MXPA99007397A - 2,4-diamino-1,3,5-triazines, the manufacture and use thereof as herbicides and plant growth regulators - Google Patents

Abstract

Some 2-amino-4-(phenoxyethylamino)-1,3,5-triazines substituted in 6-position are known to possess herbicidal and plant-growth regulating properties, cf. WO 90/09378, WO 94/24086 and WO 96/25404. The invention describes structurally different compounds of formula (I) and the salts thereof, wherein R1-R7, n and X in formula (I) are defined as in Claim 1 and said substances can be used as herbicides and plant growth regulators. They can be produced according to a method cited in Claim 7.

Description

2. 4-DlAMINO-1,3,5-TRIAZLNAS, ITS PREPARATION AND ITS USE AS HERBICIDES AND REGULATORS OF THE GROWTH OF PLANTS DESCRIPTIVE MEMORY It is known that some 2-amino-4- (phenoxyethylamino) -1, 3,5-triazines substituted at position 6 have herbicidal and plant growth regulating properties; see, for example, WO 90/09378 (US-A-5290754 and US-A-5403815), WO 94/24086 (US-A-5527954) and WO 96/25404. Some of the known compounds have disadvantages when used, exhibit insufficient herbicidal activity against noxious plants, too small a spectrum of harmful plants that can be controlled by an active compound, or inadequate selectivity in useful plant cultures. An object of the present invention is to provide alternative or improved active compounds of the 2,4-diamino-1, 3,5-trizine type that can be used as herbicides or plant growth regulators. The present invention provides compounds of the formula (I), and salts thereof: (I) wherein: R 1 is (Ci-Cß) alkyl, which is unsubstituted or substituted by one or more radicals from the group consisting of halogen, hydroxyl, cyano, nitro, thiocyanate, (C 1 -C 4) alkoxy ), (C 1 -C 4) alkylthio, (C 1 -C 4) alkylsulfinyl, (C 1 -C 4) alkylsulfonyl, (C 2 -C) alkenyl, (C 2 -C) alkynyl, and phenyl, which is unsubstituted or substituted, or is phenyl which is unsubstituted or substituted, R2 and R3 in each case independently of one another are hydrogen, amino, alkylamino of (Ci-Cß), or diamino [(C -? - C6) alkyl]] , a hydrocarbon radical or hydrocarbonoxy radical having in each case 1 to 10 ^ carbon atoms, preferably having from 1 to 6 carbon atoms, or a heterocyclic radical, heterocyclyloxy radical or heterocyclylamino radical having in each case from 3 to 9 ring atoms and from 1 to 3 ring heteroatoms of the group consisting of N, O and S, each of the five radicals mentioned above being unsubstituted or substituted, or are an acyl radical, or R2 and R3, together with the nitrogen atom of the group NR2R3, are a heterocyclic radical having from 3 to 6 ring atoms and from 1 to 4 ring heteroatoms, any additional ring heteroatom in addition to the nitrogen atom being selected from the group consisting of N, O and S, and the radical being unsubstituted or substituted, R 4 is hydrogen, amino , alkylamino of (Ci-Cß), diamino [(C 1 -C 6) alkyl], a hydrocarbon radical or hydrocarbonoxy radical having in each case 1 to 10 carbon atoms, preferably having from 1 to 6 carbon atoms, or a heterocic radical lilo, heterocyclyloxy radical or heterocyclylamino radical having in each case from 3 to 9 ring atoms and from 1 to 3 ring heteroatoms of the group consisting of N, O and S, each of the five radicals mentioned above being unsubstituted or substituted, or an acyl radical, R5 and R6 in each case independently of one another are halogen, nitro, cyano, thiocyanate, or a radical of the formula -X1-A1, in which X1 is a direct bond or a bivalent group of the formula -O-, -S (O) pO-, -OS (0) p-, -CO-, -O-CO-, -CO-O-, NR ', -O-NR'-, -NR '-O-, -NR'-CO- or -CO-NR'-, p in the formulas being 0, 1 or 2 and R' being hydrogen, alkyl having from 1 to 6 carbon atoms, phenyl, benzyl, cycloalkyl having 3 to 6 carbon atoms or alkanoyl having 1 to 6 carbon atoms, and wherein A1 is hydrogen or a hydrocarbon radical or a heterocyclic radical, each of the two radicals mentioned above being unsubstituted or not replaced, 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, (CrC) alkyl and oxo, R7 independently of other radicals R7 is in each case halogen, nitro, cyano, thiocyanate or a radical of the formula -X2-A2, in which X2 is a direct