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    • 5. 发明授权
    • N-phenyl-N-pyrimidin-2-ylureas
    • N-苯基-N-嘧啶-2-基脲
    • US4966622A
    • 1990-10-30
    • US332193
    • 1989-04-03
    • Hermann RempflerDieter DurrRudolf C. Thummel
    • Hermann RempflerDieter DurrRudolf C. Thummel
    • A01N47/36A01N57/24C07D239/42C07D239/46C07D239/47C07D405/04C07D409/04C07F9/6512
    • C07D239/42A01N47/36A01N57/24C07D239/47C07D405/04C07D409/04C07F9/65127
    • The present invention relates to novel N-phenyl-N-pyrimidin-2-ylureas having a herbicidal and plant growth-regulating activity, to agrochemical compositions containing those substances as active ingredients, to the use of the novel ureas for controlling weeds or for regulating plant growth, and to processes for the preparation of the novel compounds. The invention also relates to novel intermediates and to processes for the preparation thereof.The novel compounds correspond to formula I ##STR1## in which R.sup.1, R.sup.2 and R.sup.3 are each, independently of the others, hydrogen; halogen; C.sub.1 -C.sub.4 alkyl; C.sub.1 -C.sub.4 alkoxy; C.sub.1 -C.sub.4 haloalkyl; C.sub.1 -C.sub.4 haloalkoxy; C.sub.1 -C.sub.4 alkyl-S(O).sub.n -; nitro; cyano; C.sub.1 -C.sub.4 alkoxycarbonyl; C.sub.1 -C.sub.4 alkylcarbonyl; di-(C.sub.1 -C.sub.4 alkylamino)-carbonyl; mono-(C.sub.1 -C.sub.4 alkylamino)carbonyl; carbamoyl; C.sub.1 -C.sub.4 haloalkyl-S(O).sub.n -; or -PO[O-(C.sub.1 -C.sub.4)-alkyl].sub.2 ;R.sup.4 is C.sub.1 -C.sub.6 alkyl; C.sub.1 -C.sub.4 alkoxy; C.sub.1 -C.sub.4 alkyl-S(O).sub.n -; C.sub.1 -C.sub.4 haloalkyl; C.sub.1 -C.sub.4 haloalkoxy; phenyl that is unsubstituted or is substituted by up to three identical or different substituents from halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl and C.sub.1 -C.sub.4 alkoxy; 2-furanyl; 2-thienyl; 3-thienyl; C.sub.3 -C.sub.6 -cycloalkyl that is unsubstituted or is substituted by up to three identical or different C.sub.1 -C.sub.4 alkyl radicals; cyano; C.sub.2 -C.sub.4 haloalkenyl; C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl; C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkoxy; or halogen-C.sub.1 -C.sub.4 alkylthio;R.sup.5 is hydrogen; C.sub.1 -C.sub.3 alkyl; C.sub.1 -C.sub.3 haloalkyl; halogen; or C.sub.1 -C.sub.3 haloalkoxy; andn is 0, 1 or 2,with the proviso that when one of the radicals R.sup.1, R.sup.2 and R.sup.3 is nitro, that substituent may not be bonded in the 2- or 6-position of the phenyl ring.
