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    • 2. 发明授权
    • Process for the preparation of pesticides
    • 农药制备工艺
    • US06646151B1
    • 2003-11-11
    • US09670147
    • 2000-09-26
    • Saleem FarooqStephan TrahHugo ZieglerRené Zurflüh
    • Saleem FarooqStephan TrahHugo ZieglerRené Zurflüh
    • C07C24904
    • C07C249/12C07C251/48C07C251/60
    • The invention relates to a process for the preparation of compounds of the formula or, if appropriate, a tautomer thereof, in each case in the free form or in salt form, in which A, X, Y, Z, R2, R3, R4, R5, R7, R9 and n are as defined in claim 1 and the C═N double bond marked with E has the E configuration, which comprises a1) reacting either a compound of the formula (II) mentioned above with a compound of the formula (III) mentioned above, in which X1 is a leaving group, or a2) a compound of the formula (IV) mentioned above, if appropriate in the presence of a base, with a compound of the formula (V) mentioned above, or b1) reacting a compound of the formula (VI) mentioned above with a compound of the formula R7—A—X2 (VII), in which X2 is a leaving group, and either further reacting the compound thus obtainable, of the formula (IV), for example according to method a2), or b2) reacting it with hydroxylamine or a salt thereof, if appropriate in the presence of a basic or acid catalyst, and further reacting the compound thus obtainable, of the formula (II), for example according to method a1), or c) reacting a compound of the formula (VIII), mentioned above with a C1-C6alkyl nitrite and further reacting the compound thus obtainable, of the formula (VI), for example according to method b), the E isomers of the compounds of the formulae (II), (IV) and (VI), a process for their preparation and their use for the preparation of compounds of the formula (I).
    • 本发明涉及一种制备式的化合物的方法,如果合适,其合适的是其互变异构体,其各自为游离形式或盐形式,其中A,X,Y,Z,R 2,R 3,R 4, R5,R7,R9和n如权利要求1中所定义,并且用E标记的C = N双键具有E构型,其包括a)使上述式(II)的化合物与式(II) III),其中X1是离去基团,ora2)如果合适的话,在碱的存在下,上述式(Ⅳ)的化合物与上述式(Ⅴ)的化合物相同,反应1)使 上述式(Ⅵ)化合物与式R7-A-X2(Ⅶ)化合物反应,其中X 2为离去基团,并进一步使由此得到的式(Ⅳ)化合物与 根据方法a2)的示例,orb2)如果合适,在碱性或酸性催化剂存在下,使其与羟胺或其盐反应,以及 进一步使由式(II)得到的化合物,例如按照方法a1)进行反应,或者使上述式(Ⅷ)化合物与亚硝酸C 1 -C 6烷基酯反应,并进一步使由此得到的化合物, 式(Ⅵ)化合物的方法,例如根据方法b),式(II),(Ⅳ)和(Ⅵ)化合物的E异构体,其制备方法及其制备方法 式(I)。
    • 5. 发明授权
    • Process for the preparation of pesticides
    • 农药制备工艺
    • US6156923A
    • 2000-12-05
    • US762217
    • 1996-12-06
    • Saleem FarooqStephan TrahHugo ZieglerRene Zurfluh
    • Saleem FarooqStephan TrahHugo ZieglerRene Zurfluh
    • C07C249/04C07C249/12C07C251/48C07C251/60
    • C07C249/12C07C251/48C07C251/60
    • The invention relates to a process for the preparation of compounds of the formula ##STR1## or, if appropriate, a tautomer thereof, in each case in the free form or in salt form, in whichA, X, Y, Z, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.7, R.sub.9 and n are as defined in claim 1 and the C.dbd.N double bond marked with E has the E configuration, which comprisesa1) reacting either a compound of the formula (II) mentioned above with a compound of the formula (III) mentioned above, in which X.sub.1 is a leaving group, ora2) a compound of the formula (IV) mentioned above, if appropriate in the presence of a base, with a compound of the formula (V) mentioned above, orb1) reacting a compound of the formula (VI) mentioned above with a compound of the formula R.sub.7 --A--X.sub.2 (VII), in which X.sub.2 is a leaving group, and either further reacting the compound thus obtainable, of the formula (IV), for example according to method a2), orb2) reacting it with hydroxylamine or a salt thereof, if appropriate in the presence of a basic or acid catalyst, and further reacting the compound thus obtainable, of the formula (II), for example according to method a1), orc) reacting a compound of the formula (VII), mentioned above with a C.sub.1 -C.sub.6 alkyl nitrite and further reacting the compound thus obtainable, of the formula (VI), for example according to method b), the E isomers of the compounds of the formulae (II), (IV) and (VI), a process for their preparation and their use for the preparation of compounds of the formula (I).
