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    Novel cyclopropanecarboxylates
    3.
    发明授权
    Novel cyclopropanecarboxylates 失效
    新型环丙烷羧酸酯

    公开(公告)号：US4003945A

    公开(公告)日：1977-01-18

    申请号：US461029

    申请日：1974-04-15

    申请人： Shigeyoshi Kitamura ,  Nobushige Itaya ,  Yoshitoshi Okuno ,  Nobuo Ohno ,  Takashi Matsuo ,  Masachika Hirano ,  Toshio Mizutani ,  Hisami Takeda

    发明人： Shigeyoshi Kitamura ,  Nobushige Itaya ,  Yoshitoshi Okuno ,  Nobuo Ohno ,  Takashi Matsuo ,  Masachika Hirano ,  Toshio Mizutani ,  Hisami Takeda

    IPC分类号： C07C69/743 ,  A01N53/10 ,  C07C69/74 ,  C07D307/28 ,  C07D307/45 ,  C07D309/06 ,  C07D309/22 ,  C07D317/54 ,  C07D333/16

    CPC分类号： C07D307/42 ,  C07C403/12 ,  C07D307/28 ,  C07D309/06 ,  C07D309/22 ,  C07D317/54 ,  C07D333/16 ,  C07C2101/02 ,  C07C2101/08 ,  C07C2101/14 ,  C07C2101/16 ,  Y10S514/937 ,  Y10S514/952 ,  Y10S514/953 ,  Y10S514/957

    摘要： Novel alkynylcyclopropanecarboxylic acid esters represented by the formula, ##STR1## wherein R.sub.1 represents hydrogen, halogen, lower alkyl having up to 5 carbon atoms, lower alkenyl having up to 5 carbon atoms, lower alkynyl having up to 5 carbon atoms, C.sub.1 -C.sub.4 alkoxy C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkylthio C.sub.1 -C.sub.4 alkyl, aryl, aryl C.sub.1 -C.sub.4 alkyl, furyl, substituted furyl, thienyl, substituted thienyl, furfuryl, substituted furfuryl, thenyl, substituted thenyl, cyclo C.sub.3 -C.sub.6 alkyl, substituted cyclo C.sub.3 -C.sub.6 alkyl, cyclo C.sub.3 -C.sub.6 alkenyl or substituted cyclo C.sub.3 -C.sub.6 alkenyl; R.sub.2 and R.sub.3 individually represent hydrogen, halogen, lower alkyl having up to 5 carbon atoms, lower alkenyl having up to 5 carbon atoms, lower alkynyl having up to 5 carbon atoms, aryl, aryl C.sub.1 -C.sub.4 alkyl or may form a carbon-carbon bond; or R.sub.1 and R.sub.3 are bonded to each other at the ends to form a polymethylene chain containing or not containing an oxygen or a sulfur atom, or R.sub.1 and R.sub.2 are bonded to each other at the ends to form a polymethylene chain containing or not containing an oxygen or a sulfur atom; R.sub.4 represents hydrogen or methyl; R.sub.5 represents hydrogen, methyl, vinyl, 1-propenyl, 2-methyl-1-propenyl, 2-methoxymethyl-1-propenyl, 2-methoxycarbonyl-1-propenyl, 2,2-dichlorovinyl or cyclopentyl-idenemethyl when R.sub.4 is hydrogen, and R.sub.5 represents methyl when R.sub.4 is methyl; and R.sub.6 and R.sub.7 represent hydrogen or methyl. These novel esters are produced by reacting an alcohol or its halide or arylsulfonate of the formula, ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.6 are defined above, and A is hydroxy, halogen or arylsulfoxy, with a cyclopropane-carboxylic acid of the formula, ##STR3## wherein R.sub.4, R.sub.5 and R.sub.7 are as defined above, or its reactive derivative. These esters are useful as an insecticide harmless to mammals.

    摘要翻译： 由式表示的新型炔基环丙烷羧酸酯，其中R 1表示氢，卤素，具有至多5个碳原子的低级烷基，具有至多5个碳原子的低级链烯基，低至5个碳原子的低级炔基，C1-C4烷氧基 C 1 -C 4烷基，C 1 -C 4烷硫基C 1 -C 4烷基，芳基，芳基C 1 -C 4烷基，呋喃基，取代的呋喃基，噻吩基，取代的噻吩基，糠基，取代的糠基，噻吩基，取代的芳基，环C 3 -C 6烷基，取代的环 C 3 -C 6烷基，环C 3 -C 6烯基或取代的环C 3 -C 6烯基; R 2和R 3各自表示氢，卤素，具有至多5个碳原子的低级烷基，具有至多5个碳原子的低级链烯基，具有至多5个碳原子的低级炔基，芳基，芳基C 1 -C 4烷基或可形成碳 - 碳 键; 或者R 1和R 3在末端彼此键合以形成含有或不含有氧原子或硫原子的多亚甲基链，或者R 1和R 2在末端彼此结合形成含有或不含有 氧或硫原子; R4代表氢或甲基; 当R4为氢时，R5代表氢，甲基，乙烯基，1-丙烯基，2-甲基-1-丙烯基，2-甲氧基甲基-1-丙烯基，2-甲氧基羰基-1-丙烯基，2,2-二氯乙烯基或环戊基 - 当R 4为甲基时，R 5表示甲基; 并且R 6和R 7表示氢或甲基。 这些新型酯通过使下式的醇或其卤化物或芳基磺酸盐与其中R1，R2，R3和R6定义如上，A是羟基，卤素或芳基磺酰基的醇或其卤化物或芳基磺酸酯与 式，其中R 4，R 5和R 7如上所定义，或其反应性衍生物。 这些酯可用作对哺乳动物无害的杀虫剂。

