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    • 101. 发明授权
    • Method for producing difluoromethyl-substituted pyrazole compounds
    • 二氟甲基取代的吡唑化合物的制备方法
    • US08188295B2
    • 2012-05-29
    • US12664448
    • 2008-06-13
    • Markus NettThomas GroteJan Klaas LohmannJochen DietzSebastian Peer SmidtMichael RackThomas Zierke
    • Markus NettThomas GroteJan Klaas LohmannJochen DietzSebastian Peer SmidtMichael RackThomas Zierke
    • C07D231/14C07C229/06
    • C07D231/12C07D231/14
    • The present invention relates to a process for preparing 3-difluoromethyl-Substituted pyrazole compounds of the formula (I) in which R1 is H, halogen, nitro, C1-C8-alkyl, C1-C8-haloalkyl, C3-C8-cycloalkyl, phenyl, naphthyl, hetaryl, cyano, —C(═O)—OR1a, —C(═O)—NR1bR1c, —C(═O)—SR1d or —C(═S)—SR1e; R2 is H, C1-C4-alkyl, benzyl or phenyl; R3 is H, halogen, C1-C8-alkoxy, C1-C8-haloalkoxy, C3-C8-cycloalkoxy, C2-C8-alkenyloxy, C1-C8-alkylthio, C1-C8-haloalkylthio, C3-C8-cyclo-alkylthio or C2-C8-alkenylthio; compounds of the formula (II.a) or (II.b), in which R1 and R3 each have one of the definitions given above; R4 is halogen, —OR4a, —SR4a, —O—SO2—R4a or an —NR4bR4c group; R5 and R6 are each C1-C8-alkyl, C1-C8-haloalkyl, C3-C8-cycloalkyl, benzyl or phenyl, or, together with the nitrogen atom to which they are bonded, are a 3- to 8-membered heterocycle; Lewis acid adducts of compounds of the formula (II.b); the use of compounds of the formula (II.a) or (II.b) and of the Lewis acid adducts for preparing compounds of the formula (I) or (VI); and to a process for converting such compounds to the corresponding 3-difluoro-pyrazol-4-ylcarboxylic acids.
    • 本发明涉及一种制备式(I)的3-二氟甲基取代的吡唑化合物的方法,其中R 1是H,卤素,硝基,C 1 -C 8 - 烷基,C 1 -C 8 - 卤代烷基,C 3 -C 8 - 环烷基, 苯基,萘基,杂芳基,氰基,-C(= O)-OR1a,-C(= O)-NR1bR1c,-C(= O)-SR1d或-C(= S)-SR1e; R2是H,C1-C4-烷基,苄基或苯基; R 3是H,卤素,C 1 -C 8 - 烷氧基,C 1 -C 8 - 卤代烷氧基,C 3 -C 8 - 环烷氧基,C 2 -C 8 - 烯氧基,C 1 -C 8 - 烷硫基,C 1 -C 8 - 卤代烷硫基,C 3 -C 8环 - C 2 -C 8 - 烯硫基; 式(II.a)或(II.b)化合物,其中R 1和R 3各自具有上述定义之一; R4是卤素,-OR4a,-SR4a,-O-SO2-R4a或-NR4bR4c基团; R 5和R 6各自为C 1 -C 8 - 烷基,C 1 -C 8 - 卤代烷基,C 3 -C 8 - 环烷基,苄基或苯基,或与它们所键合的氮原子一起为3-至8-元杂环; 式(II.b)化合物的路易斯酸加合物; 使用式(II.a)或(II.b)化合物和路易斯酸加成物制备式(I)或(VI)化合物的方法; 以及将这些化合物转化为相应的3-二氟 - 吡唑-4-基羧酸的方法。
    • 102. 发明申请
    • Fungicidal Mixtures Comprising a Substituted 3-Hydroxymethylpyridine and a Further Fungicidal Compound
    • 包含取代的3-羟甲基吡啶和另外的杀真菌化合物的杀真菌混合物
    • US20100273650A1
    • 2010-10-28
    • US12742717
    • 2008-11-14
