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filingDate 2010-10-14-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_87cd163033a8b172176c9348e915843d
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publicationDate 2011-11-23-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-078641-A1
titleOfInvention AMIDAS REPLACED WITH HALOGENOALQUILO AS INSECTICIDES AND ACARICIDES
abstract Amides substituted with halogenoalkyl, as well as a procedure for its preparation and its use as insecticides and acaricides. Claim 1: Compounds of general formula (1) as well as their diastereomers, enantiomers, E / Z isomers and salts, wherein R1 represents hydrogen, halogen, nitro, cyano, represents C1-6 alkyl, C2-6 alkenyl, C2 alkynyl -6, C1-6 alkoxy, C1-6-thio alkyl, C1-6-sulfinyl alkyl, C1-6-sulfonyl alkyl, C3-6 cycloalkyl, C1-6 alkylcarbonyl, C1-6-imino-C1-alkyl alkoxy -6, C1-6 alkoxycarbonyl, C1-6 alkylcarbonyl, C1-6 dialkyl aminocarbonyl, C1-6 alkyl aminosulfonyl, C1-6 alkyl sulfonylamino, tri- (C1-6 alkyl) silyl, aryl, heteroaryl , aryl-C1-4alkyl, or heteroaryl-C1-4alkyl, substituted once or several times, in the same or different manner, the substituents being independently selected from each other from halogen, cyano, nitro, hydroxy, C1-6alkyl , C1-6 alkoxy, C3-8 cycloalkyl C1-6 halogenoalkoxy, C1-6-thio alkyl, C1-6-sulfenyl alkyl, C1-6-sulfonyl, aryl, heteroaryl, arylalkyl or heteroaryl alkyl, the substituents being aryl, heteroaryl , to R-alkyl, hetero-alkyl substituted, if necessary, once or several times, in the same or different manner, with halogen, cyano, nitro, hydroxy, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-6 cycloalkyl, C1- alkoxy 6, C1-6 halogenoalkyl, C1-6 halogenoalkoxy or C1-6-thio alkyl, or R1 represents a C1-4 carbon chain containing, if necessary, 1-2 heteroatoms of the group of N, S, O, which is attached in two adjacent ring positions and forms an aliphatic, aromatic, heteroaromatic or heterocyclic ring which is substituted, if necessary, once or several times with C1-6 alkyl or halogen, then being n equal to 2; n represents 1, 2 or 3; R2 represents hydrogen, cyano, hydroxy, amino, represents C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 alkoxy, substituted C3-6 cycloalkyl optionally once or several times, in the same or different manner, represents aryl, substituted heteroaryl, if necessary once or several times, in the same or different manner, or represents aryl-C1-6 alkyl or substituted C1-4 alkyl, if necessary, one or more times, in the same or different manner, selecting substituents independently of one another from halogen, cyano, nitro, hydroxy, amino, C1-6 alkyl, C1-6 alkoxy, C3-6 cycloalkyl, C1-6 halogenoalkoxy, C1-6-thio alkyl, amino, C1-6 alkyl amino, C 1-6 dialkyl amino, C 1-4 alkylcarbonylamino or C 1-4 alkylcarbonylamino, or R 2 represents a C 2-4 alkyl chain if substituted one or more times, which may be interrupted by O, S or N, forming a ring of 5 to 7 members with Q1, interrupted if necessary with O, S or N, and selecting the substituents independently from each other halogen or C1-6 alkyl; R 3 represents hydrogen, represents C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, C 1-6 alkyl aryl, C 1-6 alkylcarbonyl, C 1-6 alkyl sulfonyl arylcarbonyl, heteroarylcarbonyl, alkoxy C1-6-carbonyl or aryloxycarbonyl substituted, if necessary, once or several times, in the same or different manner, the substituents being