Novel herbicidally active n-phenyl-azoles
    1.
    发明授权
    Novel herbicidally active n-phenyl-azoles 失效
    新型除草活性的n-苯基 - 唑类

    公开(公告)号:US5049181A

    公开(公告)日:1991-09-17

    申请号:US440007

    申请日:1989-11-21

    摘要: The invention relates to novel phenyl substituted pyrazoles, 4,5,6,7-tetrahydro-indazoles, 2,4,5,6-tetrahydro-cyclopenta[c]pyrazoles, octahydroimidazo[1,5-a]pyridin-1,3-diones, hexahydro-1H-pyrrolo[1,2-c]-imidazol-1,3-diones, hexahydro-1H-1,2,4-triazolo[1,2-a]pyridazin-1,3-diones and tetrahydro-1H,5H-pyrazolo[1,2-a][1,2,4]triazol-1,3-diones which have phenyl-substituted in the 2-position, herbicidal activity. It furthermore relates to agrochemical compositions, which contain these compounds, to their use for controlling undesirable plant-growth and for processes for the preparation of the compounds according to this invention.The novel N-Phenyl-azoles correspond to the formula I ##STR1## R.sup.1 is hydrogen or halogen; R.sup.2 is halogen;A is a straight-chain or branched C.sub.1 -C.sub.4 -alkylene chain;n is zero or 1;Q is --S(O).sub.m --R.sup.3 ; di-C.sub.1 -C.sub.4 -alkylamino; a 5- or 6-membered heterocyclus, that is bound via a carbon or nitrogen atom and which contains 1 to 3 hetero-atoms selected from the group consisting of N, O and S, which heterocycles can be fused to a benzene ring and mono- or disubstituted by halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.3 -haloalkyl, C.sub.1 -C.sub.3 -alkoxy, C.sub.1 -C.sub.3 -haloalkoxy, C.sub.1 -C.sub.3 -dialkylamino, hydroxy or carboxyl;R.sup.3 is C.sub.1 -C.sub.10 -alkyl; ##STR2## m is zero, 1 or 2; R.sup.4 is C.sub.1 -C.sub.4 -alkyl, halogen or C.sub.1 -C.sub.4 -alkoxy;p is zero 1, 2, or 3;X is hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl;Y is C.sub.1 -C.sub.4 -alkyl; orX and Y form together a --(CH.sub.2).sub.q -chain, which is optionally mono- or disubstituted by methyl;q is three or four; andZ is halogen, methyl, C.sub.1 -C.sub.6 -alkoxy or C.sub.1 -C.sub.6 -alkylthio; under inclusion of the salts of these azoles with acids, bases and complex-building substances.

    摘要翻译: 本发明涉及新的苯基取代的吡唑,4,5,6,7-四氢 - 吲唑,2,4,5,6-四氢 - 环戊二烯并[c]吡唑,八氢咪唑并[1,5-a]吡啶-1,3 六氢-1H-吡咯并[1,2-c] - 咪唑-1,3-二酮,六氢-1H-1,2,4-三唑并[1,2-a]哒嗪-1,3-二酮和 四氢-1H,5H-吡唑并[1,2-a] [1,2,4]三唑-1,3-二酮,其具有2位的苯基取代,除草活性。 此外,它还涉及含有这些化合物的农药组合物,其用于控制​​不期望的植物生长和根据本发明的化合物的制备方法。 新型N-苯基 - 吡咯对应于式I(I)其中R1是氢或卤素; R2是卤素; A是直链或支链的C 1 -C 4 - 亚烷基链; n为零或1; Q是-S(O)m -R 3; 二-C 1 -C 4烷基氨基; 通过碳或氮原子结合并含有1至3个选自N,O和S的杂原子的5-或6-元杂环,该杂环可以与苯环稠合并且单 或被卤素,C 1 -C 4 - 烷基,C 1 -C 3 - 卤代烷基,C 1 -C 3 - 烷氧基,C 1 -C 3 - 卤代烷氧基,C 1 -C 3 - 二烷基氨基,羟基或羧基二取代; R3是C1-C10-烷基; m是零,1或2; R4是C1-C4-烷基,卤素或C1-C4-烷氧基; p为零1,2或3; X是氢,卤素或C 1 -C 4 - 烷基; Y是C 1 -C 4 - 烷基; 或X和Y一起形成 - (CH 2)q链,其任选被甲基单或二取代; q是三四个; Z为卤素,甲基,C 1 -C 6 - 烷氧基或C 1 -C 6 - 烷硫基; 在这些唑类的盐类与酸,碱和复合物构成物质之间。

