Novel cyclopropane carboxylic acid esters
    11.
    发明授权
    Novel cyclopropane carboxylic acid esters 失效
    新型环丙烷羧酸酯

    公开(公告)号:US4310542A

    公开(公告)日:1982-01-12

    申请号:US249195

    申请日:1981-03-30

    摘要: Novel cyclopropane carboxylic acid esters of the formula ##STR1## wherein X.sub.1 is selected from the group consisting of hydrogen, fluorine, chlorine and bromine, X.sub.2 is selected from the group consisting of fluorine, chlorine and bromine, X.sub.3 is selected from the group consisting of chlorine, bromine and iodine and R is selected from the group consisting of ##STR2## and benzyl optionally substituted with at least one member of the group consisting of alkyl of 1 to 4 carbon atoms, alkenyl of 2 to 6 carbon atoms, alkenyloxy of 2 to 6 carbon atoms, alkadienyl of 4 to 8 carbon atoms, methylenedioxy, benzyl and halogens, R.sub.1 is selected from the group consisting of hydrogen and methyl, R.sub.2 is selected from the group consisting of monocyclic aryl and --CH.sub.2 --C.tbd.CH,R.sub.3 is an aliphatic of 2 to 6 carbon atoms having at least one double bond, R.sub.4 is selected from the group consisting of hydrogen, --CN and --C.tbd.CH, R.sub.5 is selected from the group consisting of chlorine and methyl, n is 0, 1 or 2, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are individually selected from the group consisting of hydrogen, chlorine and methyl and S/I indicates that the ring may be aromatic, dihydro or tetrahydro having pesticidal properties, and a process for their preparation.

    摘要翻译: 新的式(I)的环丙烷羧酸酯,其中X 1选自氢,氟,氯和溴,X 2选自氟,氯和溴,X 3选自 的氯,溴和碘,R选自 + TR< IMAGE>和任选被至少一个由1至4个碳原子的烷基取代的苄基 2至6个碳原子的烯基,2至6个碳原子的链烯氧基,4至8个碳原子的链二烯基,亚甲二氧基,苄基和卤素,R 1选自氢和甲基,R 2选自 的单环芳基和-CH 2 -C 3 CH 3,R 3是具有至少一个双键的2至6个碳原子的脂族基,R 4选自氢,-CN和-C 3位CH,R 5选自 该组由氯和 甲基,n为0,1或2,R6,R7,R8和R9分别选自氢,氯和甲基,S / I表示该环可为具有杀虫性质的芳香族二氢或四氢,以及 一个他们准备的过程。

    Novel cyclopropane carboxylic acid esters
    13.
    发明授权
    Novel cyclopropane carboxylic acid esters 失效
    新型环丙烷羧酸酯

    公开(公告)号:US4279835A

    公开(公告)日:1981-07-21

    申请号:US38728

    申请日:1979-05-14

    摘要: Novel cyclopropane carboxylic acid esters of the formula ##STR1## wherein X.sub.1 is selected from the group consisting of hydrogen, fluorine, chlorine and bromine, X.sub.2 is selected from the group consisting of fluorine, chlorine and bromine, X.sub.3 is selected from the group consisting of chlorine, bromine and iodine and R is selected from the group consisting of ##STR2## and benzyl optionally substituted with at least one member of the group consisting of alkyl of 1 to 4 carbon atoms, alkenyl of 2 to 6 carbon atoms, alkenyloxy of 2 to 6 carbon atoms, alkadienyl of 4 to 8 carbon atoms, methylenedioxy, benzyl and halogens, R.sub.1 is selected from the group consisting of hydrogen and methyl, R.sub.2 is selected from the group consisting of monocyclic aryl and --CH.sub.2 --C.tbd.CH,R.sub.3 is an aliphatic of 2 to 6 carbon atoms having at least one double bond, R.sub.4 is selected from the group consisting of hydrogen, --CN and --C.tbd.CH, R.sub.5 is selected from the group consisting of chlorine and methyl, n is 0, 1 or 2, R.sub.6, R.sub.7, R.sub.8, and R.sub.9 are individually selected from the group consisting of hydrogen, chlorine and methyl and S/I indicates that the ring may be aromatic, dihydro or tetrahydro having pesticidal properties, and a process for their preparation.

    摘要翻译: 新的式(I)的环丙烷羧酸酯,其中X 1选自氢,氟,氯和溴,X 2选自氟,氯和溴,X 3选自 的氯,溴和碘,R选自 和任选被至少一个由1至4个碳原子的烷基取代的苄基, 2至6个碳原子的烯氧基,2至6个碳原子的链烯氧基,4至8个碳原子的链二烯基,亚甲二氧基,苄基和卤素,R1选自氢和甲基,R2选自单环 芳基和-CH 2 -C 3 CH 3,R 3是具有至少一个双键的2至6个碳原子的脂族基,R 4选自氢,-CN和-C 3位CH,R 5选自 由氯和甲基组成 n为0,1或2,R 6,R 7,R 8和R 9分别选自氢,氯和甲基,S / I表示该环可为具有杀虫性质的芳香族二氢或四氢, 及其准备过程。

    Phthalimidomethyl cyclopropane carboxylic acid esters
    14.
    发明授权
    Phthalimidomethyl cyclopropane carboxylic acid esters 失效
    邻苯二甲酰亚氨基甲基环丙烷羧酸酯