independently selected from each other from halogen, cyano, nitro, hydroxy, C1-6 alkyl, C1-6 alkoxy, C3 cycloalkyl -6 C1-6 halogenoalkoxy, C1-6-thio alkyl, aryl, heteroaryl, arylalkyl, heteroarylC 1-4 alkoxycarbonyl, aminocarbonyl, C1-4-alkylcarbonyl or C1-4-alkylcarbonyl alkyl, wherein the aryl substituents, heteroaryl, arylalkyl, hetarylalkyl are substituted, if necessary, once or several times, equally or differently with halogen, cyano, nitro, hydroxy, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-6 cycloalkyl C1 -6, C1-6 halogenoalkyl, C1-6 halogenoalkoxy or C1-8-thio alkyl; V represents R4, or represents a bivalent chemical grouping that is selected from -O-, -CH2O-, S-, -N (R8) -, -N = C (R9) -, -C (R9) = N- and -C (R9) = C (R10) - and which is linked by a simple bond with Q4, linking the junction point (on the right) indicated second respectively with Q4, where R4 represents hydrogen, halogen or represents alkyl C1-6 substituted, if necessary, once or several times, in the same or different manner, the substituents being selected independently from each other of halogen, C1-6 alkyl or C1-6 alkoxy; R 8 represents hydrogen, cyano, hydroxy, represents C 1-6 alkyl, C 2-6 alkenyl C 2-6 alkynyl, C 3-6 cycloalkyl, C 1-6 alkoxy, C 1-6 alkylcarbonyl, arylcarbonyl, heteroarylcarbonyl, C 1-6 alkoxycarbonyl , substituted arylalkyl or C 1-4 alkyl sulfonyl, if necessary one or more times, in the same or different manner, the substituents being independently selected from each other halogen, cyano, nitro, hydroxy, C 1-6 alkyl or C 1-6 alkoxy, alkoxy C 1-4 carbonyl, amino, C 1-6 alkyl, amino C 1-6 alkyl, aminocarbonyl, C 1-6 alkyl aminocarbonyl, C 1-6 dialkyl aminocarbonyl or aryl C 1-6 alkoxy; R9 and R10 independently represent one another from hydrogen, represent halogen represent C1-6 alkyl or C3-6 substituted cycloalkyl, if necessary one or several times, in the same or different way, the substituents being independently selected from each other from halogen or C1-6 alkyl ; R5 represents hydrogen, halogen or represents C1-6 alkyl or C1-6 alkoxy substituted, if necessary, one or more times, in the same or different manner, the substituents being selected independently from each other of halogen, or C1-6 alkyl; R 6 represents hydrogen, halogen, nitro, cyano, amino, hydroxy, represents C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, C 1-6 alkoxy, (C 1-6 alkoxy) carbonyl, C 1-6 alkyl -6-amino, formyl, (C1-6 alkyl) carbonyl, C1-6 alkoxy imino-C1-6 alkyl, dialkyl C1-6-amino, (C1-6 alkyl-amino) carbonyl, (dialkyl C1-6 amino) carbonyl , C1-6-thio alkyl, C1-6-sulfinyl alkyl, C1-6-sulfonyl alkyl, C1-6-aminosulfonyl alkyl, C1-6-sulfonylamino alkyl, aryl, heteroaryl, aryl-C1-4 alkyl or heteroaryl-alkyl C1-4 substituted, if necessary, once or several times, in the same or different way, the substituents being selected independently from each other of halogen, cyano, nitro, hydroxy, amino, C1-6 alkyl, C1-6 alkoxy, C3-6 cycloalkyl , C1-6 halogenoalkoxy, C1-6-thio alkyl, aryl, heteroaryl, arylalkyl or hetarylalkyl, wherein the substituents aryl, heteroaryl, arylalkyl, hetarylalkyl are substituted, where appropriate, one or more times, in the same or different manner, with halogen , ci ano, nitro, hydroxy, C1-6 alkyl, C2-6 alkenyl, C2-8 alkynyl, C3-6 cycloalkyl, C1-6 alkoxy, C1-6 halogenoalkyl, C1-6 halogenoalkoxy or C1-6-thio alkyl, or R6 represents a C1-4 carbon chain containing, if