Preparation of
3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid
derivatives
    1.
    发明授权
    Preparation of 3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid derivatives 失效
    制备3-(2,2-二氯乙烯基)-2,2-二甲基 - 环丙烷-1-羧酸衍生物

    公开(公告)号:US4296241A

    公开(公告)日:1981-10-20

    申请号:US165871

    申请日:1980-07-02

    CPC分类号: C07F9/4006 C07C51/363

    摘要: A process for the preparation of a 3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid or derivative of the formula ##STR1## in which R is hydrogen, alkali metal, ammonium, an equivalent of an alkaline earth metal, alkyl, or a radical customary in the alcohol part of pyrethroids,comprising reacting a 3-formyl-2,2-dimethyl-cyclopropane-1-carboxylic acid derivative of the formula ##STR2## with a dichloromethane derivative of the formula ##STR3## in which R.sup.1 and R.sup.2 each independently is alkyl, phenyl, alkoxy or phenoxy, or together are alkanediyl or alkanedioxy,in the presence of a base at a temperature between about -50.degree. and +50.degree. C. The products are intermediates for the preparation of esters of pyrethroid-like insecticidal activity.

    摘要翻译: 制备3-(2,2-二氯乙烯基)-2,2-二甲基 - 环丙烷-1-羧酸或式“IMAGE”的衍生物的方法,其中R是氢,碱金属,铵,等同物 的碱土金属,烷基或在拟除虫菊酯的醇部分中常用的基团,其包括使式(IMAGE)的3-甲酰基-2,2-二甲基 - 环丙烷-1-羧酸衍生物与 在碱存在下,在约-50℃至+ 50℃之间的温度下,R1和R2各自独立地为烷基,苯基,烷氧基或苯氧基,或一起为烷二基或烷二氧基的式“IMAGE”。 是制备拟除虫菊酯类杀虫活性酯的中间体。

    Alpha-hydroxy-phosphonic acid esters
    3.
    发明授权
    Alpha-hydroxy-phosphonic acid esters 失效
    α-羟基膦酸酯

    公开(公告)号:US4420435A

    公开(公告)日:1983-12-13

    申请号:US391092

    申请日:1982-06-22

    摘要: Styryl-cyclopropane derivatives of the formula ##STR1## in which R.sup.9 represents independently of one another when n=2, halogen, cyano, nitro, or an optionally halogen-substituted alkyl, alkoxy, alkylthio or alkylenedioxy radical,n represents zero, 1, 2, 3, 4 or 5,R.sup.10 represents hydrogen or halogen, and,Y represents acetyl, cyano or carbamoyl, are produced by reacting a benzylphosphonic acid ester of the formula ##STR2## in which R.sup.4 each independently represents alkyl or phenyl or together represent alkylene,with a formylcyclopropane derivative of the formula ##STR3## or by reacting an .alpha.-hydroxyphosphonic acid ester of the formula ##STR4## with an olefinating agent of the formula ##STR5## in which Z' represents a phosphorus-containing radical ##STR6## or --P(R.sup.7).sub.3.sup..sym. X.sup..crclbar. whereinR.sup.5 and R.sup.6 are identical or different and individually represent alkyl, phenyl, alkoxy or phenoxy or R.sup.5 and R.sup.6 together represent alkanedioxy,R.sup.7 represents alkyl or phenyl andX represents halogen,in the presence of a base at a temperature between about -70 and +150.degree. C. Other olefins can be similarly prepared. Many intermediates are new and the end products are themselves intermediates for insecticides.

