公开(公告)号：US4914098A

公开(公告)日：1990-04-03

申请号：US084652

申请日：1987-08-12

申请人： Manfred Boger ,  Jozef Drabek ,  Josef Ehrenfreund ,  Odd Kristiansen

发明人： Manfred Boger ,  Jozef Drabek ,  Josef Ehrenfreund ,  Odd Kristiansen

IPC分类号： A01N47/30 ,  A01N47/40 ,  A01N47/42 ,  C07D215/20 ,  C07D215/22 ,  C07D215/227 ,  C07D215/233 ,  C07D215/26 ,  C07D215/28 ,  C07D237/14 ,  C07D239/34 ,  C07D239/56 ,  C07D239/60 ,  C07D241/18 ,  C07D241/44 ,  C07D251/20 ,  C07D251/22 ,  C07D251/26 ,  C07D251/34 ,  C07D253/06 ,  C07D257/08

CPC分类号： C07D215/227 ,  A01N47/30 ,  A01N47/40 ,  A01N47/42 ,  C07D215/233 ,  C07D215/26 ,  C07D215/28 ,  C07D237/14 ,  C07D239/34 ,  C07D241/44 ,  C07D251/22

摘要： Substituted N-phenylthioureas, N-phenylisothioureas and N-phenylcarbodiimides of formula ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, polycyclic alkyl containing a total of 7 to 10 carbon atoms, C.sub.1 -C.sub.12 alkyl which is substituted by 1 to 12 halogen atoms, C.sub.1 -C.sub.4 alkyl which is substituted by one or two C.sub.3 -C.sub.6 cycloalkyl radicals, alkoxyalkyl containing a total of 3 to 10 carbon atoms, C.sub.1 -C.sub.5 alkyl which is substituted by a phenyl radical, C.sub.1 -C.sub.5 alkyl which is substituted by a phenyl radical which is in turn substituted by one or two members selected from the group consisting of halogen, methyl, methoxy and ethoxy; or is C.sub.3 -C.sub.10 -alkenyl or C.sub.3 -C.sub.10 alkynyl, R.sub.2 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.3 is C.sub.1 -C.sub.4 alkyl, R.sub.4 is hydrogen or C.sub.1 -C.sub.4 alkyl, and R.sub.5 is a defined nitrogen-containing heterocyclic radical, and Z is a group selected from ##STR2## and salts thereof, the preparation of said compounds and compositions containing them for use in pest control.

摘要翻译： 取代的N-苯基硫脲，N-苯基异硫脲和式（I）的N-苯基碳二亚胺其中R 1是C 1 -C 12烷基，C 3 -C 8环烷基，含有总共7至10个碳原子的多环烷基，被C 1 -C 12烷基取代的C 1 -C 12烷基 1至12个卤素原子，被一个或两个C 3 -C 6环烷基取代的C 1 -C 4烷基，含有总共3至10个碳原子的烷氧基烷基，被苯基取代的C 1 -C 5烷基，被 苯基，其又被选自卤素，甲基，甲氧基和乙氧基的一个或两个成员取代; 或者是C 3 -C 10 - 烯基或C 3 -C 10炔基，R 2是氢或C 1 -C 4烷基，R 3是C 1 -C 4烷基，R 4是氢或C 1 -C 4烷基，R 5是限定的含氮杂环基，Z是基团 选自及其盐，所述化合物的制备和含有它们的组合物用于病虫害防治。

