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    Process for the preparation of a bicyclic lactone through a sulfonated derivative
    1.
    发明授权
    Process for the preparation of a bicyclic lactone through a sulfonated derivative 失效
    通过磺化衍生物制备双环内酯的方法

    公开(公告)号：US4554361A

    公开(公告)日：1985-11-19

    申请号：US517794

    申请日：1983-07-27

    申请人： Jacques Martel ,  Jean Tessier ,  Jean-Pierre Demoute

    发明人： Jacques Martel ,  Jean Tessier ,  Jean-Pierre Demoute

    IPC分类号： C07B61/00 ,  C07D307/33 ,  C07D307/60 ,  C07D307/93 ,  C07D307/77

    CPC分类号： C07D307/33 ,  C07D307/60 ,  C07D307/93

    摘要： A novel process for the preparation of sulfonic acid esters containing a lactonic ring comprising compounds in the trans form in the 4- and 5-positions having (4SR,5RS), (4S,5R) or (4R,5S) configuration of the formula ##STR1## wherein Z is selected from the group consisting of alkyl of 1 to 4 carbon atoms and cycloalkyl and monocyclic aryl optionally substituted with at least one member of the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen and nitro and R is organic residue of an optionally chiral alcohol of the formula ROH and a process using the compounds of formula I to prepare compounds of (1RS, 4RS, 5SR), (1S, 4S, 5R) or (1R, 4R, 5S) configuration of the formula ##STR2## wherein X is selected from the group consisting of hydrogen and R useful for the preparation of insecticidally active esters.

    摘要翻译： 一种制备含有内酯环的磺酸酯的新方法，其包含在4-和5-位的反式形式的具有式（4SR，5RS），（4S，5R）或（4R，5S）构型的式 其中Z选自1至4个碳原子的烷基，环烷基和任选被至少一个由1至4个碳原子的烷基取代的单环芳基，1至4的烷氧基， 碳原子，卤素和硝基，R是式ROH的任选手性醇的有机残基，以及使用式I化合物制备（1RS，4RS，5SR），（1S，4S，5R）或（ 1R，4R，5S）构型，其中X选自用于制备杀虫活性酯的氢和R。

    Novel cyclopropane carboxylic acid esters
    4.
    发明授权
    Novel cyclopropane carboxylic acid esters 失效
    新型环丙烷羧酸酯

    公开(公告)号：US4224227A

    公开(公告)日：1980-09-23

    申请号：US18166

    申请日：1979-03-07

    申请人： Jacques Martel ,  Jean Tessier ,  Jean-Pierre Demoute

    发明人： Jacques Martel ,  Jean Tessier ,  Jean-Pierre Demoute

    IPC分类号： C07C69/74 ,  A01N33/00 ,  A01N53/00 ,  A01N53/02 ,  A01N53/04 ,  A01N53/08 ,  A01P3/00 ,  A23K1/16 ,  A61K31/215 ,  A61K31/34 ,  A61K31/40 ,  A61K35/14 ,  A61P31/04 ,  C07C20060101 ,  C07C51/00 ,  C07C51/363 ,  C07C53/50 ,  C07C61/04 ,  C07C61/15 ,  C07C67/00 ,  C07C69/743 ,  C07C253/00 ,  C07C255/39 ,  C07D209/48 ,  C07D209/49 ,  C07D307/42 ,  C07D307/45 ,  C07D307/54 ,  C07D317/54 ,  G01G13/295 ,  A01N9/28

    CPC分类号： C07D209/49 ,  A01N53/00 ,  C07C255/00 ,  C07C61/15 ,  C07D307/42 ,  Y10S514/949

    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。

    Aromatic sulfonyl alkanoates and alkylnitriles
    6.
    发明授权
    Aromatic sulfonyl alkanoates and alkylnitriles 失效
    芳族磺酰基链烷酸酯和烷基腈

    公开(公告)号：US4501704A

    公开(公告)日：1985-02-26

    申请号：US479163

    申请日：1983-03-28

    申请人： Jacques Martel ,  Jean Tessier ,  Jean-Pierre Demoute

    发明人： Jacques Martel ,  Jean Tessier ,  Jean-Pierre Demoute

    IPC分类号： C07C69/74 ,  C07C51/00 ,  C07C61/04 ,  C07C61/125 ,  C07C67/00 ,  C07C253/00 ,  C07C255/46 ,  C07C313/00 ,  C07C315/04 ,  C07C317/44 ,  C07C121/66 ,  C07C147/107

    CPC分类号： C07C317/44

    摘要： A process for the preparation of tetrasubstituted novel compounds of the formula ##STR1## wherein Y' is selected from the group consisting of --CN and --COOR, R is 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 and Z is an aromatic group which are useful intermediates for the preparation of insecticidal esters.

    摘要翻译： 制备式“IMAGE”的四取代新化合物的方法，其中Y'选自-CN和-COOR，R为1至6个碳原子的烷基，R 1，R 2，R 3和R 4分别为 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，2个取代基不形成环，为1至 4个碳原子，一方面是R 1和R 2，另一方面是R 3和R 4与它们所连接的碳原子一起形成3至6个碳原子的碳原子，Z是芳族基团，它们是 杀虫剂的制备。

    Process for preparing cyclopropane carboxylic acid derivatives
    8.
    发明授权
    Process for preparing cyclopropane carboxylic acid derivatives 失效
    制备环丙烷羧酸衍生物的方法