    • 本发明涉及具有除草和植物生长调节活性的新型N-苯基-N-嘧啶-2-基脲,含有这些物质作为活性成分的农用化学组合物,用于控制杂草或用于调节 植物生长,以及制备新化合物的方法。 本发明还涉及新型中间体及其制备方法。 该化合物对应于式Ⅰ(I)其中R1,R2和R3各自独立地为氢; 卤素; C 1 -C 4烷基; C1-C4烷氧基; C 1 -C 4卤代烷基; C1-C4卤代烷氧基; C 1 -C 4烷基-S(O)n - ; 硝基 氰基; C1-C4烷氧基羰基; C1-C4烷基羰基; 二(C 1 -C 4烷基氨基) - 羰基; 单(C 1 -C 4烷基氨基)羰基; 氨基甲酰基; C 1 -C 4卤代烷基-S(O)n - 或-PO [O-(C 1 -C 4) - 烷基] 2; R4是C1-C6烷基; C1-C4烷氧基; C 1 -C 4烷基-S(O)n - ; C 1 -C 4卤代烷基; C1-C4卤代烷氧基; 未被取代或被卤素,C1-C4烷基,C1-C4卤代烷基和C1-C4烷氧基中最多三个相同或不同的取代基取代的苯基; 2-呋喃基; 2-噻吩基; 3-噻吩基; 未被取代或被至多三个相同或不同的C 1 -C 4烷基取代的C 3 -C 6环烷基; 氰基; C 2 -C 4卤代烯基; C 1 -C 4烷氧基-C 1 -C 4烷基; C1-C4烷氧基-C1-C4烷氧基; 或卤素-C 1 -C 4烷硫基; R5是氢; C1-C3烷基; C 1 -C 3卤代烷基; 卤素; 或C 1 -C 3卤代烷氧基; 并且n为0,1或2,条件是当基团R 1,R 2和R 3中的一个为硝基时,该取代基不能键合在苯环的2-或6-位。
    • 7. 发明授权
    • Herbicidally active 2-substituted 5-penoxyphenylphosphonic acid
derivatives
    • 除草活性2-取代5-苯氧基苯基膦酸衍生物
    • US4421548A
    • 1983-12-20
    • US334861
    • 1981-12-28
    • Ludwig MaierDieter Durr
    • Ludwig MaierDieter Durr
    • A01N57/22A01N57/30A01N57/34C07F9/38C07F9/40C07F9/42C07F9/44A01N57/14
    • A01N57/22A01N57/30A01N57/34C07F9/3834C07F9/4021C07F9/42C07F9/4419
    • The present invention relates to novel herbicidal and plant growth-inhibiting 2-substituted 5-phenoxyphenylphosphonic acid derivatives of the formula ##STR1## wherein each of R.sub.1 and R.sub.2 independently is hydroxyl, lower alkoxy, lower alkylthio, alkylamino, dialkylamino, chlorine, benzyloxy or benzylthio, X is halogen or a --CF.sub.3, --NO.sub.2, --CN, --CONH.sub.2 or --CSNH.sub.2 group, n is 0 to 3, and Y is --OH, halogen, NO.sub.2, --CN, NH.sub.2, --NHCO--R, --NHCOOR or --NH--SO.sub.2 --R, wherein R is an unsubstituted or halogenated lower alkyl radical. Preferred compounds are 2-nitro-5-(2'-chloro-4'-trifluoromethylphenoxy)-phenylphosphonic acid and the lower dialkyl esters thereof. The invention also relates to the production of the novel phosphonic acid derivatives, starting from a 3,4-dinitrodiphenyl ether and reacting it with a trialkylphosphite as first step. The invention further relates to herbicidal and plant growth-regulating compositions which contain one of the novel compounds as active component, and also to the use of these compounds and compositions for controlling weeds (also selectively), for inhibiting plant growth and desiccating parts of plants above the soil, as well as for totally destroying existing plant growth.
    • 本发明涉及新的除草和植物生长抑制的2-取代的5-取代的5-苯氧基苯基膦酸衍生物,其中R 1和R 2各自独立地是羟基,低级烷氧基,低级烷硫基,烷基氨基,二烷基氨基,氯 ,苄氧基或苄硫基,X为卤素或-CF 3,-NO 2,-CN,-CONH 2或-CSNH 2基,n为0至3,Y为-OH,卤素,NO 2,-CN,NH 2,-NHCO- R,-NHCOOR或-NH-SO 2 -R,其中R是未取代或卤代的低级烷基。 优选的化合物是2-硝基-5-(2'-氯-4'-三氟甲基苯氧基) - 苯基膦酸及其低级二烷基酯。 本发明还涉及从3,4-二硝基二苯醚开始并与其作为第一步与三烷基亚磷酸酯反应的新型膦酸衍生物的制备。 本发明还涉及含有新化合物之一作为活性成分的除草和植物生长调节组合物,以及这些化合物和组合物用于防治杂草(也可选择性)用于抑制植物生长和干燥植物部分的用途 在土壤之上,以及完全破坏现有的植​​物生长。
    • 8. 发明授权
    • Herbicidally active 2-substituted 5-phenoxyphenylphosphonic acid esters
    • 除草活性2-取代的5-苯氧基苯基膦酸酯
    • US4391624A
    • 1983-07-05
    • US269228
    • 1981-06-01
    • Ludwig MaierDieter Durr
    • Ludwig MaierDieter Durr
    • A01N57/22A01N57/30A01N57/34C07F9/38C07F9/40C07F9/42C07F9/44A01N57/18
    • A01N57/22A01N57/30A01N57/34C07F9/3834C07F9/4021C07F9/42C07F9/4419
    • The present invention relates to novel herbicidal and plant growth-inhibiting 2-substituted 5-phenoxyphenylphosphonic acid derivatives of the formula ##STR1## wherein each of R.sub.1 and R.sub.2 independently is hydroxyl, lower alkoxy, lower alkylthio, alkylamino, dialkylamino, chlorine, benzyloxy or benzylthio, X is halogen or a --CF.sub.3, --NO.sub.2, --CN, --CONH.sub.2 or --CSNH.sub.2 group, n is 0 to 3, and Y is --OH, halogen, NO.sub.2, --CN, NH.sub.2, --NHCO--R, --NHCOOR or --NH--SO.sub.2 --R, wherein R is an unsubstituted or halogenated lower alkyl radical. Preferred compounds are 2-nitro-5-(2'-chloro-4'-trifluoromethylphenoxy)-phenylphosphonic acid and the lower dialkyl esters thereof. The invention also relates to the production of the novel phosphonic acid derivatives, starting from a 3,4-dinitrodiphenyl ether and reacting it with a trialkylphosphite as first step. The invention further relates to herbicidal and plant growth-regulating compositions which contain one of the novel compounds as active component, and also to the use of these compounds and compositions for controlling weeds (also selectively), for inhibiting plant growth and desiccating parts of plants above the soil, as well as for totally destroying existing plant growth.