公开(公告)号：US4971994A

公开(公告)日：1990-11-20

申请号：US336398

申请日：1989-04-11

申请人： Jozef Drabek ,  Manfred Boger ,  Josef Ehrenfreund

发明人： Jozef Drabek ,  Manfred Boger ,  Josef Ehrenfreund

IPC分类号： A01N47/34 ,  C07C335/26 ,  C07C335/28 ,  C07C335/32

CPC分类号： C07C335/32 ,  A01N47/34 ,  C07C335/26 ,  C07C335/28

摘要： Novel N-phenyl-N-carbonylthioureas of the formula I ##STR1## in which R.sub.1 is C.sub.1 -C.sub.10 alkyl, phenyl-C.sub.1 -C.sub.7 alkyl; C.sub.1 -C.sub.10 alkyl or phenyl-C.sub.1 -C.sub.7 alkyl each of which is monohalogenated or polyhalogenated or interrupted once or more than once by oxygen and/or sulfur; C.sub.3 -C.sub.8 cycloalkyl; C hd 3-C.sub.8 cycloalkyl which is monosubstituted or polysubstituted by halogen or C.sub.1 -C.sub.5 alkyl; or C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.4 alkyl,R.sub.2 is C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl, phenyl, phenyl-C.sub.1 -C.sub.7 alkyl, C.sub.3 -C.sub.8 cycloalkyl; C.sub.1 14 C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl or phenyl-C.sub.1 -C.sub.7 alkyl each of which is monohalogenated or polyhalogenated or interrupted once or more than once by oxygen and/or sulfur; C.sub.3 -C.sub.8 cycloalkyl; phenyl or C.sub.3 -C.sub.8 cycloalkyl each of which is monosubstituted or polysubstituted by halogen or C.sub.1 -C.sub.5 alkyl; or is a radical --OR.sub.9 ;R.sub.3 is C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 alkoxy, C.sub.3 -C.sub.7 cycloalkyl or C.sub.5 -C.sub.6 cycloalkenyl;R.sub.4 is C.sub.1 -C.sub.7 cycloalkyl or C.sub.5 -C.sub.6 -cycloalkenyl;R.sub.5 is hydrogen or R.sub.6 (Y).sub.n ;R.sub.6 is C.sub.1 -C.sub.10 alkyl, phenyl, naphthyl, indanyl, tetrahydronaphthyl; or phenyl, naphthyl, indanyl or tetrahydronaphthyl each of which is monosubstituted or polysubstituted by ahlogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkyl or C.sub.1 -C.sub.4 haloalkoxy;R.sub.9 is C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.10 alkenyl, C.sub.3 -C.sub.10 alkynyl, phenyl, phenyl-C.sub.1 -C.sub.7 alkyl, C.sub.3 -C.sub.8 cycloalkyl; C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.10 alkenyl, C.sub.3 -C.sub.10 alkynyl, phenyl-C.sub.1 -C.sub.7 alkyl each of which is monohalogenated or polyhalogenated or interrupted once or more than once by oxygen and/or sulfur; or phenyl or C.sub.3 -C.sub.8 cycloalkyl each of which is monosubstituted or polysubstituted by halogen or C.sub.1 -C.sub.5 alkyl;Y is O, S, SO, SO.sub.2, NH, N(CHO), N(CH.sub.3) or C(R.sub.7)R.sub.8, where R.sub.7 and R.sub.8 each are hydrogen or C.sub.1 -C.sub.4 alkyl; andn is 0 or 1with the proviso that R.sub.2 can stand for the radical --OR.sub.9 only when R.sub.5 is other than hydrogen and C.sub.1 -C.sub.10 alkoxy; processes and salts of corresponding isothioureas as intermediates for their preparation, their use in the control of pests, and also pesticides containing at least one compound of the formula I or an active intermediate are disclosed. The preferred field of application is the control of pests on animals and plants.

公开(公告)号：US4888348A

公开(公告)日：1989-12-19

申请号：US91157

申请日：1987-08-28

申请人： Josef Ehrenfreund ,  Manfred Boger ,  Odd Kristiansen ,  Jozef Drabek ,  Haukur Kristinsson

发明人： Josef Ehrenfreund ,  Manfred Boger ,  Odd Kristiansen ,  Jozef Drabek ,  Haukur Kristinsson

IPC分类号： A01N47/30 ,  A01N47/32 ,  A01N47/40 ,  A01N47/42 ,  C07D207/34 ,  C07D209/32 ,  C07D231/20 ,  C07D233/70 ,  C07D235/26 ,  C07D249/12 ,  C07D257/04 ,  C07D263/38 ,  C07D263/58 ,  C07D271/10 ,  C07D271/113 ,  C07D277/20 ,  C07D277/34 ,  C07D277/68 ,  C07D285/08 ,  C07D285/12 ,  C07D285/13 ,  C07D307/58 ,  C07D333/32 ,  C07D333/34

CPC分类号： C07D271/113 ,  A01N47/30 ,  A01N47/32 ,  A01N47/40 ,  A01N47/42 ,  C07D233/70 ,  C07D249/12 ,  C07D277/34 ,  C07D277/68 ,  C07D285/08 ,  C07D285/13

