http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-111486-A1

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filingDate 2018-04-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_eff88063392bdc63e90aea9b0af237eb
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publicationDate 2019-07-17-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-111486-A1
titleOfInvention PHENYLAMINE COMPOUNDS
abstract The present relates to 4-substituted phenylamine derivatives, further relates to methods for their preparation and for the use of said compounds for the control of unwanted phytopathogenic microorganisms, and agents for said purpose, comprising said phenylamine derivatives. It is also related to a method for the control of unwanted phytopathogenic microorganisms through the application of said 4-substituted phenylamine derivatives. Claim 1: A compound characterized in that it is of general formula (1), where R¹ is selected from the group consisting of hydrogen, CN, SR'', O'', C₁₋₁₂-alkyl, C₂₋₁₂-alkenyl, C₂ ₋₁₂-alkynyl, C₁₋₁₂-haloalkyl, C₂₋₁₂-haloalkenyl, C₂₋₁₂-haloalkynyl, C₃₋₈-cyclic alkyl, C₄₋₈-cyclic alkenyl, C₄₋₈-cyclic alkynyl; wherein one or more carbon atoms in the cyclic ring system may be replaced by heteroatoms selected from the group consisting of N, O, S and optionally including 1 to 3 ring members selected from the group consisting of C (=O), C(=S), S(O)ₘ and SiR'₂; R² and R³ are independently selected from the group consisting of hydrogen, CN, S(O)ₙR'', O'', (C=O)-R'', C₁₋₁₂-alkyl, C₂₋₁₂-alkenyl, C₂₋₁₂-alkynyl, C₁₋₁₂-haloalkyl, C₂₋₁₂-haloalkenyl, C₂₋₁₂-haloalkynyl, C₃₋₈-cyclic alkyl, C₄₋₈-cyclic alkenyl, C₄₋₁₈-alkynyl, C₄₋₅₈-alkynyl , C₇₋₁₉-aralkyl; wherein one or more carbon atoms in the cyclic ring system may be replaced by heteroatoms selected from the group consisting of N, O, S and optionally including 1 to 3 ring members selected from the group consisting of C (=O), C(=S), S(O)ₘ and SiR'₂; or R¹ and R², R² and R³ or R¹ and R³ together with the atoms to which they are attached or together with other atoms selected from the group consisting of C, N, O, S and optionally including between 1 and 3 members in ring selected from the group consisting of C(=O), C(=S), S(O)ₘ and SiR'₂ may form between three and seven non-aromatic ring members, which in turn may be substituted with one or more X, R', O', SR', NR'₂, SiR'₃, COOR', CN or CONR'₂; and wherein, each of R¹, R² and R³ may be optionally substituted with one or more groups selected from the group consisting of X, R', O', SR', NR'₂, SiR'₃, COOR', CN or CONR'₂; A¹, A², A³ and A⁴ independently represent CR⁴ or nitrogen; provided that no more than two of A¹, A², A³ and A⁴ may be nitrogen simultaneously; R⁴ is independently selected from the group consisting of hydrogen, X, CN, NR''₂, NO₂, SCN, SF₅, S(O)ₙR'', SiR'₃, O'', (C=O)-R ’’, CR’=NR’’, C₁₋₁₂-alkyl, C₂₋₁₂-alkenyl, C₂₋₁₂-alkynyl, C₁₋₁₂-haloalkyl, C₂₋₁₂-haloalkenyl, C₂₋₁₂-haloalkynyl, C₈-₋ cyclic alkyl, C₄₋₈-cyclic alkenyl, C₄₋₈-cyclic alkynyl, or, C₅₋₁₈-aryl, C₇₋₁₉-aralkyl; wherein one or more carbon atoms in the cyclic ring system may be replaced by heteroatoms selected from the group consisting of N, O, S and optionally including 1 to 3 ring members selected from the group consisting of C (=O), C(=S), S(O)ₘ and SiR'₂; or two R⁴ vicinal together with the atom to which they are attached or together with other atoms selected from the group consisting of C, N, O, S and optionally including between 1 and 3 ring members selected from the group consisting of C(=O), C(=S), S(O)ₘ and SiR'₂ can form a four to seven membered ring, which in turn can be substituted with one or more X, R', O', SR', NR'₂, SiR'₃, COOR', CN or CONR'₂; G and B represent O, S, NR'''' or CR⁵R⁶; m represents an integer of 1 or 2; R⁵ and R⁶ are independently selected from the group consisting of hydrogen, X, CN, NR''₂, SCN, S(O)ₙR'', SiR'₃, O', (C=O)-R'', CR’=NR’’, C₁₋₁₂-alkyl, C₂₋₁₂-alkenyl, C₂₋₁₂-alkynyl, C₁₋₁₂-haloalkyl, C₂₋₁₂-haloalkenyl, C₂₋₁₂-haloalkynyl, C₃₋₈ alkyl C₄₋₈-cyclic alkenyl, C₅₋₁₈-aryl, C₇₋₁₉-aralkyl; wherein one or more carbon atoms in the cyclic ring system may be replaced by heteroatoms selected from the group consisting of N, O, S and optionally including 1 to 3 ring members selected from the group consisting of C (=O), C(=S), S(O)ₘ and SiR'₂; or R⁵ and R⁶ together with the atom to which they are attached or together with other atoms selected from the group consisting of C, N, O, S and optionally including between 1 and 3 ring members selected from the group consisting of C(=O), C(=S), S(O)ₘ and SiR'₂ can form a three to seven membered ring, which in turn can be substituted with one or more X, R', O', SR', NR'₂, SiR'₃, COOR', CN or CONR'₂; or R⁵ and R⁶ together represent the group selected from =O, =S; Q is selected from the group consisting of fused or unfused C₃₋₁₅-heterocycle or C₃₋₁₅-carbocycle or; which may be optionally substituted by one or more groups of R⁷; where R⁷ is selected from the group consisting of hydrogen, X, CN, SCN, SF₅, O'', NO₂, NR''₂, SiR'₃, (C=O)-R'', S(O)ₙR ’’, C₁₋₈-alkyl-S(O)ₙR’’, C₁₋₈-alkyl-(C=O)-R’’, CR’=NR’’, S(O)ₙC₅₋₁₈-aryl, S(O)ₙC₇₋₁₉-aralkyl, C₁₋₁₂-alkyl, C₂₋₁₂-alkenyl, C₂₋₁₂-alkynyl, C₁₋₁₂-haloalkyl, C₁₋₁₂-haloalkenyl, C₂₋₁₂-alkynyl, C₂₋₁₁₂- alkoxy, C₁₋₁₂-alkylthio, C₁₋₁₂-haloalkoxy, C₁₋₁₂-haloalkylthio, C₃₋₈-cyclic alkyl, C₃₋₈-cyclic haloalkyl, C₄₋₈-cyclic alkenyl, C₄₋₋₈-alkynyl ₁₂-bicyclic alkyl, C₇₋₁₂-bicyclic alkenyl, C₆₋₁₅-aryl, C₇₋₁₉-aralkyl, C₃₋₆-heterocyclyl, C₃₋₈-heterocyclylalkyl, C₃₋₆-heterocyclyl₋, C₆ wherein one or more carbon atoms in the cyclic ring system may be replaced by heteroatoms selected from the group consisting of N, O, S and optionally including 1 to 3 ring members selected from the group consisting of C (=O), C(=S), S(O)ₘ and SiR'₂; or two R⁷ together with the atom to which they are attached or together with other atoms selected from the group consisting of C, N, O, S and optionally including between 1 and 3 ring members selected from the group consisting of C (=O), C(=S), S(O)ₘ and SiR'₂ can form a three to seven membered ring, which in turn can be substituted with one or more X, R', O', SR ', NR'₂, SiR'₃, COOR', CN or CONR'₂; wherein, each of R⁴, R⁵, R⁶ and R⁷ may be optionally substituted with one or more groups selected from the group consisting of X, R', R'', SR', SiR'₃, COOR', CN or CONR ’₂; where X represents halogen; R' represents hydrogen, C₁₋₆-alkyl or C₃₋₈-cyclic alkyl which may be optionally substituted by one or more X; R'' represents hydrogen, CONR'₂, NR'₂, O', C₁₋₆-alkyl, C₁₋₆-haloalkyl or C₃₋₈-cyclic alkyl which may be optionally substituted by one or more groups selected from the group that consists of X, R', O', SR', NR'₂, SiR'₃, COOR', CN or CONR'₂; or C₆₋₁₂-aryl which may be optionally substituted by one or more X, R', O', SR', NR'₂, SiR'₃, COOR', CN or CONR'₂; wherein one or more carbon atoms in the cyclic ring system may be replaced by heteroatoms selected from the group consisting of N, O, S and optionally including 1 to 3 ring members selected from the group consisting of C (=O), C(=S), S(O)ₘ and SiR'₂; R''' is selected from the groups consisting of hydrogen, R'', O'', (C=O)-R', S(O)ₙR'', COOR', CONR'₂, C₁₋₆- alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₃₋₈-cyclic alkyl, C₆₋₁₂-aryl, C₁₋₁₂-aralkyl; wherein one or more carbon atoms in the cyclic ring system may be replaced by heteroatoms selected from the group consisting of N, O, S and optionally including 1 to 3 ring members selected from the group consisting of C (=O), C(=S), S(O)ₘ and SiR'₂; and wherein each of the above groups may be substituted by one or more groups selected from the group consisting of X, R', O', SR', NR'₂, SiR'₃, COOR', CN or CONR'₂ ; n represents an integer between the range of 0 and 2; and agronomically acceptable salts, metal complexes, isomers/structural isomers, stereoisomers, diastereomers, enantiomers, tautomers, or N-oxides of said compounds.
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