AR044745A1 - HERBICIDE COMPOUNDS OF AZOLCARBOXAMIDE, HERBICIDE COMPOSITION AND METHOD TO CONTROL THE GROWTH OF INDESEABLE VEGETATION - Google Patents

HERBICIDE COMPOUNDS OF AZOLCARBOXAMIDE, HERBICIDE COMPOSITION AND METHOD TO CONTROL THE GROWTH OF INDESEABLE VEGETATION

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AR044745A1
AR044745A1 ARP030103803A AR044745A1 AR 044745 A1 AR044745 A1 AR 044745A1 AR P030103803 A ARP030103803 A AR P030103803A AR 044745 A1 AR044745 A1 AR 044745A1
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Argentina
Prior art keywords
alkyl
haloalkyl
alkenyl
alkynyl
alkoxy
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Spanish (es)
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M Tak Chan Dominic
Balreddy Kamireddy
Hyeong B Kim
Kanu Patel
Paula L Sharpe
Gregory R Armel
Thomas Martin Stevenson
Mark S Casini
Ming Xu
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Du Pont
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Publication of AR044745A1 publication Critical patent/AR044745A1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/06—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

Abstract

Un compuesto que se selecciona entre la fórmula (1), un N-óxido o una sal adecuada para uso en agricultura del mismo; donde j es un resto de grupo de fórmula (2); T es CR6, o N; U es CR7 o N; Y es CR8 o N; Z es CR9 o N; R1a es H, C1-4 alquilo, C1-4 fluoroalquilo, C2-4 alquenilo, C2-4 fluoroalquenilo, C2-4 alquinilo o C2-4 fluoroalquinilo; R1b es halógeno, C1-4 alquilo, C1-4 fluoroalquilo, C2-4 alquenilo, C2-4 fluoroalquenilo, C2-4 alquinilo o C2-4 fluoroalquenilo; R1c es H; R2a es C1-6 alquilo, C1-6 haloalquilo, C2-6 alcoxialquilo, C2-6 alquiltioalquilo, C2-6 alquenilo, C2-6 haloalquenilo, C2-6 alquinilo, C2-6 haloalquinilo, C3-6 cicloalquilo, C4-6 alquilcicloalquilo, C3-6 halocicloalquilo, C4-6 cicloalquilalquilo, C5-6 alquilcicloalquilalquilo, -CR20(OR21)(OR22) o SiR23R24R25; R2b es C1-6 alquilo, C1-6 haloalquilo, C2-6 alcoxialquilo, C2-6 alquiltioalquilo, C2-6 alquenilo, C2-6 haloalquenilo, C2-6 alquinilo, C2-6 haloalquinilo, C3-6 cicloalquilo, C4-6 alquilcicloalquilo, C3-6 halocicloalquilo, C4-6 cicloalquilalquilo o C5-6 alquilcicloalquilalquilo; R3 es H, F o C1-2 alquilo; o R2a o R2b se toman junto con R3 como -C(R26a)(R26b)-(Y1)s-(CH2)t-(Y2)u o -C(R26a)(R26b)-(Y1)v-CH=CH-(Y2)w, donde el extremo izquierdo del radical está conectado como R2a o R2b, y el extremo derecho del radical está conectado como R3; R4 es H, C1-2 alquilo, C2-6 alquilcarbonilo, C2-6 alcoxicarbonilo, C2-6 alcoxialquilo o C2-6 alquiltioalquilo; R5 es C(W1)NR10R11, C(O)OR12, COR13, C(NOR14)R15, -CN, OR16, S(O)mR17, S(O)2NR18R19, OS(O)2R27, o P(O)R28aR28b; R6 es H, F, C1-2 alquilo, C1-2 fluoroalquilo, C1-2 alcoxi, C1-2 fluoroalcoxi, C1-2 alquiltio o C1-2 fluoroalquilo; o R5 y R6 se toman juntos como un radical seleccionado entre -C(W1)N(R11)(CH2)n- y -C(NOR14)CH2(CH2)u donde el extremo derecho del radical está conectado al anillo por T; R7 es H, F, C1-2 alquilo, C1-2 fluoroalquilo, C1-2 alcoxi, C1-2 