Pyrimidine derivatives having a herbicidal action and an action
regulating plant growth
    1.
    发明授权
    Pyrimidine derivatives having a herbicidal action and an action regulating plant growth 失效
    具有除草作用的嘧啶衍生物和调节植物生长的作用

    公开(公告)号:US4741760A

    公开(公告)日:1988-05-03

    申请号:US938674

    申请日:1986-12-05

    摘要: N-Pyrimidin-4-yl-N'-sulfonylureas of the formula I and the basic addition salts thereof have herbicidal properties and properties for regulating, especially inhibiting, plant growth: ##STR1## the symbols in this formula having the following meanings: Q is halogen, lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, nitro, amino, lower alkyl or dialkylamino, lower alkoxycarbonyl, formyl, lower alkoxyalkyl, lower alkoxyalkoxy, lower alkylthio, lower alkylsulfinyl or alkylsulfonyl, C.sub.1 -C.sub.4 -alkenyl or C.sub.1 -C.sub.4 -alkynyl,R.sub.1 is hydrogen, halogen, nitro, a ketal radical, a carbonyl radical substituted by allyl, haloalkyl, alkoxy or cycloalkyl, or is an oxime radical, a lower alkoxy, lower alkylthio, lower alkyl, lower alkylsulfinyl or sulfonyl group,R.sub.2 and R.sub.3 independently of one another are each hydrogen, halogen, lower alkyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, lower alkylthio, lower alkoxyalkyl, lower alkoxyalkoxy, amino, lower alkyl- or dialkylamino or cyclopropyl, and R.sub.2 and Q together can also form a 2-4-membered carbon chain, which is optionally interrupted by an oxygen or sulfur atom or by the group --NR.sub.5 --,R.sub.4 is hydrogen, halogen, lower alkyl, methoxy, nitro or trifluoromethyl,R.sub.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.3 -C.sub.4 -alkenyl,X is oxygen, sulfur, --NR.sub.5 --, ##STR2## --CH.dbd.CH-- or an annularly-linked phenyl ring, and Z is oxygen or sulfur.

    摘要翻译: 式I的N-嘧啶-4-基-N'-磺酰脲及其碱式加成盐具有用于调节,特别是抑制植物生长的除草性质和性质:(I)该式中的符号具有以下 含义:Q为卤素,低级烷基,低级卤代烷基,低级烷氧基,低级卤代烷氧基,硝基,氨基,低级烷基或二烷基氨基,低级烷氧基羰基,甲酰基,低级烷氧基烷基,低级烷氧基烷氧基,低级烷硫基,低级烷基亚磺酰基或烷基磺酰基, 烯基或C 1 -C 4炔基,R 1是氢,卤素,硝基,缩酮基,被烯丙基,卤代烷基,烷氧基或环烷基取代的羰基,或是肟基,低级烷氧基,低级烷硫基,低级烷基,低级 烷基亚磺酰基或磺酰基,R 2和R 3彼此独立地各自为氢,卤素,低级烷基,低级卤代烷基,低级烷氧基,低级卤代烷氧基,低级烷硫基,低级烷氧基烷基,低级烷氧基烷氧基,氨基,低级烷基 - 或二烷基氨基或环丙基, d R2和Q一起也可以形成2-4元碳链,其任选地被氧或硫原子间隔或由-NR 5 - ,R 4是氢,卤素,低级烷基,甲氧基,硝基或三氟甲基, R5是氢,C1-C4-烷基或C3-C4-烯基,X是氧,硫,-NR5-,-CH = CH-或环状连接的苯环,Z是氧或硫。

    Phosphorus esters of 1-cyanoethyl-1,2,4-triazol-3-ols
    2.
    发明授权
    Phosphorus esters of 1-cyanoethyl-1,2,4-triazol-3-ols 失效
    1-氰基乙基-1,2,4-三唑-3-醇的磷酸酯

    公开(公告)号:US4172080A

    公开(公告)日:1979-10-23

    申请号:US527330

    申请日:1974-11-26

    CPC分类号: A01N57/08 C07F9/65183

    摘要: New 1,2,4-triazoles, their manufacture and use as active ingredient on pest control is disclosed. The triazoles correspond to the formula ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy or C.sub.1 -C.sub.6 -alkylthio,R.sub.2 represents C.sub.1 -C.sub.6 -alkyl,R.sub.3 represents hydrogen, chlorine, bromine, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.3 -C.sub.5 -alkenylthio or C.sub.3 -C.sub.5 -alkynylthio, andX represents oxygen or sulphur.

