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ES2910366T3 - Compuesto de oxima y herbicida - Google Patents

Compuesto de oxima y herbicida Download PDF

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Publication number
ES2910366T3
ES2910366T3 ES15870098T ES15870098T ES2910366T3 ES 2910366 T3 ES2910366 T3 ES 2910366T3 ES 15870098 T ES15870098 T ES 15870098T ES 15870098 T ES15870098 T ES 15870098T ES 2910366 T3 ES2910366 T3 ES 2910366T3
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Spain
Prior art keywords
substituted
alkyl
phenyl
hydrogen atom
cycloalkyl
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ES15870098T
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English (en)
Inventor
Akira Numata
Yuji Iwawaki
Yuki Furukawa
Yuri Yoshino
Yuuki Miyakado
Takamasa Furuhashi
Takao Miyazaki
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Corteva Agriscience LLC
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Corteva Agriscience LLC
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    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/53—Nitrogen atoms
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Abstract

Compuesto de oxima o sal del mismo de fórmula (1): **(Ver fórmula)** [en la que B es un anillo de uno cualquiera de B-1, B-2 o B-3; **(Ver fórmula)** Q es NOR7; A es un átomo de hidrógeno, alquilo C1-6, alquilo (C1-6) sustituido con R5, cicloalquilo C3-8, cicloalquilo (C3-8) sustituido con R5, alquenilo C2-6, cicloalquenilo C3-8, cicloalquenilo (C3-8) sustituido con R5, alquenilo (C2-6) sustituido con R5, alquinilo C2-6, alquinilo (C2-6) sustituido con R5, -S(O)r2R1, -C(O)OR1, -C(S)OR1, -C(O)SR1, -C(S)SR1, -C(O)R2, -C(S)R2, -C(O)N(R4)R3, -C(S)N(R4)R3, -S(O)2N(R4)R3, -P(O)(OR1)2 o -P(S)(OR1)2; R1 es alquilo C1-8, alquilo (C1-6) sustituido con R5, cicloalquilo C3-8, cicloalquilo (C3-8) sustituido con R5, alquenilo C2-6, alquenilo (C2-6) sustituido con R5, cicloalquenilo C3-8, cicloalquenilo (C3-8) sustituido con R5, alquinilo C2-6, alquinilo (C2-6) sustituido con R5, fenilo o fenilo sustituido con (Z2)q2; R2 es un átomo de hidrógeno, alquilo C1-8, alquilo (C1-6) sustituido con R5, cicloalquilo C3-8, cicloalquilo (C3-8) sustituido con R5, alquenilo C2-6, alquenilo (C2-6) sustituido con R5, cicloalquenilo C3-8, cicloalquenilo (C3-8) sustituido con R5, alquinilo C2-6, alquinilo (C2-6) sustituido con R5, -C(=NOR31)R32, fenilo, fenilo sustituido con (Z2)q2, naftilo, naftilo sustituido con (Z2)q2, D1-1 a D1-42, D1-81 o D1-84; R3 y R4 son cada uno independientemente un átomo de hidrógeno, alquilo C1-6, alquilo (C1-6) sustituido con R5, cicloalquilo C3-8, cicloalquilo (C3-8) sustituido con R5, alquenilo C2-6, alquenilo (C2-6) sustituido con R5, cicloalquenilo C3-8, cicloalquenilo (C3-8) sustituido con R5, alquinilo C2-6, alquinilo (C2-6) sustituido con R5, fenilo, fenilo sustituido con (Z2)q2, D1-32, D1-33 o D1-34, o R3 forma opcionalmente un anillo de 3 a 8 miembros junto con un átomo de nitrógeno al que R3 y R4 están unidos formando una cadena de alquileno C2-7 o una cadena de alquenileno C2-7 junto con R4, y, en este caso, la cadena de alquileno o la cadena de alquenileno contiene opcionalmente un átomo de oxígeno, átomo de azufre o átomo de nitrógeno y está opcionalmente sustituida con alquilo C1-6, oxo o tioxo; R5 es un átomo de halógeno, ciano, nitro, cicloalquilo C3-8, -OR31, -S(O)r2R31, -C(O)OR31, -C(O)R32, -N(R34)R33, -Si(R32a)(R32b)R32c, fenilo, fenilo sustituido con (Z2)q2, D1-1, D1-32, D1-33 o D1-34, o cuando dos R5 son sustituyentes en un mismo carbono, los dos R5 