    • 本发明涉及一种制备下式的化合物或其合适的互变异构体的方法,其各自为游离形式或盐形式,其中A,X,Y,Z,R 2,R 3,R 4 ,R 5,R 7,R 9和n如权利要求1中所定义,并且用E标记的C = N双键具有E构型,其包括a1)使上述式(II)的化合物与 上述式(III),其中X1是离去基团,或a2)上述式(Ⅳ)化合物,如果合适,在碱的存在下,与上述式(Ⅴ)化合物, 或b1)使上述式(Ⅵ)化合物与式R7-A-X2(Ⅶ)化合物反应,其中X 2为离去基团,并进一步使由此得到的化合物(式(Ⅴ) IV),例如根据方法a2),或b2)如果合适,在碱性或酸性催化剂存在下,使其与羟胺或其盐反应, 进一步使由式(II)得到的化合物,例如按照方法a1)进行反应,或c)使上述式(Ⅶ)化合物与亚硝酸C 1 -C 6烷基酯反应,然后进一步使化合物 式(Ⅵ)化合物的E异构体,其制备方法及其制备方法(Ⅵ)的制备方法及其制备方法 式(I)的化合物。
    • 7. 发明授权
    • Pesticidal triazine-derivatives
    • 杀虫三嗪衍生物
    • US06723720B2
    • 2004-04-20
    • US10006954
    • 2001-11-05
    • Arthur SteigerWerner ZambachAndré JeanguenatMartin EberleStephan TrahSaleem Farooq
    • Arthur SteigerWerner ZambachAndré JeanguenatMartin EberleStephan TrahSaleem Farooq
    • C07D253065
    • A01N57/22A01N43/707C07D253/07
    • A compound of formula wherein R1 is unsubstituted or substituted aryl or heteroaryl, the substituents of the aryl and heteroaryl rings being selected, for example, from the group consisting of OH, halogen, CN, NO2, C1-C6alkyl, C3-C8cycloalkyl, C1-C6alkyl-C3-C8cycloalkyl, C3-C8cycloalkyl-C1-C6alkyl, C1-C6haloalkyl, C3-C8halocycloalkyl, C1-C6alkoxy and phenyl; phenoxy; phenylthio; phenylamino; and phenyl-(C1-C6alkyl)-amino; the substituents of the phenoxy, phenylthio, phenylamino and phenyl-(C1-C6alkyl)-amino groups being selected from the group consisting of halogen, CN, NO2, C1-C6alkyl, C3-C8cycloalkyl, C1-C6haloalkyl, C3-C8halocycloalkyl, C1-C6alkoxy, C3-C8cycloalkoxy, C1-C6alkylthio, C3-C8cycloalkylthio, C1-C6haloalkylthio and C3-C8halocycloalkylthio; R2 is, for example, H, OH, halogen, CN, NO2, C1-C6alkyl or C1-C6alkoxy; A is, for example, a single bond, C1-C12alkylene, O or O(C1-C12alkylene); R4 is H, C1-C6alkyl, C3-C8cycloalkyl, C1-C6haloalkyl, C1-C6alkoxy, N(R5)2 or C1-C6alkoxy-C2-C6alkyl; R5 is H, C1-C6alkyl, C3-C8cycloalkyl, C1-C6haloalkyl or aryl-C1-C6alkyl; X1 is R10; X2 and X3 are each independently of the other H or R10; R10 is, for example, halogen, CN, NO2, C1-C6alkyl or C3-C8cycloalkyl; and n is 0, 1 or 2, and to their physiologically tolerable and agrochemically acceptable addition compounds, and where appropriate to E/Z isomers, to mixtures of E/Z isomers and/or to tautomers, in each case in free form or in salt form. The compounds, in free form or in agrochemically acceptable salt form, exhibit advantageous pesticidal properties. They are suitable especially in the control of pests in agriculture and stored goods and also in the keeping of domestic animals.