fluoroalcoxi, C1-2 alquiltio o C1-2 fluoroalquiltio; R8 y R9 se seleccionan en forma independiente entre H, F, C1-2 alquilo, C1-2 fluoroalquilo, C1-2 alcoxi, C1-2 fluoroalcoxi, C1-2 alquiltio y C1-2 fluoroalquiltio; R10 es H, C1-4 alquilo, C1-4 haloalquilo, C3-4 alquenilo, C2-4 alcoximetilo o C2-4 alquiltiometilo; R11 es H, C1-5 alquilo, C1-5 haloalquilo, C2-5 alquenilo, C3-5 haloalquenilo, C3-5 alquinilo, C3-5 cicloalquilo, C4-5 cicloalquilalquilo, C1-3 alcoxi, C2-5 alcoxialquilo o C2-5 alquiltioalquilo; o R10 y R11 se toman juntos como -(CH2)4-, -(CH2)5-, -CH2CH=CHCH2- o -(CH2)2O(CH2)2-, cada uno opcionalmente sustituido con 1-2 C1-2 alquilo; cada R12 es en forma independiente C1-5 alquilo, C1-5 haloalquilo, C2-4 alcoxialquilo, C2-4 alquiltioalquilo, C2-5 alquenilo, C3-5 haloalquenilo, C3-5 alquinilo, C3-5 cicloalquilo o C4-5 cicloalquilalquilo; R13 es C1-3 alquilo, C1-3 haloalquilo o ciclopropilo; R14 es H, C1-4 alquilo, C1-4 haloalquilo, C3-4 alquenilo, C2-6 alquilcarbonilo o C2-6 alcoxicarbonilo; R15 es C1-3 alquilo, C1-3 haloalquilo o ciclopropilo; R16 es C1-4 alquilo, C1-4 haloalquilo, C2-3 alcoxialquilo, C2-3 alquiltioalquilo, C2-4 alquenilo, C3-4 haloalquenilo, C3-4 alquinilo, C3-5 cicloalquilo o ciclopropilmetilo; R17 es C1-4 alquilo, C1-4 haloalquilo, C2-4 alquenilo, C3-4 haloalquenilo, C3-4 alquinilo, C3-4 cicloalquilo o ciclopropilmetilo; cada R18 es en forma independiente H, C1-4 alquilo, C1-4 haloalquilo, C3-4 alquenilo, C2-4 alcoximetilo o C2-4 alquiltiometilo; cada R19 es en forma independiente H, C1-5 alquilo, C1-5 haloalquilo, C2-5 alquenilo, C3-5 haloalquenilo, C3-5 alquinilo, C3-5 cicloalquilo, C4-5 cicloalquilalquilo, C1-3 alcoxi, C2-5 alcoxialquilo o C2-5 alquiltioalquilo; R20 es C1-4 alquilo, ciclopropilo, ciclopropilmetilo o metilciclopropilo; R21 es C1-3 alquilo; R22 es C1-3 alquilo; o R21 y R22 se toman juntos como -CH2CH2- o -CH2CH2CH2-, cada uno opcionalmente sustituido con 1-2 metilo; R23 es C1-2 alquilo o C1-2 haloalquilo; R24 es C1-2 alquilo o C1-2 haloalquilo; R25 es C1-2 alquilo o C1-2 haloalquilo; R26a y R26b son en forma independiente H o C1-2 alquilo; R27 es C1-3 alquilo, C1-3 haloalquilo o ciclopropilo; R28a y R28b son en forma independiente C1-2 alquilo o C1-2 alcoxi; W es O o S; W1 es O o S; Y1 y Y2 son en forma independiente CH2, O, S, NH o NCH3; m es 0, 1 ó 2; n es 1 ó 2; s es 0 ó 1; t es 1 ó 2; y u es 0 ó 1; siempre que la suma de s, t y u es 2 ó 3; y v es 0 ó 1; w es 0 ó 1; siempre que la suma de v y w sea 0 ó 1; con la condición de que a) cuando j es ciclopropilo, ciclopropilmetilo o metilciclopropilo; R21 es C1-3 alquilo; R22 es C1-3 alquilo; o R21 y R22 se toman juntos como -CH2CH2- o -CH2CH2CH2-, cada uno opcionalmente sustituido con 1-2 metilo; R23 es C1-2 alquilo o C1-2 haloalquilo; R24 es C1-2 alquilo o C1-2 haloalquilo; R25 es C1-2 alquilo o C1-2 haloalquilo; R26a y R26b son en forma independiente H o C1-2 alquilo; R27 es C1-3 alquilo, C1-3 haloalquilo o ciclopropilo; R28a y R28b son en forma independiente C1-2 alquilo o C1-2 alcoxi; W es O o S; W1 es O o S; Y1 y Y2 