    • 本发明涉及新的除草和植物生长抑制的2-取代的5-取代的5-苯氧基苯基膦酸衍生物,其中R 1和R 2各自独立地是羟基,低级烷氧基,低级烷硫基,烷基氨基,二烷基氨基,氯 ,苄氧基或苄硫基,X为卤素或-CF 3,-NO 2,-CN,-CONH 2或-CSNH 2基,n为0至3,Y为-OH,卤素,NO 2,-CN,NH 2,-NHCO- R,-NHCOOR或-NH-SO 2 -R,其中R是未取代或卤代的低级烷基。 优选的化合物是2-硝基-5-(2'-氯-4'-三氟甲基苯氧基) - 苯基膦酸及其低级二烷基酯。 本发明还涉及从3,4-二硝基二苯醚开始并与其作为第一步与三烷基亚磷酸酯反应的新型膦酸衍生物的制备。 本发明还涉及含有新化合物之一作为活性成分的除草和植物生长调节组合物,以及这些化合物和组合物用于防治杂草(也可选择性)用于抑制植物生长和干燥植物部分的用途 在土壤之上,以及完全破坏现有的植​​物生长。
    • 10. 发明授权
    • Triazolylsulfonamides
    • 三唑砜磺酰胺
    • US5217521A
    • 1993-06-08
    • US884260
    • 1992-05-08
    • Dieter Durr
    • Dieter Durr
    • A01N43/90C07D487/04
    • C07D487/04A01N43/90
    • N-Phenyl-triazolopyrimidinyl-sulfonamides of formula I ##STR1## wherein R.sub.1 is halogen, phenyl, O-phenyl, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, --OR.sub.8, --OR.sub.9, nitro, hydroxy, cyano, --SR.sub.6, --SOR.sub.6, --SO.sub.2 R.sub.6, --SR.sub.8, --SOR.sub.8, --SO.sub.2 R.sub.8, --SO.sub.3 R.sub.8, --SR.sub.9, --SOR.sub.9, --SO.sub.2 R.sub.9, --SO.sub.2 NR.sub.10 (R.sub.10), --SO.sub.3 R.sub.9, --COOR.sub.7, --CONHR.sub.9, --CONR.sub.9 (R.sub.9), formyl, ##STR2## --NH.sub.2, --NHR.sub.9 or --NR.sub.9 (R.sub.9); R.sub.2 and R.sub.4 independently of one another are hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, --COOR.sub.7 or --OR.sub.9 ;R.sub.3 is hydrogen or halogen;R.sub.5 is hydrogen, halogen, phenyl, O-phenyl, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, --OR.sub.8, --OR.sub.9, nitro, hydroxy, cyano, --SR.sub.6, --SOR.sub.6, --SO.sub.2 R.sub.6, --SR.sub.8, --SOR.sub.8, --SO.sub.3 R.sub.8, --SR.sub.9, --SOR.sub.9, --SO.sub.2 R.sub.9, --SO.sub.2 NR.sub.10 (R.sub.10), --SO.sub.3 R.sub.9, --COOR.sub.7, --CONHR.sub.9, --CONR.sub.9 (R.sub.9), formyl, ##STR3## --NH.sub.2, --NHR.sub.9 or --NR.sub.9 (R.sub.9); R.sub.6 is hydrogen, phenyl, benzyl, C.sub.2 -C.sub.4 alkenyl, C.sub.2 -C.sub.4 alkynyl, or C.sub.1 -C.sub.4 alkyl substituted by --OR.sub.9 ;R.sub.7 is C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.2 -C.sub.4 alkynyl, phenyl or benzyl;R.sub.8 