Process for the preparation of substituted difluorobenzo-1,3-dioxoles
    23.
    发明授权
    Process for the preparation of substituted difluorobenzo-1,3-dioxoles 失效
    制备取代的二氟苯-1,3-二氧杂环戊烯的方法

    公开(公告)号:US5281718A

    公开(公告)日:1994-01-25

    申请号:US987902

    申请日:1992-12-04

    摘要: The reaction of 2,2-difluorobenzo-1,3-dioxole with (a) an alkali metal or an alkali metal compound and then (b) a compound R.sup.1 -Z.sup.1 in which Z.sup.1 is a leaving group, or with an aldehyde produces compounds of formula I ##STR1## wherein R.sup.1 is --OH, --SH, --CHO, --CN, --COOH, --B(OH).sub.2, --COX, with X being Cl or Br, or is --COOR.sup.2, --SiR.sub.3.sup.2 or --B(OR.sup.2).sub.2, with R.sup.2 being a C.sub.1 -C.sub.12 alcohol moiety without the hydroxy group, wherein R.sup.1 is further --C.sub.n H.sub.2n COOR.sup.2, with n being an integer from 1 to 4, or linear or branched C.sub.1 -C.sub.12 hydroxyalkyl which is unsubstituted or is substituted by --F, --CN, C.sub.1 -C.sub.6 alkoxy, phenyl, fluorophenyl, C.sub.1 -C.sub.4 alkoxy-phenyl, C.sub.1 -C.sub.4 alkylthio-phenyl, C.sub.1 -C.sub.4 alkylphenyl, C.sub.1 -C.sub.4 fluoroalkyl-phenyl, nitrophenyl or by cyanophenyl, or wherein R.sup.1 is a benzyl alcohol which is unsubstituted or is substituted by F, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 fluoroalkyl, nitro or by cyano, or is C.sub.1 -C.sub.12 acyl, or wherein R.sup. 1 is a radical of formula II ##STR2## wherein R.sup.5 is --CN, --CF.sub.3, --COOR.sup.2, --CONH.sup.2, --CO--NHR.sup.2 or --CONR.sub.2.sup.2, R.sup.3 and R.sup.4 are a direct bond or each is H, or R.sup.3 is H and R.sup.4 independently has the meanings of R.sup.5, or R.sup.3 and R.sup.4 together are --CH.sub.2 --NR.sup.6 --CH.sub.2 --, --CH.sub.2 --NR.sup.6 --CO-- or --CO--NR.sup.6 --CO-- wherein R.sup.6 is the radical of a removable protecting group, or wherein further R.sup.1 is a radical of formula III ##STR3## Insecticides or fungicides can be prepared from the compounds of formula I. 3-(2,2-difluorobenzodioxol-4-yl)-4-cyanopyrrole can be prepared by reacting 4-metallo-2,2-difluorobenzodioxole (III) with an unsaturated nitrile and then with a sulfonylmethyl isocyanide in a one-pot process. The compounds III are novel intermediates.

    摘要翻译: 2,2-二氟苯-1,3-二氧杂环戊烯与(a)碱金属或碱金属化合物反应,然后(b)其中Z 1为离去基团的化合物R1-Z1或与醛反应生成化合物 其中R 1是-OH,-SH,-CHO,-CN,-COOH,-B(OH)2,-COX,X是Cl或Br,或者是 - COOR 2,-SiR 32或-B(OR 2)2,其中R 2为不含羟基的C 1 -C 12醇部分,其中R 1还为-C n H 2n NOR 2,n为1至4的整数,或直链或支链C 1 -C 12羟烷基, 被未取代或被-F,-CN,C 1 -C 6烷氧基,苯基,氟苯基,C 1 -C 4烷氧基 - 苯基,C 1 -C 4烷硫基 - 苯基,C 1 -C 4烷基苯基,C 1 -C 4氟烷基 - 苯基,硝基苯基或氰基苯基取代,或其中R 1 是未被取代或被F,C 1 -C 4烷氧基,C 1 -C 4烷硫基,C 1 -C 4烷基,C 1 -C 4氟烷基,硝基或氰基取代的苯甲醇,或是C 1 -C 12酰基,或其中R 1是式II的基团 (*化学结构*)(II)其中R5为 -CN,-CF 3,-COOR 2,-CONH 2,-CO-NHR 2或-CONR 22,R 3和R 4为直接键或各自为H或R 3为H,且R 4独立地具有R 5或R 3和R 4的含义 是-CH 2 -NR 6 -CH 2 - , - CH 2 -NR 6 -CO-或-CO-NR 6 -CO-,其中R 6是可除去保护基团的基团,或其中R 1是式III基团(*化学结构* )(III)杀虫剂或杀真菌剂可以由式I化合物制备。3-(2,2-二氟苯并二氧杂环戊烯-4-基)-4-氰基吡咯可以通过4-金属-2,2-二氟苯并二氧杂环戊烯(III) )与不饱和腈,然后在一锅法中与磺酰基甲基异氰化物反应。 化合物III是新的中间体。