    摘要翻译: n = 2时,R 9彼此独立地表示卤素,氰基,硝基或任选卤素取代的烷基,烷氧基,烷硫基或亚烷基二氧基,其中R 1表示0, 2,3,4或5,R 10表示氢或卤素,Y表示乙酰基,氰基或氨基甲酰基,是通过使式“IMAGE”的苄基膦酸酯反应而得的,其中R4各自独立地表示烷基或苯基, 亚烷基与式IMAMA的甲酰基环丙烷衍生物反应,或通过使式“IMAGE”的α-羟基膦酸酯与式“IMAGE”的烯烃化剂反应,其中Z'代表含磷基团“IMAGE” 或-P(R 7)3(+)X( - )其中R 5和R 6相同或不同,并且各自表示烷基,苯基,烷氧基或苯氧基或R 5和R 6一起表示烷二氧基,R 7表示烷基或苯基,X表示卤素, 在presen ce在约-70至+ 150℃之间的温度下进行。其它烯烃可以类似地制备。 许多中间体是新的,最终产品本身是杀虫剂的中间体。

    Preparation of styryl cyclopropane insecticide intermediates
    4.
    发明授权
    Preparation of styryl cyclopropane insecticide intermediates 失效
    制备苯乙烯环丙烷杀虫剂中间体

    公开(公告)号:US4358409A

    公开(公告)日:1982-11-09

    申请号:US140644

    申请日:1980-04-16

    摘要: Styryl-cyclopropane derivatives of the formula ##STR1## in which R.sup.9 represents independently of one another when n=2, halogen, cyano, nitro, or an optionally halogen-substituted alkyl, alkoxy, alkylthio or alkylenedioxy radical,n represents zero, 1, 2, 3, 4 or 5,R.sup.10 represents hydrogen or halogenandY represents acetyl, cyano or carbamoyl, are produced by reacting a benzylphosphonic acid ester of the formula ##STR2## in which R.sup.4 each independently represents alkyl or phenyl or together represent alkylene, with a formylcyclopropane derivative of the formula ##STR3## or by reacting an .alpha.-hydroxyphosphonic acid ester of the formula ##STR4## with an olefinating agent of the formula ##STR5## in which Z' represents a phosphorus-containing radical ##STR6## wherein R.sup.5 and R.sup.6 are identical or different and individually represent alkyl, phenyl, alkoxy or pehnoxy or R.sup.5 and R.sup.6 together represent alkanedioxy,R.sup.7 represents alkyl or phenyl andX represents halogen, in the presence of a base at a temperature between about -70.degree. and +150.degree. C. Other olefins can be similarly prepared. Many intermediates are new and the end products are themselves intermediates for insecticides.

    摘要翻译: n = 2时,R 9彼此独立地表示卤素,氰基,硝基或任选卤素取代的烷基,烷氧基,烷硫基或亚烷基二氧基,其中R 1表示0, 2,3,4或5中,R 10表示氢或卤素,Y表示乙酰基,氰基或氨基甲酰基,其通式为:其中R 4各自独立地表示烷基或苯基或一起代表亚烷基的式“IMAGE”的苄基膦酸酯, 与式“IMAGE”的甲酰环丙烷衍生物或通过使式“IMAGE”的α-羟基膦酸酯与式“IMAGE”的烯烃化剂反应,其中Z'表示含磷基团,其中R5 和R6相同或不同,并且各自表示烷基,苯基,烷氧基或聚氧乙烯或R5和R6一起表示烷二氧基,R7表示烷基或苯基,X表示卤素,在碱的存在下, 约-70℃至+ 150℃之间的温度。可以类似地制备其它烯烃。 许多中间体是新的,最终产品本身是杀虫剂的中间体。

    Preparation of substituted (cyclo)alkanecarboxylic acid
.alpha.-cyano-3-phenoxy-benzyl esters
    7.
    发明授权
    Preparation of substituted (cyclo)alkanecarboxylic acid .alpha.-cyano-3-phenoxy-benzyl esters 失效
    取代(环)链烷羧酸α-氰基-3-苯氧基 - 苄基酯的制备