forman opcionalmente entre sí oxo, tioxo, imino, alquilimino C1-6, alcoxiimino C1-6 o alquilideno C1-6; R6 es un átomo de hidrógeno, alquilo C1-6, alquilo (C1-6) sustituido con R15, cicloalquilo C3-8, cicloalquilo (C3- 8) sustituido con R15, alquenilo C2-6, alquenilo (C2-6) sustituido con R15, cicloalquenilo C3-8, cicloalquenilo (C3- 8) sustituido con R15, alquinilo C2-6, alquinilo (C2-6) sustituido con R15, -C(=NOR16)R17, fenilo, fenilo sustituido con (Z1)q1, D1-32, D1-33, D1-34, D1-36, D1-37 o D1-38; R7 es un átomo de hidrógeno, alquilo C1-8, alquilo (C1-6) sustituido con R15b, cicloalquilo C3-8, cicloalquilo (C3- 8) sustituido con R15b, alquenilo C2-6, alquenilo (C2-6) sustituido con R15b, cicloalquenilo C3-8, cicloalquenilo (C3-8) sustituido con R15b, alquinilo C2-6, alquinilo (C2-6) sustituido con R15b, fenilo o fenilo sustituido con (Z1)q1; R8a, R8b, R9a y R9b son cada uno independientemente un átomo de hidrógeno, ciano, nitro, alquilo C1-6, haloalquilo (C1-6), -OR16a, -S(O)r1R16a, -C(O)OR16a, -C(O)R17a, -C(O)N(R19a)R18a, -C(=NOR16a)R17a, fenilo o fenilo sustituido con (Z1)q1; R10, R11 y R12 son cada uno independientemente un átomo de hidrógeno o alquilo C1-6; R15 es un átomo de halógeno, ciano, cicloalquilo C3-8, -OR16, -S(O)r1R16, fenilo, fenilo sustituido con (Z1)q1, D1-7, D1-11, D1-22, D1-32, D1-33 o D1-34; R15b es un átomo de halógeno, ciano, cicloalquilo C3-8, halocicloalquilo (C3-8), -OR16b, -S(O)r1R16b, -C(O)OR16b, -C(O)N(R18b)R19b, -C(=NOR16b)R17b, -N(R18b)R19b, -Si(R32a)(R32b)R32c, fenilo, fenilo sustituido con (Z1)q1, D1-32, D1-33, D1-34, D1-36, D1-37, D1-38, D1-81 o D1-84, o cuando dos R15b son sustituyentes en un mismo carbono, los dos R15b forman opcionalmente entre sí oxo, tioxo, imino, alquilimino C1-6, alcoxiimino C1-6 o alquilideno C1-6; R16, R16a, R16b, R17, R17a, R17b, R18a y R19a son cada uno independientemente un átomo de hidrógeno o alquilo C1-6; R18b y R19b son cada uno independientemente un átomo de hidrógeno, alquilo C1-6 o alquilo (C1-6) sustituido con R20, o R18b forma opcionalmente un anillo de 3 a 8 miembros junto con un átomo de nitrógeno al que R18b y R19b están unidos formando una cadena de alquileno C2-7 o una cadena de alquenileno C2-7 junto con R19b, y, en este caso, la cadena de alquileno o la cadena de alquenileno contiene opcionalmente un átomo de oxígeno, átomo de azufre o átomo de nitrógeno y está opcionalmente sustituida con oxo o tioxo; R20 es fenilo o fenilo sustituido con (Z1)q1; D1-1 a D1-42, D1-81 y D1-84 son cada uno un anillo de la siguiente estructura; **(Ver fórmula)** X1 es un átomo de halógeno, ciano, nitro, alquilo C1-6, haloalquilo (C1-6) o cicloalquilo C3-8, cuando g2, g3 o g4 es un número entero de 2 o mayor, cada X1 es igual o diferente entre sí, y, además, cuando dos X1 son adyacentes, los dos X1 adyacentes forman opcionalmente un anillo de 6 miembros junto con los átomos de carbono a los que cada X1 está unido formando -CH=CHCH=CH-, y, en este caso, el átomo de hidrógeno unido a cada átomo de carbono que forma el anillo está opcionalmente sustituido con un átomo de halógeno, ciano, nitro, alquilo C1-6, haloalquilo (C1-6), alcoxilo C1-6, alquiltio C1-6, alquilsulfinilo C1-6 o alquilsulfonilo C1-6; X1a es un átomo de hidrógeno o alquilo C1-6; X1b es alquilo C1-6; Z es un átomo de halógeno, ciano, nitro, alquilo C1-6, alquilo (C1-6) sustituido con R45, cicloalquilo C3-8, cicloalquilo (C3-8) sustituido con R45, alquenilo C2-6, alquenilo (C2-6) sustituido con R45, cicloalquenilo C3-8, cicloalquenilo (C3-8) sustituido con R45, alquinilo C2-6, alquinilo (C2-6) sustituido con R45, -OR41, -S(O)r3R41, -C(O)OR41, -C(O)R42, -C(=NOR41)R42, -N(R44)R43, fenilo, fenilo sustituido con (Z3)q3, D1-1, D1-2, D1-7, D1- , D1-11, D1-22, D1-32, D1-33, D1-34, D1-36, D1-37 o D1-38, y cuando q es un número entero de 2 o mayor, cada Z es igual o diferente entre sí; Z1 es un átomo de halógeno, ciano, nitro, alquilo C1-6, haloalquilo (C1-6), alcoxilo C1-6 o alcoxicarbonilo C1-6, y cuando q1 es un número entero de 2 o mayor, cada Z1 es igual o diferente entre sí; Z2 es un átomo de halógeno, ciano, nitro, alquilo C1-6, haloalquilo (C1-6), -OR51, -S(O)r2R51, -C(O)OR51a, -C(O)R52, -C(O)N(R54)R53, -C(S)N(R54)R53 o -N(R54)R53, cuando q2 es un número entero de 2 o mayor, cada Z2 es igual o diferente entre sí, y, además, cuando dos Z2 son adyacentes, los dos Z2 adyacentes forman opcionalmente un anillo de 6 miembros junto con los átomos de carbono a los que cada Z2 está unido formando -N=CHCH=CH-, -CH=NCH=CH-, -N=NCH=CH-, -CH=NN=CH-, -N=CHCH=N- o -N=CHN=CH-, y, en este caso, el átomo de hidrógeno unido a cada átomo de carbono que forma el anillo está opcionalmente sustituido con un átomo de halógeno, ciano, nitro, alquilo C1-6, haloalquilo (C1-6), alcoxilo C1-6, alquiltio C1-6, alquilsulfinilo C1-6 o alquilsulfonilo C1-6; Z3 es un átomo de halógeno, ciano, nitro, alquilo C1-6, haloalquilo (C1-6), alcoxilo C1-6, haloalcoxilo (C1-6), alquiltio C1-6, alquilsulfinilo C1-6 o alquilsulfonilo C1-6, y cuando q3 es un número entero de 2 o mayor, cada Z3 es igual o diferente entre sí; R31 es un átomo de hidrógeno, alquilo C1-6, alquilo (C1-6) sustituido con R35, -C(O)R37, fenilo, fenilo sustituido con (Z2)q2, naftilo o naftilo sustituido con (Z2)q2; R32 es un átomo de hidrógeno, alquilo C1-6 o alquilo (C1-6) sustituido con R35; R32a, R32b y R32c son cada uno independientemente alquilo C1-6; R33 y R34 son cada uno independientemente un átomo de hidrógeno, alquilo C1-6, -C(O)OR36 o -C(O)R37; R35 es un átomo de halógeno, alcoxilo C1-6, alquiltio C1-6, alquilsulfinilo C1-6, alquilsulfonilo C1-6 o fenilo; R36 es alquilo C1-6; R37 es un átomo de hidrógeno, alquilo C1-6, fenilo o fenilo sustituido con (Z2)q2; R41 es un átomo de hidrógeno, alquilo C1-6, alquilo (C1-6) sustituido con R45, fenilo, fenilo sustituido con (Z3)q3, D1-32, D1-33 o D1-34; R42 es un átomo de hidrógeno o alquilo C1-6; R43 y R44 son cada uno independientemente un átomo de hidrógeno, alquilo C1-6, alcoxicarbonilo C1-6 o alquilcarbonilo C1-6; R45 es un átomo de halógeno, cicloalquilo C3-8, -OH, alcoxilo C1-6, alcoxicarbonilo C1-10, -Si(R32a)(R32b)R32c, fenilo, fenilo sustituido con (Z3)q3, D1-32, D1-33 o D1-34, o cuando dos R45 son sustituyentes en un mismo carbono, los dos R45 forman opcionalmente entre sí oxo, tioxo, imino, alquilimino C1-6, alcoxiimino C1-6 o alquilideno C1-6; R51 es un átomo de hidrógeno, alquilo C1-6, haloalquilo (C1-6), fenilo, fenilo sustituido con un átomo de halógeno, o D1-39; R51a y R52 son cada uno independientemente un átomo de hidrógeno o alquilo C1-6; R53 y R54 son cada uno independientemente un átomo de hidrógeno, alquilo C1-6 o alquilcarbonilo C1-6; f5 es un número entero de 0, 1, 2, 3, 4 ó 5; f7 es un número entero de 0, 1, 2, 3, 4, 5, 6 ó 7; g1 y p son cada uno independientemente un número entero de 0 ó 1; g2, m, n, r1, r2 y r3 son cada uno independientemente un número entero de 0, 1 ó 2; g3 es un número entero de 0, 1, 2 ó 3; g4 es un número entero de 0, 1, 2, 3 ó 4; y q, q1, q2, y q3 son cada uno independientemente un número entero de 1, 2, 3, 4 ó 5].
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