    Herbicidally active thiadiazabicyclononanes and nonenes

    公开(公告)号:US5180418A

    公开(公告)日:1993-01-19

    申请号:US732988

    申请日:1991-07-19

    摘要: Cycloalkanecarboxylic acid derivatives of formula I ##STR1## wherein W is ##STR2## and A is CO--R.sub.3 or CN; R.sub.1 is hydrogen or fluorine; R.sub.2 is halogen or cyano; R.sub.3 is chlorine, X--R.sub.5, amino, C.sub.1 -C.sub.4 alkylamino, d-C.sub.1 -C.sub.4 alkylamino, C.sub.2 -C.sub.4 haloalkylamino, di-C.sub.2 -C.sub.4 haloalkylamino, C.sub.1 -C.sub.4 hydroxyalkylamino, di-C.sub.1 -C.sub.4 hydroxyalkylamino, C.sub.3 -C.sub.4 alkenylamino, diallylamino, --N-pyrrolidino, --N-piperidino, --N-morpholino, --N-thiomorpholino, --N-piperidazino, the group --O--N.dbd.C--(R.sub.9)R.sub.10 or the group --N--R.sub.6 (OR.sub.6); each of R.sub.4 and R.sub.14, independently of the other, is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 alkyl or trifluoromethyl; R.sub.5 is hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.10 alkylthio-C.sub.1 -C.sub.4 alkyl, di-C.sub.1 -C.sub.4 alkylamino-C.sub.1 -C.sub.4 alkyl, cyano-C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.8 alkenyl, halo-C.sub.3 -C.sub. 8 alkenyl, C.sub.3 -C.sub.8 alkynyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.3 -C.sub.7 cycloalkyl-C.sub.1 -C.sub.4 alkyl or halo-C.sub.3 -C.sub.7 cycloalkyl, or benzyl which is unsubstituted or substituted at the phenyl ring by up to three identical or different substituents selected from halogen, C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkoxy, or is an alkali metal ion, an alkaline earth metal ion or an ammonium ion, the group --[CHR.sub.6 --(CH.sub.2).sub.m ]--COOR.sub.7, or the group [CHR.sub.6 --(CH.sub.2).sub.t --Si(R.sub.8).sub.3 ]; R.sub.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; R.sub.7 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.8 alkenyl, C.sub.3 -C.sub.8 alkynyl, C.sub.1 -C.sub.8 alkoxy-C.sub.2 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkylthio-C.sub.2 -C.sub.8 alkyl or C.sub.3 -C.sub.7 cycloalkyl; R.sub.8 is C.sub.1 - C.sub.4 alkyl; R.sub.9 is C.sub.1 -C.sub.4 alkyl; R.sub.10 is C.sub.1 -C.sub.4 alkyl or phenyl; or R.sub.9 and R.sub.10, together with the carbon atom to which they are bonded, form a cyclohexane ring; R.sub.11 is C.sub.1 -C.sub.8 alkyl; R.sub.12 is hydrogen or C.sub.1 -C.sub.8 alkyl; R.sub.13 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.7 cycloalkyl, 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, halo-C.sub.1 -C.sub.7 alkyl, C.sub.3 -C.sub.7 alkenyl or C.sub.3 -C.sub.7 alkynyl; X, Y, Y.sub.1, Y.sub.2, Y.sub.3, Y.sub.4, Z.sub.1 and Z.sub.2 are each independently oxygen or sulfur; n is 0, 1, 2, 3 or 4; m is 0, 1, 2, 3 or 4; q is 1 or 2; and t is 0, 1, 2, 3 or 4, have good pre- and post-emergence selective herbicidal and growth regulating properties.