bond or a bivalent group of the formula -O-, -S (O) q- -S (O) qO-, -OS (O) q-, -CO-, O-CO-, -CO-O-, -NR "-, -ONR" -, - NR "-O-, -NR" -CO- or -CONR "-, q in the formulas being 0, 1 or 2 and R 'being hydrogen, (C -? - C6) alkyl, phenyl, cycloalkyl of (C3) -C6), and A2 is hydrogen or a hydrocarbon radical or a heterocyclic radical, each of the two radicals mentioned above being unsubstituted or substituted, or two adjacent R7 radicals together are a fused ring having from 4 to 6 ring atoms , which is carbocyclic or contains ring heteroatoms of the group consisting of O, S and N, and which is unsubstituted or substituted by one or more radicals from the group consisting of halogen, (Ct-C4) alkyl and oxo , X is a group of the formula -O-, -S (O), -NR * - or -N (O) -, wherein r is 0, 1 or 2, and R * is hydrogen or alkyl having from 1 to 4 carbon atoms, and n is 0, 1, 2, 3, 4 or 5, except for the compounds of the or formula (I) or salts thereof a) in which: R 1 is 1-halogenoethyl, 1-halogen-1-methyl-ethyl or 1-halogen-1-methyl-propyl, R 2, R 3 D, D R44, and Ri are each hydrogen, R is methyl, R7 is (C1-C4) alkyl, CF3, OCH3 or fluorine, wherein in the case of n = 2, both radicals R7 are defined in the same manner, n is the number 0, 1 or 2 and X is an oxygen atom, and b) in which: R is (C 1 -C 10) alkyl, which is unsubstituted or substituted by 1 to 4 substituents of the group consisting of hydroxyl and (C 1 -C 4) alkoxy, R 2, R 3, R 4 and R 6 are each hydrogen, R 5 is methyl, R 7 independently of other radicals R 7 is in each case (C 1 -C 4) alkyl or halogen, n is the number 0 , 1, 2, 3 or 4, and X is an oxygen atom. The compounds of formula (I) can form salts by addition in an appropriate organic or inorganic acid, for example HCl, HBr, H2SO4 or HNO3, or also oxalic acid or sulfonic acids, to a basic group, for example amino or alkylamino. Suitable substituents, which can To be in deprotonated form such as, for example, sulfonic acids or carboxylic acids, can form internal salts with groups which are in turn protonatable, such as amino groups. In the same way, salts can be formed by replacing the hydrogen in suitable substituents, for example sulfonic acids or carboxylic acids, by an agriculturally useful cation. Examples of these salts are metal salts, in particular alkali metal salts or alkaline earth metal salts, in particular sodium salts and potassium salts, or also ammonium salts or salts with organic amines. In the formula (I) and in all the subsequent formulas, the alkyl, alkoxy, halogenoalkyl, haloalkoxy, alkylamino and alkylthio radicals and the corresponding unsaturated and / or substituted radicals can in each case be straight or branched chain in the skeleton of carbons. Unless specifically indicated, lower carbon skeletons are preferred for these radicals, for example those having 1 to 6 carbon atoms or, in the case of unsaturated groups, those having 2 to 6 carbon atoms . Alkyl of (C -? - C6) is the abbreviated notation for alkyl that has 1 to 6 carbon atoms. Haloalkyl of (C? -C6) and halogenoalkyl of (C-i-Cß) are both halogenoalkyl having from 1 to 6 carbon atoms in the alkyl portion; this applies correspondingly to other radicals (replaced). Alkyl radicals, also in mixed meanings such as alkoxy, haloalkyl etc., are, for example, methyl, ethyl, n- or i-propyl, n-, i-, t- or 2-butyl, pentyls, hexyl, such as n-hexyl, i-hexyl and 1,3-dimethylbutyl, ^ heptyls, such as n-hepty, 1-methylhexyl and 1,4-dimethylpentyl; the alkenyl and alkynyl radicals have the meaning of the possible unsaturated radicals corresponding to the alkyl radicals; alkenyl is, for example, ethenyl, allyl, 1-methylprop-2-en-1-yl, 2-methyl-prop-2-en-1-yl, but-2-en-1-yl, but-3-en-1-yl, 1- methyl- but-3-en-1-yl and 1-methyl-but-2-en-1-yl; alkynyl is, for example, ethynyl, propargyl, but-2-yn-1-yl, but-3-yn-1-yl, 1-methyl-but-3-yn-1-yl. Cycloalicyl is a carbocyclic saturated ring system preferably having 3 to 6 carbon atoms, for example cyclopropyl, cyclopentyl or cyclohexyl. Halogen is, for example, fluorine, chlorine, bromine or iodine. Halogenoalkenyl and halogenoaquinyl are alkyl, alkenyl and alkynyl, respectively, which are totally or partially substituted by halogen, preferably