is C.sub.1 -C.sub.4 haloalkyl;R.sub.9 is C.sub.1 -C.sub.4 alkyl;R.sub.10 is hydrogen or C.sub.1 -C.sub.4 alkyl;X, Y and Z independently of one another are hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, phenylthio, benzylthio, hydroxy, halogen, --OR.sub.8, --OR.sub.9, C.sub.1 -C.sub.4 alkyl substituted by --OR.sub.9, C.sub.1 -C.sub.4 alkyl substituted by --OR.sub.8, or --NH.sub.2, --NHR.sub.9, --NR.sub.9 (R.sub.9), C.sub.3 -C.sub.6 cycloalkyl, C.sub.3 -C.sub.6 cycloalkyl substituted by halogen, --OR.sub.8, --OR.sub.9, --SR.sub.8, --SR.sub.9 or by C.sub.1 -C.sub.4 alkyl, or X and Y together or Y and Z together form a C.sub.2 -C.sub.3 alkylene bridge which may be interrupted by oxygen or sulfur;with the proviso that at least one of the substituents X, Y and Z is C.sub.3 -C.sub.6 cycloalkyl or C.sub.3 -C.sub.6 cycloalkyl substituted by halogen, --OR.sub.8, --OR.sub.9, --SR.sub.8, --SR.sub.9 or by C.sub.1 -C.sub.4 alkyl, and the salts of those compounds, have good pre- and postemergent selective herbicidal and growth regulating properties.
    • 式I的N-苯基 - 三唑并嘧啶基磺酰胺其中R 1是卤素,苯基,O-苯基,C 1 -C 4烷基,C 1 -C 4卤代烷基,-OR 8,-OR 9,硝基,羟基,氰基,-SR 6, -SOR 6,-SO 2 R 6,-SR 8,-SOR 8,-SO 2 R 8,-SO 3 R 8,-SR 9,-SOR 9,-SO 2 R 9,-SO 2 NR 10(R 10),-SO 3 R 9,-COOR 7,-CONHR 9,-CONR 9(R 9) -NH 2,-NHR 9或-NR 9(R 9); R 2和R 4彼此独立地是氢,卤素,C 1 -C 4烷基,-COOR 7或-OR 9; R3是氢或卤素; R5是氢,卤素,苯基,O-苯基,C1-C4烷基,C1-C4卤代烷基,-OR8,-OR9,硝基,羟基,氰基,-SR6,-SOR6,-SO2R6,-SR8,-SOR8,-SO3R8, -SR 9,-SOR 9,-SO 2 R 9,-SO 2 NR 10(R 10),-SO 3 R 9,-COOR 7,-CONHR 9,-CONR 9(R 9),甲酰基,-NH 2,-NHR 9或-NR 9(R 9)。 R 6是氢,苯基,苄基,C 2 -C 4烯基,C 2 -C 4炔基或被-OR 9取代的C 1 -C 4烷基; R7是C1-C4烷基,C2-C4链烯基,C2-C4炔基,苯基或苄基; R8是C1-C4卤代烷基; R9是C1-C4烷基; R 10是氢或C 1 -C 4烷基; X,Y和Z彼此独立地是氢,C 1 -C 4烷基,C 1 -C 4卤代烷基,苯硫基,苄硫基,羟基,卤素,-OR 8,-OR 9,被-OR 9取代的C 1 -C 4烷基,被-OR 8取代的C 1 -C 4烷基, 或-NH 2,-NHR 9,-NR 9(R 9),C 3 -C 6环烷基,被卤素,-OR 8,-OR 9,-SR 8,-SR 9或C 1 -C 4烷基取代的C 3 -C 6环烷基,或X和Y一起或Y和Z 一起形成可被氧或硫中断的C2-C3亚烷基桥; 条件是取代基X,Y和Z中的至少一个是被卤素,-OR 8,-OR 9,-SR 8,-SR 9或C 1 -C 4烷基取代的C 3 -C 6环烷基或C 3 -C 6环烷基,并且这些化合物的盐 具有良好的出芽前和芽后选择性除草和生长调节性质。