    摘要翻译: 新的1,2,4-三唑,其制造和用作有害生物控制的有效成分。 三唑对应于下式:其中R1代表C1-C6-烷基,C1-C6-烷氧基或C1-C6-烷硫基,R2代表C1-C6-烷基,R3代表氢,氯,溴,C1-C6- 烷基,C 1 -C 6 - 烷硫基,C 3 -C 5 - 烯硫基或C 3 -C 5 - 炔硫基,X表示氧或硫。

    Herbicidal and insecticidal triazinones
    3.
    发明授权
    Herbicidal and insecticidal triazinones 失效
    除草和杀虫三嗪酮

    公开(公告)号:US4801708A

    公开(公告)日:1989-01-31

    申请号:US133204

    申请日:1987-12-15

    摘要: The invention relates to 4-methylamino-1,2,4-triazin-5-one of the formula I ##STR1## wherein R.sup.1 is C.sub.3 -C.sub.8 cycloalkyl or C.sub.3 -C.sub.8 cycloalkyl which is substituted by C.sub.1 -C.sub.4 alkyl; C.sub.3 -C.sub.8 halocycloalkyl, C.sub.3 -C.sub.8 alkyl, C.sub.3 -C.sub.8 haloalkyl, 2-furyl, 2-thienyl, phenyl, benzyl, or phenyl or benzyl each substituted by one or more members selected from the group consisting of halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 haloalkoxy,R.sup.2 is hydrogen or methyl, andR.sup.3 is cyclopropyl, cyclopropylmethyl, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.4 alkenyl or C.sub.3 -C.sub.4 alkynyl.These compounds have selective herbicidal properties and are therefore pre-eminently suitable for controlling weeds in crops of useful plants, for example in cereals, maize, soybeans and sugar cane. They are also suitable for controlling harmful insects.

    摘要翻译: 本发明涉及式I(I)的4-甲基氨基-1,2,4-三嗪-5-酮,其中R 1是被C 1 -C 4烷基取代的C 3 -C 8环烷基或C 3 -C 8环烷基; C 3 -C 8卤代烷基,C 3 -C 8烷基,C 3 -C 8卤代烷基,2-呋喃基,2-噻吩基,苯基,苄基或苯基或苄基,其各自被一个或多个选自卤素,C 1 -C 4烷基,C 1 -C 4卤代烷基 ,C 1 -C 4烷氧基或C 1 -C 4卤代烷氧基,R 2是氢或甲基,R 3是环丙基,环丙基甲基,C 1 -C 4烷基,C 3 -C 4链烯基或C 3 -C 4炔基。 这些化合物具有选择性除草性质,因此特别适用于控制有用植物作物中的杂草,例如在谷物,玉米,大豆和甘蔗中。 它们也适用于防治害虫。

    Process for preparing 1,2,4-triazole derivatives
    4.
    发明授权
    Process for preparing 1,2,4-triazole derivatives 失效
    制备1,2,4-三唑衍生物的方法

    公开(公告)号:US4123437A

    公开(公告)日:1978-10-31

    申请号:US773026

    申请日:1977-02-28

    CPC分类号: C07F9/65183 C07D249/12

    摘要: 1,2,4-TRIAZOLE DERIVATIVES WHICH HAVE PARTICULAR IMPORTANCE AS INTERMEDIATES FOR, E.G., THE PREPARATION OF ACTIVE SUBSTANCES FOR PEST CONTROL, CORRESPONDING TO THE FORMULA ##STR1## wherein R.sup.1 represents an unsubstituted or substituted alkyl, alkenyl, or alkynyl, naphthyl, benzyl, phenylethyl, ##STR2## or phenylpropyl radical, or a mono or polycyclic cycloalkyl radical which can be bound by way of an alkylene bridge member, or a substituted phenyl radical,And new processes for the preparation of compounds of the formula ##STR3## wherein R represents hydrogen, an optionally substituted alkyl, alkenyl or alkynyl radical, an optionally substituted phenyl, naphthyl, benzyl, phenylethyl or phenylpropyl radical, a mono- or polycyclic cycloalkyl radical which can be bound by way of an alkylene bridge member and/or be substituted by alkyl, or a partially hydrogenated naphthyl radical, which processes are performed by addition to a hydrazine of the formulaR -- NH--NH.sub.2or to a hydrazone of the formula ##STR4## wherein R has the above given meaning, R.sub.1 represents hydrogen or lower alkyl and R.sub.2 represents lower alkyl, of an alkoxy-carbonyl-isothiocyanate of the formulaalkyl--O--CO--NCSand subsequent closure of the triazole ring in the resulting thiosemicarbazide of the formula ##STR5## by the splitting-off of an alkanol (alkyl--OH), are disclosed.