by fluorine, chlorine and / or bromine, in particular by fluorine or chlorine, for example monohaloalkyl (= monohaloalkyl), perhaloalkyl, CF3 , CHF2, CH2F, CF3CF2, CHF2CF2, CH2FCHCI, CCI3, CHCI2, CH2CH2CI; halogenoalkoxy is, for example, OCF3, OCHF2, OCH2F, CF3CF2O, CHF2CF2O, OCH2CF3 and OCH2CH2CI; this applies correspondingly to halogenoalkyl and other radicals substituted by halogen and, less preferably, also to alkyl radicals having substituents other than halogen. A hydrocarbon radical is a straight chain, branched or cyclic and saturated or unsaturated aliphatic or aromatic hydrocarbon radical, for example alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or aryl; aryl in this case is a mono-, bi- or polycyclic aromatic system, for example, phenyl, Naphthyl, tetrahydronaphthyl, indenyl, indanyl, pentalenyl, fluorenyl, and the like, preferably phenyl; a hydrocarbon radical is preferably alkyl, alkenyl or alkynyl having up to 12 carbon atoms, or cycloalkyl having 3, 4, 5 or 6 ring or phenyl atoms; this applies correspondingly to a hydrocarbon radical in a hydrocarbonoxy radical. A radical or heterocyclic ring (heterocyclyl) can be saturated, unsaturated or heteroaromatic; preferably contains one or more heteroatoms in the ring, preferably from the group consisting of N, O and S; it is preferably an aliphatic heterocyclic radical having from 3 to 7 ring atoms or a heteroaromatic radical having 5 or 6 ring atoms and containing 1, 2 or 3 ring heteroatoms. The heterocyclic radical can be, for example, a heteroaromatic radical or ring (heteroaryl), for example a mono-, bi- or polycyclic aromatic system in which at least one ring contains one or more heteroatoms, for example pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, thienyl, thiazolyl, oxazolyl, furyl, pyrrolyl, pyrazolyl and imidazolyl, or is a partially or totally hydrogenated radical such as oxiranyl, pyrrolidyl, piperidyl, piperazinyl, dioxolanyl, morpholinyl or tetrahydrofuryl. Suitable substituents for a substituted heterocyclic radical are the substituents mentioned below, and additionally also oxo. The oxo group can also occur in the ring heteroatoms, which can exist in various oxidation states, for example in the case of N and S. The substituted radicals, such as substituted hydrocarbon radicals, for example alkyl, alkenyl, alkynyl, aryl, phenyl and benzyl Substituted, or substituted heterocyclyl or heteroaryl are, for example, a substituted radical derived from the unsubstituted backbone, the substituents being, for example, one or more, preferably 1, 2 or 3 radicals of the group consisting of halogen, alkoxy, haloalkoxy , alkylthio, hydroxyl, amino, nitro, carboxyl, cyano, azido, alkoxycarbonyl, alkylcarbonium, formyl, carbamoyl, mono- and dialkylaminocarbonyl, substituted amino, such as acylamino, mono- and dialkylamino, alkylsulfinyl, haloalkylsulfinium, alkylsulfonyl, haloalkylsulfonyl and , in the case of cyclic radicals, also alkyl and haloalkyl; the term "one or more substituents of the group consisting of halogen, alkoxy, ... and halogenoalkyl" means that, in the case of a plurality of substituents, these are identical or different. In the term "substituted radicals" such as substituted alkyl, etc., the substituents include not only the aforementioned saturated hydrocarbon-containing radicals, but also the corresponding unsaturated aliphatic and aromatic radicals, such as alkenyl, alkynyl, alkenyloxy, alkynyloxy, phenyl , phenoxy, etc. replaced or not replaced. In the case of radicals having carbon atoms, preference is given to those having from 1 to 4 carbon atoms, in particular 1 or 2 carbon atoms. The generally preferred substituents are those of the group consisting of halogen, for example fluorine and chlorine, (C 1 -C 4) alkyl, preferably methyl or ethyl, haloalkyl (C 1 -C 4), preferably CF 3, (C 1 -C 4) alkoxy , preferably OCH3 or OC2H5, (C1-C4) halogenoalkoxy, nitro and cyano. Particularly preferred in this context are the methyl, methoxy substituents * and chlorine. Substituted or unsubstituted phenyl is preferably phenyl which is -. unsubstituted or mono- or polysubstituted, preferably substituted up to three times by identical or different radicals from