    • Jens RennerSarah UlmschneiderJochen DietzEgon Haden
    • Jens RennerSarah UlmschneiderJochen DietzEgon Haden
    • A01C1/06A61K31/4427A61K31/535
    • A01N43/40A01N2300/00
    • The present invention relates to mixtures of fungicidally active compounds comprising at least one substituted 3-hydroxymethylpyridin compound formula I and at least one further fungicidally active compound II. wherein: X is O, S or NR4; R1 is C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkyl, aryl-C1-C4-alkyl, aryloxy-C1-C4-alkyl, arylthio-C1-C4-alkyl, aryl or heteroaryl, wherein the cyclic moieties of the last five radicals are unsubstituted or substituted with 1, 2 or 3 radicals selected from halogen, C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-haloalkoxy, C1-C4-haloalkylthio, cyano and nitro; R2 is H or C1-C4-alkyl; R3 is C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkyl, aryl-C1-C4-alkyl, aryloxy-C1-C4-alkyl, arylthio-C1-C4-alkyl, aryl or heteroaryl, wherein the cyclic moieties of the last five radicals are unsubstituted or substituted with 1, 2 or 3 radicals selected from halogen, C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-haloalkoxy, C1-C4-haloalkylthio, cyano and nitro; R4 is H, C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkyl, aryl-C1-C4-alkyl, aryloxy-C1-C4-alkyl, arylthio-C1-C4-alkyl, aryl or heteroaryl, wherein the cyclic moieties of the last five radicals are unsubstituted or substituted with 1, 2 or 3 radicals selected from halogen, C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-haloalkoxy, C1-C4-haloalkylthio, cyano and nitro;
    • 本发明涉及杀真菌活性化合物的混合物,其包含至少一种取代的3-羟甲基吡啶化合物式I和至少一种其它杀真菌活性化合物II。 其中:X是O,S或NR4; R 1是C 1 -C 6烷基,C 1 -C 6烷氧基-C 1 -C 6烷基,C 1 -C 6卤代烷基,芳基-C 1 -C 4烷基,芳氧基-C 1 -C 4烷基,芳硫基-C 1 -C 4烷基, 芳基或杂芳基,其中最后五个基团的环状部分是未取代的或被1,2或3个选自卤素,C 1 -C 4 - 烷基,C 2 -C 4 - 烯基,C 2 -C 4 - 炔基,C 1 -C 4 - 卤代烷基,C 1 -C 4 - 烷氧基,C 1 -C 4 - 烷硫基,C 1 -C 4卤代烷氧基,C 1 -C 4卤代烷硫基,氰基和硝基; R2是H或C1-C4-烷基; R 3是C 1 -C 6烷基,C 1 -C 6烷氧基-C 1 -C 6烷基,C 1 -C 6卤代烷基,芳基-C 1 -C 4烷基,芳氧基-C 1 -C 4烷基,芳硫基-C 1 -C 4烷基, 芳基或杂芳基,其中最后五个基团的环状部分是未取代的或被1,2或3个选自卤素,C 1 -C 4 - 烷基,C 2 -C 4 - 烯基,C 2 -C 4 - 炔基,C 1 -C 4 - 卤代烷基,C 1 -C 4 - 烷氧基,C 1 -C 4 - 烷硫基,C 1 -C 4卤代烷氧基,C 1 -C 4卤代烷硫基,氰基和硝基; R 4是H,C 1 -C 6烷基,C 1 -C 6烷氧基-C 1 -C 6烷基,C 1 -C 6卤代烷基,芳基-C 1 -C 4烷基,芳氧基-C 1 -C 4烷基,芳硫基-C 1 -C 4 - 烷基,芳基或杂芳基,其中最后五个基团的环状部分是未取代的或被1,2或3个选自卤素,C 1 -C 4 - 烷基,C 2 -C 4 - 烯基,C 2 -C 4 - 炔基,C 1 -C 4 - C 1 -C 4 - 卤代烷基,C 1 -C 4 - 烷氧基,C 1 -C 4 - 烷硫基,C 1 -C 4卤代烷氧基,C 1 -C 4卤代烷硫基,氰基和硝基;
    • 104. 发明申请