摘要： The invention relates to novel substituted phenylthioureas, phenylisothioureas and phenylcarbodiimides of formula I ##STR1## wherein Z is ##STR2## or --N.dbd.C.dbd.N--; R.sub.1 is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.10 alkenyl, C.sub.3 -C.sub.10 alkynyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.1 -C.sub.3 alkyl substituted by 1 or 2 C.sub.3 -C.sub.6 cycloalkyl radicals, or is alkoxyalkyl containing a total of 3 to 10 carbon atoms, halogen-substituted C.sub.1 -C.sub.12 alkyl, polycyclic C.sub.7 -C.sub.10 cycloalkyl, or phenyl(C.sub.1 -C.sub.5)alkyl which may be substituted in the phenyl moiety by 1 or 2 identical or different members selected from the group consisting of halogen, methoxy, ethoxy and C.sub.1 -C.sub.5 alkyl,R.sub.2 is hydrogen or C.sub.1 -C.sub.5 alkyl,R.sub.3 is C.sub.1 -C.sub.5 alkyl or C.sub.3 -C.sub.6 cycloalkyl,R.sub.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sub.5 is a 5-membered heterocyclic radical containing 1 to 4 hetero atoms selected from the group consisting of N, O and S, which radical may be substituted at the carbon or nitrogen atoms by 1 to 3 of the substituents R.sub.6, R.sub.7 and R.sub.8, or is a 5-membered heterocyclic radical which may be fused with benzene nuclei and which contains 1 or 2 hetero atoms selected from the group consisting of N, O and S and can be substituted at the carbon or nitrogen atoms by 1 to 3 of the substituents R.sub.6, R.sub.7 and R.sub.8,R.sub.6 and R.sub.7 are each independently of the other hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, halogen-substituted C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy; halogen-substituted C.sub.1 -C.sub.4 alkoxy, phenyl, or C.sub.1 -C.sub.4 alkylthio,R.sub.8 is hydrogen or C.sub.1 -C.sub.4 alkyl, andR.sub.9 is C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.3 -C.sub.4 alkynyl, alkoxyalkyl containing a total of 10 carbon atoms, or alkylthioalkyl containing a total of 10 carbon atomsand to the salts thereof with acids and bases. The invention further relates to the preparation of these compounds and to the use thereof in pest control, and to novel intermediates.

摘要翻译： 本发明涉及式I的新的取代的苯基硫脲，苯基异硫脲和苯基碳二亚胺其中Z是或-N = C = N-; R 1是C 1 -C 12烷基，C 3 -C 10烯基，C 3 -C 10炔基，C 3 -C 8环烷基，被1或2个C 3 -C 6环烷基取代的C 1 -C 3烷基，或者是含有总共3至10个碳原子的烷氧基烷基，卤素取代的C 1 -C 12烷基 ，多环C 7 -C 10环烷基或可在苯基部分被1或2个选自卤素，甲氧基，乙氧基和C 1 -C 5烷基的相同或不同的成员取代的苯基（C 1 -C 5）烷基，R 2为氢或 C 1 -C 5烷基，R 3是C 1 -C 5烷基或C 3 -C 6环烷基，R 4是氢或C 1 -C 4烷基，R 5是含有1至4个选自N，O和S的杂原子的5元杂环基， 可以在碳原子或氮原子上被1至3个取代基R6，R7和R8取代，或者是可以与苯核稠合并且含有1或2个选自以下的杂原子的5元杂环基： 的N，O和S，并且可以在碳或氮原子上被1至3个取代 取代基R 6，R 7和R 8，R 6和R 7各自独立地为氢，卤素，C 1 -C 4烷基，卤素取代的C 1 -C 4烷基，C 1 -C 4烷氧基， 卤素取代的C1-C4烷氧基，苯基或C1-C4烷硫基，R8是氢或C1-C4烷基，R9是C1-C5烷基，C2-C5链烯基，C3-C4炔基，含有总共10个碳原子的烷氧基烷基，或含有 总共10个碳原子，并与其与酸和碱的盐反应。 本发明进一步涉及这些化合物的制备及其在病虫害防治中的应用，以及新颖的中间体。

公开(公告)号：US4963550A

公开(公告)日：1990-10-16

申请号：US476200

申请日：1990-02-07

申请人： Manfred Boger ,  Jozef Drabek ,  Josef Ehrenfreund ,  Odd Kristiansen

发明人： Manfred Boger ,  Jozef Drabek ,  Josef Ehrenfreund ,  Odd Kristiansen

IPC分类号： A01N47/30 ,  A01N47/40 ,  A01N47/42 ,  C07D215/20 ,  C07D215/22 ,  C07D215/227 ,  C07D215/233 ,  C07D215/26 ,  C07D215/28 ,  C07D237/14 ,  C07D239/34 ,  C07D239/56 ,  C07D239/60 ,  C07D241/18 ,  C07D241/44 ,  C07D251/20 ,  C07D251/22 ,  C07D251/26 ,  C07D251/34 ,  C07D253/06 ,  C07D257/08