the group consisting of halogen, (C 1 -C 4) alkyl, (C 1 -C 4) alkoxy, halo (C 1 -C 4) alkyl, halogenoalkoxy of (C1-C4) and nitro, for example o-, m- and p-tolyl, dimethylphenyls, 2-, 3- and 4-chlorophenyl, 2-, 3- and 4-trifluoro-and -trichlorophenyl, 2,4- , 3,5-, 2,5- and 2,3-dichlorophenyl and o-, m- and p-methoxyphenyl. Amino mono- or disubstituted is a chemically stable radical, wherein the amino groups are N-substituted, for example, by one or two identical or different radicals from the group consisting of (substituted) alkyl, (substituted) alkoxy, acyl and aryl (substituted), preferably monoalkylamino, dialkylamino, acylamino, arylamino, N-alkyl-N-arylamino and N-heterocycles; preferred in this context are alkyl radicals having 1 to 4 carbon atoms; aryl in this context is preferably phenyl; acyl is subjected to the definition given below, and is preferably (C 1 -C 4) alkanoyl. This applies correspondingly to substituted hydroxylamino or hydrazino. An acyl radical is the radical of an organic acid, for example the radical of a carboxylic acid and radicals of acids derived therefrom, such as thiocarboxylic acid, unsubstituted or N-substituted p-monocarboxylic acids, or the carbon monoester radical, unsubstituted or N-substituted carbamic acid, sulfonic acids, sulfinic acids, phosphonic acids and phosphinic acids. Acyl is, for example, formyl, alkylcarbonyl such as [(C -? - C4)] -carbonyl, phenylcarboxyl, alkyloxycarbonyl, phenyloxycarbonyl, s ± »encyloxycarbonyl, alkylsulfonyl, alkylsulfinyl, N-alkyl-1-iminoalkyl , and other organic acid radicals. These radicals can in each case be further substituted in the alkyl or phenyl portion, for example, in the alkyl portion by one or more radicals of the group consisting of halogen, alkoxy, phenyl and phenoxy; Examples of substituents on the phenyl portion are the aforementioned substituents in general for substituted phenyl. The invention also provides all the stereoisomers encompassed by the formula (I), and mixtures thereof. Said compounds of the formula (I) contain one or more asymmetric carbon atoms or also double bonds, which are not indicated separately in the general formula (I). The possible stereoisomers defined by their specific spatial form, such as enantiomers, diastereomers, isomers Z and E, are all encompassed by the formula (I) and can be obtained by customary methods from mixtures of the stereoisomers or also by stereoselective reactions in combination with the use of stereochemically pure starting materials. Also encompassed are the tautomers that are formed by moving one or more double bonds in the triazine ring to the amino substituents to give imine-like structures, if the amino substituent in the formula (I) contained an NH bond (R2, R3 and / or R4 = H). For particular reasons of greater herbicidal action, better selectivity and / or greater ease of preparation, particular interest is given to the novel compounds of the formula (I) mentioned above, or salts thereof, in which R1 is alkyl of ( C1-C4), which is unsubstituted or substituted by one or more radicals from the group consisting of halogen, hydroxyl, (C1-C4) alkoxy, (C1-C4) alkylthio, (C1-C4) alkylsulfonyl, and phenyl, or phenyl which is unsubstituted or substituted, R2 and R3 in each case independently of one another are hydrogen, amino or alkylamino of (C 1 -C 4), diamino [(C 1 -C 4) alkyl], a hydrocarbon radical or hydrocarbonoxy radical having in each case from 1 to 6 carbon atoms or a heterocyclyl radical, heterocyclyloxy radical or heterocyclylamino radical, each of the five radicals mentioned above being unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C1-C4) alkoxy , (C1-C4) halogenoalkoxy, (C1-C4) aicyllium, (C2-C4) alkenyl, (C2-C4) alkynyl, (C2-C4) alkenyloxy, (C2-C4) alkynyloxy, hydroxyl , amino, acylamino, mono- and diaminofalkyl of (C1-C4)], nitro, carboxyl, cyano, azido, [(C? -C4) alkoxy] -carbonium, [(C? -C4) alkyl] -carbonyl , formyl, carbamoyl, mono- and diaminocarbonylfalkyl of (dC4)], alkylsulfinyl of (C1-C4), haloalkyl-sulfinyl of (C1-C4), alkylsulfonyl of (C1-C4), halogenoalkylsulfonyl of (C1-C4) and, in the case of cyclic radicals, also of (C 1 -C 4) alkyl and (C 1 -C 4) halogenoalkyl, or an acyl