son en forma independiente CH2, O, S, NH o NCH3; m es 0, 1 ó 2; n es 1 ó 2; s es 0 ó 1; t es 1 ó 2; y u es 0 ó 1; siempre que la suma de s, t y u es 2 ó 3; y v es 0 ó 1; w es 0 ó 1; siempre que la suma de v y w sea 0 ó 1; con la condición de que a) cuando j es J-1, R1a es CH3 y R5 es C(W1)NR10R11, C(O)OR12, COR13, OR16 o S(O)mR17, al menos uno de T, U, Y y Z sea N o C-F; b) cuando J es J-1, R1a es CH3, R5 es C(W1)NR10R11, C(O)OR12, COR13, OR16 o S(O)mR17 y T es N, al menos uno de U, Y y Z sea N o C-F; c) cuando R5 es C(W1)NR10R11 o C(NOR14)R15; R9 sea distinto de alcoxi o alquiltio; d) cuando R5 es C(W1)NR10R11, R6 sea distinto de alquilo o alcoxi; e) cuando R5 es COR13, R1a o R1b se seleccione entre los radicales del grupo que comprende C1-3 alquilo, C1-3 fluoroalquilo, C2-3 alquenilo; C2-3 fluoroalquenilo, C2-3 alquinilo o C2-3 fluoroalquinilo, donde cada radical es no ramificado y está conectado a través de un átomo de carbono terminal al anillo azol; f) cuando R5 y R6 se toman juntos como -C(W1)N(R10)(CH2)n- y n es 1, R10 sea C1-4 alquilo, C1-4 haloalquilo, C3-4 alquenilo, C2-4 alcoximetilo o C2-4 alquiltiometilo; g) cuando al menos uno de R10 y R11 es haloalquilo, R1a o R1b sea CH2CH3 o CH2CF3 y R2a o R2b sea tert-butilo, isopropilo o ciclopropilo; h) cuando J es J-2 o J-6, R7 y R9 sean H; i) cuando J es J-2 o J-6, y R2b es C1-2 alquilo, R1b sea halógeno, C2-4 alquilo, C1-4 fluoroalquilo, C2-4 alquenilo, C2-4 fluoroalquinilo, C2-4 alquinilo o C2-4 fluoroalquinilo; j) cuando R1a es CH3 y R5 es C(NOR14)R15, R7 sea distinto de alquilo; k) cuando T es N, Z sea CR9, l) cuando T es N, R7 es alcoxi, R11 sea H; m) cuando R7 y R9 son F, y uno de R10 y R11 es H, el otro entre R10 y R11 sea distinto de H; n) cuando Z es N y uno de R10 y R11 es H, el otro entre R10 y R11 sea distinto de trifluorometilo; o) cuando J es J-8 y R2b es C5-6 cicloalquilo, R5 sea C(O)NR10R11; y p) cuando J es J-8 y R7 es distinto de H, R2b sea tert-butilo y R5 sea C(O)NR10R11. También se describe la composición herbicida que comprende dichos compuestos y el método para controlar el crecimiento de vegetación indeseable, usando los mismos.A compound selected from formula (1), an N-oxide or a salt suitable for use in agriculture thereof; where j is a group moiety of formula (2); T is CR6, or N; U is CR7 or N; Y is CR8 or N; Z is CR9 or N; R1a is H, C1-4 alkyl, C1-4 fluoroalkyl, C2-4 alkenyl, C2-4 fluoroalkenyl, C2-4 alkynyl or C2-4 fluoroalkynyl; R1b is halogen, C1-4 alkyl, C1-4 fluoroalkyl, C2-4 alkenyl, C2-4 fluoroalkenyl, C2-4 alkynyl or C2-4 fluoroalkenyl; R1c is H; R2a is C1-6 alkyl, C1-6 haloalkyl, C2-6 alkoxyalkyl, C2-6 alkylthioalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, C3-6 cycloalkyl, C4-6 alkylcycloalkyl, C3-6 halocycloalkyl, C4-6 cycloalkylalkyl, C5-6 alkylcycloalkylalkyl, -CR20 (OR21) (OR22) or SiR23R24R25; R2b is C1-6 alkyl, C1-6 haloalkyl, C2-6 alkoxyalkyl, C2-6 alkylthioalkyl, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, C2-6 haloalkynyl, C3-6 cycloalkyl, C4-6 alkylcycloalkyl, C3-6 halocycloalkyl, C4-6 cycloalkylalkyl