CPC分类号： C07D215/227 ,  A01N47/30 ,  A01N47/40 ,  A01N47/42 ,  C07D215/233 ,  C07D215/26 ,  C07D215/28 ,  C07D237/14 ,  C07D239/34 ,  C07D241/44 ,  C07D251/22

摘要： The invention relates to novel substituted N-phenylthioureas, N-phenylisothioureas and N-phenylcarbodiimides of formula ##STR1## wherein R.sub.1 to R.sub.5 and Z are as defined in the specification.The invention further relates to the preparation of said compounds and to compositions containing them for use in pest control, especially for controlling insects and representatives of the order Acarina that are pests of plants and animals, in particular plant-destructive sucking and eating pests.

公开(公告)号：US4952599A

公开(公告)日：1990-08-28

申请号：US221849

申请日：1988-07-20

申请人： Josef Ehrenfreund ,  Manfred Boger ,  Jozef Drabek

发明人： Josef Ehrenfreund ,  Manfred Boger ,  Jozef Drabek

IPC分类号： A01N47/30 ,  A01N47/32 ,  A01N47/40 ,  A01N47/42 ,  C07D249/12 ,  C07D257/04 ,  C07D263/46 ,  C07D263/58 ,  C07D271/10 ,  C07D277/20 ,  C07D277/36 ,  C07D277/70 ,  C07D277/74 ,  C07D285/08 ,  C07D285/12 ,  C07D285/125

CPC分类号： C07D263/58 ,  A01N47/30 ,  A01N47/32 ,  A01N47/40 ,  A01N47/42 ,  C07D249/12 ,  C07D277/36 ,  C07D277/74 ,  C07D285/08 ,  C07D285/125

摘要： Novel substituted phenylthioureas, phenylisothioureas and phenylcarbodiimides of formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.10 alkyl, unsubstituted or substituted by one or more halogen atoms and/or C.sub.1 -C.sub.6 alkoxy groups; C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.3 -C.sub.8 cycloalkyl which is substituted by one or more halogen atoms and/or C.sub.1 -C.sub.4 alkyl groups; C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.4 alkyl, di(C.sub.3 -C.sub.8)cycloalkyl-C.sub.1 -C.sub.4 alkyl; C.sub.1 -C.sub.4 phenylalkyl or C.sub.1 -C.sub.4 phenylalkyl which is substituted in the phenyl nucleus 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 alkoxy and/or C.sub.1 -C.sub.4 haloalkyl; or is C.sub.5 -C.sub.6 cycloalkenyl,R.sub.2 is hydrogen, C.sub.1 -C.sub.5 alkyl or C.sub.5 -C.sub.6 cycloalkenyl,R.sub.3 is C.sub.1 -C.sub.5 alkyl or C.sub.5 -C.sub.6 cycloalkyl,R.sub.4 is hydrogen or C.sub.1 -C.sub.3 alkyl,R.sub.5 is a 5-membered heterocycle containing 1 to 4 identical or different hetero atoms selected from the group consisting of N, O and S, or is a heterocycle which is 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 alkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio and/or phenyl or substituted phenyl, and which contains 1 to 4 identical or diffenent hetero atoms selected from the group consisting of N, O and S,Z is --NH--CS--NH--, --N.dbd.C(SR.sub.6)--NH-- or --N.dbd.C.dbd.N--, andR.sub.6 is C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.3 -C.sub.4 alkynyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkylthio-C.sub.1 -C.sub.4 alkyland to salts thereof, to the preparation of these compounds and to intermediates for their synthesis. The invention further relates to the use of the novel compounds in pest control and to pesticidal compositions which contain at least one compound of formula I. The preferred utility is the control of pests of animals and plants.