    摘要翻译: 具有特异性重要性的1,2,4-三唑衍生物作为EG的中间体,用于制备用于病虫害控制的活性物质,对应于本发明的化合物,其中R 1表示未取代或取代的烷基,烯基或炔基,萘基, 苄基,苯基乙基,苯丙基或可以通过亚烷基桥基或取代的苯基结合的单环或多环环烷基,以及用于制备化合物的新方法 其中R表示氢,任选取代的烷基,烯基或炔基,任选取代的苯基,萘基,苄基,苯基乙基或苯基丙基,可以通过亚烷基桥连接体和/或 被烷基或部分氢化的萘基取代,该方法通过加入式R-NH-NH 2的肼或加成式的腙进行 其中R具有上述给定含义,R 1表示氢或低级烷基,R 2表示低级烷基,式ALKYL-O-CO-NCS的烷氧羰基 - 异硫氰酸酯,随后在三 公开了通过分解链烷醇(烷基-OH)得到的式“IMAGE”的氨基硫脲。

    O,S-dialkyl- and O-alkyl-S-alkoxyalkyl-S-1,2,4-oxa-diazolyl-3-methylene
dithiophosphates
    5.
    发明授权
    O,S-dialkyl- and O-alkyl-S-alkoxyalkyl-S-1,2,4-oxa-diazolyl-3-methylene dithiophosphates 失效
    O,S-二烷基 - 和O-烷基-S-烷氧基烷基-S-1,2,4-氧杂 - 二唑基-3-亚甲基二硫代磷酸酯

    公开(公告)号:US4028377A

    公开(公告)日:1977-06-07

    申请号:US517359

    申请日:1974-10-23

    IPC分类号: A01N57/16 C07F9/653 C07F9/165

    CPC分类号: A01N57/16 C07F9/65318

    摘要: 1,2,4-Oxadiazoles, their manufacture and use as active ingredients in pesticides especially insecticides and acaricides. The compounds correspond to the formula ##STR1## wherein R.sub.1 represents hydrogen, unsubstituted alkyl, benzyl or phenyl, R.sub.2 represents methyl or ethyl, and R.sub.3 represents unsubstituted C.sub.1 -C.sub.7 alkyl optionally interrupted by oxygen or represents C.sub.3 -C.sub.4 alkenyl.

    摘要翻译: 1,2,4-恶二唑,其制造和用作农药,特别是杀虫剂和杀螨剂中的有效成分。 该化合物对应于下式:其中R 1表示氢,未取代的烷基,苄基或苯基,R 2表示甲基或乙基,R 3表示任选被氧中断或表示C 3 -C 4烯基的未取代的C 1 -C 7烷基。

    1,2,4-Triazolyl-phosphoric and -phosphonic acid esters
    6.
    发明授权
    1,2,4-Triazolyl-phosphoric and -phosphonic acid esters 失效
    1,2,4-三唑基 - 磷酸和膦酸酯

    公开(公告)号:US3992399A

    公开(公告)日:1976-11-16

    申请号:US422038

    申请日:1973-12-05

    摘要: 1,2,4-Triazolylphosphoric and 1,2,4-triazolylphosphonic acid esters of the formula ##SPC1##Wherein R.sub.1 represents hydrogen, alkyl, cycloalkyl, phenyl, benzyl, or phenethyl, R.sub.2 represents substituted phenyl, benzyl, phenethyl, or unsubstituted diphenylmethyl, .beta.-naphthyl, or ##SPC2##R.sub.3 represents alkyl, alkoxy, alkylthio, amino, monoalkylamino or dialkylamino, R.sub.4 represents alkyl, and X represents oxygen or sulphur, a process for their manufacture and their use in pest control.

