Abstract:
79 Naphthyl ethers, their preparation, compositions containing them and their use : Naphthyl ethers of the general formula I I where the index and the substituents have the following meanings: A is unsubstituted or substituted phenyl or unsubstituted or substituted 5- to 6-membered heteroaryl, which in addition to carbon ring members can contain one to three nitrogen atoms or one or two nitrogen atoms and an oxygen or sulfur atom or an oxygen or sulfur atom as further ring members; n is 0 or 1; X is oxygen, sulfur or nitrogen, the nitrogen atom carrying one of the following radicals: hydrogen, C1-C4-alkyl, C1-C4-alkoxy, C3-C6-cycloalkyl, unsubstituted or substituted phenyl or unsubstituted or substituted benzyl; Y is oxygen or for the case where Z is NOCH3: oxygen or nitrogen, the nitrogen atom carrying one of the following radicals: hydrogen, C1-C4-alkyl or C1-C4-alkoxy; Z is CHOCH3, NOCH3, CHCH3 or CHCH2CH3; R1 is C1-C4-alkyl; R2 is unsubstituted or substituted C1-C6-alkyl, C3-C6-cycloalkyl, C2-C6-alkenyl or C3-C6-alkynyl; unsubstituted or substituted phenyl; unsubstituted or substituted 5- or 6-membered heteroaryl, containing in addition to carbon ring members one to three nitrogen atoms or one or two nitrogen atoms and an oxygen or sulfur atom as further ring members; or for the case where the value of n is 0, additionally to the above meanings: halogen, C1-C6-alkoxy, C1-C4-alkylsulfoxyl or phenylsulfoxyl, the phenyl ring in turn being able to carry substituents. Processes for preparing the naphthyl ethers I, compositions containing them and their use for controlling animal pests or harmful fungi are described.
Abstract:
Substituted phenoxymethylphenyl derivatives I X is =CH-OCH3, =CH-CH3 or =N-OCH3; R1 is C1-C6-alkyl, C2-C6-alkenyl, C3-C6-alkynyl, C1-C6-haloalkyl, C3-C6-haloalkenyl, C1-C4-alkoxy-C1-C6--alkyl, cyano-C1-C6-alkyl, C1-C6-alkoxycarbonyl-C1-C6-alkyl, an unsubst. or subst. C3-C6-cycloalkyl or C3-C6-cycloalkyl-C1-C4-alkyl group, an unsubst. or subst. aryl-C1-C6-alkyl, aryl-C3-C6-alkenyl or aryloxy-C1-C6-alkyl group, an unsubst. or subst. heterocyclyl or heterocyclyl-C1-C4-alkyl or heteroaryl-C1-C6-alkyl group; R2 and R3 are H, halogen, CN, NO2, C1-C4-alkyl, C1-C2-haloalkyl, C1-C4-alkoxy, C1-C2-haloalkoxy,or, if R2 and R3 are adjacent, together are an unsubst. or subst. oxymethylidenoxy or oxyethylidenoxy bridge; R4 is CN, Cl, Br, C1-C6-alkoxy, C1-C6-alkylthio, C1-C4-haloalkoxy, C1-C4-alkoxy-C1-C4-alkoxy, C3-C6-cycloalkyl-C1-C2-alkoxy, C1-C6-alkylamino,di-(C1-C6-alkyl)amino, C3-C6-alkenyloxy, C3-C6-alkynyloxy, unsubst. or subst. aryloxy or arylthio; R5 is 2 NO2, CN, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, unsubst. or subst. phenyl or phenoxy, or, if n is 2, 3, or 4, an unsubst. or subst. 1,3-butadiene-1,4-diyl group fused to two adjacent C atoms of the parent substance; n is 0 - 4; Y is -O-, -NH-, -N(CH3)-; R6 is H, C1-C4-alkyl.