摘要翻译： 新型取代的苯硫基脲，苯基异硫脲和式I的苯基碳二亚胺其中R 1是未被取代或被一个或多个卤素原子和/或C 1 -C 6烷氧基取代的C 1 -C 10烷基; C 3 -C 6烯基，C 3 -C 8环烷基，被一个或多个卤素原子和/或C 1 -C 4烷基取代的C 3 -C 8环烷基; C 3 -C 8环烷基-C 1 -C 4烷基，二（C 3 -C 8）环烷基-C 1 -C 4烷基; 在苯基核中被一个或多个选自卤素，C 1 -C 4烷基，C 1 -C 4烷氧基和/或C 1 -C 4卤代烷基的成员所取代的C 1 -C 4苯基烷基或C 1 -C 4苯基烷基; 或者是C 5 -C 6环烯基，R 2是氢，C 1 -C 5烷基或C 5 -C 6环烯基，R 3是C 1 -C 5烷基或C 5 -C 6环烷基，R 4是氢或C 1 -C 3烷基，R 5是含有1至4个相同或不同的5元杂环 选自N，O和S的杂原子，或是被一个或多个选自卤素，C 1 -C 4烷基，C 1 -C 4烷氧基，C 1 -C 4卤代烷基，C 1 -C 4卤代烷氧基， C 1 -C 4烷硫基和/或苯基或取代的苯基，并且其含有1至4个选自N，O和S的相同或衍生的杂原子，Z是-NH-CS-NH-，-N = C（SR6 ）-NH-或-N = C = N-，R 6为C 1 -C 5烷基，C 2 -C 5烯基，C 3 -C 4炔基，C 1 -C 4烷氧基-C 1 -C 4烷基或C 1 -C 4烷硫基-C 1 -C 4烷基及其盐 这些化合物的制备及其合成中间体。 本发明还涉及新型化合物在害虫防治中的用途以及含有至少一种式I化合物的杀虫组合物。优选的用途是控制动物和植物的害虫。

公开(公告)号：US5114975A

公开(公告)日：1992-05-19

申请号：US679890

申请日：1991-04-03

申请人： Manfred Boger ,  Jozef Drabek ,  Josef Ehrenfreund

发明人： Manfred Boger ,  Jozef Drabek ,  Josef Ehrenfreund

IPC分类号： A01N47/30 ,  A01N47/32 ,  A01N47/40 ,  A01N47/42 ,  C07C67/00 ,  C07C241/00 ,  C07C267/00 ,  C07C325/00 ,  C07C335/20 ,  C07C335/32 ,  C07C335/36

CPC分类号： A01N47/42 ,  A01N47/30 ,  A01N47/32 ,  A01N47/40 ,  C07C335/20 ,  C07C335/36 ,  C07C2101/08 ,  C07C2101/14

摘要： The invention relates to novel substituted aryloxyphenylthioureas, aryloxyphenylisothioureas and aryloxyphenylcarobodiimides of formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.12 alkyl, unsubstituted or substituted by one or more halogen atoms and/or C.sub.1 -C.sub.6 alkoxy groups; C.sub.3 -C.sub.8 cycloalkyl, unsubstituted or substituted by one or more C.sub.1 -C.sub.3 alkyl groups; or C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.4 alkyl,R.sub.2 and R.sub.3 are each C.sub.1 -C.sub.5 alkyl or C.sub.5 -C.sub.6 cycloalkyl,R.sub.4 is hydrogen, methyl or --CHO,R.sub.5 is halogen; C.sub.1 -C.sub.4 alkyl, unsubstituted or substituted by one or more halogen atoms; C.sub.1 -C.sub.4 alkoxy, unsubstituted or substituted by one or more halogen atoms; or is a --CH.dbd.CH).sub.2, --CH.sub.2).sub.3 or --CH.sub.2).sub.4 bridge in 2,3- or 3,4-position,n is 0, 1, 2, 3 or 4,Z is --NH--CS--NH--, --N.dbd.C(SR.sub.6)--NH-- or --N.dbd.C.dbd.N--; andR.sub.6 is C.sub.1 -C.sub.6 alkyl or allyl,to salts thereof with organic or inorganic acids, to the preparation of these compounds and to intermediates for their synthesis. The invention further relates to the use of the novel compound in pest control and to pesticidal compositions which contain at least one compound of formula I as active component. The preferred utility is the control of pests of animals and plants.

公开(公告)号：US5077412A

公开(公告)日：1991-12-31

申请号：US414998

申请日：1989-09-29

申请人： Josef Ehrenfreund ,  Manfred Boger ,  Odd Kristiansen ,  Jozef Drabek ,  Haukur Kristinsson

发明人： Josef Ehrenfreund ,  Manfred Boger ,  Odd Kristiansen ,  Jozef Drabek ,  Haukur Kristinsson