    公开(公告)号:US4350640A

    公开(公告)日:1982-09-21

    申请号:US173545

    申请日:1980-07-30

    CPC分类号: C07C255/00

    摘要: A process for the preparation of a substituted (cyclo) alkanecarboxylic acid .alpha.-cyano-3-phenoxy-benzyl ester of the formula ##STR1## in which R is alkyl or cycloalkyl optionally substituted by halogen, alkyl, cycloalkyl, alkenyl (which is optionally substituted by halogen and/or alkoxy), styryl (which is optionally substituted by halogen, and/or optionally halogen-substituted alkyl, alkoxy, alkylenedioxy and alkylthio radicals), spirocyclically linked, optionally halogen-substituted cycloalk(en)yl (which is optionally benzo-fused) or optionally substituted phenyl andR.sup.5 and R.sup.6 each independently is hydrogen or halogen, comprising adding an aqueous solution or suspension of at least an equimolar amount of a water-soluble cyanide to a mixture of an alkanecarboxylic acid chloride of the formulaR--CO--Cland a 3-phenoxy-benzaldehyde of the formula ##STR2## in a hydrocarbon solvent which is virtually immiscible with water at a temperature between about 0.degree. and 80.degree. C.

    摘要翻译: 制备式(IMAGE)的取代的(环)链烷羧酸α-氰基-3-苯氧基苄基酯的方法,其中R是任选被卤素,烷基,环烷基,烯基(其是任选地被 被卤素和/或烷氧基取代),苯乙烯基(其任选被卤素取代,和/或任选被卤素取代的烷基,烷氧基,亚烷基二氧基和烷硫基),螺环环烷基,任选被卤素取代的环烷基(烯) 任选地苯并稠合的)或任选取代的苯基,R 5和R 6各自独立地是氢或卤素,包括将至少等摩尔量的水溶性氰化物的水溶液或悬浮液加入到下式的链烷酰氯的混合物中 R-CO-Cl和式“IMAGE”的3-苯氧基 - 苯甲醛在烃溶剂中,其在约0℃至80℃的温度下几乎与水不混溶。

    Preparation of 1,1-dihalogeno-alkenes
    9.
    发明授权
    Preparation of 1,1-dihalogeno-alkenes 失效
    制备1,1-二卤代烯烃

    公开(公告)号:US4424166A

    公开(公告)日:1984-01-03

    申请号:US237005

    申请日:1981-02-23

    CPC分类号: C07C17/263

    摘要: In the preparation of a 1,1-dihalogenoalkene of the formula ##STR1## in which R.sup.1 is a hydrogen atom or an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, and R.sup.2 is an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, or R.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain, and X.sup.1 and X.sup.2 each independently is a halogen atom, wherein a carbonyl compound of the formula ##STR2## is reacted with a trihalogenoacetate of the formula ##STR3## in which X.sup.3 is a halogen atom, and M.sup..sym. is an alkali metal ion or one equivalent of an alkaline earth metal ion, in the presence of an approximately equimolar amount of a phosphorus-containing compound, the improvement which comprises employing as said phosphorus-containing compound a phosphorous acid trialkyl ester or a phosphorous acid triamide and effecting the reaction at a temperature between about 0.degree. and 200.degree. C. A preferred end product is ##STR4## and the preferred phosphorus-containing compound is trimethyl phosphite, triethyl phosphite, tripropyl phosphite or phosphorous acid tris-dimethyl-amide.

    摘要翻译: 在制备其中R 1为氢原子或任选取代的烷基,烯基,炔基,环烷基,芳烷基,芳烯基或芳基的式“IMAGE”的1,1-二卤代烯烃中,R 2为任选取代的烷基, 烯基,炔基,环烷基,芳烷基,芳烯基或芳基,或R 1和R 2一起形成任选支链和/或任选的苯并稠合烃链,并且X 1和X 2各自独立地为卤素原子,其中式 与式(X3)中的X为卤素原子的式(III)的三卤代乙酸酯反应,M(+)​​为碱金属离子或1当量碱土金属离子,在大约等摩尔量存在下 的含磷化合物,其改进包括使用磷酸三烷基酯或亚磷酸三酰胺作为所述含磷化合物,并在约0℃至200℃的温度下进行反应。 优选的最终产物是“IMAGE”,优选的含磷化合物是亚磷酸三甲酯,亚磷酸三乙酯,亚磷酸三丙酯或亚磷酸三 - 二甲基 - 酰胺。