    公开(公告)号:US4231932A

    公开(公告)日:1980-11-04

    申请号:US38563

    申请日:1979-05-14

    摘要: Novel cyclopropane carboxylic acid esters of the formula ##STR1## wherein X.sub.1 is selected from the group consisting of hydrogen, fluorine, chlorine and bromine, X.sub.2 is selected from the group consisting of fluorine, chlorine and bromine, X.sub.3 is selected from the group consisting of chlorine, bromine and iodine and R is selected from the group consisting of ##STR2## and benzyl optionally substituted with at least one member of the group consisting of alkyl of 1 to 4 carbon atoms, alkenyl of 2 to 6 carbon atoms, alkenyloxy of 2 to 6 carbon atoms, alkadienyl of 4 to 8 carbon atoms, methylenedioxy, benzyl and halogens, R.sub.1 is selected from the group consisting of hydrogen and methyl, R.sub.2 is selected from the group consisting of monocyclic aryl and --CH.sub.2 --C.tbd.CH,R.sub.3 is an aliphatic of 2 to 6 carbon atoms having at least one double bond, R.sub.4 is selected from the group consisting of hydrogen, --CN and --C.tbd.CH, R.sub.5 is selected from the group consisting of chlorine and methyl, n is 0, 1 or 2, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are individually selected from the group consisting of hydrogen, chlorine and methyl and S/I indicates that the ring may be aromatic, dihydro or tetrahydro having pesticidal properties, and a process for their preparation.

    摘要翻译: 新的式(I)的环丙烷羧酸酯,其中X 1选自氢,氟,氯和溴,X 2选自氟,氯和溴,X 3选自 的氯,溴和碘,R选自 和任选被至少一个由1至4个碳原子的烷基取代的苄基, 2至6个碳原子的烯氧基,2至6个碳原子的链烯氧基,4至8个碳原子的链二烯基,亚甲二氧基,苄基和卤素,R1选自氢和甲基,R2选自单环 芳基和-CH 2 -C 3 CH 3,R 3是具有至少一个双键的2至6个碳原子的脂族基,R 4选自氢,-CN和-C 3位CH,R 5选自 由氯和甲基组成 n为0,1或2,R6,R7,R8和R9分别选自氢,氯和甲基,S / I表示该环可为具有杀虫性质的芳香族二氢或四氢,以及 一个他们准备的过程。

    Novel process for preparation of 1-furenyl-2,2-dimethyl-cyclopropane
carboxylic acid derivatives
    17.
    发明授权
    Novel process for preparation of 1-furenyl-2,2-dimethyl-cyclopropane carboxylic acid derivatives 失效
    制备1-呋喃基-2,2-二甲基 - 环丙烷羧酸衍生物的新方法

    公开(公告)号:US4642372A

    公开(公告)日:1987-02-10

    申请号:US760313

    申请日:1985-07-29

    摘要: 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.

    摘要翻译: 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。

    Novel process for the preparation of tetra-substituted cyclopropane
compounds
    19.
    发明授权
    Novel process for the preparation of tetra-substituted cyclopropane compounds 失效
    制备四取代环丙烷化合物的新方法

    公开(公告)号:US4401601A

    公开(公告)日:1983-08-30

    申请号:US246172

    申请日:1981-03-23

    CPC分类号: C07C317/44

    摘要: A process for the preparation of tetrasubstituted cyclopropane compounds of the formula ##STR1## wherein Y is selected from the group consisting of --CN and --COOR, R is selected from the group consisting of hydrogen and alkyl of 1 to 6 carbon atoms and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are individually selected from alkyl of 1 to 4 carbon atoms or R.sub.1 and R.sub.2 or R.sub.3 and R.sub.4 together with the carbon atoms to which they are attached form a carbon homocycle of 3 to 6 carbon atoms with the 2 substituents not forming the ring being alkyl of 1 to 4 carbon atoms or R.sub.1 and R.sub.2 on the one hand and R.sub.3 and R.sub.4 on the other together with the carbon atom to which they are attached form a carbon homocycle of 3 to 6 carbon atoms which are useful intermediates for the preparation of insecticidal esters and novel intermediates.

    摘要翻译: 制备式IMA的四取代环丙烷化合物的方法,其中Y选自-CN和-COOR,R选自氢和1至6个碳原子的烷基,R 1 ,R 2,R 3和R 4分别选自1至4个碳原子的烷基或R 1和R 2或R 3和R 4与它们所连接的碳原子一起形成3至6个碳原子的碳均碳原子,而2个取代基不是 形成环为1至4个碳原子的烷基或R 1和R 2,另一方面R 3和R 4与它们所连接的碳原子一起形成具有3至6个碳原子的碳原子,这是有用的中间体 用于制备杀虫剂和新型中间体。

    Substituted pyridine methyl esters of dimethyl cyclopropane carboxylic
acids and their use as insecticides
    20.
    发明授权
    Substituted pyridine methyl esters of dimethyl cyclopropane carboxylic acids and their use as insecticides 失效
    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

    公开(公告)号:US4357335A

    公开(公告)日:1982-11-02

    申请号:US280547

    申请日:1981-07-06

    摘要: 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.

    摘要翻译: 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。