公开(公告)号：US08003626B2

公开(公告)日：2011-08-23

申请号：US11996094

申请日：2006-07-17

申请人： Clemens Lamberth ,  Camilla Corsi ,  Josef Ehrenfreund ,  Hans Tobler ,  Harald Walter

发明人： Clemens Lamberth ,  Camilla Corsi ,  Josef Ehrenfreund ,  Hans Tobler ,  Harald Walter

IPC分类号： A01N57/00 ,  C07D231/06

CPC分类号： C07D409/12 ,  C07D231/06 ,  C07D401/12

摘要： Compounds of the formula I in which the substituents are as defined in claim 1 are suitable for use as microbiocides.

摘要翻译： 其中取代基如权利要求1中所定义的式I化合物适合用作杀微生物剂。

公开(公告)号：US07994341B2

公开(公告)日：2011-08-09

申请号：US12066683

申请日：2006-09-14

申请人： Hans Tobler ,  Harald Walter ,  Josef Ehrenfreund ,  Camilla Corsi ,  Fanny Giordano ,  Martin Zeller ,  Gottfried Seifert ,  Shailesh Shah ,  Neil George ,  Ian Kevin Jones ,  Paul Edward Bonnett

发明人： Hans Tobler ,  Harald Walter ,  Josef Ehrenfreund ,  Camilla Corsi ,  Fanny Giordano ,  Martin Zeller ,  Gottfried Seifert ,  Shailesh Shah ,  Neil George ,  Ian Kevin Jones ,  Paul Edward Bonnett

IPC分类号： C07D231/14

CPC分类号： C07C211/61 ,  A01N43/56 ,  C07C205/06 ,  C07C209/325 ,  C07C209/70 ,  C07C2603/66 ,  C07D231/14

摘要： The present invention relates to a process for the preparation of compounds of formula (I) wherein R1 and R2 are each independently of the other hydrogen or C1-C5alkyl and R3 is CF3 or CF2H, by a) reaction of a compound of formula (II) wherein R1 and R2 are as defined for formula (I), with at least one reducing agent to form a compound of formula (III) wherein R1 and R2 are as defined for formula (I), and b) reaction of that compound with at least one reducing agent to form a compound of formula (IV) wherein R1 and R2 are as defined for formula (I), and (c) reaction of that compound with a compound of formula (V) wherein Q is chlorine, fluorine, bromine, iodine, hydroxy or C1-C6alkoxy and R3 is as defined for formula (I), to form the compound of formula (I); and to novel intermediates for use in that process.

摘要翻译： 本发明涉及制备式（I）化合物的方法，其中R 1和R 2各自独立地为氢或C 1 -C 5烷基，R 3为CF 3或CF 2 H，通过a）式（Ⅱ）化合物 ）其中R1和R2如式（I）所定义，与至少一种还原剂形成式（III）化合物，其中R 1和R 2如式（I）所定义，和b）该化合物与 至少一种还原剂形成式（Ⅳ）化合物，其中R1和R2如式（Ⅰ）所定义，和（c）该化合物与式（Ⅴ）化合物的反应其中Q是氯，氟， 溴，碘，羟基或C 1 -C 6烷氧基，R 3如式（I）所定义，形成式（I）化合物; 以及用于该过程的新型中间体。

公开(公告)号：US07956194B2

公开(公告)日：2011-06-07

申请号：US12463449

申请日：2009-05-11

申请人： Josef Ehrenfreund ,  Hans Tobler ,  Harald Walter

发明人： Josef Ehrenfreund ,  Hans Tobler ,  Harald Walter

IPC分类号： C07D403/00 ,  C07C211/60

CPC分类号： C07D401/12 ,  A01N43/647 ,  A01N55/00 ,  C07D249/04 ,  C07D333/36 ,  C07D405/12 ,  C07D409/12 ,  C07D409/14 ,  C07D411/12 ,  C07D413/12 ,  C07D417/12 ,  C07D487/08 ,  C07D493/08 ,  C07D495/08