Abstract:
O.Z. 0050/42572 .beta.-Substituted cinnamic acid derivatives of the formula 1, 1 where R1 is substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl, and R1 can also be chlorine or bromine, -X- is -O-, -S-, or , m is 0 or 1, -Y is -OR4, -O-N=CR5R6, -NR7R8, -N(OR9)R10 or -SR11, where the abovementioned substituents R2 to R11 are substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl, and R2, R3 and R5 to R11 can also be hydrogen, Z is halogen, nitro, cyano, unsubstituted or subs tituted alkyl, unsubstituted or substituted cycloalkyl, unsubstituted or substituted aralkyl, unsubstituted or substituted aryloxyalkyl, unsubstituted or substituted arylthioalkyl, unsubstituted or substituted hetarylalkyl, unsubstituted or O.Z. 0050/42572 substituted hetaryloxyalkyl, unsubstituted or substituted hetarylthioalkyl, unsubstituted or substituted alkenyl, unsubstituted or substituted aralkenyl, unsubstituted or substituted aryloxyalkenyl, unsubstituted or substituted arylthioalkenyl, unsubstituted or substituted hetarylalkenyl, unsubstituted or substituted hetaryloxyalkenyl, unsubstituted or substituted hetarylthioalkenyl, unsubstituted or substituted alkynyl, unsubstituted or substituted arylalkynyl, unsubstituted or substituted hetarylalkynyl, unsubstituted or substituted aryl, unsubstituted or substituted hetaryl, unsubstituted or substituted arylazo, unsubstituted or substituted acylamino, -OR12, -SR13, -SORl4, -SO2R15, -COOR16, -CONR17R18, -COR19, -CR20=NR21, -N=CR22R23, -CR24=N-OR25, -CR25R26-O-N=CR27R28, -CH2-OCOR39 or -NR37R38, where R12 to R28 and R38 and R39 are hydrogen, unsubstituted or substituted alkyl, unsubstituted or substituted alkenyl, unsubstituted or substituted alkynyl, unsubstituted or substituted cycloalkyl, unsubstituted or substituted cycloalkylalkyl, unsubstituted or substituted aryl, unsubstituted or substituted hetaryl, unsubstituted or substituted aralkyl, unsubstituted or substituted hetarylalkyl, unsubstituted or substituted aryloxyalkyl, unsubstituted or substituted arylthioalkyl, unsubstituted or substituted hetaryloxyalkyl or unsubstituted or substituted hetarylthioalkyl, and R37 is hydrogen or C1-C4-alkyl, and where O.Z. 0050/42572 U, V and W are hydrogen or have one of the meanings specified for Z, or where two of the groups Z, U, V or W in adjacent positions on the phenyl ring may together form an unsubstituted or substituted five- or six-membered aromatic or aliphatic ring which is fused onto the phenyl ring and may contain one to three hetero atoms (N, S, O).
Abstract:
E-oxime ethers of phenyl-glyoxylic esters of the formula I (see formula I) where X and Y are each halogen, C1-C4-alkyl, C1-C4-alkoxy or trifluoromethyl; m is an integer from 0 to 4; n is an integer from 0 to 3; are prepared by a) converting a phenol of the formula II (see formula II) into the phenolate b) mixing this phenolate with a lactone of the formula III (see formula III) c) reacting the mixture in the melt, and d) converting the resulting 2-phenoxymethylbenzoic acid of the formula IV (see formula IV) e) into the corresponding 2-phenoxymethylbenzoyl chloride of the formula V (see formula V) and f) reacting the 2-phenoxymethylbenzoyl chloride V with a cyanide, and g) reacting the resulting 2-phenoxymethylbenzoyl cyanide of the formula VI (see formula VI) with methanol, h) if required cleaving the keto carboxylic ester dimethyl acetal byproduct of the formula VIIb (see formula VIIb) and, if required, subjecting the .alpha.-veto carboxamide byproduct of the formula VIIc (see formula VIIc) to step (g) again or i) reacting an o-phenoxymethylbenzoic ester of the formula Va (see formula Va) where R is alkyl, with dimethyl sulfoxide, mixing the resulting .beta.-keto sulfoxide of the formula VIa (see formula VIa) with a halogenating agent and reacting this mixture with methanolk) and reacting the resulting methyl 2-ph enoxymethyl-glyoxylate of the formula VIIa (see formula VIIa) or an acetal of the formula VIIb (see formula VIIb) or a mixture of compounds VIIa and VIIb with O-methylhydroxylamine and treating with an acid.
