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    Process for producing cyclopropanecarboxylates
    1.
    发明授权
    Process for producing cyclopropanecarboxylates 失效
    环丙烷羧酸盐生产方法

    公开(公告)号：US06909013B2

    公开(公告)日：2005-06-21

    申请号：US10053680

    申请日：2002-01-24

    Applicant: Hiroshi Souda ,  Kazunori Iwakura

    Inventor： Hiroshi Souda ,  Kazunori Iwakura

    IPC: C07C67/30 ,  C07C67/08 ,  C07D307/45 ,  C07C69/24

    CPC classification number: C07D307/42 ,  C07C67/08 ,  C07C69/747

    Abstract: There is disclosed a process process for producing a cyclopropanecarboxylate of formula (1): which process comprises reacting cyclopropanecarboxylic acid of formula (2): with a monohydroxy compound of formula (3): R6OH  (3), in the presence of a catalyst compound comprising an element of to Group 4 of the Periodic Table of Elements.

    Abstract translation: 公开了制备式（1）的环丙烷羧酸酯的方法：该方法包括使式（2）的环丙烷甲酸与式（3）的单羟基化合物反应：<？在线式描述=“In- 线公式“end =”lead“？> R 6 OH（3），<？in-line-formula description =”In-line Formulas“end =”tail“？>在存在 包含元素周期表第4族元素的催化剂化合物。

    Derivative of ester of carboxylic acid, and insecticide and insect proofing agent containing the same
    2.
    发明授权
    Derivative of ester of carboxylic acid, and insecticide and insect proofing agent containing the same 失效
    羧酸酯衍生物和含有其的杀虫剂和防虫剂

    公开(公告)号：US6107339A

    公开(公告)日：2000-08-22

    申请号：US722029

    申请日：1996-11-01

    Applicant: Yoshio Katsuda ,  Koji Nakayama ,  Yoshihiro Minamite

    Inventor： Yoshio Katsuda ,  Koji Nakayama ,  Yoshihiro Minamite

    IPC: A01N53/00 ,  A01N53/06 ,  A01P7/04 ,  C07C67/08 ,  C07C69/743 ,  C07D307/45 ,  C07D317/54

    CPC classification number: C07D307/42 ,  A01N53/00 ,  C07C69/743 ,  C07D317/54

    Abstract: The derivatives of esters of carboxylic acids represented by the general formula I: ##STR1## wherein: R.sub.1 is an alkyl group having a chain or branched chain of 1 to 4 carbon atoms; andR.sub.2 is a group represented by the following general formulae II, III or IV; ##STR2## wherein: R.sub.3 is a hydrogen atom or a methyl group;X is an oxygen atom or a methylidene group;R.sub.4 is an hydrogen atom or an ethynyl group;R.sub.5 and R.sub.6 are alike or differently selected from the group consisting of hydrogen, fluorine, chlorine atoms or methyl group;R.sub.7 is a hydrogen atom or a trifluoromethyl group;R.sub.8 is selected from the group consisting of propargyl, methoxymethyl or methylthio groups; orR.sub.7 and R.sub.8 may combine with each other to form a methylenedioxy chain; and the process for manufacturing the same, and the insecticides and the insect proofing agents containing the same as an active ingredient.The compounds represented by the general formula I are useful ingredients of insecticides and insect proofing agents which have both a fast-acting property and a lethal effect, and moreover, are highly safe to mammals; and therefore, insecticides and insect proofing agents containing the above compounds have a highly practical use.

    Abstract translation: PCT No.PCT / JP96 / 00254 Sec。 371日期：1996年11月1日 102（e）1996年11月1日PCT PCT 1996年2月7日PCT公布。 第WO96 / 24573号公报 日期：1996年8月15日由通式I表示的羧酸酯衍生物：其中：R1是具有1至4个碳原子的链或支链的烷基; R2是由下列通式II，III或IV表示的基团; 其中：R3是氢原子或甲基; X是氧原子或亚甲基; R4是氢原子或乙炔基; R 5和R 6相同或不同地选自氢，氟，氯原子或甲基; R7是氢原子或三氟甲基; R8选自炔丙基，甲氧基甲基或甲硫基; 或者R 7和R 8可以相互结合形成亚甲二氧基链; 及其制造方法，以及含有该活性成分的杀虫剂和防虫剂。 由通式I表示的化合物是具有快速作用性和致死作用的杀虫剂和防虫剂的有用成分，而且对哺乳动物是高度安全的; 因此，含有上述化合物的杀虫剂和防虫剂具有非常实用的用途。