IPC分类号： A01N47/30 ,  A01N47/32 ,  A01N47/40 ,  A01N47/42 ,  C07D207/34 ,  C07D209/32 ,  C07D231/20 ,  C07D233/70 ,  C07D235/26 ,  C07D249/12 ,  C07D257/04 ,  C07D263/38 ,  C07D263/58 ,  C07D271/10 ,  C07D271/113 ,  C07D277/20 ,  C07D277/34 ,  C07D277/68 ,  C07D285/08 ,  C07D285/12 ,  C07D285/13 ,  C07D307/58 ,  C07D333/32 ,  C07D333/34

CPC分类号： C07D271/113 ,  A01N47/30 ,  A01N47/32 ,  A01N47/40 ,  A01N47/42 ,  C07D233/70 ,  C07D249/12 ,  C07D277/34 ,  C07D277/68 ,  C07D285/08 ,  C07D285/13

摘要： The invention relates to novel substituted phenylthioureas, phenylisothioureas and phenylcarbodiimides of formula I ##STR1## wherein Z is ##STR2## or --N.dbd.C.dbd.N--; R.sub.1 is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.10 alkenyl, C.sub.3 -C.sub.10 alkynyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.1 -C.sub.3 alkyl substituted by 1 or 2 C.sub.3 -C.sub.6 cycloalkyl radicals, or is alkoxyalkyl containing a total of 3 to 10 carbon atoms, halogen-substituted C.sub.1 -C.sub.12 alkyl, polycyclic C.sub.7 -C.sub.10 cycloalkyl, or phenyl(C.sub.1 -C.sub.5)alkyl which may be substituted in the phenyl moiety by 1 or 2 identical or different members selected from the group consisting of halogen, methoxy, ethoxy and C.sub.1 -C.sub.5 alkyl,R.sub.2 is hydrogen or C.sub.1 -C.sub.5 alkyl,R.sub.3 is C.sub.1 -C.sub.5 alkyl or C.sub.3 -C.sub.6 cycloalkyl,R.sub.4 is hydrogen or C.sub.1 -C.sub.4 alkyl,R.sub.5 is a 5-membered heterocyclic radical containing 1 to 4 hetero atoms selected from the group consisting of N, O and S, which radical may be substituted at the carbon or nitrogen atoms by 1 to 3 of the substituents R.sub.6, R.sub.7 and R.sub.8, or is a 5-membered heterocyclic radical which may be fused with benzene nuclei and which contains 1 or 2 hetero atoms selected from the group consisting of N, O and S and can be substituted at the carbon or nitrogen atoms by 1 to 3 of the substituents R.sub.6, R.sub.7 and R.sub.8,R.sub.6 and R.sub.7 are each independently of the other hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, halogen-substituted C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy; halogen-substituted C.sub.1 -C.sub.4 alkoxy, phenyl, or C.sub.1 -C.sub.4 alkylthio,R.sub.8 is hydrogen or C.sub.1 -C.sub.4 alkyl, andR.sub.9 is C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.3 -C.sub.4 alkynyl, alkoxyalkyl containing a total of 10 carbon atoms, or alkylthioalkyl containing a total of 10 carbon atomsand to the salts thereof with acids and bases. The invention further relates to the preparation of these compounds and to the use thereof in pest control, and to novel intermediates.

公开(公告)号：US5026730A

公开(公告)日：1991-06-25

申请号：US230814

申请日：1988-08-11

申请人： Manfred Boger ,  Jozef Drabek ,  Josef Ehrenfreund

发明人： Manfred Boger ,  Jozef Drabek ,  Josef Ehrenfreund

IPC分类号： A01N47/30 ,  A01N47/32 ,  A01N47/40 ,  A01N47/42 ,  C07C67/00 ,  C07C241/00 ,  C07C267/00 ,  C07C325/00 ,  C07C335/20 ,  C07C335/32 ,  C07C335/36