Abstract:
21 Process for preparing 4-alkanoylaryl benzyl ethers A process for preparing 4-alkanoylaryl benzyl ethers of the general formula I I where R is hydrogen, halogen, cyano; alkyl, alkoxy; X is CH2, CH-CH3, CH-CH2-CH3, CH-OCH3 or N-OCH3; Y is oxygen, sulfur, direct linkage or nitrogen; m is 0, 1, 2 or 3; R1 is hydrogen; alkyl, alkenyl, alkynyl or alkoxy; R2 is cyano, halogen, alkyl, alkoxy or haloalkyl; R3 is alkyl; haloalkyl; cycloalkyl; or an unsubstituted or substituted mono- to trinuclear aromatic system, comprises reacting an aryl benzyl ether of the general formula II II 22 where X, Y, R, R1, R2 and m have the abovementioned meanings, with a carbonyl halide or with a carboxylic anhydride or with a carboxylic sulfonic anhydride in the presence of an acid and in the presence or absence of a diluent.
Abstract:
Substituted oxime ethers, their preparation and their use for controlling pests and fungi Substituted oxime ethers of the general formula I I where R1 is alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, alkoxyalkyl, cycloalkyl, cycloalkylalkyl, cyanoalkyl, alkoxycarbonylalkyl, arylalkyl, heteroarylalkyl, arylalkenyl or aryloxyalkyl, the aromatic or heteroaromatic ring being substituted or unsubstituted, R2 and R3 are hydrogen, alkyl, haloalkyl, alkoxy, haloalkoxy, halogen, cyano or nitro, R4 is hydrogen, alkyl, cycloalkyl, haloalkyl or aryl, the aromatic ring being substituted or unsubstituted, and R5 and R6 are identical or different and each is hydrogen or alkyl, and X is CH or N, and fungicides and pesticides containing these compounds.
Abstract:
O.Z. 0005/42407 .alpha.-Phenylacrylic acid derivatives I I n = 0 to 4; y = 0 or 1; R1 = H; alkyl; alkenyl; alkynyl; substituted or unsubstituted cycloalkyl; vinyl or ethynyl when W is a direct bond; R2 = CN; alkenyl; alkynyl; substituted or unsubstituted cycloalkyl; substituted or unsubstituted alkyl; R3 = H; NO2; CN; halogen; alkyl; alkoxy; haloalkyl; haloalkoxy; alkylthio; or when n is 2, 3 or 4, two adjacent substituents R3 together form substituted or unsubstituted 1,3-butadien-1,4-diyl; R4 = H; CHO; substituted or unsubstituted alkyl; substituted or unsubstituted alkenyl; substituted or unsubstituted alkynyl; substituted or unsubstituted saturated or unsaturated cyclic radical; (phenyl)3P-; (phenyl)2PO-; (alkoxy)2PO-; substituted or unsubstituted (hetero)aromatic system; W = direct bond; oxygen; sulfur; substituted or unsubstituted nitrogen; A = -O-; -C(=O)-; -O-C(=O)-; -C(=O)-O-; -S-; -S(=O)-; -O-S(=O)-; -S(=O)-O-; -S(=O)2-; -O-S(=O)2-; -S(=O)2-O-; -NR5-; -O-NR5-; -NR5-C(=O)-; -C(=O)-NR5-; -NR5-C(=O)-NR6-; -NR5-S(=O)-; -S(=O)-NR5-; -NR5-S(=O)-NR6-; -NR5-S(=O)2-; -S(=O)2-NR5-; -NR5-S(=O)2-NR6-; -N=N-; -NR5-NR6-; -NR5-NR6-C(=O)-; -C(=O)-NR5-NR6-; -NR5-NR6-S(=O)-; -S(=O)-NR5-NR6-; -NR5-NR6-S(=O)2-; -S(=O)2-NR5-NR6-; -O-(alkylene)-O-; -C(=O)-(alkylene)-O-; -O-C(=O)-(alkylene)-O-; -C(=O)-O-(alkylene)-O-; -S-(alkylene)-O-; -S(=O)2-(alkylene)-O-; -O-S(=O)2-(alkylene)-O-; -S(=O)2-O-(alkylene)-O-; -NR5-(alkylene)-O-; -O-NR5-(alkylene)-O-; -NR5-C(=O)-(alkylene)-O-; -C(=O)-NR5-(alkylene)-O-; -NR5-C(=O)-NR6-(alkylene)-O-; -N=N-(alkylene)-O-; -NR5-NR6-(alkylene)-O-; -NR5-NR6-C(=O)-(alkylene)-O-; -C(=O)-NR5-NR6-(alkylene)-O-; O.Z. 0050/42407 substituted or unsubstituted alkylene, alkenylene or alkynylene, where these carbon chains may be interrupted by one of the following groups or bonded to R4 or to the phenyl ring by one of the following groups: O, S, NR5, CO, CO-O, O-CO, SO, SO2, SO2-O, O-SO2, NR5-CO, CO-NR5, NR5-CO-NR6, N=N, NR5-NR6, NR5-NR6-CO, CO-NR5-NR6; R5, R6 = H, alkyl or alkoxy, methods for their preparation, agents containing them for combating injurious fungi and pests, and their use.
