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    • 4. 发明授权
    • Substituted thioureas, isothioureas and carbodiimides
    • 取代硫脲,异硫脲和碳二亚胺
    • US4888348A
    • 1989-12-19
    • US91157
    • 1987-08-28
    • Josef EhrenfreundManfred BogerOdd KristiansenJozef DrabekHaukur Kristinsson
    • Josef EhrenfreundManfred BogerOdd KristiansenJozef DrabekHaukur Kristinsson
    • A01N47/30A01N47/32A01N47/40A01N47/42C07D207/34C07D209/32C07D231/20C07D233/70C07D235/26C07D249/12C07D257/04C07D263/38C07D263/58C07D271/10C07D271/113C07D277/20C07D277/34C07D277/68C07D285/08C07D285/12C07D285/13C07D307/58C07D333/32C07D333/34
    • C07D271/113A01N47/30A01N47/32A01N47/40A01N47/42C07D233/70C07D249/12C07D277/34C07D277/68C07D285/08C07D285/13
    • 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.
    • 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。
    • 8. 发明授权
    • Pest control agents
    • 害虫控制剂
    • US5179094A
    • 1993-01-12
    • US672763
    • 1991-03-19
    • Odd KristiansenManfred BogerHaukur KristinssonPeter Maienfisch
    • Odd KristiansenManfred BogerHaukur KristinssonPeter Maienfisch
    • A01N43/707C07D401/12
    • C07D401/12A01N43/707
    • There are disclosed novel substituted N-amino-1,2,4-triazinones of formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.12 alkyl or C.sub.3 -C.sub.7 cycloalkyl,R.sub.2 and R.sub.3 are each independently of the other hydrogen or C.sub.1 -C.sub.6 alkyl,R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are each independently of one another hydrogen, halogen, C.sub.1 -C.sub.3 alkyl, ##STR2## C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio, and n is 0 or 1, or a salt thereof, with the proviso that n is 1, if simultaneously the pyridine ring is attached via the 3-position to the methylidene group and R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are each hydrogen; their use in pest control and pesticidal compositions which contain a compound of formula I as active component. The preferred utility is the control of pests of animals and plants.
    • 公开了式I(I)的新的取代的N-氨基-1,2,4-三嗪酮,其中R 1是C 1 -C 12烷基或C 3 -C 7环烷基,R 2和R 3各自独立地是另一个氢或C 1 -C 6烷基 ,R 4,R 5,R 6和R 7各自独立地为氢,卤素,C 1 -C 3烷基,C 1 -C 3烷氧基或C 1 -C 3烷硫基,n为0或1,或其盐,条件是n 是1,如果同时吡啶环通过3-位连接到亚甲基上,并且R4,R5,R6和R7各自为氢; 它们在害虫控制中的用途和含有式I化合物作为活性成分的杀虫组合物。 优选的效用是控制动物和植物的害虫。
    • 9. 发明授权
    • Sulfonyl carbonoimidates
    • 磺酰基碳酰亚胺酯
    • US4629802A
    • 1986-12-16
    • US707358
    • 1985-03-01
    • Haukur KristinssonWerner Topfl
    • Haukur KristinssonWerner Topfl
    • C07D251/46A01N47/36A01N47/42C07C67/00C07C301/00C07C303/38C07C303/40C07C311/63C07D239/42C07D239/47C07D251/16C07D521/00C07C119/20
    • C07D521/00
    • A novel process for producing sulfonylureas of the formula I having a herbicidal action and an action regulating plant growth ##STR1## wherein A is an unsubstituted or substituted phenyl, naphthyl, furan, thiophene or pyridine group, E is a nitrogen atom or the methine group, R.sub.a is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -haloalkyl, C.sub.1 -C.sub.5 -alkoxy, C.sub.1 -C.sub.5 -haloalkoxy, C.sub.1 -C.sub.5 -alkylthio or C.sub.2 -C.sub.10 -alkoxyalkoxy, and R.sub.b is the same as R.sub.a or is an unsubstituted or substituted amino group, and salts thereof, which process comprises firstly condensing an imidocarbonic acid ester with a sulfonyl chloride of the formula II to the sulfonylimidocarbonic acid diester of the formula IV ##STR2## wherein R is an alkyl group, and reacting this in an ethereal solvent in the presence of sodium hydride or potassium tertbutylate with a 2-aminopyrimidine or 2-amino-1,3,5-triazine of the formula V, and finally reacting the formed sulfonylisourea of the formula VI in an organic solvent with hydrochloric acid to obtain the sulfonylurea of the formula I, and isolating this as such or as a salt; ##STR3## The sulfonylimidocarbonic acid diesters of the formula IV and certain sulfonylisoureas of the formula VI, required as intermediates, are novel compounds. The process has the advantage that no sulfonamides are needed as intermediates.