necessary, 1-2 heteroatoms of the group of N, S, O, which is joined at two adjacent ring positions Q4 to Q8 and forms an aliphatic, aromatic or heteroaromatic ring, which it is substituted, if necessary, one or several times with C1-6 alkyl or halogen, where m is equal to 2; m represents 0, 1, 2, 3; X represents C1-6 halogenoalkyl or C3-6 halogenocycloalkyl, which may be additionally substituted one to three times, the substituents being selected independently from each other of hydroxy, cyano, C1-4 alkoxy C1-4 halogenoalkoxy, C1- alkoxy 4-carbonyl, C1-4alkylcarbonyl or C1-4alkylcarbonyl; W represents O or S; AY together represent cyano, or represent substituted heteroaryl, heterocyclyl or oxoheterocyclyl, if necessary one or more times, selecting the substituents for halogen, nitro, cyano, amino, hydroxy, amino, C1-6 alkyl, C1-6 alkoxy, C1 alkoxy -6-C 1-6 alkyl, C 1-6 alkylcarbonyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, aryl, heteroaryl, C 1-6 aryl-alkyl, C 1-6 alkyl-aryloxy, hexyloxy , sulfonyl, C1-6-thio alkyl, C1-6-sulfinyl alkyl, C1-6-sulfonyl alkyl, C1-6-alkoxycarbonyl or C1-6-alkylcarbonyl substituted as the case may be once or several times, equally or different, the substituents being independently selected from each other from halogen, nitro, cyano, C1-6 alkyl, halogen C1-6 alkyl, C1-6 alkoxy halogenoalkoxy C1-6, cycloalkyl C3-6, cycloalkyl C3-6-carbonyl, alkyl C1- 6 uncle, C1-6 alkyl sulfinyl, C1-6 alkyl sulfonyl, (C1-6 alkoxy) carbonyl, C2-6 alkenyl, C2-6 alkynyl, C1-6-amino alkyl, C3-8-amino cycloalkyl, ( to the C1-6 quil) C3-6-cycloalkyl or dialkyl (C1-4) amino, or A represents a bivalent chemical group, which is selected from the -NR13C (= O) -, -NR13C (= S) -, -C (R11) (R12) NR13C (= O) -, -C (R11) (U) NR13C (= O) -, -C (R11) (R12) N (U) C (= O) -, - C (R11) (R12) NR13C (= S) -, -C (= O) NR13-, -C (= O) NR13CH2-, -C (= S) NR13-, -C (= S) NR13CH2-, -C (= O) NR13C (R11) = NO-, -C (R11) = NO-, -C (NH2) = NO-, -C (R11) = N-OCH2C (= O) NR13-, -C (R11) (R12) NR13C (= O) NR14-, -C (R11) (R12) NR13C (= O) CH2S-, -NR13 (C = O) NR14-, -C (= O) -, -C (= NO-R13) -, -C (= O) O-, -C (= O) OCH2C (= O) -, -C (= O) OCH2C (= O) NR13-, -C (= O) NR13CH2C (= O) NR14-, -C (= O) NR13CH2C (= O) -, -C (= O) NR13CH2C (= O) O-, -C (= O) NR13NR14C (= O) -, -C (= O) NR13NR14-, -N (R13) -, -C (R11) (R12) NR13-, -S (= O) p-, -S (= O) 2NR13-, -NR13S (= O) 2 -, -C (R11) (R12) NR13S (= O) 2-, -SO (= N-CN) -, -S (= N-CN) -, -C (= O) NHS (= O) 2 -, -C (= O) N (R13) -O-, -C (= O) CH (CN) - or -CH (CN) NR13-, where in the bivalent chemical groups the junction point (of the left) respectively indicated first links to the ring at one of the po Sitions Q4 to Q8 and the junction point (on the right) respectively indicated secondly with Y, where U represents a C2-4 alkyl, if necessary, which forms together with a carbon atom from positions Q4 to Q8 adjacent to the junction point of A to the ring, a 5-7 membered ring, the substituents being selected independently from each other of C1-3 alkyl, C1-3 alkoxy and halogen, and where p can take the values 0, 1 or 2, and wherein R11 and R12 independently represent one another hydrogen, cyano or C1-4 alkyl substituted if necessary once or several times, in the same or different manner or represent C3-6 cycloalkyl, selected
priorityDate 2009-10-27-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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