or C5-6 alkylcycloalkylalkyl; R3 is H, F or C1-2 alkyl; or R2a or R2b are taken together with R3 as -C (R26a) (R26b) - (Y1) s- (CH2) t- (Y2) uo -C (R26a) (R26b) - (Y1) v-CH = CH - (Y2) w, where the left end of the radical is connected as R2a or R2b, and the right end of the radical is connected as R3; R4 is H, C1-2 alkyl, C2-6 alkylcarbonyl, C2-6 alkoxycarbonyl, C2-6 alkoxyalkyl or C2-6 alkylthioalkyl; R5 is C (W1) NR10R11, C (O) OR12, COR13, C (NOR14) R15, -CN, OR16, S (O) mR17, S (O) 2NR18R19, OS (O) 2R27, or P (O) R28aR28b; R6 is H, F, C1-2 alkyl, C1-2 fluoroalkyl, C1-2 alkoxy, C1-2 fluoroalkoxy, C1-2 alkylthio or C1-2 fluoroalkyl; or R5 and R6 are taken together as a radical selected from -C (W1) N (R11) (CH2) n- and -C (NOR14) CH2 (CH2) or where the right end of the radical is connected to the ring by T; R7 is H, F, C1-2 alkyl, C1-2 fluoroalkyl, C1-2 alkoxy, C1-2 fluoroalkoxy, C1-2 alkylthio or C1-2 fluoroalkylthio; R8 and R9 are independently selected from H, F, C1-2 alkyl, C1-2 fluoroalkyl, C1-2 alkoxy, C1-2 fluoroalkoxy, C1-2 alkylthio and C1-2 fluoroalkylthio; R10 is H, C1-4 alkyl, C1-4 haloalkyl, C3-4 alkenyl, C2-4 alkoxymethyl or C2-4 alkylthiomethyl; R11 is H, C1-5 alkyl, C1-5 haloalkyl, C2-5 alkenyl, C3-5 haloalkenyl, C3-5 alkynyl, C3-5 cycloalkyl, C4-5 cycloalkylalkyl, C1-3 alkoxy, C2-5 alkoxyalkyl or C2 -5 alkylthioalkyl; or R10 and R11 are taken together as - (CH2) 4-, - (CH2) 5-, -CH2CH = CHCH2- or - (CH2) 2O (CH2) 2-, each optionally substituted with 1-2 C1-2 I rent; Each R12 is independently C1-5 alkyl, C1-5 haloalkyl, C2-4 alkoxyalkyl, C2-4 alkylthioalkyl, C2-5 alkenyl, C3-5 haloalkenyl, C3-5 alkynyl, C3-5 cycloalkyl or C4-5 cycloalkylalkyl ; R13 is C1-3 alkyl, C1-3 haloalkyl or cyclopropyl; R14 is H, C1-4 alkyl, C1-4 haloalkyl, C3-4 alkenyl, C2-6 alkylcarbonyl or C2-6 alkoxycarbonyl; R15 is C1-3 alkyl, C1-3 haloalkyl or cyclopropyl; R16 is C1-4 alkyl, C1-4 haloalkyl, C2-3 alkoxyalkyl, C2-3 alkylthioalkyl, C2-4 alkenyl, C3-4 haloalkenyl, C3-4 alkynyl, C3-5 cycloalkyl or cyclopropylmethyl; R17 is C1-4 alkyl, C1-4 haloalkyl, C2-4 alkenyl, C3-4 haloalkenyl, C3-4 alkynyl, C3-4 cycloalkyl or cyclopropylmethyl; each R18 is independently H, C1-4 alkyl, C1-4 haloalkyl, C3-4 alkenyl, C2-4 alkoxymethyl or C2-4 alkylthiomethyl; Each R19 is independently H, C1-5 alkyl, C1-5 haloalkyl, C2-5 alkenyl, C3-5 haloalkenyl, C3-5 alkynyl, C3-5 cycloalkyl, C4-5 cycloalkylalkyl, C1-3 alkoxy, C2- 5 alkoxyalkyl or C2-5 alkylthioalkyl; R20 is C1-4 alkyl, cyclopropyl, cyclopropylmethyl or methylcyclopropyl; R21 is C1-3 alkyl; R22 is C1-3 alkyl; or R21 and R22 are taken together as -CH2CH2- or -CH2CH2CH2-, each optionally substituted with 1-2 methyl; R23 is C1-2 alkyl or C1-2 haloalkyl; R24 is C1-2 alkyl or C1-2 haloalkyl; R25 is C1-2 alkyl or C1-2 haloalkyl; R26a and R26b are independently H or C1-2 alkyl; R27 is C1-3 alkyl, C1-3 haloalkyl or cyclopropyl; R28a and R28b are independently C1-2 alkyl or C1-2 alkoxy; W is O or S; W1 is O or S; Y1 and Y2 are independently CH2, O, S, NH or NCH3; m is 0, 1 or 2; n is 1 or 2; s