Herbicides containing substituted 2-aminothiophenes

    公开(公告)号:US5422335A

    公开(公告)日:1995-06-06

    申请号:US70389

    申请日:1993-06-07

    摘要: A herbicidal composition containing one or more substituted 2-aminothiophenes of the formula I ##STR1## where R.sup.1 and R.sup.2 together from a C.sub.4 -alkylene chain to which a benzene ring may be fused,R.sup.3 is --CN or CX--R.sup.6, where R.sup.6 is hydroxyl, C.sub.1 -C.sub.4 -alkoxy or amino,R.sup.4 is hydrogen or a phenyl group which may carry one or two nitro radicals,--PO(OR.sup.8).sub.2, --CX--R.sup.9, --SO.sub.2 R.sup.10, --CX--N(H) --CO--R.sup.8 or --CX--N(R.sup.7)--SO.sub.2 --R.sup.11,whereR.sup.8 is hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl groupR.sup.9 is C.sub.1 -C.sub.20 -alkyl, partially or completely halogenated C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.6 -cycloalkyl, or amino, C.sub.1 -C.sub.4 -alkylamino, C.sub.3 -C.sub.8 -cycloalkylamino, phenyl or phenylamino, where the aromatic moiety may carry at least one of nitro and halogen;R.sup.10 is C.sub.1 -C.sub.4 -alkyl or phenyl, which may carry one C.sub.1 -C.sub.4 -alkyl radical;R.sup.11 is pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl or piperazin-1-yl, where the heterocyclic structures may carry one C.sub.1 -C.sub.4 -group;R.sup.5 is hydrogen;orR.sup.4 and R.sup.5 together form a group .dbd.CR.sup.12 R.sup.13 or --CO--W--CO--, where R.sup.12 is hydrogen, amino, C.sub.1 -C.sub.4 -alkylamino or C.sub.3 -C.sub.8 -cycloalkylamino;R.sup.13 is amino, C.sub.3 -C.sub.8 -cycloalkylamino, phenyl or pyridyl, where the two last mentioned substituents may carry at least one halogen or nitro radicals;W is an ethylene or ethenylene bridge, or a 6-membered 1,2-C-bonded aromatic bridge where these bridge members may carry, on each substitutable carbon atom, at least one halogena 5-membered or 6-membered 1,2-C-bonded cycloalkylene or cycloalkenylene bridge,and the basic salts of the compounds I in which R.sup.3 is hydroxycarbonyl or hydroxythiocarbonyl, and the acidic salts of the compounds I which contain a basic nitrogen atom, as antagonistic compoundsand one or more herbicidal active ingredients from the group consisting ofthe cyclohexenone derivatives of the formula III ##STR2##

