
    • US4642372A
    • 1987-02-10
    • US760313
    • 1985-07-29
    • Jacques MartelJean TessierJean-Pierre Demoute
    • Jacques MartelJean TessierJean-Pierre Demoute
    • C07C62/16A01N53/00C07C51/00C07C51/373C07C62/36C07C67/00C07C69/757C07C253/00C07C255/45C07C255/46C07C255/48C07C317/46
    • C07C255/00A01N53/00C07C317/46C07C51/373
    • A process for the preparation of cyclopropane carboxylic acid derivatives of the formula ##STR1## wherein Z is selected from the group consisting of --CN, --COOH and --COOR.sub.1, R.sub.1 is alkyl of 1 to 6 carbon atoms and R.sub.2 and R.sub.3 are alkyl of 1 to 4 carbon atoms or taken together with the carbon atom to which they are attached form a carbon homocycle of 3 to 6 carbon atoms comprising reacting at low temperatures in a solvent in the presence of a strong base a compound of the formula ##STR2## wherein Z has the above definitions and R is alkyl of 1 to 6 carbon atoms or together form a polymethylene of 2 to 3 carbon atoms with a sulfone of the formula ##STR3## wherein R.sub.2 and R.sub.3 have the above definitions and Y is an aromatic group followed by aqueous treatment to obtain a compound of the formula ##STR4## wherein Y, R, R.sub.2, R.sub.3 and Z have the above definitions, reacting the latter at a low temperature in a solvent with a strong base while letting the temperature rise to obtain a compound of the formula ##STR5## wherein R, R.sub.2, R.sub.3 and Z have the above definitions of the cis/trans configuration richer in the trans isomer and either reacting the latter when Z is --CN or --COOR.sub.1 with a strong base in an aqueous media followed by acidification to obtain a compound of the formula ##STR6## wherein R, R.sub.2 and R.sub.3 have the above definitions having the same configuration as the compound of formula V or reacting the compound of formula V or Va with an acid agent in an aqueous media to obtain the corresponding compound of formula I with the same configuration as the compound of formula V or Va and optionally treating the latter with a weak base at room temperature to obtain the compound of formula I with a trans configuration which are valuable intermediates for the preparation of esters of cyclopropane carboxylic acid having elevated insecticidal activity.
    • 一种制备下式的环丙烷羧酸衍生物的方法,其中Z选自-CN,-COOH和-COOR 1,R 1是1至6个碳原子的烷基,R 2和R 3是烷基 1至4个碳原子或与它们所连接的碳原子一起形成3至6个碳原子的碳原子碳原子,包括在弱碱存在下在低温下在溶剂中使下式化合物 >其中Z具有上述定义,R是1至6个碳原子的烷基或一起形成2至3个碳原子的聚亚甲​​基与下式的砜其中R2和R3具有上述定义,Y是 芳族基团,然后进行水处理,得到式IV的化合物,其中Y,R,R 2,R 3和Z具有上述定义,后者在低温下在溶剂中与强碱反应,同时使 升温得到t的化合物 其中R,R2,R3和Z具有上述反式异构体中更稠的顺式/反式构型的定义,并且当Z是-CN或-COOR1时在后者中与强碱在水性介质中反应 然后酸化以得到下式的化合物其中R,R 2和R 3具有与式V化合物相同构型的上述定义,或使式V或Va的化合物与酸剂在水溶液 培养基以获得与式V或Va化合物相同构型的相应的式I化合物,并任选地在室温下用弱碱处理后者,得到具有反式构型的式I化合物,其为 具有提高的杀虫活性的环丙烷羧酸的酯的制备。
    • 47. 发明授权
    • Substituted pyridine methyl esters of dimethyl cyclopropane carboxylic
acids and their use as insecticides
    • 二甲基环丙烷羧酸的取代吡啶甲酯及其作为杀虫剂的用途
    • US4357335A
    • 1982-11-02
    • US280547
    • 1981-07-06
    • Jacques MartelJean TessierAndre TecheJean-Pierre Demoute
    • Jacques MartelJean TessierAndre TecheJean-Pierre Demoute
    • A01N53/04A01N53/00A01N53/08A61K31/44C07D213/64C07D213/643C07D213/647C07D213/70C07D405/12C07D409/12C07D213/55
    • C07D213/643A01N53/00A61K31/44C07D213/647C07D213/70
    • Novel esters in all possible isomeric forms and mixtures thereof of the formula ##STR1## wherein A is selected from the group consisting of ##STR2## R is selected from the group consisting of hydrogen, --CN and --C.tbd.CH, Y is selected from the group consisting of oxygen and sulfur, Z is selected from the group consisting of alkyl and alkoxy of 1 to 4 carbon atoms, alkylthio and alkylsulfonyl of 1 to 4 carbon atoms, cycloalkyl of 3 to 4 carbon atoms, 3,4-methylenedioxy, chlorine, fluorine and bromine, n is an integer of 0, 1 or 2, Z.sub.1 and Z.sub.2 may both be methyl or Z.sub.1 is hydrogen and Z.sub.2 is ##STR3## R.sub.3 is selected from the group consisting of hydrogen and halogen, R.sub.1 and R.sub.2 are individually alkyl of 1 to 8 carbon atoms or taken together with the carbon they are attached to form cycloalkyl of 3 to 6 carbon atoms or ##STR4## X is selected from the group consisting of oxygen and sulfur, T is at least one member of the group consisting of halogen, alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms optionally substituted with at least one halogen and --CF.sub.3 and m is an integer from 0, 1 or 2 having insecticidal activity as well as nematocidal and acaricidal activity.
    • 所有可能的异构体形式的新型酯及其下式的混合物,其中A选自由下列组成的组:R 1选自氢,-CN和-C 3位CH,Y选自 Z为选自由1至4个碳原子的烷基和烷氧基组成的组,1至4个碳原子的烷硫基和烷基磺酰基,3至4个碳原子的环烷基,3,4-亚甲二氧基 ,氯,氟和溴,n是0,1或2的整数,Z1和Z2都可以是甲基或Z1是氢,Z2是选自氢和卤素,R1和R2 具有1至8个碳原子的单独烷基或与它们所连接的碳一起形成3至6个碳原子的环烷基,或者X选自氧和硫,T是至少一个 由卤素,1至8个碳原子的烷基,1至8个的烷氧基组成的组 任选被至少一个卤素和-CF 3取代的碳原子,m是具有杀虫活性以及杀线虫和杀螨活性的0,1或2的整数。