radical, or R 2 and R 3 together with the nitrogen atom of the group NR 2 R 3, are a heterocyclic radical having from 3 to 6 ring atoms, and from 1 to 2 ring heteroatoms, any additional ring heteroatom in addition to the nitrogen atom being selected from the group consisting of N, O, and S, and the radical being unsubstituted or substituted by one or more radicals from the group consists of halogen, (C 1 -C 4) alkyl and oxo, R 4 is hydrogen, amino, mono- or diamino [(Ci-Cß) alkyl], a hydrocarbon radical or hydrocarbonoxy radical having in each case from 1 to 6 atoms of carbon or a heterocyclyl radical, heterocyclyloxy radical or heterocyclylamino radical, each of the five radicals mentioned above being unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C1-C4) alkoxy, halogenoalkoxy (C1) -C4 (C1-C4) alkylthio, (C2-C4) alkenyl, (C2-C4) alkynyl, (C2-C4) alkenyloxy, (C2-C4) alkynyloxy, hydroxyl, amino, acylamino, mono- and (C 1 -C 4) diaminofalkyl], nitro, carboxyl, cyano, azido, [(C 1 -C 4) alkoxy] -carbonyl, [al (C? -C4)] -carbonyl, formyl, carbamoyl, mono- and diaminocarbonyl-lower alkyl of (Cr C4)], alkylsuifinyl of (C1-C4), halogenoalkylsulfinyl of (C1-C4), alkylsulfonyl of (C1-C4) , halogenoalkylsulfonyl of (C 1 -C 4), phenyl which is unsubstituted or substituted, phenoxy which is unsubstituted or substituted and, in the case of cyclic radicals, also of (C 1 -C 4) alkyl and halogenoalkyl of C4), or an acyl radical, R5 and R6 in each case independently of one another are halogen, NO2, CN, SCN or a radical of the formula X1-A1, X1 being a direct bond or a bivalent group of the formula -O -, -S-, -CO-, -O-CO-, -CO-O-, -NR-, -NR'-CO- O -CO-NR-, R being H or (C1-C4) alkyl , and A1 being H or an acyclic hydrocarbon radical having from 1 to 6 carbon atoms, a cyclic hydrocarbon radical having from 3 to 6 carbon atoms, or a radical Heterocyclic having from 3 to 6 ring atoms and from 1 to 3 ring heteroatoms of the group consisting of N, O and S, each of the three radicals mentioned above being unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C1-C4) alkoxy, (C1-C4) halogenoalkoxy, (C1-C4) alkylthio, (C2-C4) alkenyl, (C2-C4) alkynyl, (C2-) alkenyloxy C4), (C2-C4) alkynyloxy, hydroxyl, amino, acylamino, mono- and diaminofalkyl of (C1-C4)], cycloalkylamino of (C3-C6), nitro, carboxyl, cyano, azido, heterocyclyl which is not substituted or substituted, [(C1-C4) alkoxy] -carbonyl, [(C1-C4) alkyl] -carbonyl, formyl, carbamoyl, mono- and diaminocarbonyl-lower (C1-C4) alkyloxy], phenyl which is unsubstituted or substituted, phenoxy which is unsubstituted or substituted, phenylcarbonyl which is unsubstituted or substituted, alkylsulfinyl of (C 1 -C 4), haloalkylsulfinyl of (C 1 -C 4), alkylsulfonyl of (C 1 -C 4), halo (C 1 -C 4) -alkanoylsulfonyl and, in the case of cyclic radicals, also (C 1 -C 4) alkyl and (C 1 -C 4) -haloalkyl, or R 5 and R 6 together are an alkylene chain having from 2 to 4 carbon atoms which is not substituted or substituted by one or more radicals of 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, nitro, cyano, thiocyanate or a radical of the formula -X2-A2, in which X2 is a direct bond or a bivalent group of the formula - O-, -S (O) q-, S (O) qO-, -OS (O) q-, -CO-, -O-CO-, -CO-O-, - NR "-, -O- NR "-, -NR" -O-, -NR "- CO or -CO-NR" -, q being 0, 1 or 2 and R "being ^ hydrogen, (C? -C6) alkyl, phenyl or (C3-C6) cycloalkyl, and in which A2 is hydrogen or (C? -C6) alkyl, (C2-C6) alkenyl, alkynyl ( C2-C6), cycloalkyl of (C3-C6), cycloalkenyl of (C3-Cß), phenyl or heteroaryl, each of the 7 radicals mentioned above being unsubstituted or substituted by one or more radicals of the group consisting of halogen, hydroxyl, nitro, cyano, amino, acylamino, aminocarbonyl, mono- and diamino [(C 1 -C 4) alkyl], mono- and diaminocarbonyl-phenyl (C 1 -C 4)], cycloalkyl (C 3 -C 6), cycloalkoxy (C3-C6), (Ci-Cß) alkoxy, (C 1 -C 5) alkylthio, (CI-CT) alkylsulfonyl, (C 1 -C 6) alkylcarbon, (C 1 -C 6) alkoxycarbonyl, alkylcarbonyloxy Ci-Cß), cycloalkylcarbonium (Ci-Cß), phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, heterocyclylalkyl (Ci-Cß) and, in the case of cyclic radicals, also (Ci-Cß) alkyl, each one of the 20 radicals mentioned above being