Patent ID: 6645916
Filing Date: 2003-11-11
Classification: A01N,C07D

Abstract:
A compound of the formula (I) or salt thereof in whichR1 is (C1-C4)alkyl, (C1-C4)haloalkyl, (C1-C4)hydroxyalkyl, (C1-C4)alkoxy-(C1-C4)-alkyl or benzyl, R2 and R3 independently of one another are hydrogen , amino , formyl, (C1-C4)alkyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C2-C6)alkenyl, (C2-C6) alkynyl, (C1-C4)alkylamino-(C1-C4)alkyl, di-[(C1-C4)alkyl]-amino-(C1-C4)alky or phenyl, phenyl-(C1-C4)alkyl or phenoxy-carbonyl or one of the three last-mentioned radicals which is substituted up to three times in the phenyl moiety by radicals of the group consisting of halogen, (C1-C4)alkyl, (C1-C4)alkoxy and (C1-C4)alkoxy-carbonyl, or R2 and R3, together with the nitrogen atom of the group NR2R3, are a heterocyclic radical having 3 to 6 ring atoms and 1 to 2 hetero-ring atoms, any further hetero-ring atoms in addition to the nitrogen atom being selected from the group consisting of N and O, and the radical being unsubstituted or substituted by one or more radicals from the group consisting of halogen, (C1-C4)alkyl and oxo, R4 is hydrogen, amino, formyl, (C1-C4)alkyl, di-[(C1-C4)alkyl]-amino, (C1-C4)alkoxy-(C1-C4)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl, (C1-C4)dialkylamino-(C1-C4)alkyl, phenyl, phenoxy-(C1-C4)alkyl, phenyl-(C1-C4)alkyl, phenoxy-carbonyl, phenylamino-carbonyl or one of the five last-mentioned radicals which is mono-to trisubstituted in the phenyl moiety by radicals from the group consisting of halogen, (C1-C4)alkyl, (C1-C4)alkoxy and (C1-C4)alkoxy-carbonyl, R5 is ethyl, n-propyl, i-propyl, n-butyl, i-butyl, sec-butyl, and tert-butyl, R6 hydrogen, (C1-C4)alkyl, (C3-C6)cycloalkyl, (C1-C4)alkoxy-(C1-C4)alkyl, (C2-C6)alkenyl, (C2-C6)alkynyl, di-[(C1-C4)-alkyl]amino-(C1-C4)alkyl, phenyl, phenoxy-(C1-C4)alkyl, phenyl-(C1-C4)alkyl or one of the three last-mentioned radicals which is mono- to trisubstituted in the phenyl moiety by radicals from the group consisting of halogen, (C1-C4)alkyl, (C1-C4)alkoxy and (C1-C4)alkoxy-carbonyl, or R5 and R6 together are an alkylene chain having 2 to 4 carbon atoms which is unsubstituted or substituted by one or more radicals from the group consisting of halogen, (C1-C4)alkyl and oxo, (R7)n are n radicals R7 which, in the case of n=2, 3, 4 or 5, are identical or different, R7 in each case being halogen, hydroxyl, amino, nitro, formyl, aminocarbonyl, carboxyl, cyano, thiocyanato, (C1-C6)alkyl, (C1-C4)alkoxy, halo-(C1-C4)alkyl, halo-(C1-C4)alkoxy, hydroxy-(C1-C4)alkyl, hydroxy-(C1-C4)alkoxy, (C1-C4)alkoxy-(C1-C4)alkyl, (C1-C4)alkoxy-(C1-C4)-alkoxy, halo-(C1-C4)alkoxy-(C1-C4)alkyl, halo-(C1-C4)alkoxy-(C1-C4)alkoxy, (C3-C6)cycloalkyl, halo-(C3-C6)cycloalkyl, (C2-C6)alkenyl, halo-(C2-C6)alkenyl, (C2-C6)alkynyl, halo-(C2-C6)alkynyl, (C1-C4)alkylcarbonyl, (C1-C4)haloalkyl-carbonyl, (C3-C6)cycloalkyloxy, halo-(C3-C6)cycloalkyloxy, (C3-C6)cycloalkylcarbonyl, halo-(C3-C6)cycloalkylcarbonyl, (C1-C4)alkoxycarbonyl, halo-(C1-C4)alkoxycarbonyl, (C1-C4)alkylcarbonyloxy, halo-(C1-C4)alkylcarbonyloxy, (C1-C4)alkylcarbonyl-(C1-C4)alkyl, (C1-C4)alkoxycarbonyl-(C1-C4)alkyl, (C1-C4)alkylcarbonyloxy-(C1-C4)alkyl, (C1-C4)alkylthio, halo-(C1-C4)alkylthio, (C1-C4)alkylamino, di-[(C1-C4)alkyl]-amino, (C1-C6)alkanoylamino, N-[(C1-C6)alkanoyl]-N-[(C1-C4)alkyl]-amino, (C1-C6)alkanoylamino-(C1-C4)alkyl, N-[(C1-C6)alkanoyl]-N-[(C1-C4)alkyl]-amino-(C1-C4)alkyl or phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxy-(C1-C4)alkyl, phenylcarbonyl-(C1-C4)alkyl, phenyl-(C1-C4)alkyl, phenyl-(C2-C6)-alkenyl, phenyl-(C1-C6)alkynyl, or one of the 10 last-mentioned radicals which is substituted in the cyclic moiety by one or more radicals from the group consisting of halogen, hydroxyl, nitro, (C1-C4)alkyl, (C1-C4)alkoxy, (C1-C4)alkylthio, (C1-C4)-haloalkyl and (C1-C4)haloalkoxy, or two adjacent radicals R7 together are a fused-on cycle having 4 to 6 ring atoms which is carbocyclic and which is unsubstituted or substituted by one or more radicals from the group consisting of halogen, (C1-C4)alkyl and oxo, X is a group of the formula â€”Oâ€” or â€”NR*â€”, R* being hydrogen or methyl, and n is 0, 1, 2, 3, 4 or 5; or whereina1) R1 is (C1-C4)haloalkyl, R2, R3, R4, R6 are each hydrogen, R5 is methyl, n is the number 3, 4 or 5, X is an oxygen atom and (R7)n are n radicals R7 which are identical or different, R7 in each case being halogen, hydroxyl, amino, nitro, formyl, carboxyl, cyano, (C1-C6)alkyl, (C1-C4)alkoxy, halo-(C1-C4)alkyl, halo-(C1-C4)alkoxy, hydroxy-(C1-C4)alkyl, hydroxy-(C1-C4)alkoxy, (C1-C4)alkoxy-(C1-C4)alkyl, halo-(C1-C4)alkoxy-(C1-C4)alkyl, halo-(C1-C4)alkyloxy-(C1-C4)-alkoxy, (C1-C4)alkoxy-(C1-C4)alkoxy, (C3-C6)cycloalkyl, halo-(C3-C6)cycloalkyl, (C1-C4)alkenyl, halo-(C2-C4)alkenyl, (C2-C4)alkynyl, halo-(C2-C4)alkynyl, (C1-C4)alkylcarbonyl, (C1-C4)alkoxycarbonyl, (C1-C4)alkylcarbonyloxy, (C1-C4)alkylcarbonyl-(C1-C4)alkyl, (C1-C4)alkylthio, (C1-C4)alkylamino, di-[(C1-C4)-alkyl]-amino or phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxy-(C1-C4)alkyl, phenylcarbonyl-(C1-C4)alkyl, phenyl-(C1-C4)alkyl or one of the 8 last-mentioned radicals which is substituted in the phenyl moiety by one or more radicals from the group consisting of halogen, (C1-C4)alkyl, (C1-C4)alkoxy, (C1-C4)haloalkyl and (C1-C4)haloalkoxy, or two adjacent radicals R7 together are a fused-on cycle having 4 to 6 ring atoms, which is carbocyclic and which is unsubstituted or substituted by one more radicals (C1-C4)alkyl, or a2) R1 is (C1-C4)haloalkyl, R2, R3, R4, R6 are each hydrogen, R5 is methyl, n is the number 1 or 2, X is an oxygen atom, (R7)n are n radicals R7 which, in the case of n=2, are defined the same, R7 in each case being chlorine, bromine, iodine, hydroxyl, amino, nitro, formyl, carboxyl, cyano, (C2-C4)alkoxy, methyl which is substituted by one or more radicals from the group