    摘要翻译: 1,2,4-三唑基磷酸和式+ q,10的1,2,4-三唑基膦酸酯,其中R1表示氢,烷基,环烷基,苯基,苄基或苯乙基,R2表示取代的苯基,苄基,苯乙基或 未取代的二苯基甲基,β-萘基或+ q,11 R 3表示烷基,烷氧基,烷硫基,氨基,单烷基氨基或二烷基氨基,R 4表示烷基,X表示氧或硫,其制备方法及其在害虫防治中的应用。

    Aminopyrazinones and aminotriazinones of the formula
    8.
    发明授权
    Aminopyrazinones and aminotriazinones of the formula 失效
    氨基吡嗪酮和氨基三嗪酮的配方

    公开(公告)号:US4940482A

    公开(公告)日:1990-07-10

    申请号:US394389

    申请日:1989-08-15

    摘要: Aminopyrazinones and aminotriazinones of the formula ##STR1## and the salts of these compounds with amines, alkali metal or alkaline earth metal bases or quaternary ammonium bases have good pre- and post-emergent selective herbicidal and growth-regulating properties. In this formula, E is .dbd.CR.sup.4 --, R.sup.1 is C.sub.1 -C.sub.4 -alkyl, R.sup.2 is C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -halogenoalkyl, C.sub.1 -C.sub.3 -alkoxy, C.sub.1 -C.sub.3 -halogenoalkoxy, C.sub.1 -C.sub.3 -alkylthio, C.sub.1 -C.sub.3 -alkylsulfinyl, C.sub. 1 -C.sub.2 -alkoxyethoxy, C.sub.1 -C.sub.3 -alkylsulfonyl or --NR.sup.5 R.sup.6, R.sup.3 is hydrogen or C.sub.1 -C.sub.3 -alkyl and Q is a group ##STR2## in which R.sup.4 is hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -halogenoalkyl, C.sub.1 -C.sub.3 -alkoxy, cyclopropyl, C.sub.1 -C.sub.3 -halogenoalkoxy, C.sub.1 -C.sub.3 -alkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.3 -C.sub.5 -dialkoxymethyl, halogen or --NR.sup.5 R.sup.6, R.sup.5 and R.sup.6 independently of one another are hydrogen or C.sub.1 -C.sub.3 -alkyl, X is oxygen or sulfur and A is a group ##STR3## in which Y is oxygen, sulfur, --CH.dbd.CH--, --NR.sup.9 -- or --CR.sup.10 .dbd.N--, R.sup.7 is hydrogen, halogen, C.sub. 1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, nitro or trifluoromethyl, R.sup.8 is hydrogen, halogen, C.sub. 1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, nitro, --C.tbd.CH, or one of the groups ##STR4## R.sup.9 and R.sup.10 independently of one another are hydrogen, C.sub.1 -C.sub.3 -alkyl or C.sub.2 -C.sub.4 -alkenyl, R.sup.11 is hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -halogenoalkyl, C.sub.3 -C.sub.6 -cycloalkyl or C.sub.2 -C.sub.4 -alkoxyalkyl, R.sup.12 is C.sub.1 -C.sub.6 -alkoxy, C.sub. 3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkinyloxy, C.sub.2 -C.sub.6 -halo-genoalkoxy, C.sub.1 -C.sub.4 -cyanoalkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.3 -C.sub.6 -alkenylthio, C.sub.3 -C.sub.6 -alkenylthio, C.sub.5 -C.sub.6 -cycloalkoxy, C.sub.2 -C.sub.6 -alkoxyalkoxy or --NR.sup.16 R.sup.17, R.sup.13 is hydrogen, C.sub.1 -C.sub.3 -alkyl or C.sub.3 -C.sub.4 -alkenyl, R.sup.14 is hydrogens C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -cyanoalkyl or C.sub.1 -C.sub.3 -alkoxy, R.sup.15 is C.sub.3 -C.sub.6 -alkinyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -halogenoalkyl, C.sub.2 -C.sub.4 -halogenoalkenyl or C.sub.1 -C.sub.4 -alkyl, substituted by cyano, methoxy, ethoxy, nitro, C.sub.1 -C.sub.4 -alkoxycarbonyl, methylthio, ethylthio, methylsulfonyl or ethylsulfonyl; or C.sub.3 -C.sub.4 -alkenyl substituted by nitro, cyano, methoxy or ethoxy, R.sup.16 is hydrogen, C.sub.1 -C.sub.3 -alkyl or C.sub.3 -C.sub.4 -alkenyl, R.sup.17 is hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -cyanoalkyl or C.sub.1 -C.sub.3 -alkoxy, R.sup.18 is C.sub.1 -C.sub.3 -alkyl and C.sub.1 -C.sub.3 -halogenoalkyl, W is oxygen or sulfur, Z is oxygen, sulfur, --SO-- or --So.sub.2 -- and m is the number zero or one.

