Abstract:
The invention relates to a method for producing isoxazolene of the formula (I), where the substituents have the following meanings: R1 is hydrogen, C¿1?-C6 alkyl, R?2 is C¿1-C6 alkyl, R?3, R4, R5¿ are hydrogen, C¿1?-C6 alkyl or R?4 and R5¿ together form a linkage, R6 is a heterocyclic ring, and n is 0, 1 or 2. Said method comprises the production of an intermediate compound of the formula (VI) where R?1, R3, R4 and R5¿ have the meanings given above. This step is followed by halogenation, thiomethylation, oxidation and acylation to yield compounds of formula (I). The invention also relates to new intermediate products for producing compounds of formula (I) and new methods for producing the intermediate products.
Abstract:
Disclosed are herbicides containing at least one 3-aminobenzo[b]thiophene (I) with an antagonistic action (in which R1 = -COX or -COOX; X = H, halogen, optionally substituted amino, optionally substituted C¿1?-C10 alkyl, optionally sustituted C1-C8 alkenyl, optionally substituted C3-C10 cycloalkyl, optionally substituted C3-C10 cycloalkenyl, a 5/6-membered heterocyclic aromatic, optionally substituted phenyl or optionally substituted naphthyl; R?2 and R3¿ = H, CN, NO¿2?, SH, halogen, optionally substituted amino, optionally substituted C1-C10 alkyl, optionally substituted C1-C6 alkoxy, optionally substituted C2-C8 alkenyl, optionally substituted C3-C10 cycloalkyl, optionally substituted C3-C10 cycloalkenyl, optionally substituted phenyl, optionally substituted naphthyl or a 5/6-membered heterocyclic aromatic; R?4 to R7¿ = H, optionally substituted C¿1?-C10 alkyl, optionally substituted C2-C8 alkenyl, optionally substituted C3-C10 cycloalkyl, optionally substituted C3-C10 cycloalkenyl, an optionally substituted 5/6-membered heterocyclic aromatic, optionally substituted phenyl or optionally substituted naphthyl or R?4 + R5¿ and/or R6 + R7 form, together with the N-atom to which they are bound, a 5- to 7-membered ring), plus the basic salts of those compounds of formula (I) which carry at least one carboxyl, hydroxythiocarbonyl or sulphonic acid group and the acid salts of those compounds of formula (I) which contain a basic nitrogen atom, and at least one herbicidal substance selected (A) from the group comprising the cyclohexenone derivatives or (B) from the group comprising the 4-(hetero)aryloxyphenoxyacetic acid derivatives.
Abstract:
Disclosed are pyrido-anellated 4-oxo-4H-benzopyrans (I) (in which m = 0, 1 or 2; and R?1, R6 and R7¿ are as defined in the description), as well as salts of compound (I), and herbicides containing the 2-(4-heteroaryloxy)- and 2-(4-aryloxy)phenoxyacetic acid derivatives or cyclohexenone derivatives as herbicidally active substances and pyrido-anellated 4-oxo-4H-benzopyrans (I') as antidotes.
Abstract:
Herbicides contenant au moins un 3-aminobenzo[b]thiophène (I) à effet antagoniste (où R1 = -COX ou -COOX; X=H, halogène, amino éventuellement substitué, alkyle en C1-C10 éventuellement substitué, alkényle en C2-C8 éventuellement substitué, cycloalkyle en C3-C10 éventuellement substitué, hétéroaromatique à 5 ou 6 chaînons, phényle éventuellement substitué, naphtyle éventuellement substitué; R2, R3= H, CN, NO2, SH, halogène, amino éventuellement substitué, alkyle en C1-C10 éventuellement substitué, alkyle en C1-C10 éventuellement substitué, alcoxy en C1-C6, alcényle en C2-C8 éventuellement substitué, cycloalkyle en C3-C10 éventuellement substitué, cycloalcényle en C3-C10 éventuellement substitué, phényle éventuellement substitué, naphtyle éventuellement substitué, hétéroaromatique à 5 ou 6 chaînons; R4-R7 = H, alkyle en C1-C10 éventuellement subtitué, alcényle en C2-C8 éventuellement substitué, cycloalkyle en C3-C10 éventuellement substitué, cycloalcényle en C3-C10 éventuellement substitué, hétéroaromatique à 5 ou 6 chaînons, phényle éventuellement substitué, naphtyle éventuellement substitué, ou R4 + R5 et/ou R6 + R7 forment, conjointement avec l'atome de N auquel ils sont liés, un cycle de 5 à 7 chaînons), ainsi que les sels basique dudit composé (I), portant au moins un groupe carboxyle, hydroxythiocarbonyle ou acide sulfonique, et les sels acides desdits composés (I) renfermant un atome d'azote basique, et au moins une matière active herbicide constituée par A) le groupe des dérivés cyclo-hexènones, ou B) le groupe des dérivés de l'acide 4-(hétéro)aryloxyphénoxyacétique.
Abstract:
The invention relates to a novel method of producing the compounds of formula (I) wherein the substituents have the following meanings: n is 0,1 or 2; R1, R2 represent C¿1?-C6-alkyl; R?3, R4, R5¿ are hydrogen, C¿1?-C6-alkyl or R?4 and R5¿ together form a bond; R6 is C1, Br. Said method comprises the following steps: a synthesis sequence starting from 1,2-dialkylbenzenes of formula (II); halogenation to form 3,6-dihalogen-1,2-dialkylbenzenes; haloalkylation to form benzyl bromides; oxidation to form benzaldehydes; reaction with alkenes to form isoxazoles; reaction to form thioethers and optionally oxidation to form sulfenyl or sulfonyl derivatives of formula (I).
Abstract:
The invention relates to a method for producing isoxazolene of the formula (I), where the substituents have the following meanings: R1 is hydrogen, C¿1?-C6 alkyl, R?2 is C¿1-C6 alkyl, R?3, R4, R5¿ are hydrogen, C¿1?-C6 alkyl or R?4 and R5¿ together form a linkage, R6 is a heterocyclic ring, and n is 0, 1 or 2. Said method comprises the production of an intermediate compound of the formula (VI) where R?1, R3, R4 and R5¿ have the meanings given above. This step is followed by halogenation, thiomethylation, oxidation and acylation to yield compounds of formula (I). The invention also relates to new intermediate products for producing compounds of formula (I) and new methods for producing the intermediate products.
Abstract:
Disclosed are 2-amino-4-oxo-4H-benzopyrans (I) (in which m = 0, 1 or 2; and R1 to R4 are as defined in the description), as well as salts of compound (I), and herbicides containing the 2-(4-heteroaryloxy)- and 2-(4-aryloxy) phenoxyacetic acid derivatives and/or cyclohexenone derivatives as herbicidally active substances, and 2-amino-4-oxo-4H-benzopyrans (I') as antidotes.
Abstract:
Disclosed is a method for the production of isoxazols of formula (I), wherein the substituents have the following meanings: R1 hydrogen, C¿1?-C6-alkyl, R?2¿ hydrogen, C¿1?-C6-alkyl, R?3, R4, R5¿ hydrogen, C¿1?-C6-alkyl or R?4 and R5¿ form a bond together, R6 a heterocylic ring, n 0, 1 or 2; including the production of an intermediate compound of formula (VI), whereby R?1, R3, R4 and R5¿ have the above-cited meanings, and subsequent halogenation, thiomethylation, oxidation and acylation to form compounds of formula (I). The invention further relates to novel intermediate products for the production of compounds of formula (I) and novel methods for the production of intermediate products.