摘要： A compound of formula (I): where A is an ortho-substituted ring selected from a number of specified rings; R1 is halogen, cyano, nitro, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy or C1-4 haloalkoxy or optionally substituted C2-4 alkenyl, optionally substituted C2-4 alkynyl or optionally substituted SO2(C1-4)alkyl (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen and C1-4 alkoxy); R2 is C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy(C1-4)alkyl or C1-4 alkylthio(C1-4)alkyl or [optionally substituted aryl](C1-4)alkyl- or [optionally substituted aryl]oxy(C1-4)alkyl-(where the optionally substituted aryl moieties may each have up to 3 substituents, each independently selected from halogen and C1-4 alkoxy); R3 is hydrogen, CH2C≡CR4, CH2CR4═C(H)R4, CH═C═CH2 or COR5 or optionally substituted C1-4 alkyl, optionally substituted C1-4 alkoxy or optionally substituted (C1-4) alkylC(═O)O (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen and C1-4 alkoxy, C1-4 alkyl, C1-2 haloalkoxy, hydroxy, cyano, carboxyl, methoxycarbonyl, ethoxycarbonyl, methylsulfonyl and ethylsulfonyl); each R4 is, independently, hydrogen, halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy or C1-4 alkoxy(C1-4)alkyl; and R5 is hydrogen or optionally substituted C1-6 alkyl, optionally substituted C1-4 alkoxy, optionally substituted C1-4 alkoxy(C1-4)alkyl, optionally substituted C1-4 alkylthio(C1-4)alkyl or optionally substituted aryl (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen, C1-6 alkoxy, C1-6 haloalkoxy, cyano, hydroxy, methoxycarbonyl and ethoxycarbonyl).

摘要翻译： 式（I）的化合物：其中A是选自多个指定环的邻位取代的环; R 1是卤素，氰基，硝基，C 1-4烷基，C 1-4卤代烷基，C 1-4烷氧基或C 1-4卤代烷氧基或任选取代的C 2-4烯基，任选取代的C 2-4炔基或任选取代的SO 2（C 1-4） 烷基（其中任选取代的部分可各自具有至多3个取代基，各自独立地选自卤素和C 1-4烷氧基）; R 2是C 1-4烷基，C 1-4卤代烷基，C 1-4烷氧基（C 1-4）烷基或C 1-4烷硫基（C 1-4）烷基或[任意取代的芳基]（C 1-4）烷基 - 或[ 芳基]氧基（C 1-4）烷基 - （其中任选取代的芳基部分可各自具有至多3个取代基，各自独立地选自卤素和C 1-4烷氧基）; R 3是氢，CH 2C≡CR4，CH 2 CR 4 = C（H）R 4，CH = C = CH 2或COR 5或任选取代的C 1-4烷基，任选取代的C 1-4烷氧基或任选取代的（C 1-4）烷基C（= O（其中任选取代的部分可以各自具有至多3个取代基，各自独立地选自卤素和C 1-4烷氧基，C 1-4烷基，C 1-2卤代烷氧基，羟基，氰基，羧基，甲氧基羰基，乙氧基羰基，甲基磺酰基和乙基磺酰基） ; 每个R 4独立地是氢，卤素，C 1-4烷基，C 1-4卤代烷基，C 1-4烷氧基或C 1-4烷氧基（C 1-4）烷基; 并且R 5为氢或任选取代的C 1-6烷基，任选取代的C 1-4烷氧基，任选取代的C 1-4烷氧基（C 1-4）烷基，任选取代的C 1-4烷硫基（C 1-4）烷基或任选取代的芳基（其中 任选取代的部分各自可具有至多3个取代基，各自独立地选自卤素，C 1-6烷氧基，C 1-6卤代烷氧基，氰基，羟基，甲氧基羰基和乙氧基羰基）。

公开(公告)号：US20100173966A1

公开(公告)日：2010-07-08

申请号：US12663112

申请日：2008-06-06

申请人： Daniel Stierli ,  Harald Walter ,  Hans Tobler

发明人： Daniel Stierli ,  Harald Walter ,  Hans Tobler

IPC分类号： A01N43/56 ,  C07D231/10 ,  A01P3/00

CPC分类号： C07D231/12 ,  C07C217/48

摘要： Compounds of the formula (I), in which the substituents are as defined in claim 1 are suitable for use as microbiocides.