    Aminopyrazinones and aminotriazinones
    9.
    发明授权
    Aminopyrazinones and aminotriazinones 失效
    氨基吡嗪酮和氨基三嗪酮

    公开(公告)号:US4920223A

    公开(公告)日:1990-04-24

    申请号:US384956

    申请日:1989-07-25

    摘要: Aminopyrazinones and aminotriazinones of the formula I ##STR1## and the salts of these compounds with amines, alkali metal or alkaline earth metal bases or quaternary ammonium bases have good pre- and post-emergent selective herbicidal and growth-regulating properties. In this formula, E is nitrogen or .dbd.CR.sup.4 --, R.sup.1 is C.sub.1 -C.sub.4 -alkyl, R.sup.2 is hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -halogenoalkyl, C.sub.1 -C.sub.3 -alkoxy, C.sub.1 -C.sub.3 -halogenoalkoxy, C.sub.1 -C.sub.3 -alkylthio, C.sub.1 -C.sub.3 -alkylsulfinyl, C.sub.1 -C.sub.2 -alkoxyethoxy, C.sub.1 -C.sub.3 -alkylsulfonyl, halogen or --NR.sup.5 R.sup.6, R.sup.3 is hydrogen or C.sub.1 -C.sub.3 -alkyl and Q is a group ##STR2## in which R.sup.4 is hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -halogenoalkyl, C.sub.1 -C.sub.3 -alkoxy, cyclopropyl, C.sub.1 -C.sub.3 -halogenoalkoxy, C.sub.1 -C.sub.3 -alkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.3 -C.sub.5 -dialkoxymethyl, halogen or --NR.sup.5 R.sup.6, R.sup.5 and R.sup.6 independently of one another are hydrogen or C.sub.1 -C.sub.3 -alkyl, X is oxygen or sulfur and A is a group ##STR3## in which Y is oxygen, sulfur, --CH.dbd.CH--, --NR.sup.9 -- or --CR.sup.10 .dbd.N--, R.sup.7 is hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, nitro or trifluoromethyl, R.sup.8 is hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, nitro, --C.tbd.CH, or one of the groups ##STR4## R.sup.9 and R.sup.10 independently of one another are hydrogen, C.sub.1 -C.sub.3 -alkyl or C.sub.2 -C.sub.4 -alkenyl, R.sup.11 is hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -halogenoalkyl, C.sub.3 -C.sub.6 -cycloalkyl or C.sub.2 -C.sub.4 -alkoxyalkyl, R.sup.12 is C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkinyloxy, C.sub.2 -C.sub.6 -halogenoalkoxy, C.sub.1 -C.sub.4 -cyanoalkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.3 -C.sub.6 -alkenylthio, C.sub.3 -C.sub.6 -alkinylthio, C.sub.5 -C.sub.6 -cycloalkoxy, C.sub.2 -C.sub.6 -alkoxyalkoxy or --NR.sup.16 R.sup.17, R.sup.13 is hydrogen, C.sub.1 -C.sub.3 -alkyl or C.sub.3 -C.sub.4 -alkenyl, R.sup.14 is hydrogens C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -cyanoalkyl or C.sub.1 -C.sub.3 -alkoxy, R.sup.15 is C.sub.3 -C.sub.6 -alkinyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -halogenoalkyl, C.sub. 2 -C.sub.4 -halogenoalkenyl or C.sub.1 -C.sub.4 -alkyl, subsituted by cyano, methoxy, ethoxy, nitro, C.sub.1 -C.sub.4 -alkoxycarbonyl, methylthio, ethylthio, methylsulfonyl or ethylsulfonyl; or C.sub.3 -C.sub.4 -alkenyl substituted by nitro, cyano, methoxy or ethoxy, R.sup.16 is hydrogen, C.sub.1 -C.sub.3 -alkyl or C.sub.3 -C.sub.4 -alkenyl, R.sup.17 is hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -cyanoalkyl or C.sub.1 -C.sub.3 -alkoxy, R.sup.18 is C.sub.1 -C.sub.3 -alkyl and C.sub.1 -C.sub.3 -halogenoalkyl, W is oxygen or sulfur, Z is oxygen, sulfur, --SO-- or --SO.sub.2 -- and m is the number zero or one.