    Novel cyclopropanecarboxylates
    4.
    发明授权
    Novel cyclopropanecarboxylates 失效

    公开(公告)号：US4118505A

    公开(公告)日：1978-10-03

    申请号：US636981

    申请日：1975-12-02

    申请人： Shigeyoshi Kitamura ,  Nobushige Itaya ,  Yoshitoshi Okuno ,  Nobuo Ohno ,  Takashi Matsuo ,  Masachika Hirano ,  Toshio Mizutani ,  Hisami Takeda

    发明人： Shigeyoshi Kitamura ,  Nobushige Itaya ,  Yoshitoshi Okuno ,  Nobuo Ohno ,  Takashi Matsuo ,  Masachika Hirano ,  Toshio Mizutani ,  Hisami Takeda

    IPC分类号： C07D307/28 ,  C07D307/45 ,  C07D309/06 ,  C07D317/54 ,  C07D333/16 ,  C07C69/74 ,  A01N9/24

    CPC分类号： C07D307/42 ,  C07D307/28 ,  C07D309/06 ,  C07D317/54 ,  C07D333/16

    摘要： Novel alkynyl esters of cyclopropanecarboxylic acid represented by the formula, ##STR1## wherein R.sub.1 represents hydrogen, lower alkyl having 1-4 carbon atoms, lower alkenyl having 2-4 carbon atoms, lower alkynyl having 2-4 carbon atoms, C.sub.1 -C.sub.2 alkoxy-C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.2 alkylthio-C.sub.1 -C.sub.4 alkyl, furyl, thienyl, furfuryl, thenyl, cyclo-C.sub.3 -C.sub.6 alkyl, oxygen atom-containing cyclo-C.sub.3 -C.sub.6 alkyl, cyclo-C.sub.5 -C.sub.6 alkenyl, oxygen atom-containing cyclo-C.sub.4 -C.sub.6 alkenyl, halo-C.sub.2 -C.sub.4 alkenyl, phenyloxymethyl, phenylthiomethyl, cyclo-C.sub.5 -C.sub.6 alkenylmethyl, oxygen atom-containing cyclo-C.sub.4 -C.sub.6 alkenylmethyl, cyclo-C.sub.5 -C.sub.6 alkylmethyl, oxygen atom-containing cyclo-C.sub.4 -C.sub.6 alkylmethyl or ##STR2## IN WHICH X is halogen, nitro, cyano, methylenedioxy, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.2 alkoxy, dimethylamino, m is 0, 1, 2 or 3, n is 0, 1, 2 or 3 and each X may be different when n is 2 or 3; R.sub.2 and R.sub.3 individually represent hydrogen, halogen (except R.sub.2), phenyl, benzyl, lower alkyl having 1 - 3 carbon atoms, lower alkenyl having 2 - 3 carbon atoms, lower alkynyl having 2 - 3 carbon atoms or may form a carbon-carbon bond or are bonded to each other at the ends to form C.sub.3 -C.sub.4 polymethylene chain, or R.sub.1 and R.sub.2 are bonded to each other at the ends to form C.sub.5 polymethylene chain; R.sub.4 represents hydrogen or methyl; R.sub.5 represents hydrogen, methyl, vinyl, 1-propenyl, 2-methyl-1-propenyl, 2-methoxy-methyl-1-propenyl, 2-methoxycarbonyl-1-propenyl, 1,3-butadienyl, 2-methyl-1,3-butadienyl, 2,2-dichlorovinyl or cyclopentylidenemethyl when R.sub.4 is hydrogen, and R.sub.5 represents methyl when R.sub.4 is methyl; and R.sub.6 and R.sub.7 represent hydrogen or methyl. These novel esters are produced by reacting an alcohol or its halide or arylsulfonate of the formula, ##STR3## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.6 are as defined above, and A is hydroxy, halogen or arylsulfoxy, with a cyclopropanecarboxylic acid of the formula, ##STR4## wherein R.sub.4, R.sub.5 and R.sub.7 are as defined above, or its reactive derivative. These esters are useful as an insecticide harmless to mammals.