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    Process for the preparation of insecticidal phenylhydrazine derivatives
    5.
    发明授权
    Process for the preparation of insecticidal phenylhydrazine derivatives 有权
    杀虫剂苯肼衍生物的制备方法

    公开(公告)号：US6166243A

    公开(公告)日：2000-12-26

    申请号：US430961

    申请日：1999-11-01

    Applicant: Haihong Jin ,  Joseph A. Feiccabrino

    Inventor： Haihong Jin ,  Joseph A. Feiccabrino

    IPC: C07C241/04 ,  C07C243/24 ,  C07C269/04 ,  C07C231/02

    CPC classification number: C07C241/04 ,  C07C243/24

    Abstract: Disclosed herein is a method for making compounds having the structural formulae (I) or (II): ##STR1## wherein: X is a) phenyl; lower phenylalkoxy; phenoxy; or benzyl; or b) one substituent from group a) and one or more substituents selected from C.sub.1 -C.sub.4 alkoxy; hydroxyl; halogen; lower alkyl; and lower alkylthio; or c) along with the phenyl to which it is attached, forms a multiple fused ring heterocycle such as dibenzofuranyl; Y is H, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 haloalkanoyl dialkoxyphosphoryl, alkylaminocarbonyl, haloalkylsulfonyl, or C.sub.1 -C.sub.4 alkoxy carbonyl; and R is H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 cycloalkoxy, haloalkyl, alkoxyalkyl, arylalkoxy, alkenyl, alkylthio, alkoxycarbonyl, alkylamino, heteroaryl, arylalkyl, haloalkoxy, aryloxy, or C.sub.3 -C.sub.6 cycloalkyl; and Z is O or S, wherein the process comprises the steps of:A) selecting as a starting material a compound of the structural formula ##STR2## B) reacting compound III with sodium nitrite in the presence of HCl to form the diazonium salt IV ##STR3## C) adding compound IV to freshly prepared alkali metal sulfite prepared by purging sulfur dioxide into an alkali metal hydroxide until the pH is between 7.3 and 7.5, thereby forming compound V ##STR4## D) reducing compound V with an alkali metal dithionite to form compound VI ##STR5## E) hydrolyzing compound VI under aid conditions to form compound VII ##STR6## and F) acylating compound VII to form compound I.

    Abstract translation: 本文公开了制备具有结构式（I）或（II）的化合物的方法：其中：X为a）苯基; 低级苯基烷氧基; 苯氧基 或苄基; 或b）a）中的一个取代基和一个或多个选自C 1 -C 4烷氧基的取代基; 羟; 卤素; 低级烷基 和低级烷硫基; 或c）与其连接的苯基一起形成多重稠环杂环，例如二苯并呋喃基; Y是H，C 1 -C 4烷酰基，C 1 -C 4卤代烷酰基二烷氧基磷酰基，烷基氨基羰基，卤代烷基磺酰基或C 1 -C 4烷氧基羰基; C 1 -C 6烷基，C 1 -C 6烷氧基，C 3 -C 6环烷氧基，卤代烷基，烷氧基烷基，芳基烷氧基，烯基，烷硫基，烷氧基羰基，烷基氨基，杂芳基，芳烷基，卤代烷氧基，芳氧基或C 3 -C 6环烷基; 并且Z是O或S，其中所述方法包括以下步骤：A）选择结构式B的化合物作为原料）在HCl存在下使化合物III与亚硝酸钠反应形成重氮盐IV C）加入 通过将二氧化硫吹扫至碱金属氢氧化物直到pH为7.3至7.5之间，由此形成化合物VD），用碱金属连二亚硫酸盐还原化合物V制备新鲜制备的碱金属亚硫酸盐，以形成化合物VI E）水解化合物VI 辅助条件形成化合物VII和F）酰化化合物VII以形成化合物I.

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