is 0 or 1; t is 1 or 2; and u is 0 or 1; provided that the sum of s, t and u is 2 or 3; and v is 0 or 1; w is 0 or 1; provided that the sum of v and w is 0 or 1; with the proviso that a) when j is cyclopropyl, cyclopropylmethyl or methylcyclopropyl; R21 is C1-3 alkyl; R22 is C1-3 alkyl; or R21 and R22 are taken together as -CH2CH2- or -CH2CH2CH2-, each optionally substituted with 1-2 methyl; R23 is C1-2 alkyl or C1-2 haloalkyl; R24 is C1-2 alkyl or C1-2 haloalkyl; R25 is C1-2 alkyl or C1-2 haloalkyl; R26a and R26b are independently H or C1-2 alkyl; R27 is C1-3 alkyl, C1-3 haloalkyl or cyclopropyl; R28a and R28b are independently C1-2 alkyl or C1-2 alkoxy; W is O or S; W1 is O or S; Y1 and Y2 are independently CH2, O, S, NH or NCH3; m is 0, 1 or 2; n is 1 or 2; s is 0 or 1; t is 1 or 2; and u is 0 or 1; provided that the sum of s, t and u is 2 or 3; and v is 0 or 1; w is 0 or 1; provided that the sum of v and w is 0 or 1; with the proviso that a) when j is J-1, R1a is CH3 and R5 is C (W1) NR10R11, C (O) OR12, COR13, OR16 or S (O) mR17, at least one of T, U, Y and Z is N or CF; b) when J is J-1, R1a is CH3, R5 is C (W1) NR10R11, C (O) OR12, COR13, OR16 or S (O) mR17 and T is N, at least one of U, Y and Z be N or CF; c) when R5 is C (W1) NR10R11 or C (NOR14) R15; R9 is different from alkoxy or alkylthio; d) when R5 is C (W1) NR10R11, R6 is other than alkyl or alkoxy; e) when R5 is COR13, R1a or R1b is selected from the radicals of the group comprising C1-3 alkyl, C1-3 fluoroalkyl, C2-3 alkenyl; C2-3 fluoroalkenyl, C2-3 alkynyl or C2-3 fluoroalkynyl, where each radical is unbranched and is connected through a terminal carbon atom to the azol ring; f) when R5 and R6 are taken together as -C (W1) N (R10) (CH2) n- and n is 1, R10 is C1-4 alkyl, C1-4 haloalkyl, C3-4 alkenyl, C2-4 alkoxymethyl or C2-4 alkylthiomethyl; g) when at least one of R10 and R11 is haloalkyl, R1a or R1b is CH2CH3 or CH2CF3 and R2a or R2b is tert-butyl, isopropyl or cyclopropyl; h) when J is J-2 or J-6, R7 and R9 are H; i) when J is J-2 or J-6, and R2b is C1-2 alkyl, R1b is halogen, C2-4 alkyl, C1-4 fluoroalkyl, C2-4 alkenyl, C2-4 fluoroalkynyl, C2-4 alkynyl or C2-4 fluoroalkynyl; j) when R1a is CH3 and R5 is C (NOR14) R15, R7 is different from alkyl; k) when T is N, Z is CR9, l) when T is N, R7 is alkoxy, R11 is H; m) when R7 and R9 are F, and one of R10 and R11 is H, the other between R10 and R11 is different from H; n) when Z is N and one of R10 and R11 is H, the other between R10 and R11 is different from trifluoromethyl; o) when J is J-8 and R2b is C5-6 cycloalkyl, R5 is C (O) NR10R11; and p) when J is J-8 and R7 is different from H, R2b is tert-butyl and R5 is C (O) NR10R11. Also described is the herbicidal composition comprising said compounds and the method of controlling the growth of undesirable vegetation, using them.

ARP030103803 2002-10-18 2003-10-17 HERBICIDE COMPOUNDS OF AZOLCARBOXAMIDE, HERBICIDE COMPOSITION AND METHOD TO CONTROL THE GROWTH OF INDESEABLE VEGETATION AR044745A1 (en)

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