摘要翻译： 其中取代基如权利要求1中所定义的式（I）化合物适合用作杀微生物剂。

公开(公告)号：US07737301B2

公开(公告)日：2010-06-15

申请号：US12065304

申请日：2006-08-28

申请人： Harald Walter ,  Camilla Corsi ,  Josef Ehrenfreund ,  Hans Tobler

发明人： Harald Walter ,  Camilla Corsi ,  Josef Ehrenfreund ,  Hans Tobler

IPC分类号： C07C209/62 ,  C07C209/10 ,  C07C211/45 ,  C07C211/48

CPC分类号： C07C209/10 ,  C07C209/62 ,  C07C2601/02 ,  C07C211/45 ,  C07C211/48

摘要： The present invention relates to a process for the preparation of compounds of formula wherein R1, R2 and R3 are each independently of the others hydrogen or C1-C4alkyl, by a) reacting compounds of formula (II) wherein R1, R2 and R3 are as defined for formula (I) and X is bromine or chlorine, with a compound of formula (III) wherein R4 is hydrogen or C1-C4alkyl, in the presence of a base and catalytic amounts of at least one palladium complex compound, to form compounds of formula (IV) wherein R1, R2, R3 and R4 are as defined for formula (I), and b) converting those compounds, using a reducing agent, into compounds of formula (I).

摘要翻译： 本发明涉及制备下式化合物的方法，其中R 1，R 2和R 3各自独立地为氢或C 1 -C 4烷基，通过a）使式（Ⅱ）化合物（其中R 1，R 2和R 3为 与式（Ⅲ）化合物（其中R 4是氢或C 1 -C 4烷基）在碱和催化量的至少一种钯络合物的存在下形成化合物（I），X是溴或氯， 其中R 1，R 2，R 3和R 4如式（I）所定义，并且b）使用还原剂将这些化合物转化为式（I）化合物。

公开(公告)号：US07732469B2

公开(公告)日：2010-06-08

申请号：US12091189

申请日：2006-10-23

申请人： Hans Tobler ,  Harald Walter ,  Josef Ehrenfreund ,  Camilla Corsi

发明人： Hans Tobler ,  Harald Walter ,  Josef Ehrenfreund ,  Camilla Corsi

IPC分类号： A01N43/78 ,  C07D277/56 ,  C07C205/11 ,  A01P1/00

CPC分类号： C07C205/06 ,  A01N43/32 ,  A01N43/36 ,  A01N43/40 ,  A01N43/56 ,  A01N43/647 ,  A01N43/76 ,  A01N43/78 ,  C07C205/11 ,  C07C205/12 ,  C07C205/37 ,  C07C205/45 ,  C07C211/61 ,  C07C2603/66 ,  C07D207/34 ,  C07D207/46 ,  C07D213/89 ,  C07D231/14 ,  C07D249/04 ,  C07D263/34 ,  C07D277/56 ,  C07D327/06

摘要： The invention relates to a fungicidally active compound of formula (I): where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by the groups R6, R7 and R8; R1 is hydrogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy, C1-4 haloalkoxy, CH2 C≡CR9, CH2 CR10═CHR11, CH═C═CH2 or COR12; R2 and R3 are each, independently, hydrogen, halo, C1-4 alkyl, C1-4 alkoxy, C1-4 haloalkyl or C1-4 haloalkoxy; R4 and R5 are each independently selected from halo, cyano and nitro; or one of R4 and R5 is hydrogen and the other is selected from halo, cyano and nitro; R6, R7 and R8 are each, independently, hydrogen, halo, cyano, nitro, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy(C1-4)alkyl, C1-4 haloalkoxy(C1-4)alkyl or C1-4 haloalkoxy, provided that at least one of R6, R7 and R8 is not hydrogen; R9, R10 and R11 are each, independently, hydrogen, halo, C1-4 alkyl, C1-4 haloalkyl or C1-4 alkoxy(C1-4)alkyl; and R12 is hydrogen, C1-6 alkyl, C1-6 haloalkyl, C1-4 alkoxy(C1-4)alkyl, C1-4 alkylthio(C1-4)-alkyl, C1-4 alkoxy or aryl; to the preparation of these compounds, to novel intermediates used in the preparation of these compounds, to agrochemical compositions which comprise at least one of the novel compounds as active ingredient, to the preparation of the compositions mentioned and to the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.