    Herbicidal thiadiazabicyclooctanes
    5.
    发明授权
    Herbicidal thiadiazabicyclooctanes 失效
    除草剂噻二唑二环辛烷

    公开(公告)号:US5416065A

    公开(公告)日:1995-05-16

    申请号:US154243

    申请日:1993-11-18

    IPC分类号: C07D513/04 A01N43/90

    CPC分类号: C07D513/04

    摘要: Thiadiazabicyclooctanes of formula I ##STR1## wherein Z is oxygen or sulfur;R.sub.53 is hydrogen or C.sub.1 -C.sub.6 alkyl;R.sub.54 is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 alkenyloxy, C3-C6alkynyioxy, hydroxy or C.sub.1 -C.sub.6 haloalkoxy; orR.sub.53 and R.sub.54, together with the carbon atom to which they are bonded, form an unsubstituted 3-, 4-, 5- or 6-membered saturated ring;W is a group of formulae W.sub.1 to W.sub.10 ##STR2##

    摘要翻译: 式I的噻二唑二环辛烷其中Z是氧或硫; R53是氢或C1-C6烷基; R 54是C 1 -C 6烷基,C 1 -C 6烷氧基,C 3 -C 6烯氧基,C 3 -C 6炔氧基,羟基或C 1 -C 6卤代烷氧基; 或R 53和R 54与它们所键合的碳原子一起形成未取代的3-,4-,5-或6-元饱和环; (W1)(W2)(W3)(W4)(W5)(W6)(W7 )(W8)(W9)或(W10)

    4,5,6,7-Tetrahydroisoindole-1,3-diones
    9.
    发明授权
    4,5,6,7-Tetrahydroisoindole-1,3-diones 失效
    4,5,6,7-四氢异吲哚-1,3-二酮

    公开(公告)号:US4919704A

    公开(公告)日:1990-04-24

    申请号:US226701

    申请日:1988-08-01

    摘要: There are disclosed novel herbicidally active pyrrolidine-2,5-diones and 4,5,6,7-tetrahydroisoindolel,3-diones of formula ##STR1## wherein R.sup.1 is hydrogen; or C.sub.1 -C.sub.4 alkyl;R.sup.2 is C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2, when taken together, are a (CH.sub.2).sub.4 group which may be substituted by one or two C.sub.1 -C.sub.4 alkyl groups;X is hydrogen; or halogen;A is ##STR2## or O--R.sup.4 ; R.sup.3 is hydroxy; (C.sub.1 -C.sub.8)-alkoxy; (C.sub.1 -C.sub.4)-alkoxy-(C.sub.1 -C.sub.4)-alkoxy-(C.sub.1 -C.sub.4)-akoxy; (C.sub.1 -C.sub.4)-alkylthio-(C.sub.1 -C.sub.4)-alkoxy; mono- or di(C.sub.1 -C.sub.4)-alkylamino-(C.sub.1 -C.sub.4)-alkoxy; (C.sub.1 -C.sub.8)-cyanoalkoxy; (C.sub.3 -C.sub.8)-alkenyloxy; (C.sub.3 -C.sub.8)-haloalkenyloxy; (C.sub.3 -C.sub.8)-alkynyloxy; (C.sub.3 -C.sub.7)-cycloalkoxy; (C.sub.3 -C.sub.7)-cycloalkyl-(C.sub.1 -C.sub.4)-alkoxy; halo(C.sub.3 -C.sub.7)-cycloalkoxy; unsubstituted or substituted benzyloxy, phenoxy or phenylthio; the salt groups --O--Na, --O--K, --O--(Ca).sub.0.5, --O--(Mg).sub.0.5 or --O--NH.sub.4 ; amino; unsubstituted or substituted (C.sub.1 -C.sub.4)-alkylamino or di(C.sub.1 -C.sub.4)-alkylamino; (C.sub.3 -C.sub.4)-alkenylamino; diallylamino; N-pyrrolidino; N-piperidino; N-morpholino; N-thiomorpholino; N-piperidazino; (C.sub.1 -C.sub.8)-alkylthio; (C.sub.3 -C.sub.8)-alkenylthio; benzylthio; unsubstituted or substituted (C.sub.1 -C.sub.4)-alkylthio or (C.sub.1 -C.sub.4)-alkoxy;R.sup.4 is (C.sub.1 -C.sub.8)-alkyl; (C.sub.3 -C.sub.7)-cycloalkyl; (C.sub.3 -C.sub.7)-cycloalkyl-(C.sub.1 -C.sub.4)-alkyl; (C.sub.3 -C.sub.7)-halocycloalkyl; (C.sub.1 -C.sub.8)-alkylcarbonyl; allylcarbonyl; unsubstituted or substituted benzylcarbonyl, benzoyl or dioxolanyl; furoyl; thienoyl; unsubstituted or substituted C.sub.1 -C.sub.4 alkyl.The invention further relates to the preparation of the compounds of formula I, to herbicidal compositions containing them and to the use thereof as herbicides and plant growth regulators, and to novel intermediates for the preparation of these compounds.