    Insecticides
    7.
    发明授权
    Insecticides 失效
    杀虫剂

    公开(公告)号：US5004822A

    公开(公告)日：1991-04-02

    申请号：US16289

    申请日：1987-02-19

    Applicant: Michael Elliott ,  Norman F. Janes ,  David A. Pulman

    Inventor： Michael Elliott ,  Norman F. Janes ,  David A. Pulman

    IPC: C07C69/747 ,  A01N37/08 ,  A01N53/00 ,  A01N53/02 ,  A01N53/04 ,  A01N53/06 ,  A01N53/08 ,  A01P7/04 ,  A61K31/215 ,  C07C45/29 ,  C07C47/546 ,  C07C47/575 ,  C07C61/40 ,  C07C67/00 ,  C07C69/743 ,  C07C253/00 ,  C07C255/39 ,  C07C255/40 ,  C07C255/53 ,  C07D209/48 ,  C07D209/49 ,  C07D307/36 ,  C07D307/42 ,  C07D307/45 ,  C07D307/46 ,  C07D307/54 ,  C07F1/10 ,  C07F9/50 ,  C07F9/535

    CPC classification number: C07D209/48 ,  A01N53/00 ,  C07C255/00 ,  C07C45/29 ,  C07C45/292 ,  C07C47/546 ,  C07C47/575 ,  C07D209/49 ,  C07D307/42 ,  C07D307/46 ,  C07D307/54 ,  C07F9/5352

    Abstract: New insecticides are of formula: ##STR1## wherein R.sup.1 represents hydrogen or a methyl group; R.sup.2 represents hydrogen or a halogeno or lower alkyl group; R.sup.3 represents hydrogen or a halogen, lower alkyl (which is difference to R.sup.2 when R.sup.2 represents a lower alkyl group) or carboloweralkoxy group which contains at least 2 carbon atoms in the lower alkoxy residue when R.sup.2 represents methyl or R.sup.2 and R.sup.3 together with the carbon atom to which they are attached represent a cycloalkylene ring having at least one endocyclic carbon to carbon double bond; with the proviso that (a) R.sup.2 and R.sup.3 each represent hydrogen only when R.sup.1 represents methyl and (b) R.sup.3 contains at least 2 carbon atoms when R.sup.1 and R.sup.2 each represent hydrogen; and R represents a group which form insecticidal esters with chrysanthemic acid e.g. 5-benzyl-3-furylmethyl, 3-phenoxybenzyl, .alpha.-cyano-3-phenoxybenzyl. The esters are prepared by forming the ester linkage conventionally or by a Wittig reaction using a 3-formyl- or 3-acetyl-2,2-dimethyl cyclopropane carboxylic acid esterified with the desired residue or by an alkyl group which is subsequently converted to the desired residue.

    Abstract translation: 新的杀虫剂具有下式：其中R 1表示氢或甲基; R2表示氢或卤代或低级烷基; R3表示氢或卤素，低级烷基（当R2表示低级烷基时与R2不同）或当R2表示甲基或R2和R3与碳时在低级烷氧基残基中含有至少2个碳原子的羧基烷氧基 它们所连接的原子表示具有至少一个内环碳 - 碳双键的亚环烷基环; 条件是（a）当R1表示甲基时，R2和R3各自表示氢，（b）当R 1和R 2各自表示氢时，R 3含有至少2个碳原子; R表示与菊酸形成杀虫酯的基团。 5-苄基-3-呋喃基甲基，3-苯氧基苄基，α-氰基-3-苯氧基苄基。 酯通过常规形成酯键或通过Wittig反应制备，使用用所需残基酯化的3-甲酰基或3-乙酰基-2,2-二甲基环丙烷羧酸或通过烷基将其转化为 所需残留物。

    Certain cyclopropyl dicarboxylates having pesticidal and insecticidal activity
    8.
    发明授权
    Certain cyclopropyl dicarboxylates having pesticidal and insecticidal activity 失效
    某些具有杀虫活性和杀虫活性的环丙基二羧酸酯

    公开(公告)号：US4732903A

    公开(公告)日：1988-03-22

    申请号：US756396

    申请日：1985-07-17

    Applicant: Jacques Martel ,  Jean Tessier ,  Andre Teche

    Inventor： Jacques Martel ,  Jean Tessier ,  Andre Teche

    IPC: A01N53/00 ,  A23K1/16 ,  A61K31/22 ,  C07D209/48 ,  C07D213/64 ,  C07D213/647 ,  C07D233/72 ,  C07D307/20 ,  C07D307/45 ,  C07D309/12 ,  C07D213/55 ,  A01N43/40 ,  C07C69/743 ,  C07C121/75

    CPC classification number: C07D213/647 ,  A01N53/00 ,  A23K20/105 ,  A23K20/111 ,  A23K20/132 ,  A61K31/22 ,  C07D209/48 ,  C07D233/72 ,  C07D307/20 ,  C07D307/42 ,  C07D309/12