    • Fungicidal Mixtures III
    • 杀菌混合物III
    • US20100273649A1
    • 2010-10-28
    • US12742487
    • 2008-11-14
    • Jens RennerSarah UlmschneiderJochen DietzEgon Haden
    • Jens RennerSarah UlmschneiderJochen DietzEgon Haden
    • A01N25/26A01N43/40A01N43/54A01P3/00
    • A01N43/40A01N37/34A01N37/50A01N43/50A01N43/54A01N43/653A01N47/04A01N47/12A01N47/14A01N47/24A01N61/00A01N2300/00
    • The present invention relates to mixtures of fungicidally active compounds comprising at least one substituted 2-[hydroxyl(pyridine-3-yl)methyl]acrylate compound of the formula I wherein: R1 is H, C1-C6-alkyl, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-haloalkyl, aryl or heteroaryl, wherein the cyclic moieties of the last two radicals are unsubstituted or substituted with 1, 2 or 3 radicals selected from halogen, C1-C4-alkyl, C2-C4-alkynyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-haloalkoxy, cyano and nitro; A is a covalent bond or C1-C4-alkylen, which is unsubstituted or which may carry a substitutent selected from C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and cyano; Ar is aryl or heteroaryl, wherein the cyclic moieties of the aromatic radicals are unsubstituted or substituted with 1, 2 or 3 radicals Ra, where the radicals Ra are identical or different and selected from halogen, C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-haloalkoxy, C1-C4-haloalkylthio, cyano, nitro, aryl, hetaryl, aryloxy, hetaryloxy, aryloxy-C1-C4-alkyl and hetaryloxy-C1-C4-alkyl, wherein the cyclic moieties of the six last mentioned radicals are unsubstituted or substituted with 1, 2 or 3 radicals selected from halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-haloalkoxy, cyano and nitro; or a salt thereof; and at least one further fungicidally active compound II.
    • 本发明涉及包含至少一种式I的取代的2- [羟基(吡啶-3-基)甲基]丙烯酸酯化合物的杀真菌活性化合物的混合物,其中:R1是H,C1-C6-烷基,C1-C6- 烷氧基-C 1 -C 6 - 烷基,C 1 -C 6卤代烷基,芳基或杂芳基,其中最后两个基团的环状部分是未取代的或被1,2或3个选自卤素,C 1 -C 4 - 烷基, C 4 - 炔基,C 1 -C 4卤代烷基,C 1 -C 4 - 烷氧基,C 1 -C 4 - 烷硫基,C 1 -C 4卤代烷氧基,氰基和硝基; A是共价键或C1-C4-亚烷基,其是未取代的或可以携带选自C 1 -C 4 - 烷基,C 1 -C 4 - 卤代烷基,C 1 -C 4 - 烷氧基和氰基的取代基; Ar是芳基或杂芳基,其中芳族基团的环状部分是未取代的或被1,2或3个基团R a取代,其中基团R a相同或不同并且选自卤素,C 1 -C 4烷基,C 2 -C 4 - 烯基,C 2 -C 4 - 炔基,C 1 -C 4卤代烷基,C 1 -C 4 - 烷氧基,C 1 -C 4 - 烷硫基,C 1 -C 4卤代烷氧基,C 1 -C 4卤代烷硫基,氰基,硝基,芳基,杂芳基,芳氧基, 芳氧基-C 1 -C 4烷基和芳基氧基-C 1 -C 4烷基,其中六个最后提到的基团的环状部分是未取代的或被1,2或3个选自卤素,C 1 -C 4 - 烷基,C 1 -C 4 卤代烷基,C 1 -C 4 - 烷氧基,C 1 -C 4 - 烷硫基,C 1 -C 4卤代烷氧基,氰基和硝基; 或其盐; 和至少一种其它杀真菌活性化合物II。