    • 化合物R1是未取代或取代的芳基或杂芳基,芳基和杂芳基环的取代基选自例如由OH,卤素,CN,NO 2,C 1 -C 6烷基,C 3 -C 8环烷基,C 1 -C 6烷基 - C 3 -C 8环烷基,C 3 -C 8环烷基-C 1 -C 6烷基,C 1 -C 6卤代烷基,C 3 -C 8卤代环烷基,C 1 -C 6烷氧基和苯基; 苯氧基 苯硫基 苯基氨基; 苯基 - (C 1 -C 6烷基) - 氨基;苯氧基,苯硫基,苯基氨基和苯基 - (C 1 -C 6烷基) - 氨基的取代基选自卤素,CN,NO 2,C 1 -C 6烷基, C 3 -C 8卤代烷基,C 1 -C 6卤代烷基,C 3 -C 8卤代环烷基,C 1 -C 6烷氧基,C 3 -C 8环烷氧基,C 1 -C 6烷硫基,C 3 -C 8环烷硫基,C 1 -C 6卤代烷硫基和C 3 -C 8卤代环烷硫基; R 2为例如H,OH,卤素,CN, C1-C6烷基或C1-C6烷氧基; A是例如单键,C1-C12亚烷基,O或O(C1-C12亚烷基); R4是H,C1-C6烷基,C3-C8环烷基,C1-C6卤代烷基,C1-C6烷氧基 ,N(R 5)2或C 1 -C 6烷氧基-C 2 -C 6烷基; R 5是H,C 1 -C 6烷基,C 3 -C 8环烷基,C 1 -C 6卤代烷基或芳基-C 1 -C 6烷基; X 1是R 10; X 2和X 3各自独立地为H或R 10; R 10为例如卤素,CN,NO 2,C 1 -C 6烷基或C 3 -C 8环烷基; 和n为0,1或2,以及其生理上可耐受和农业化学上可接受的加成化合物,以及适用于E / Z异构体的E / Z异构体和/或互变异构体的混合物,在每种情况下为游离形式或 游离形式或农业化学上可接受的盐形式的化合物表现出有利的杀虫性质。 它们特别适用于控制农业和储存物中的害虫以及保存家畜。
    • 8. 发明授权
    • N-substituted tetrahydropyridines and their use as pesticides
    • N-取代四氢吡啶类及其作为农药的用途
    • US06953811B2
    • 2005-10-11
    • US10470790
    • 2002-02-04
    • Stephan TrahJosef EhrenfreundPeter MaienfischAndré JeanguenatSaleem Farooq
    • Stephan TrahJosef EhrenfreundPeter MaienfischAndré JeanguenatSaleem Farooq
    • A01N43/40C07D211/70C07D211/94C07D401/06
    • C07D401/06C07D211/70C07D211/94
    • A description is given of compounds of the formula in which R1 and R2 independently of one another are halogen, C1-C6alkyl, halo-C1-C6alkyl, C1-C6alkoxy, halo-C1-C6alkoxy, or SF5, R3 is hydrogen, OH, halogen, C1-C6alkoxy or —O—C(═O)—C1-C6alkyl, R4 is for example hydrogen, halogen, C1-C6alkyl, halo-C1-C6alkyl, C1-C6alkoxy, halo-C1-C6alkoxy or SCN; R5 and R6 independently of one another are for example hydrogen, C1-C12alkyl, halo-C1-C12alkyl, C2-C12alkenyl, halo-C2-C12alkenyl or C2-C12alkynyl; and q is 0 or 1; and, where appropriate, E/Z isomers, E/Z isomer mixtures and/or tautomers, each in free form or in salt form; a process for the preparation of these compounds and their use, pesticide compositions whose active ingredient is selected from these compounds, or an agrochemically useable salt thereof, a process for preparing these compositions, and their use, plant propagation material treated with these compositions, and a method of combating pests.