    Substituted 5-aminopyrazoles
    3.
    发明授权

    公开(公告)号:US5486618A

    公开(公告)日:1996-01-23

    申请号:US70386

    申请日:1993-06-07

    摘要: Substituted 5-aminopyrazoles I ##STR1## where R.sup.1 is C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -hydroxyalkyl, phenyl which may carry 1-3 of the following radicals: halogen, nitro, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio or --NR.sup.6 R.sup.7, and which may additionally carry a number of halogen atoms so that the total number of radicals is 5, R.sup.6 and R.sup.7 are each H or C.sub.1 -C.sub.4 -alkyl, R.sup.2 is H, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -haloalkyl, R.sup.3 is CN, --CO--R.sup.8 or --CS--R.sup.8, R.sup.8 is OH, C.sub.1 -C.sub.4 -alkoxy, NH.sub.2, C.sub.1 -C.sub.4 -alkylamino or di-C.sub.1 -C.sub.4 -alkylamino, R.sup.4 and R.sup.5 are each H, C.sub.1 -C.sub.4 -alkyl, PX(OR.sup.9).sub.2, --SO.sub.2 --R.sup.9, --CX--R.sup.10, --CX--NH--CY--R.sup.9 or CX--NH--SO.sub.2 --R.sup.11, X and Y are each O or S, R.sup.9 is one of the substituents R.sup.1, R.sup.10 is C.sub.1 -C.sub.20 -alkyl, C.sub.1 -C.sub.4 -alkoxy, unsubstituted or substituted phenyl or unsubstituted or substituted NH.sub.2, R.sup.11 is NH.sub.2, C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, pyrrolidinyl, piperidinyl or morpholinyl, R.sup.4 and R.sup.5 together form a group .dbd.CR.sup.12 R.sup.13 or --CO--W--CO--, R.sup.12 is H, NH.sub.2, C.sub.1 -C.sub.4 -alkylamino or C.sub.3 -C.sub.8 -cycloalkylamino, R.sup.13 is NH.sub.2, C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, C.sub.3 -C.sub.8 -cycloalkylamino, pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl, unsubstituted or substituted phenyl or unsubstituted or substituted pyridyl and W is an unsubstituted or substituted ethylene or ethenylene bridge, an unsubstituted or substituted 5-membered or 6-membered 1,2-C-bonded aromatic or heteroaromatic bridge, or an unsubstituted or substituted 5-membered or 6-membered 1,2-C-bonded cycloalkylene or cycloalkenylene bridge,and the basic salts of the compounds I in which R.sup.3 is hydroxycarbonyl or hydroxythiocarbonyl, and the acidic salts of the compounds I which contain a basic nitrogen atom,with the exception of 1-phenyl- and 1-methyl-4-cyano-5-acylaminopyrazole, 1-methyl-4-cyano-5-(chloromethylcarbonylamino)-pyrazole, 1-methyl-4-cyano-5-(phenylcarbonylamino)-pyrazole, 1-methyl-4-cyano-5-(p-chlorophenylcarbonylamino)-pyrazole and the compounds I in which R.sup.1 is methyl, phenyl, 4-chlorophenyl or 4-nitrophenyl, R.sup.2 is hydrogen, methyl or trifluoromethyl, R.sup.3 is cyano and R.sup.4 and R.sup.5 are simultaneously hydrogen, and herbicides which contain 2-(4-hetaryloxy)- and 2-(4-aryloxy)-phenoxyacetic acid or -propionic acid derivatives and/or cyclohexenone derivatives as herbicidal active ingredients and substituted 5-aminopyrazoles I' or, in the case of acidic terminal groups or basic nitrogen atoms, the salts of I' as antidotes.

    Thiochromenone derivatives as antidotes, and herbicides containing them
    6.
    发明授权
    Thiochromenone derivatives as antidotes, and herbicides containing them 失效
    硫代苯并醌衍生物作为解毒剂,以及含有它们的除草剂

    公开(公告)号:US5378677A

    公开(公告)日:1995-01-03

    申请号:US5797

    申请日:1993-01-19

    摘要: Herbicidal agents containing at least one thiochromenone of the formula I ##STR1## where n is 1, 2, 3 or 4, and the radicals R.sup.3 may have different meanings when n is>1;R.sup.1 is hydrogen; cyano; halogen; substituted or unsubstituted alkyl, aryl or hetaryl;a group --XR.sup.4 or a group --COYR.sup.4, whereX is oxygen, sulfur and NR.sup.5,Y is oxygen and NR.sup.5,R.sup.4 is one of the following groups:hydrogen; formyl; alkyl; cycloalkyl; alkylcarbonyl; cycloalkylcarbonyl; alkylsulfonyl; cycloalkylsulfonyl;substituted or unsubstituted aryl, hetaryl, arylcarbonyl, hetarylcarbonyl, arylsulfonyl or hetarylsulfonyl;andR.sup.5 is hydrogen or substituted or unsubstituted alkyl, aryl or hetaryl;R.sup.2 is hydrogen; cyano; nitroso; nitro; halogen; substituted or unsubstituted alkyl, alkoxy, alkylthio, aryl or hetaryl;a group --NR.sup.4 R.sup.5 or a group --COYR.sup.4, whereY, R.sup.4 and R.sup.5 have the above meanings;R.sup.3 is hydrogen; cyano; halogen; substituted or unsubstituted alkyl, aryl or hetaryl;a group --YR.sup.4, a group --COYR.sup.4, a group --COR.sup.6 or a group --SO.sub.2 R.sup.7, whereY and R.sup.4 have the above meanings;R.sup.6 is one of the following groups:hydrogen; alkyl; cycloalkyl; substituted or unsubstituted aryl or hetaryl;andR.sup.7 is hydrogen; alkyl; cycloalkyl; substituted or unsubstituted aryl or hetaryl;or a group --NR.sup.4 R.sup.5, where R.sup.4 and R.sup.5 have the above meanings,and the plant-tolerated salts of those compounds I in which one or several of the substituents denote an acidic or basic group,and at least one herbicidal active ingredient.