    • 一种制备具有除草作用和调节植物生长作用的式I的磺酰脲的新方法,其中A是未取代或取代的苯基,萘基,呋喃,噻吩或吡啶基,E是氮原子或 次甲基,R a为氢,卤素,C 1 -C 5 - 烷基,C 1 -C 5 - 卤代烷基,C 1 -C 5 - 烷氧基,C 1 -C 5 - 卤代烷氧基,C 1 -C 5 - 烷硫基或C 2 -C 10 - 烷氧基烷氧基,Rb为 与R a相同或为未取代或取代的氨基及其盐,该方法包括首先将亚氨基碳酸酯与式II的磺酰氯缩合成式IV的磺酰亚胺基碳酸二酯其中R是烷基 并将其在惰性溶剂中,在氢化钠或叔丁醇钾存在下与式V的2-氨基嘧啶或2-氨基-1,3,5-三嗪反应,最后使形成的式VI的磺酰基异脲 在有盐酸的有机溶剂中 在式I的磺酰脲中,并将其分离为盐或盐; 作为中间体,式IV的磺酰亚胺基碳酸二酯和式VI的某些磺酰基异脲是新化合物。 该方法的优点是不需要磺酰胺作为中间体。
    • 10. 发明授权
    • Process for the preparation of aminotriazine derivatives
    • 氨基三嗪衍生物的制备方法
    • US5561230A
    • 1996-10-01
    • US460342
    • 1995-06-02
    • Ernst BerigerHaukur Kristinsson
    • Ernst BerigerHaukur Kristinsson
    • C07D253/06C07D271/10C07D271/113C07D401/12C07D413/06
    • C07D253/06C07D271/113C07D401/12C07D413/06
    • The invention relates to a process for the preparation of a compound of formula ##STR1## useful as intermediate for the preparation of pesticides, wherein R is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.4 alkyl substituted by from 1 to 10 halogen atoms or by from 1 to 3 radicals selected from the group consisting of C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio and phenyl, phenyl or phenyl substituted by from 1 to 3 radicals selected from the group consisting of halogen, methyl, ethyl, methoxy, methylthio and nitro, which comprises reacting with hydrazine hydrate a compound of formula ##STR2## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.4 alkyl substituted by from 1 to 9 chlorine atoms, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio, C.sub.1 -C.sub.3 alkylsulfinyl, C.sub.1 -C.sub.3 alkylsulfonyl, phenyl, phenyl substituted by from 1 to 3 radicals selected from the group consisting of halogen, methyl, ethyl, methoxy, methylthio and nitro, or pyridyl, and subjecting to hydrolysis the resulting compound of formula ##STR3##
    • 本发明涉及制备式(I)化合物的方法,其可用作制备农药的中间体,其中R是氢,C 1 -C 6烷基,C 3 -C 6环烷基,被1至 10个卤素原子或1至3个选自C 1 -C 3烷氧基,C 1 -C 3烷硫基和苯基的基团,苯基或被1至3个选自卤素,甲基,乙基,甲氧基, 甲硫基和硝基,其包括与水合肼反应其中R 1是氢,C 1 -C 4烷基,C 3 -C 6环烷基,被1至9个氯原子取代的C 1 -C 4烷基,C 1 -C 3烷氧基,C 1 C 3烷硫基,C 1 -C 3烷基亚磺酰基,C 1 -C 3烷基磺酰基,苯基,被1至3个选自卤素,甲基,乙基,甲氧基,甲硫基和硝基或吡啶基的基取代的苯基,并将所得化合物 公式(III)