consisting of chlorine, bromine and iodine, (C2-C4)haloalkyl, halo-(C1-C4)alkoxy, hydroxy-(C1-C4)alkyl, hydroxy-(C1-C4)alkoxy, (C1-C4)alkoxy-(C1-C4)alkyl, halo-(C1-C4)alkoxy-(C1-C4)alkyl, halo-(C1-C4)alkyloxy-(C1-C4)alkoxy, (C1-C4)alkoxy-(C1-C4)alkoxy, (C3-C6)cycloalkyl, halo-(C3-C6)cycloalkyl, (C2-C4)alkenyl, halo-(C2-C4)alkenyl, (C2-C4)alkynyl, halo-(C2-C4)alkynyl, (C1-C4)alkylcarbonyl, (C1-C4)alkoxycarbonyl, (C1-C4)alkylcarbonyloxy, (C1-C4)alkylcarbonyl-(C1-C4)alkyl, (C1-C4)alkylthio, (C1-C4)alkylamino, di-[(C1-C4)alkyl]-amino or phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxy-(C1-C4)alkyl, phenylcarbonyl-(C1-C4)alkyl, phenyl-(C1-C4)alkyl or one of the 8 last-mentioned radicals which is substituted in the phenyl moiety by one or more radicals from the group consisting of halogen, (C1-C4)alkyl, (C1-C4)alkoxy, (C1-C4)haloalkyl and (C1-C4)haloalkoxy, or two adjacent radicals R7 together are a fused-on cycle having 4 to 6 ring atoms, which is carbocyclic and which is unsubstituted or substituted by one or more radicals (C1-C4)alkyl, or a3) R1 is (C1-C4)haloalkyl, R2, R3, R4, R6 are each hydrogen, R5 is methyl, n is the number 2, X is an oxygen atom and (R7)n are the two radicals R7, the two radicals R7 being structurally different and otherwise as defined above under al), or else two adjacent radicals R7 together are a fused-on cycle having 4 to 6 ring atoms, which is carbocyclic and which is unsubstituted or substituted by one or more radicals (C1-C4)alkyl, or b1) R1 is (C1-C4),alkyl which is unsubstituted or substituted by 1 to 4 substituents from the group consisting of (C1-C4)alkoxy and hydroxyl, R2, R3, R4, R6 are each hydrogen, R5 is methyl, n is the number 1, 2, 3 or 4, X is an oxygen atom and (R7)n are n radicals R7 which, in the case of n=2, 3 or 4, are identical or different, R7 in each case being hydroxvl, amino, nitro, formyl, carboxyl, cyano, (C1-C4)alkoxy, halo-(C1-C4)alkyl, halo-(C1-C4)alkoxy, hydroxy-(C1-C4)alkyl, hydroxy-(C1-C4)alkoxy, (C1-C4)alkoxy-(C1-C4)alkyl, halo-(C1-C4)alkoxy-(C1-C4)alkyl, halo-(C1-C4)alkyloxy-(C1-C4)-alkoxy, (C1-C4)alkoxy-(C1-C4)alkoxy, (C3-C6)cycloalkyl, halo-(C3-C6)cycloalkyl, (C2-C4)alkenyl, halo-(C2-C4)alkenyl, (C2-C4)alkynyl, halo-(C2-C4)alkynyl, (C1-C4)alkylcarbonyl, (C1-C4)alkoxycarbonyl, (C1-C4)alkylcarbonyloxy, (C1-C4)alkylcarbonyl-(C1-C4)alkyl, (C1-C4)alkylthio, halo-(C1-C4)alkylthio, (C1-C4)alkylamino, di-(C1-C4)-alkyl]-amino or phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxy-(C1-C4)alkyl, phenylcarbonyl-(C1-C4)alkyl, phenyl-(C1-C4)alkyl or one of the 8 last-mentioned radicals which is substituted in the phenyl moiety by one or more radicals from the group consisting of halogen, (C1-C4)alkyl, (C1-C4)alkoxy, (C1-C4)haloalkyl and (C1-C4)haloalkoxy, or two adjacent radicals R7 together are a fused-on cycle having 4 to 6 ring atoms, which is carbocyclic and which is unsubstituted or substituted by one or more radicals (C1-C4)alkyl.