摘要翻译： 本发明涉及式（I）的杀真菌活性化合物：其中Het是含有一至三个杂原子的5-或6-元杂环，各自独立地选自氧，氮和硫，该环被R6基团取代 ，R7和R8; R 1是氢，C 1-4烷基，C 1-4卤代烷基，C 1-4烷氧基，C 1-4卤代烷氧基，CH 2C≡CR9，CH 2 CR 10 = CHR 11，CH = C = CH 2或COR 12; R 2和R 3各自独立地为氢，卤素，C 1-4烷基，C 1-4烷氧基，C 1-4卤代烷基或C 1-4卤代烷氧基; R4和R5各自独立地选自卤素，氰基和硝基; 或者R4和R5之一是氢，另一个选自卤素，氰基和硝基; R 6，R 7和R 8各自独立地为氢，卤素，氰基，硝基，C 1-4烷基，C 1-4卤代烷基，C 1-4烷氧基（C 1-4）烷基，C 1-4卤代烷氧基（C 1-4）烷基或 C 1-4卤代烷氧基，条件是R 6，R 7和R 8中的至少一个不是氢; R 9，R 10和R 11各自独立地为氢，卤素，C 1-4烷基，C 1-4卤代烷基或C 1-4烷氧基（C 1-4）烷基; 和R 12是氢，C 1-6烷基，C 1-6卤代烷基，C 1-4烷氧基（C 1-4）烷基，C 1-4烷硫基（C 1-4） - 烷基，C 1-4烷氧基或芳基; 涉及这些化合物的制备，用于制备这些化合物的新型中间体，包括至少一种新化合物作为活性成分的农用化学组合物，所述组合物的制备以及使用活性成分或 用于通过植物病原微生物，优选真菌控制或预防植物感染的农业或园艺成分。

公开(公告)号：US20100010063A1

公开(公告)日：2010-01-14

申请号：US12549478

申请日：2009-08-28

申请人： Josef Ehrenfreund ,  Hans Tobler ,  Harald Walter

发明人： Josef Ehrenfreund ,  Hans Tobler ,  Harald Walter

IPC分类号： A01N43/38 ,  C07D209/58 ,  C07D307/87 ,  A01N43/08 ,  A01P1/00

CPC分类号： C07D213/82 ,  A01N43/32 ,  A01N43/36 ,  A01N43/40 ,  A01N43/56 ,  A01N43/76 ,  A01N43/78 ,  A01N43/90 ,  C07C211/61 ,  C07C2603/66 ,  C07D207/34 ,  C07D231/14 ,  C07D263/34 ,  C07D277/56 ,  C07D327/06 ,  C07D487/08 ,  C07D493/08 ,  C07D495/08

摘要： The invention relates to a fungicidally active compound of formula (I): where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, provided that the ring is not 1,2,3-triazole, the ring being substituted by groups R8, R9 and R10; X is a single or double bond; Y is O, S, N(R11) or (CR12R13)(CR14R15)m(CR16R17)n; m is 0 or 1; n is 0 or 1; and R1 to R17 each, independently, have a range of values; to the preparation of these compounds, to novel intermediates used in the preparation of these compounds, to agrochemical compositions which comprise at least one of the novel compounds as active ingredient, to the preparation of the compositions mentioned and to the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.