    Abstract: Novel isomers and mixtures thereof of cyclopropane carboxylic acid derivatives with a 3-unsaturated side chain of the formula ##STR1## wherein A' is selected from the group consisting of wherein B is selected from the group consisting of --CH.sub.2 --, ##STR2## --O-- and --S--, R.sub.4 is selected from the group consisting of hydrogen, --CH.sub.3,--C.tbd.N--CONH.sub.2, --CSNH.sub.2 and --C.tbd.CH, n is an integer from 0, 1 or 2 and R.sub.5 is selected from the group consisting of halogen and --CH.sub.3 ##STR3## wherein R.sub.13 is selected from the group consisting of hydrogen and ##STR4## wherein R.sub.13 has the above definition and the benzoyl is in the 3- or 4-position, ##STR5## wherein R.sub.14 is selected from the group consisting of hydrogen, methyl, ethynyl and --CN and R.sub.15 and R.sub.16 are individually selected from the group consisting of hydrogen, bromine and fluorine and ##STR6## wherein R.sub.14 has the above definition, p is 0, 1 or 2, each R.sub.17 is selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylthio of 1 to 4 carbon atoms, alkylsulfonyl of 1 to 4 carbon atoms, --CF.sub.3, 3,4-methylenedioxy, chlorine, bromine and fluorine B' is selected from the group consisting of --O-- and --S-- and R is selected from the group consisting of alkyl of 1 to 18 carbon atoms substituted with one or more, optionally different functional groups, aryl of 6 to 14 carbon atoms optionally substituted with one or more optionally different functional groups, the double bond having Z or E geometry having insecticidal and nematocidal activity as well as plant and animal acaricidal activity and their preparation.

    Abstract translation: 环丙烷羧酸衍生物与式（I）所示的3-不饱和侧链的新颖异构体及其混合物，其中A'选自由下列组成的组：其中B选自： -CH 2 - ， -O-和-S-，R 4选自氢，-CH 3，-C 3BOND N CONH 2，-CSNH 2和-C 3 CH 3，n是0的整数， （3）其中R 13选自氢和（4）其中R 13具有上述基团，其中R 13选自氢和 （14）其中R 14选自氢，甲基，乙炔基和-CN，R 15和R 16分别选自氢， ，溴和氟，并且其中R 14具有上述定义，p为0,1或2，每个R 17选自1至4个碳原子的烷基 1至4个碳原子的烷氧基，1至4个碳原子的烷硫基，1至4个碳原子的烷基磺酰基，-CF 3，3,4-亚甲二氧基，氯，溴和氟B'选自： -O-和-S-，并且R选自被一个或多个任选不同的官能团取代的1至18个碳原子的烷基，任选被一个或多个任选不同的官能团取代的6至14个碳原子的芳基 组，具有Z或E几何形状的双键具有杀虫和杀线虫活性以及植物和动物杀螨活性及其制备。

    2,2-dimethyl-3-(2-halovinyl)cyclopropane carboxlic acid ester pesticides
    9.
    发明授权
    2,2-dimethyl-3-(2-halovinyl)cyclopropane carboxlic acid ester pesticides 失效
    2,2-二甲基-3-（2-卤代乙烯基）环丙烷甲酸酯农药

    公开(公告)号：US4622337A

    公开(公告)日：1986-11-11

    申请号：US612807

    申请日：1984-05-22

    Applicant: Michael Elliott ,  Norman F. Janes ,  David A. Pulman

    Inventor： Michael Elliott ,  Norman F. Janes ,  David A. Pulman

    IPC: A01N37/10 ,  A01N37/36 ,  A01N53/00 ,  C07C45/29 ,  C07C45/43 ,  C07C45/63 ,  C07C45/67 ,  C07C47/546 ,  C07D209/48 ,  C07D307/45 ,  C07D307/46 ,  C07D307/54 ,  C07F9/535 ,  C07C69/743 ,  C07C69/747

    CPC classification number: C07D209/49 ,  A01N37/10 ,  A01N37/36 ,  A01N53/00 ,  C07C255/00 ,  C07C45/29 ,  C07C45/43 ,  C07C45/63 ,  C07C45/673 ,  C07C47/546 ,  C07D307/42 ,  C07D307/46 ,  C07D307/54 ,  C07F9/5352