unsubstituted or substituted by one or more radicals from the group consisting of halogen, hydroxyl, amino, mono- and diamino [(C 1 -C 4) alkyl], nitro, cyano, (C 1) alkoxy -C4), alkylthio (C1-C4), alkylsulfonyl of (Cr C), halogenoalkoxy of (C-1-C4) and, in the case of cyclic radicals, also of (C1-C4) alkyl and halogenoalkyl of ( C1-C4), or two adjacent R7 radicals together are a fused ring having from 4 to 6 ring atoms which is carbocyclic or contains from 1 to 3 ring heteroatoms of the group consisting of O, S and N, and which is unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkyl and oxo, X is a group of the formula -O-, -S (O) or NR * -, r being 0, 1 or 2 and R * being hydrogen or alkyl having 1 to 4 carbon atoms, and n is 0, 1, 2, 3, 4 or 5, heterocyclyl in the radicals in each case containing from 3 to 9 ring atoms, preferably 3 to 6 ring atoms, in particular 5 or 6 ring atoms, and 1 to 3 ring heteroatoms of the group consisting of N, O and S, except for the compounds defined above under subparagraphs a) and b). Of particular interest are also the novel compounds of the formula (I) and salts thereof, in which R1 is (C1-C4) alkyl, which is unsubstituted or substituted by one or more radicals of the group consisting of halogen, hydroxyl, (C 1 -C 4) alkoxy, (C 1 -C 4) alkylthio and phenyl, or phenyl which is unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkyl, haloalkyl (C 1 -C 4), alkoxy (C 1 -C 4), halogenoalkoxy (C 1 -C 4), alkylthio (C 1 -C 4) , nitro, cyano, [(CrC2)] alkyl-carbonyl, formyl, carbamoyl, mono- and diaminocarbonyl-lower alkyl (C1-C2)] and (C1-C4) alkylsulfonyl, R2 and R3 independently of each other are hydrogen, amino , formyl, aminocarbonyl, (C 1 -C 4) alkyl, cyano (C 1 -C 4) alkylamino, (C 1 -C 4) alkylamino, diamino (C 1 -C 4) alkylamino, haloalkyl (C 1 -C 4), hydroxyalkyl of (C1-C4), alkoxy of (CrC4) -alkyl of (C1-C4), halogenoaicoxy of (C -? - C4) -alkyl of (C1-C4), alkenyl of (C2-C6), haloalkenyl of (C2-C6), (C2-C6) alkynyl, (C2-C2) haloalkynyl, (C? -C) alkylamino (C1-C4), diaminofalkyl of (C? -C)] - (C1-C4) alkyl, (C3-C6) cycloalkylamino- (C1-C4) alkyl, (C3-C6) cycloalkyl, heterocyclyl (C3-C6) -alkyl * (CrC), the cyclic groups in the 3 radicals mentioned above being unsubstituted or substituted by one or more radicals of the group consisting of (C1-C4) alkyl, halogen and cyano, or (Ci-Cß) alkanoylamino, N-N-camphanoyl of (C? -C6)] - amino [(C1-C4) alkyl], (C? -C6) alkanoylamino (C1-C4) alkyl, NN [(C? -C6) alkanoyl] ] -amino [(C 1 -C 4) alkyl- (C 1 -C 4) alkyl, phenyl, phenoxy, phenycarbonyl, phenoxycarbonyl, phenylcarbonylalkyl (C 1 -C 4), (C 1 -C 4) alkoxycarbonylalkyl of (C 1 -C 4), (C 1 -C 4) alkylaminocarbonylalkyl of (C 1 -C), (C 1 -C 4) alkylcarbonyl, (C 1 -C 4) alkoxycarbonyl, (C 1 -C 4) alkylaminocarbonyl, diaminocarbonylcarboxyl of (C1-C4)], phenoxyalkyl (C1-C4), phenylalkyl (C1-C4), heterocyclyl, heterocyclylamino, heterocyclyloxy, heterocyclicthio or one of the 21 radicals mentioned above, which is substituted in the acyclic portion or in the cyclical portion by one or more radicals of the group that consist halogen, nitro, cyano, (C 1 -C 4) alkoxy, (C 1 -C 4) alkyloxy, (C 1 -C 4) halogenoalkoxy, formyl, (C 1 -C 4) alkylcarbonyl, (C 1 -C 4) alkoxycarbonyl, and , in the case of cyclic radicals, also of (C1-C4) alkyl and (C1-C4) halogenoalkyl, or R2 and R3, together with the nitrogen atom of the group NR2R3, are a heterocyclic radical having from 3 to 6 ring atoms and 1 to 2 ring heteroatoms, any additional ring heteroatom in addition to the nitrogen atom being selected from the group consisting of N, O and S, and the radical being unsubstituted or substituted by one or more radicals of the a group consisting of halogen, (C 1 -C 4) alkyl and oxo, R 4 is hydrogen, amino, formium, aminocarbonyl, (d-C 4) alkyl, cyano (C 1 -C 4) alkyl, (C 1 -C 4) alkylamino ), (C 1 -C 4) diaminofalkyl, (C 1 -C 4) shalogenoalkyl, (C 1 -C 4) hydroxyalkyl, (C 1 -C 4) alkoxy-alkyl (C1-C4), (C? -C4) haloalkoxy-(C1-C4) alkyl, (C-C6) alkenyl, (C2-C6) haloalkenyl, (C2-C6) alkynyl, haloalkynyl ( C2-C6), alkylamino of (CrC ^ -alkyl of (CrC4), diaminofalkyl of (C? -C)] -alkyl (C-1-C4), cycloalkylamino of (C3-C9) -alkyl of (C1- C4), (C3-C9) cycloalkyl, (C3-Cg) heterocyclyl (C1-C4) alkyl, the cyclic groups in the 3 radicals mentioned above being unsubstituted or substituted by one or more radicals of the group consisting of of (C 1 -C 4) alkyl, halogen and cyano, or (C 1 -C 6) alkanoylamino, NN [(C 1 -C 6) alkanoyl] amino [(C 1 -C 4) alkyl], (C 1 -C 4) alkanoylamino ? -C6) -alkyl of (C1-C4), NN [(C? -C6) alkanoyl] -aminofalkyl of (C? -C4)] - (CI-C4) alkyl, phenyl, phenoxy, phenylcarbonium, phenoxycarbonyl , (C 1 -C 4) phenylcarbonylalkyl, (C 1 -C 4) alkoxycarbonylalkyl (C 1 -C 4) alkyl, (C 1 -C) alkylaminocarbonyl (C 1 -C 4) alkyl, (C 1) alkylcarbonyl C4), alkoxycarbonyl of (dC, alkyl) (C 1 -C 4) aminocarbonyl, (C 1 -C 4) -diaminocarbonylalkyl), (C 1 -C 4) phenoxyalkyl, (Cr C) phenylalkyl, heterocyclyl, heterocyclylamino, heterocyclyloxy, heterocyclicthio or one of the 21 radicals mentioned above, which is substituted in the acyclic portion or, preferably, in the cyclic portion by one or more radicals of the group consisting of halogen, nitro, cyano, (C 1 -C 4) alkyl, (Cr C 4) alkoxy, (C 1 -) alkylthio C4), (C 1 -C 4) halogenoalkyl, (C 1 -C 4) halogenoalkoxy, formyl, (C 1 -C 4) alkylcarbonyl, (C 1 -C 4) alkoxycarbonyl and, in the case of cyclic radicals, also alkyl ( 0 ^ 04) and halogenalkyl of (C1-C4), R5 and R6 independently of one another are hydrogen, ^ halogen, hydroxyl, amino, nitro, formyl, aminocarbonyl, carboxyl, cyano, thiocyanate, (C 1 -C 4) alkyl, cyano (C 4) alkyl, (C 1 -C 4) alkoxy, (C 1 -C 4) alkylamino ), (C 1 -C 4) diaminofalkyl, (C 1 -C 4) haloalkyl, (C 1 -C 4) hydroxyalkyl, (C 1 -C 4) alkoxy (C 1 -C 4) alkyl, (C 1 -C 4) haloalicylic ), halogenalkoxy of (C? -C4) -alkyl of (C1-C4), (C 1 -C 4) alkylthio, (C 1 -C 4) haloalkyl, (C 2 -C 6) alkenyl, (C 2 -C 6) haloalkenyl, (C 2 -C 6) alkynyl, (C 2 -C 6) haloalkynyl, alkylamino of (C? -C4) -alkyl of (C-1-C4), difamino of (C? -C4)] -alkyl (C1-C4), cycloalkylamino of (C3-C6) -alkyl (C1-C4) ), (C3-C6) cycloalkyl, (C1-C4) heterocyclylalkyl having from 3 to 6 ring members, the cyclic groups in the 3 radicals mentioned above being unsubstituted or substituted by one or more radicals of the group consisting of of (C 1 -C 4) alkyl, halogen and cyano, or (Ci-Cß) alkanoylamino, NN [(C?-C6) alkanoyl] amino [(C 1 -C 4) alkyl], (C?) alkanoylamino; -C6) -alkyl of (C1-C4), N-N-camphanoyl of (C-1-C4)] - (C1-C4) alkyl, phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonylalkyl (C1-C4), (C 1 -C) alkoxycarbonylalkyl (C 1 -C 4) alkyl, (C 1 -C 4) alkylaminocarbonyl (C 1 -C 4) alkyl, (C 1 -C 4) alkylcarbonyl, (C 1 -C 4) alkoxycarbonyl, alky (C 1 -C 4) -alkylaminocarbonyl, (dC 2) -diaminocarbonyl-phenyl], (C 1 -C 4) -phenoxyalkyl, (C 1 -C) phenylalkyl, heterocyclyl, heterocyclylamino, heterocyclyloxy, heterocyclylthio, or one of the aforementioned radicals, which is substituted in the cyclic portion by one or more radicals of the group consisting of halogen, nitro, cyano, (C 1 -C 4) alkoxy, (C 1 -C 4) alkylthio, (C 1 -C 4) halogenoalkoxy, formyl, alkylcarbonyl * Je (C1-C4), alkoxycarbonyl of (C1-C4) and, in the case of cyclic radicals, also of (C1-C4) alkyl and halogenoalkyl of (dd), 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, (C 1 -C 4) alkyl and oxo, (R 7) n are n radicals R 7 which, in the case of n = 2, 3, 4 and 5, are identical or different, R7 being in each case halogen, hydroxyl, amino, nitro, formyl, aminocarbonyl, aminocarbonylalkyl d e (C 1 -C 4), carboxyl, cyano, thiocyanate or alkyl of (d-Cß), alkoxy of (Ci-Cß), alkylthio of (d-Cß), aminosulfonyl of (C 1 -C 4), cycloalkyl of (d-) Cß), alkenyl of (C2-C6), alkynyl of (C2-C6), cycloalkyl of (C3-C6) -alkyl of (d-C4), cycloalkyl of (C3-Cß) -alkenyl of (C1-C4) , (C3-C6) cycloalkyl (C1-C4) alkynyl, (C1-C4) alkylcarbonyl, (C3-C6) cycloalkoxy, (C3-C6) cycloalkylcarbonyl, (Ci-Cß) alkoxycarbonyl, alkylcarbonyloxy of (d-Cß), (C?-C6) alkylcarbonyl (d-Cβ) alkyl, (Ci-CβJ-alkyl (Ci-Cß) alkyl, (d-Cβ) alkylcarbonyloxy-alkyl ( C? -C6), (C? -Ce) cycloalkoxy (C1-C4) alkyl, (C3-C6) cycloalkylcarbonyl (C1-C4) alkyl, (d-Cß) monoalkylamino, diaminofalkyl of (C1-C4)], (C-Cß) alkanoylamino, NN [(C?