Abstract:
O.Z. 0050/42221 Compounds of the formula I I, where R is hydrogen or alkyl, R1 is hydrogen, alkyl, haloalkyl or aryl, Z1 and Z2 are hydrogen, halogen, alkoxy, alkenyloxy, cyano, nitro, haloalkyl, haloalkenyloxy, alkenyl, haloalkoxy, alkyl or alkynyl, Y is O or NR3, where R3 is hydrogen or alkyl, R2 is H, alkyl, cycloalkyl, alkenyl, aryl, alkynyl, cycloalkenyl, arylalkyl, aryloxyalkyl, hetaryl, hetarylalkyl, hetaryloxyalkyl, acyl, arylalkenyl, hetarylalkenyl, heterocyclyl, arylcarbonyl, hetarylcarbonyl or alkoxycarbonylalkyl, Y and R2 may form a ring, and X is CH2, CH-alkyl, CH-alkoxy, CH-alkylthio, N-alkoxy or NOH, and fungicides containing these compounds.
Abstract:
O.Z. 0050/42118 E-oxime ethers of phenylglyoxylic esters of the formula I I where X and Y are each halogen, C1-C4-alkyl, C1-C4 alkoxy or trifluoromethyl; m is an integer from 0 to 4; n is an integer from 0 to 3; are prepared by a) converting a phenol of the formula II II into the phenolate b) mixing this phenolate with a lactone of the formula III III c) reacting the mixture in the melt, and d) converting the resulting 2-phenoxymethylbenzoic acid of the formula IV IV O.Z. 0050/42118 e) into the corresponding 2-phenoxymethylbenzoyl chloride of the formula V V and f) reacting the 2-phenoxymethylbenzoyl chloride V with a cyanide, and g) reacting the resulting 2-phenoxymethylbenzoyl cyanide of the formula VI VI with methanol, h) if required cleaving the keto carboxylic ester dimethyl acetal byproduct of the formula VIIb VIIb and, if required, subjecting the .alpha.-keto carboxamide byproduct of the formula VIIc O.Z. 0050/42118 VIIC to step (g) again or i) reacting an o-phenoxymethylbenzoic ester of the formula Va Va where R is alkyl, with dimethyl sulfoxide, mixing the resulting .beta.-keto sulfoxide of the formula VIa VIa with a halogenating agent and reacting this mixture with methanol k) and reacting the resulting methyl 2-phenoxymethyl- glyoxylate of the formula VIIa VIIa O.Z. 0050/42118 or an acetal of the formula VIIb VIIb or a mixture of compounds VIIa and VIIb with O-methylhydroxylamine and treating with an acid.
Abstract:
Die vorliegende Erfindung betrifft Triazolylmethyloxirane der Formel (I), worin R 1 C 3 -Alkyl oder C 5 -Alkyl bedeutet und die restlichen Variablen wie in den Ansprüchen bzw. der Beschreibung definiert sind.