    摘要翻译: 公开了新颖的除草活性吡咯烷-2,5-二酮和4,5,6,7-四氢异吲哚,其中R 1是氢的式(I)的3-二酮; 或C 1 -C 4烷基; R2是C1-C4烷基; 当R 1和R 2一起时,可以被一个或两个C 1 -C 4烷基取代的(CH 2)4基团; X是氢; 或卤素; A是或O-R4; R3是羟基; (C1-C8) - 烷氧基; (C 1 -C 4) - 烷氧基 - (C 1 -C 4) - 烷氧基 - (C 1 -C 4) - 烷氧基; (C 1 -C 4) - 烷硫基 - (C 1 -C 4) - 烷氧基; 单或二(C 1 -C 4) - 烷基氨基 - (C 1 -C 4) - 烷氧基; (C 1 -C 8) - 氰基烷氧基; (C 3 -C 8) - 烯氧基; (C3-C8) - 卤代烯氧基; (C 3 -C 8) - 炔氧基; (C 3 -C 7) - 环烷氧基; (C 3 -C 7) - 环烷基 - (C 1 -C 4) - 烷氧基; 卤代(C 3 -C 7) - 环烷氧基; 未取代或取代的苄氧基,苯氧基或苯硫基; 盐基-O-Na,-O-K,-O-(Ca)0.5,-O-(Mg)0.5或-O-NH 4; 氨基; 未取代或取代的(C 1 -C 4) - 烷基氨基或二(C 1 -C 4) - 烷基氨基; (C 3 -C 4) - 烯基氨基; 二烯丙基氨基 N-吡咯烷子; N-哌啶子基 N-吗啉代; N-硫代吗啉代 N-哌嗪基; (C 1 -C 8) - 烷硫基; (C 3 -C 8) - 烯基硫基; 苄硫基; 未取代或取代的(C 1 -C 4) - 烷硫基或(C 1 -C 4) - 烷氧基; R4是(C1-C8) - 烷基; (C 3 -C 7) - 环烷基; (C 3 -C 7) - 环烷基 - (C 1 -C 4) - 烷基; (C 3 -C 7) - 卤素环烷基; (C 1 -C 8) - 烷基羰基; 烯丙基羰基; 未取代或取代的苄基羰基,苯甲酰基或二氧戊环基; 糠基 噻吩甲酰 未取代或取代的C 1 -C 4烷基。 本发明还涉及式I化合物,含有它们的除草组合物及其作为除草剂和植物生长调节剂的用途以及用于制备这些化合物的新型中间体的制备。