    • 给出下式的化合物,其中R 1和R 2彼此独立地是卤素,C 1 -C 3 C 6 -C 6烷基,卤代C 1 -C 6烷基,C 1 -C 6烷基,C 1 -C 6烷基,C 1 -C 6烷基, 烷氧基,卤代-C 1 -C 6烷氧基或SF 5,R 3是氢,OH, 卤素,C 1 -C 6烷氧基或-OC(-O)-C 1 -C 6 -C 6烷基 R 4是例如氢,卤素,C 1 -C 6烷基,卤代C 1 -C 4烷基, C 1 -C 6烷基,C 1 -C 6烷氧基,卤代C 1 -C 6烷基,C 1 -C 6烷氧基,C 1 -C 6烷基, 烷氧基或SCN; R 5和R 6彼此独立地是例如氢,C 1 -C 12 - 烷基,卤代 C 1 -C 12烷基,C 2 -C 12链烯基,卤代-C 2烷基,C 1 -C 12烷基,C 2 -C 12 - C 12 -C 12链烯基或C 2 -C 12 - 炔基; q为0或1; 和/或互变异构体,各自为游离形式或盐形式的E / Z异构体,E / Z异构体混合物和/或互变异构体; 制备这些化合物及其用途的方法,其活性成分选自这些化合物的农药组合物或其农业上可用的盐,这些组合物的制备方法及其用途,用这些组合物处理的植物繁殖材料,以及 一种防治害虫的方法。
    • 9. 发明授权
    • Organic compounds
    • 有机化合物
    • US06313344B1
    • 2001-11-06
    • US09085283
    • 1998-05-27
    • Stephan TrahHenry SzczepanskiOttmar Franz HüterRoger Graham HallSaleem FarooqAlfons Pascual
    • Stephan TrahHenry SzczepanskiOttmar Franz HüterRoger Graham HallSaleem FarooqAlfons Pascual
    • C07C32700
    • C07D261/20A01N37/38A01N37/50A01N43/80C07C251/60C07C323/12C07D261/08C07F9/4021
    • Compounds of formula (I), wherein either X is CH or N, Y is OR1 and Z is O, or X is N, Y is NHR8 and Z is O, S or S(═O); R1, R2 and R3 are as defined according to the specification; m is 0, 1 or 2; R5 is, for example, halogen, C1-C6alkyl, halo-C1-C6alkyl or C3-C6cycloalkyl; n is 0, 1, 2, 3 or 4; R9 is methyl, fluoromethyl or difluoromethyl; A and R7 are as defined according to the specification; D is O, S, —S(═O) or S(═O)2; G is C1-C6aalkylene; T—R6 is R6, —C(═N—O—A1—R77)—R6; —SiR14(R15)—R6; —C(═O)—R6; —C(R16)═C(R17)—R6, —C≡C—R6 or —D—R6; R6 is C1-C4alkyl or unsubstituted or substituted aryl or heteroaryl; A1 and R77 are as defined above for A and R7; L is U—R18, P(OR)vR11R12, P(S)wR11R12 or N(aryl)R13; v and w are 0 or 1; U—R18 is —C(═O)—C(═O)—R18; —C(OH)—C(OH)—R18; —C(═N—O—A1—R7)—R18; a is 0 or 1; b is 0 or 1; R11, R12 and R13 are, for example, C1-C6alkyl, halo-C1-C6alkyl or C3-C6cycloalkyl; R14 and R15 are each independently of the other C1-C4alkyl; R16 and R17 are each independently of the other hydrogen, C1-C4alkyl or halogen and R18 is R5; and, where applicable, their possible E/Z isomers, mixtures of E/Z isomers and/or tautomers, in each case in free form or in salt form, a method of controlling pests, a process for the preparation of those compounds and their use are described.
    • 式(I)化合物,其中X是CH或N,Y是OR 1,Z是O,或X是N,Y是NHR 8,Z是O,S或S(= O); R 1,R 2和R 3如上定义 根据规范; m为0,1或2; R 5为例如卤素,C 1 -C 6烷基,卤代-C 1 -C 6烷基或C 3 -C 6环烷基; n为0,1,2,3或4; R9是甲基,氟甲基或二氟甲基; A和R7如本说明书所定义; D是O,S,-S(= O)或S(= O)2; G是C1-C6亚烷基; T-R6是R6,-C(= N-O-A1-R77)-R6; -SiR14(R15)-R6; -C(= O)-R6; -C(R 16)= C(R 17)-R 6,-C = C-R6或-D-R6; R6是C1-C4烷基或未取代或取代的芳基或杂芳基; A1和R77如对于A和R7所定义; L是U-R18,P(OR)vR11R12,P(S)wR11R12或N(芳基)R13; v和w为0或1; U-R 18为-C(= O)-C(= O)-R 18; -C(OH)-C(OH)-R 18; -C(= N-O-Al-R 7)-R 18; a为0或1; b为0或1; R 11,R 12和R 13为例如C 1 -C 6烷基,卤代-C 1 -C 6烷基或C 3 -C 6环烷基; R 14和R 15各自独立地为C 1 -C 4烷基; R 16和R 17各自独立地为 另一个氢,C 1 -C 4烷基或卤素,R 18是R 5;并且在适用的情况下,它们可能的E / Z异构体,E / Z异构体和/或互变异构体的混合物,在每种情况下以游离形式或盐形式, 控制害虫,制备这些化合物的方法及其用途。