    公开(公告)号：US4412069A

    公开(公告)日：1983-10-25

    申请号：US58273

    申请日：1979-07-17

    申请人： Jacques Martel ,  Jean Tessier ,  Jean-Pierre Demoute

    发明人： Jacques Martel ,  Jean Tessier ,  Jean-Pierre Demoute

    IPC分类号： C07D305/12 ,  C07D307/58 ,  C07D309/32 ,  C07D331/04 ,  C07D333/32 ,  C07D335/02 ,  C09B23/00

    CPC分类号： C07D305/12 ,  C07D307/58 ,  C07D309/32 ,  C07D331/04 ,  C07D333/32 ,  C07D335/02

    摘要： A novel process for the preparation of a compound of the formula ##STR1## wherein X is selected from the group consisting of oxygen and sulfur and n is 1,2 or 3 comprising reacting in an organic solvent in the presence of a strong base the lactone of cis 2,2-dimethyl-3S-(dihydroxymethyl)-cyclopropane-1R-carboxylic acid with a compound of the formula ##STR2## to obtain a compound of the formula ##STR3## reacting the latter with an acid agent in an apolar organic solvent to obtain a compound of the formula ##STR4## and reacting the latter with a basic agent in an apolar organic solvent to obtain a compound of formula I useful for the preparation of insecticidal esters and the novel compounds of formula I wherein n is 1 or 3.

    摘要翻译： 一种制备式I化合物的新方法，其中X选自氧和硫，n为1,2或3，包括在强碱存在下在有机溶剂中反应， 顺式2,2-二甲基-3S-（二羟甲基） - 环丙烷-1R-羧酸的内酯与式III的化合物反应，得到下式的化合物，其中IV与式 非极性有机溶剂，以获得下式化合物，并使其与非极性有机溶剂中的碱性试剂反应，得到可用于制备杀虫剂的式I化合物和式I的新化合物，其中n 是1或3。

    Intermediates for (1,5) 6,6-Dimethyl-4-Hydroxy-3-oxabicyclo (3,1,0) Hexan-2-one and its ethers
    9.
    发明授权
    Intermediates for (1,5) 6,6-Dimethyl-4-Hydroxy-3-oxabicyclo (3,1,0) Hexan-2-one and its ethers 失效
    （1,5）6,6-二甲基-4-羟基-3-氧杂双环（3,1,0）己酮-2-酮及其醚的中间体

    公开(公告)号：US4801723A

    公开(公告)日：1989-01-31

    申请号：US36890

    申请日：1987-04-10

    申请人： Jacques Martel ,  Jean Tessier ,  Jean-Pierre DeMoute

    发明人： Jacques Martel ,  Jean Tessier ,  Jean-Pierre DeMoute

    IPC分类号： C07D307/33 ,  C07D307/60 ,  C07D307/93 ,  C07D307/58

    CPC分类号： C07D307/60 ,  C07D307/93

    摘要： A process for the preparation of compounds of the (1RS, 4RS, 5SR), (1R, 4R, 5S) or (1S, 4S, 5R) configuration having the formula ##STR1## wherein Y is selected from the group consisting of hydrogen and the organic residue Z of an optionally chiral alcohol of the formula ZOH comprising reacting in the presence of an acid agent 5RS-hydroxy-2,5-dihydrofuran-2-one having the formula ##STR2## either (a) with an achiral alcohol of the formula ZOH to obtain the resulting ether and reacting the latter in an anhydrous medium with an isopropylidene sulfurane of the formula ##STR3## wherein R.sub.1 and R.sub.2 are individually selected from the group consisting of optionally substituted monocyclic aromatic groups, isopropyl, groups and tertiary alkyl groups, to obtain a compound of formula I of the (1RS, 4RS, 5SR) configuration and Y is Z and optionally hydrolyzing the latter in acid medium to obtain the compound of formula I wherein Y is hydrogen or (b) with an optically active chiral alcohol of the formula ZOH to obtain a mixture of stereoisomeric ether due to the asymetrical carbon in the 5-position which mixture is rich in one of the two diastereoisomers, separating the diastereoisomeric ethers by physical means and reacting the separated diastereoisomers with the compound of formula II in anhydrous medium to obtain the compound of formula I with (1R, 4R, 5S) or (1S, 4S, 5R) configuration wherein Y is Z and optionally hydrolyzing the latter in an acid media to obtain the compound of formula I wherein Y is hydrogen and novel intermediates. The compounds of formula I where Y is hydrogen are described in French Pat. No. 1,580,474 and are interemediates for diversely substituted cyclopropane carboxylic acids whose esters are may active insecticides.

    摘要翻译： 制备具有下式的（1RS，4RS，5SR），（1R，4R，5S）或（1S，4S，5R）构型的化合物的方法，其中Y选自氢 和式ZOH的任选手性醇的有机残基Z包括在酸式试剂5RS-羟基-2,5-二氢呋喃-2-酮的存在下反应，式（II）与（a）与非手性 醇，得到所得的醚，并使其在无水介质中与式III的异丙叉硫烷反应，其中R 1和R 2分别选自任选取代的单环芳基，异丙基，基团 和叔烷基，得到（1RS，4RS，5SR）构型的式I化合物，Y为Z，并任选地在酸性介质中水解后者，得到其中Y为氢的式I化合物或（b）与 一种光学活性的手性醇 由于五位不对称碳在5位上得到立体异构体醚的混合物，该混合物富含两种非对映异构体之一，通过物理方法分离非对映异构体醚，并将分离的非对映异构体与式II化合物在无水 （1R，4R，5S）或（1S，4S，5R）构型的式I化合物，其中Y是Z，并任选地在酸性介质中水解后者，得到其中Y是氢的式I化合物， 新颖的中间体。 其中Y是氢的式I化合物描述于French Pat。 为1,580,474，并且是用于各种可取代的环丙烷羧酸的中间体，其酯可以是活性杀虫剂。