    Microbicidal compositions
    25.
    发明授权

    公开(公告)号:US5068359A

    公开(公告)日:1991-11-26

    申请号:US537196

    申请日:1990-06-12

    摘要: Novel benzothiophene and benzofuran derivatives of the general formula I ##STR1## wherein X is oxygen or sulfur, R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 haloalkyl, R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 haloalkyl, R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl or halogen and R is a 4-cyano-3-pyrrole radical of which the N atom carries one of the following substituents:A: hydrogen or CO--R.sub.4 in which R.sub.4 is unsubstituted C.sub.1 C.sub.6 alkyl or C.sub.1 -C.sub.6 alkyl substituted by halogen or by C.sub.1 -C.sub.3 alkoxy; C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, unsubstituted C.sub.1 -C.sub.6 alkoxy or C.sub.1 -C.sub.6 alkoxy substituted by halogen or by C.sub.1 -C.sub.3 alkoxy; C.sub.3 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 cycloalkyl or tetrahydrofur2-yl;B: S-R.sub.5 in which R.sub.5 is C.sub.1 -C.sub.3 haloalkyl;C: CH(Y)R.sub.6 in which R.sub.6 is hydrogen or C.sub.1 -C.sub.8 haloalkyl and Y is hydroxy, halogen or OC(O)R.sub.7 in which R.sub.7 is C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 haloalkyl, C.sub.2 -C.sub.6 -alkenyl, 2-tetrahydrofuryl, 2-tetrahydropyranyl or C.sub.1 -C.sub.6 alkoxycarbonyl;D: CH.sub.2 -Z in which Z is one of the groups ##STR2## wherein R.sub.8 and R.sub.9 are each, independently of the other, hydrogen, unsubstituted C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkyl substituted by cyano or by C.sub.1 -C.sub.6 alkoxycarbonyl; C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, C.sub.3 -C.sub.7 cycloalkyl, unsubstituted phenyl or phenyl substituted by halogen, by C.sub.1 -C.sub.6 alkyl, by C.sub.1 -C.sub.6 haloalkyl and/or by C.sub.1 -C.sub.6 alkoxy, with the proviso that only R.sub.8 or R.sub.9 may be hydrogen; R.sub.10 and R.sub.11 are each, independently of the other, hydrogen, C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkoxycarbonyl; R.sub.12 and R.sub.13 are each, independently of the other, hydrogen, C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkoxycarbonyl; and R.sub.15 is oxygen, sulfur, >C.dbd.0 or >N--R.sub.14, wherein R.sub.14 is hydrogen, C.sub.1 -C.sub.6 alkyl, formyl, C.sub.1 -C.sub.6 alkanoyl or C.sub.1 -C.sub.6 alkoxycarbonyl; and n is one of the numbers 0 or 1.The novel active ingredients serve to control harmful microorganisms, especially phytophathogenic fungi. They can be used together with suitable formulation adjuvants in the form of compositions, and are suitable also for preventing attack on cultivated plants by harmful microorganisms.

    .alpha.-methyl-(6-phenoxy)-2-picolyl cyclopropanecarboxylates having
pesticidal properties
    26.
    发明授权
    .alpha.-methyl-(6-phenoxy)-2-picolyl cyclopropanecarboxylates having pesticidal properties 失效
    具有杀虫性能的α-甲基 - (6-苯氧基)-2-甲基吡咯烷基环丙烷羧酸酯

    公开(公告)号:US4661497A

    公开(公告)日:1987-04-28

    申请号:US688123

    申请日:1984-12-31

    申请人: Peter Ackermann

    发明人: Peter Ackermann

    CPC分类号: C07D213/647 A01N53/00

    摘要: The invention relates to .alpha.-methyl-(6-phenoxy)-2-picolyl cyclopropanecarboxylates of the formula ##STR1## wherein X.sub.1 is methyl or halogen,R.sub.1 is hydrogen or halogen, andR.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.2 -C.sub.4 alkenyl, C.sub.2 -C.sub.4 alkynyl, nitro or cyano.The invention also relates to the preparation of these esters and to the use thereof in pest control.

    摘要翻译: 本发明涉及式(I)的α-甲基 - (6-苯氧基)-2-甲基吡咯烷基环丙烷羧酸酯,其中X 1是甲基或卤素,R 1是氢或卤素,R 2是氢,卤素,C 1 -C 4烷基 C1-C4烷氧基,C1-C4烷硫基,C1-C4卤代烷基,C1-C4卤代烷氧基,C1-C4卤代烷硫基,C2-C4链烯基,C2-C4炔基,硝基或氰基。 本发明还涉及这些酯的制备及其在害虫防治中的应用。