摘要翻译： 本发明涉及式（I）的杀真菌活性化合物：其中Het是含有一至三个杂原子的5-或6-元杂环，各自独立地选自氧，氮和硫，条件是环不为1， 该环被R8，R9和R10基团取代; X是单键或双键; Y是O，S，N（R11）或（CR12R13）（CR14R15）m（CR16R17）n; m为0或1; n为0或1; 并且R 1至R 17各自独立地具有一定范围的值; 涉及这些化合物的制备，用于制备这些化合物的新型中间体，包括至少一种新化合物作为活性成分的农用化学组合物，所述组合物的制备以及使用活性成分或 用于通过植物病原微生物，优选真菌控制或预防植物感染的农业或园艺成分。

公开(公告)号：US07582589B2

公开(公告)日：2009-09-01

申请号：US10554336

申请日：2004-04-21

申请人： Josef Ehrenfreund ,  Harald Walter ,  Hans Tobler ,  Clemens Lamberth

发明人： Josef Ehrenfreund ,  Harald Walter ,  Hans Tobler ,  Clemens Lamberth

IPC分类号： A01N43/56 ,  C07D231/10

CPC分类号： C07D409/12 ,  A01N55/00 ,  C07D333/28 ,  C07D333/36 ,  C07D411/12 ,  C07D413/12 ,  C07D417/12

摘要： The invention also relates to novel compounds of formula (1) where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by one to three groups R4; R1 is hydrogen, optionally substituted (C1-4)alkyl, formyl, optionally substituted (C1-4)alkylC(═O), optionally substituted (C1-4)alkylC(═O)O, optionally substituted (C1-4)alkoxy(C1-4)alkyl, optionally substituted allyl, optionally substituted propargyl or optionally substituted allenyl; each R2 is, independently, halogen, optionally substituted (C1-4)alkyl, optionally substituted (C1-4)alkoxy or optionally substituted (C1-4)alkoxy(C1-4)alkyl; R3 is either at position 2 or at position 4 of the thiophene ring and is an organic group containing three to thirteen carbon atoms and at least one silicon atom and, optionally, one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, and is optionally substituted by one to four independently selected halogen atoms; each R4 is, independently, halogen, C1-3 alkyl, C1-3 haloalkyl, C1-3alkoxy(C1-3)alkyl or cyano; r is 0, 1 or 2; and X is 0 or S; or an N-oxide thereof, to novel intermediates used in the preparation of these compounds, to agrochemical compositions which comprise at least one of the novel compounds as an active ingredient and to the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.

摘要翻译： 本发明还涉及式（1）的新化合物，其中Het是含有一至三个杂原子的5-或6-元杂环，各自独立地选自氧，氮和硫，该环被一至三个基团R 4取代 ; 任选取代的（C 1-4）烷基C（ - O），任选取代的（C 1-4）烷基C（ - O）O，任选取代的（C 1-4）烷氧基 （C 1-4）烷基，任选取代的烯丙基，任选取代的炔丙基或任选取代的烯丙基; 每个R 2独立地是卤素，任选取代的（C 1-4）烷基，任选取代的（C 1-4）烷氧基或任选取代的（C 1-4）烷氧基（C 1-4）烷基; R3位于噻吩环的2位或4位，是含有3至13个碳原子和至少一个硅原子的有机基团，以及任选的一至三个各自独立地选自氧，氮和硫的杂原子， 并且任选被一至四个独立选择的卤素原子取代; 每个R 4独立地是卤素，C 1-3烷基，C 1-3卤代烷基，C 1-3烷氧基（C 1-3）烷基或氰基; r为0,1或2; X为0或S; 或其N-氧化物，用于制备这些化合物的新型中间体，包含至少一种新化合物作为活性成分的农用化学组合物以及农业或园艺中的活性成分或组合物用于控制 或通过植物病原微生物，优选真菌来防止植物感染。

公开(公告)号：US20080262242A1

公开(公告)日：2008-10-23

申请号：US12093619

申请日：2006-11-13

申请人： Harald Walter ,  Camilla Corsi ,  Josef Ehrenfreund ,  Hans Tobler

发明人： Harald Walter ,  Camilla Corsi ,  Josef Ehrenfreund ,  Hans Tobler

IPC分类号： C07D231/14

CPC分类号： C07D231/14

摘要： The present invention relates to a novel process for the preparation of a compound of general formula (I): wherein R1 is H or C1-4 alkyl and R2 is difluoromethyl or trifluoromethyl, which comprises reacting a compound of general formula (II): wherein R1 has the meaning given above and X is chloro or bromo, with a compound of general formula (III): wherein R2 has the meaning given above, in the presence of a base, a palladium catalyst and a ferrocenyl biphoshine ligand of the Josiphos type, the reaction being carried out in an ether solvent at a reflux temperature of at least 100° C.