CPC分类号： A01N47/42 ,  A01N47/30 ,  A01N47/32 ,  A01N47/40 ,  C07C335/20 ,  C07C335/36 ,  C07C2101/08 ,  C07C2101/14

摘要： The invention relates to novel substituted anilinophenylthioureas, anilinophenylisothioureas and anilinophenylcarbodiimides of formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.12 alkyl, unsubstituted or substituted by one or more halogen atoms and/or C.sub.1 -C.sub.6 alkoxy groups; C.sub.3 -C.sub.8 cycloalkyl, unsubstituted or substituted by one or more C.sub.1 -C.sub.3 alkyl groups; or C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.4 alkyl,R.sub.2 and R.sub.3 are each C.sub.1 -C.sub.5 alkyl or C.sub.5 -C.sub.6 cycloalkyl,R.sub.4 is hydrogen, methyl or --CHO,R.sub.5 is halogen; C.sub.1 -C.sub.4 alkyl, unsubstituted or substituted by one or more halogen atoms; C.sub.1 -C.sub.4 alkoxy, unsubstituted or substituted by one or more halogen atoms; or is a --CH.dbd.CH--.sub.2, --CH.sub.2--3 or --CH.sub.2--4 bridge in 2,3- or 3,4-position,n is 0, 1, 2, 3 or 4,Z is --NH--CS--NH--, --N.dbd.C(SR.sub.6)--NH-- or --N.dbd.C.dbd.N--; andR.sub.6 is C.sub.1 -C.sub.6 alkyl or allyl,to salts thereof with organic or inorganic acids, to the preparation of these compounds and to intermediates for their synthesis. The invention further relates to the use of the novel compound in pest control and to pesticidal compositions which contain at least one compound of formula I as active component. The preferred utility is the control of pests of animals and plants.

摘要翻译： 本发明涉及式I的新型取代的苯胺基苯硫脲，苯胺基异硫脲和苯胺基碳化二亚胺其中R1是未被取代或被一个或多个卤素原子和/或C 1 -C 6烷氧基取代的C 1 -C 12烷基; 未被取代或被一个或多个C 1 -C 3烷基取代的C 3 -C 8环烷基; 或C 3 -C 8环烷基-C 1 -C 4烷基，R 2和R 3各自为C 1 -C 5烷基或C 5 -C 6环烷基，R 4为氢，甲基或-CHO，R 5为卤素; 未被取代或被一个或多个卤素原子取代的C 1 -C 4烷基; 未被取代或被一个或多个卤素原子取代的C 1 -C 4烷氧基; 或在2,3-或3,4-位是-CH = CH-2，-CH2-3或-CH2-4桥，n为0,1,2,3或4，Z为-NH-CS -NH-，-N = C（SR 6）-NH-或-N = C = N-; 并且R 6是C 1 -C 6烷基或烯丙基，与其与有机或无机酸的盐相关，用于制备这些化合物及其合成中间体。 本发明还涉及新型化合物在害虫防治中的用途以及含有至少一种式I化合物作为活性成分的农药组合物。 优选的效用是控制动物和植物的害虫。

公开(公告)号：US4897424A

公开(公告)日：1990-01-30

申请号：US205260

申请日：1988-06-09

申请人： Manfred Boger ,  Jozef Drabek ,  Josef Ehrenfreund

发明人： Manfred Boger ,  Jozef Drabek ,  Josef Ehrenfreund

IPC分类号： A01N47/30 ,  A01N47/32 ,  A01N47/40 ,  A01N47/42 ,  C07C67/00 ,  C07C213/00 ,  C07C217/90 ,  C07C241/00 ,  C07C267/00 ,  C07C325/00 ,  C07C331/28 ,  C07C335/18 ,  C07C335/32 ,  C07C335/36

CPC分类号： C07C335/36 ,  A01N47/30 ,  A01N47/32 ,  A01N47/40 ,  A01N47/42 ,  C07C331/28 ,  C07C335/18 ,  C07C2101/08 ,  C07C2102/04

摘要： Novel substituted aryloxyphenyl-thioureas, -isothioureas and -carbodiimides of formula I ##STR1## in which R.sub.1 represents C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 alkyl mono- or poly-substituted by halogen and/or by C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.8 cycloalkyl, C.sub.3 -C.sub.8 cycloalkyl mono- or poly-substituted by C.sub.1 -C.sub.3 alkyl, or C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.4 alkyl;R.sub.2 represents hydroben or C.sub.1 -C.sub.5 alkyl;R.sub.3 represents a C.sub.1 -C.sub.5 alkyl or C.sub.5 -C.sub.6 cycloalkyl;R.sub.4 represents hydrogen or methyl;R.sub.5 represents a --CH.dbd.CH--.sub.2, --CH.sub.2 --.sub.3 or --CH.sub.2 --.sub.4 bridge in the 2,3- or 3,4-position;Z represents --NH--CS--NH--, --N.dbd.C(SR.sub.6)--NH-- or --N.dbd.C.dbd.N-- andR.sub.6 represents C.sub.1 -C.sub.10 alkyl or allyl,and the salts thereof with organic or inorganic acids, processes and intermediates for their preparation, their use in the control of pests, and pesticidal compositions that contain at least one compound of formula I as active ingredient are disclosed. The preferred field of use is the control of pests in and on animals and plants.