    Abstract: New insecticides are of formula: ##STR1## wherein R.sup.1 represents hydrogen or a methyl group; R.sup.2 represents hydrogen or a halogeno or lower alkyl group; R.sup.3 represents hydrogen or a halogeno or carbo(lower alkoxy) group which contains at least 2 carbon atoms in the lower alkoxy residue when R.sup.2 represents methyl; with the proviso that (a) R.sup.2 and R.sup.3 each represent hydrogen only when R.sup.1 represents methyl, (b) when R.sup.1 and R.sup.3 each represent hydrogen and R.sup.2 represents alkyl, that alkyl group contains at least 2 carbon atoms and (c) when R.sup.3 represents halogeno, R.sup.2 represents hydrogen or halogeno; and R represents a group which forms insecticidal esters with chrysanthemic acid e.g. 5-benzyl-3-furylmethyl, 3-phenoxybenzyl, .alpha.-cyano-3-phenoxybenzyl. The esters are prepared by forming the ester linkage conventionally or by a Wittig reaction using a 3-formyl- or 3-acetyl-2,2-dimethyl cyclopropane carboxylic acid esterified with the desired residue or by an alkyl group which is subsequently converted to the desired residue.

    Abstract translation: 新的杀虫剂具有下式：其中R 1表示氢或甲基; R2表示氢或卤代或低级烷基; 当R 2表示甲基时，R 3表示氢或低级烷氧基残基中含有至少2个碳原子的卤代或碳（低级烷氧基）基团; 条件是（a）R 2和R 3各自表示氢，当R 1表示甲基时，（b）当R 1和R 3各自表示氢且R 2表示烷基时，该烷基含有至少2个碳原子，（c）当R 3表示 卤代，R 2表示氢或卤素; R表示与菊酸形成杀虫剂的基团，例如， 5-苄基-3-呋喃基甲基，3-苯氧基苄基，α-氰基-3-苯氧基苄基。 酯通过常规形成酯键或通过Wittig反应制备，使用用所需残基酯化的3-甲酰基或3-乙酰基-2,2-二甲基环丙烷羧酸或通过烷基将其转化为 所需残留物。

    Pyrethroids
    10.
    发明授权
    Pyrethroids 失效
    拟除虫菊酯

    公开(公告)号：US4482570A

    公开(公告)日：1984-11-13

    申请号：US430474

    申请日：1982-09-30

    Applicant: Paolo Piccardi ,  Francesco Corda ,  Franco Gozzo ,  Augusto Menconi ,  Angelo Logoni

    Inventor： Paolo Piccardi ,  Francesco Corda ,  Franco Gozzo ,  Augusto Menconi ,  Angelo Logoni

    IPC: A01N53/00 ,  C07C61/40 ,  C07D307/45 ,  C07C69/743 ,  C07C121/75

    CPC classification number: C07D307/42 ,  A01N53/00 ,  C07C61/40

    Abstract: Pyrethroid type insecticides described having the formula: ##STR1## wherein A=CF.sub.3 -C.dbd.C-, ##STR2## (X=H, F, Cl, Br: Y=Cl, Br) ##STR3## (group ##STR4## is bound to the hererocyclic ring in position 2 or 3) ##STR5## --CH.sub.2 --C.tbd.C--CH.sub.2 --R.sup.9 ; wherein:R.sup.1 =H, CN, C.tbd.CHR.sup.2 =3-phenoxy, 3-benzyl, 4-allyl, 4-propargyl.R.sup.3 =H, alkyl bound to the heterocyclic ring in position 3 or 2;R.sup.4 =(in position 4 or 5 of the heterocyclic ring)=benzyl, benzoyl, phenoxy, allyl, propargyl;Y=O, SR.sup.5 and R.sup.6 =alkyl C.sub.1 -C.sub.3, or R.sup.5 and R.sup.6 together form an orthocondensed aromatic, heteroaromatic or aliphatic, saturated or unsaturated ring;R.sup.7 and R.sup.8 (equal to or different from each other)=H, halogen, CH.sub.3 ; R.sup.9 =phenyl, vinyl, vinyl substituted, phenoxy,Compounds of general formula I are endowed with a high insecticide and acaricide activity.

    Abstract translation: 所述的拟除虫菊酯型杀虫剂具有下式：其中A = CF 3 -C = C-，X IMAGE（X = H，F，Cl，Br：Y = Cl，Br） 与第2位或第3位的本环结合）图像-CH2-C 3BOND C-CH2-R9; 其中：R 1 = H，CN，C 3 CH 2 = 3-苯氧基，3-苄基，4-烯丙基，4-炔丙基。 R3 = H，与3或2位杂环结合的烷基; R4 =（杂环的4或5位）=苄基，苯甲酰基，苯氧基，烯丙基，炔丙基; Y = O，S R5和R6 =烷基C1-C3，或R5和R6一起形成正缩合的芳族，杂芳族或脂族饱和或不饱和环; R7和R8（彼此相同或不同）= H，卤素，CH 3; R9 =苯基，乙烯基，乙烯基取代的苯氧基，通式I的化合物具有高的杀虫剂和杀螨剂活性。

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