摘要翻译： 本发明涉及一种制备通式（I）化合物的新方法：其中R 1是H或C 1-4烷基，R SUP 其中R 2是二氟甲基或三氟甲基，其包括使通式（II）的化合物：其中R 1具有上面给出的含义和X是氯或溴的化合物与通式 式（III）：其中R 2具有上面给出的含义，在Josiphos型的碱，钯催化剂和二茂铁基二膦配体的存在下，该反应在醚溶剂中进行 在至少100℃的回流温度下

公开(公告)号：US08357816B2

公开(公告)日：2013-01-22

申请号：US12841586

申请日：2010-07-22

申请人： Josef Ehrenfreund ,  Pierre Joseph Marcel Jung ,  Hans Tobler ,  Harald Walter

发明人： Josef Ehrenfreund ,  Pierre Joseph Marcel Jung ,  Hans Tobler ,  Harald Walter

IPC分类号： C07F7/10

CPC分类号： C07F7/0812 ,  A01N55/00

摘要： A fungicidal compound of formula (I): where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by groups R7, R8 and R9; R1 is hydrogen, optionally substituted (C1-4alkyl, optionally substituted (C1-4alkylC(═O), optionally substituted (C1-4alkylC(═O)O, optionally substituted (C1-4)alkoxy(C1-4)alkyl, optionally substituted allyl, optionally substituted propargyl or optionally substituted allenyl; R2, R3, R4 and R5 are each, independently, hydrogen, halogen, optionally substituted (C1-4)alkyl, optionally substituted (C1-4)alkoxy or optionally substituted (C1-4)alkoxy(C1-4alkyl; R6 is an organic group containing three to thirteen carbon atoms and at least one silicon atom and, optionally, one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, and is optionally substituted by one to four independently selected halogen atoms; R7, R8 and R9 are each, independently, hydrogen, halogen, C1-3 alkyl, C1-3 haloalkyl, C1-3alkoxy(C1-3)alkyl or cyano, where at least one of R7, R8 and R9 is not hydrogen; and X is O or S; or an N-oxide thereof; and when present, each optional substituent on alkyl moieties, allyl, propargyl and allenyl is, independently, selected from halogen, hydroxy, cyano, methoxycarbonyl, ethoxycarbonyl, methoxy, ethoxy, methylsulfonyl, ethylsulfonyl, difluoromethoxy, trifluoromethoxy and trifluorothiomethoxy.

摘要翻译： 式（I）的杀真菌化合物：其中Het是含有一至三个杂原子的5-或6-元杂环，各自独立地选自氧，氮和硫，该环被R7，R8和R9基团取代; 任选取代的（C 1-4烷基，（C 1-4）C（= O），任选取代的（C 1-4烷基C（= O）O），任选取代的（C 1-4）烷氧基（C 1-4） 取代的烯丙基，任选取代的炔丙基或任选取代的烯丙基; R 2，R 3，R 4和R 5各自独立地为氢，卤素，任选取代的（C 1-4）烷基，任选取代的（C 1-4）烷氧基或任选取代的 4）烷氧基（C 1-4烷基; R 6是含有三至十三个碳原子和至少一个硅原子的有机基团，以及任选的一至三个杂原子，各自独立地选自氧，氮和硫，并且任选地被一个 至四个独立选择的卤素原子; R 7，R 8和R 9各自独立地为氢，卤素，C 1-3烷基，C 1-3卤代烷基，C 1-3烷氧基（C 1-3）烷基或氰基，其中R 7， R8和R9不是氢; X是O或S;或其N-氧化物;当存在时，每个任选的取代基 羟基，氰基，甲氧基羰基，乙氧基羰基，甲氧基，乙氧基，甲基磺酰基，乙基磺酰基，二氟甲氧基，三氟甲氧基和三氟硫代甲氧基，独立地选自烷基部分，烯丙基，炔丙基和烯丙基。