摘要翻译： 式I的新型取代的芳氧基苯基硫脲， - 异硫脲和碳二亚胺其中R1代表C1-C12烷基，被卤素单取代或多取代的C1-C12烷基和/或被C1-C6烷氧基，C3-C8环烷基 C 1 -C 3烷基或C 3 -C 8环烷基-C 1 -C 4烷基单或多取代的C 3 -C 8环烷基; R 2表示氢或C 1 -C 5烷基; R3表示C1-C5烷基或C5-C6环烷基; R4代表氢或甲基; R5表示2,3或3,4位的-CH = CH-2，-CH2-3或-CH2-4桥; Z表示-NH-CS-NH-，-N = C（SR6）-NH-或-N = C = N-，R6表示C1-C10烷基或烯丙基，其与有机酸或无机酸的盐，方法和中间体 公开了其用于控制​​害虫的用途，以及含有至少一种式I化合物作为活性成分的杀虫组合物。 优选的使用领域是控制动物和植物中的有害生物。

公开(公告)号：US4908383A

公开(公告)日：1990-03-13

申请号：US356665

申请日：1989-05-23

申请人： Jozef Drabek ,  Josef Ehrenfreund

发明人： Jozef Drabek ,  Josef Ehrenfreund

IPC分类号： A01N47/34 ,  C07C335/28 ,  C07C335/38

CPC分类号： A01N47/34 ,  C07C335/28 ,  C07C335/38 ,  C07C2101/08 ,  C07C2101/10

摘要： Novel N-phenyl-N-carboxythioureas of the formula I ##STR1## in which R.sub.1 and R.sub.2 each represents C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.7 cycloalkyl or C.sub.5 -C.sub.6 cycloalkenyl,R.sub.3 represents hydrogen, halogen, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 alkoxy or C.sub.1 -C.sub.10 alkylthio,R.sub.4 represents C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl or phenyl-C.sub.1 -C.sub.7 alkyl; C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.2 -C.sub.10 alkynyl or phenyl-C.sub.1 -C.sub.7 alkyl each mono- or poly-substituted by halogen or interrupted one or several times by oxygen and/or sulphur; C.sub.3 -C.sub.8 cycloalkyl; or C.sub.3 -C.sub.8 cycloalkyl mono- or poly-substituted by halogen or by C.sub.1 -C.sub.5 alkyl, andR.sub.5 represents C.sub.1 -C.sub.10 alkyl; phenyl-C.sub.1 -C.sub.7 alkyl; C.sub.1 -C.sub.10 alkyl or phenyl-C.sub.1 -C.sub.7 alkyl each mono- or poly-substituted by halogen or interrupted one or several times by oxygen and/or sulphur; C.sub.3 -C.sub.8 cycloalkyl; or C.sub.3 -C.sub.8 cycloalkyl mono- or poly-substituted by halogen or by C.sub.1 -C.sub.5 alkyl, processes and salts of corresponding isothioureas as intermediates for their preparation, their use in pest control, and pesticidal compositions that contain at least one compound of the formula I or an active intermediate, are disclosed. The preferred field of application is the control of pests on animals and plants.

摘要翻译： 新的式I的N-苯基-N-羧基硫脲，其中R 1和R 2各自表示C 1 -C 10烷基，C 3 -C 7环烷基或C 5 -C 6环烯基，R 3表示氢，卤素，C 1 -C 10烷基，C 1 -C 10烷氧基 或C 1 -C 10烷硫基，R 4表示C 1 -C 10烷基，C 2 -C 10烯基，C 2 -C 10炔基或苯基-C 1 -C 7烷基; C 1 -C 10烷基，C 2 -C 10烯基，C 2 -C 10炔基或苯基-C 1 -C 7烷基，其各自被卤素单取代或多取代，或被氧和/或硫中断一次或数次; C 3 -C 8环烷基; 或被卤素或C 1 -C 5烷基单取代或多取代的C 3 -C 8环烷基，R 5表示C 1 -C 10烷基; 苯基-C 1 -C 7烷基; 每个被卤素单取代或多取代的C 1 -C 10烷基或苯基-C 1 -C 7烷基，或被氧和/或硫中断一个或几个; C 3 -C 8环烷基; 或被卤素或C 1 -C 5烷基单取代或多取代的C 3 -C 8环烷基，相应的异硫脲的方法和盐作为其制备的中间体，其在病虫害防治中的用途，以及含有至少一种式I化合物或 公开了一种活性中间体。 优选的应用领域是控制动物和植物上的害虫。