    摘要翻译: 含有至少一种式I的图象的除草剂,其中n是1,2,3或4,当n大于1时,基团R 3可以具有不同的含义; R1是氢; 氰基; 卤素; 取代或未取代的烷基,芳基或杂芳基; 基团-XR4或基团-COYR4,其中X是氧,硫和NR5,Y是氧和NR5,R4是以下基团之一:氢; 甲酰基 烷基; 环烷基 烷基羰基; 环烷基羰基; 烷基磺酰基; 环烷基磺酰基; 取代或未取代的芳基,杂芳基,芳基羰基,杂芳基羰基,芳基磺酰基或杂芳基磺酰基; 和R 5是氢或取代或未取代的烷基,芳基或杂芳基; R2是氢; 氰基; 亚硝基 硝基 卤素; 取代或未取代的烷基,烷氧基,烷硫基,芳基或杂芳基; 基团-NR4R5或-COYR4基团,其中Y,R4和R5具有上述含义; R3是氢; 氰基; 卤素; 取代或未取代的烷基,芳基或杂芳基; 基团-YR4,-COYR4基团,基团-COR6或基团-SO2R7,其中Y和R4具有上述含义; R6是以下组之一:氢; 烷基; 环烷基 取代或未取代的芳基或杂芳基; 和R7是氢; 烷基; 环烷基 取代或未取代的芳基或杂芳基; 或-NR4R5基团,其中R4和R5具有上述含义,以及其中一个或几个取代基表示酸性或碱性基团的那些化合物I的植物耐受性盐和至少一种除草活性成分。

    Piperazine-2,3-diones as plant growth regulators
    10.
    发明授权
    Piperazine-2,3-diones as plant growth regulators 失效
    哌嗪-2,3-二酮作为植物生长调节剂

    公开(公告)号:US5326743A

    公开(公告)日:1994-07-05

    申请号:US102743

    申请日:1993-08-06

    IPC分类号: A01N43/60 C07D241/08

    CPC分类号: C07D241/08 A01N43/60

    摘要: Piperazine-2,3-diones of the formula I ##STR1## where R.sup.1 and R.sup.2 are identical or different and each is alkyl, alkenyl or alkynyl, where these groups may carry from one to five halogen atoms;monocyclic or polycyclic cycloalkyl, cycloalkenyl, cycloalkylmethyl or cycloalkenylmethyl, where the rings may carry from one to three alkyl groups or a phenyl ring; orphenyl, phenylalkyl or phenylalkenyl, where the aromatic radicals may carry from one to five halogen atoms and/or from one to three of the following groups: nitro, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio or haloalkylthio,methods for their manufacture, agents containing them and the use thereof.

    摘要翻译: 哌嗪-2,3-二酮,其中R 1和R 2相同或不同,并且各自为烷基,烯基或炔基,其中这些基团可携带1至5个卤素原子; 单环或多环环烷基,环烯基,环烷基甲基或环烯基甲基,其中环可以带有1-3个烷基或苯环; 或苯基,苯基烷基或苯基烯基,其中芳族基团可携带1至5个卤素原子和/或1至3个下列基团:硝基,烷基,卤代烷基,烷氧基,卤代烷氧基,烷硫基或卤代烷硫基,其制备方法, 含有它们的试剂及其用途。