    Aminopyrazinones and aminotriazinones

    公开(公告)号:US4795486A

    公开(公告)日:1989-01-03

    申请号:US99036

    申请日:1987-09-21

    摘要: Aminopyrazinones and aminotriazinones of the formula ##STR1## and the salts of these compounds with amines, alkali metal or alkaline earth metal bases or quaternary ammonium bases have good pre- and post-emergent selective herbicidal and growth-regulating properties. In this formula, E is nitrogen or .dbd.CR.sup.4 --, R.sup.1 is C.sub.1 -C.sub.4 -alkyl, R.sup.2 is hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -halogenoalkyl, C.sub.1 -C.sub.3 -alkoxy, C.sub.1 -C.sub.3 -halogenoalkoxy, C.sub.1 -C.sub.3 -alkylthio, C.sub.1 -C.sub.3 -alkylsulfinyl, C.sub.1 -C.sub.2 -alkoxyethoxy, C.sub.1 -C.sub.3 -alkylsulfonyl, halogen or --NR.sup.5 R.sup.6, R.sup.3 is hydrogen or C.sub.1 -C.sub.3 -alkyl and Q is a group ##STR2## in which R.sup.4 is hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -halogenoalkyl, C.sub.1 -C.sub.3 -alkoxy, cyclopropyl, C.sub.1 -C.sub.3 -halogenoalkoxy, C.sub.1 -C.sub.3 -alkylthio, C.sub.2 -C.sub.4 -alkoxyalkyl, C.sub.3 -C.sub.5 -dialkoxymethyl, halogen or --NR.sup.5 R.sup.6, R.sup.5 and R.sup.6 independently of one another are hydrogen or C.sub.1 -C.sub.3 -alkyl, X is oxygen or sulfur and A is a group ##STR3## in which Y is oxygen, sulfur, --CH.dbd.CH--, --NR.sup.9 -- or --CR.sup.10 .dbd.N--, R.sup.7 is hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, nitro or trifluoromethyl, R.sup.8 is hydrogen, halogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, nitro, --C.dbd.CH, or one of the groups ##STR4## R.sup.9 and R.sup.10 independently of one another are hydrogen, C.sub.1 -C.sub.3 -alkyl or C.sub.2 -C.sub.4 -alkenyl, R.sup.11 is hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -halogenoalkyl, C.sub.3 -C.sub.6 -cycloalkyl or C.sub.2 -C.sub.4 -alkoxyalkyl, R.sup.12 is C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkinyloxy, C.sub.2 -C.sub.6 -halogenoalkoxy, C.sub.1 -C.sub.4 -cyanoalkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.3 -C.sub.6 -alkenylthio, C.sub.3 -C.sub.6 -alkinylthio, C.sub.5 -C.sub.6 -cycloalkoxy, C.sub.2 -C.sub.6 -alkoxyalkoxy or --NR.sup.16 R.sup.17, R.sup.13 is hydrogen, C.sub.1 -C.sub.3 -alkyl or C.sub.3 -C.sub.4 -alkenyl, R.sup.14 is hydrogens C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -cyanoalkyl or C.sub.1 -C.sub.3 -alkoxy, R.sup.15 is C.sub.3 -C.sub.6 -alkinyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -halogenoalkyl, C.sub. 2 -C.sub.4 -halogenoalkenyl or C.sub.1 -C.sub.4 -alkyl, substituted by cyano, methoxy, ethoxy, nitro, C.sub.1 -C.sub.4 -alkoxycarbonyl, methylthio, ethylthio, methylsulfonyl or ethylsulfonyl; or C.sub.3 -C.sub.4 -alkenyl substituted by nitro, cyano, methoxy or ethoxy, R.sup.16 is hydrogen, C.sub.1 -C.sub.3 -alkyl or C.sub.3 -C.sub.4 -alkenyl, R.sup.17 is hydrogen, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -cyanoalkyl or C.sub.1 -C.sub.3 -alkoxy, R.sup.18 is C.sub.1 -C.sub.3 -alkyl and C.sub.1 -C.sub.3 -halogenoalkyl, W is oxygen or sulfur, Z is oxygen, sulfur, --SO-- or --SO.sub.2 -- and m is the number zero or one.