-C6)] alkanoyl-amino [(C 1 -C 4) alkyl], (d-C 6) alkanoylamino ( C-1-C4) or NN [(d-Cß)] alkanoyl-aminofalkyl of (C? -C4)] - (C1-C4) alkyl, each of the 26 radicals mentioned above being substituted in the acyclic portion or in the cyclic portion by one or more radicals of the group consisting of halogen, nitro, amino, amino (C 1 -C 4) amino, mono- and diamino [((CtC) alkyo]] -alkyl (C1-C4), hydroxyl, cyano, (C1-C4) alkoxy, (C1-C4) alkylthio, (C1-C4) halogenoalkoxy, (d-C4) alkylcarbonyl, (C1-) alkoxycarbonyl C4) and, in the case of cyclic radicals, also of (C1-C4) alkyl and (C1-C4) halogenoalkyl, or phenyl, phenoxy, phenylthio, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenylsulfonyl, phenoxyalkyl of (C? C6), phenylcarbonylalkyl (Ci-Ce), phenyloxycarbonylalkyl (d-C6), phenylcarbonyloxyalkyl (C1-C4), phenylalkyl (C? -C6), phenylalkynylene (d-Cß), phenylalkynyl (C? C6), heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclylsulfonyl, heterocyclylamino, heterocyclylalkyl (CrC6), or one of the 20 radicals mentioned above, which is substituted by one or more radicals of the group consisting of halogen, hydroxyl, nitro, cyano, (d-C6) alkyl, (d-Cß) alkoxy, (d-Cß) alkylthio, (C 1 -C 4) alkylsulfonyl, (C 1 -C 6) halogenoalkyl, and halogenoalkoxy (d-C6), or two adjacent R7 radicals together are a fused ring having from 4 to 6 ring atoms, which is carbocyclic or contains ring heteroatoms of the group consisting of O, S and N, and which is unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C1-C4) alkyl and oxo, X is a group of the formula -O-, -S- or -NR * -, R * being hydrogen or alkyl having 1 to 4 carbon atoms, and n is 0, 1, 2, 3, 4 or 5, heterocyclyl in the radicals in each case containing from 3 to 6 ring atoms and from 1 to 3 ring heteroatoms of the group consisting of N, O and S, except for the compounds defined above under subparagraphs a) and b). Preference is given to the novel compounds of the formula (I) and salts thereof, in which R 1 is (C 1 -C 4) alkyl, (C 1 -C 4) haloalkyl, (C 1 -C 4) hydroxyalkyl, (C? -d) -alkyl (C1-C4) or benzyl, R2 and R3 independently of one another are hydrogen, amino, formyl, (C1-C4) alkyl, (C1-C4) alkoxy-alkyl ( d-C4), alkenyl of (C2-C6), alkynyl of (C2-C6), alkylamino of (C? -C4) -alkyl of (C1-C4), diaminofalkyl of (C? -C4)] - alkyl of (d-C4) or phenyl, phenylalkyl (C1-C4) or phenoxycarbonium, or one of the three radicals mentioned above, which is substituted up to 3 times in the phenyl portion by radicals of the group consisting of halogen, alkyl ( C1-C4), (C 1 -C 4) alkoxy and (C 1 -C 4) alkoxycarbonyl, or R 2 and R 3, together with the nitrogen atom of the group NR 2 R 3, are a heterocyclic radical having from 3 to 6 ring atoms and 1 to 2 ring heteroatoms, any additional ring heteroatom in addition to the ano nitrogen being selected from the group consisting of N and O, and the radical being unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkyl and oxo, R 4 is hydrogen, amino, formyl, (C 1 -C 4) alkyl, (d-C 4) diaminofalkyl], (C 1 -C 4) alkoxy (C 1 -C 4) alkoxy, (C 2 -C 2) alkenyl, (C 2 -C 6) alkynyl, dialkylamino of (dC) -alkyl of (C 1 -C 4), phenyl, phenoxyalkyl of (C 1 -C 4), phenylalkyl of (C 1 -C 4), phenoxycarbonyl, phenylaminocarbonyl or one of the five radicals mentioned above, which is mono- trisubstituted in the radical phenyl portion of the group consisting of halogen, (C 1 -C 4) alkyl, (C 1 -C 4) alkoxy and alkoxycarbonium (C 1 -C 4), R 5 and R 6 independently of one another are hydrogen, (C 1 -C 4) alkyl, (C 3 -C 6) cycloalkyl, (C 1 -d) alkoxy-(C 1 -C 4) alkyl, alkenyl of (C2-C6), alkynyl of (C -C6), diaminofalkyl of (C? -C4)] - (C1-C4) alkyl, phenyl, phenoxyalkyl of (C1-C4), phenylalkyl of (C1-C4) , or one of the three radicals mentioned above which is mono- to trisubstituted in the radical phenyl portion of the group consisting of halogen, (C1-d) alkyl, (C1-C4) alkoxy and (dC) alkoxycarbonyl , or R5 and R6 together are an alkyl 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, thiocyanate, (d-C6) alkyl, alkoxy (C1-C4), halogenoalkyl (C1-C4), halogenoalkoxy (C1-C4), hydroxyalkyl (C1-C4), hydroxyalkoxy (C1-C4), alkoxy (C? -C) -alkyl ( d-C4), alkoxy (C? -C4) -alkoxy (C1-C4), halogenoalkoxy (C? -d) -alkyl (C1-C4), halogenoalkoxy (Ci-dJ-(C1-C4) alkoxy, cycloalkyl ( OrCß), (C3-C6) halogenocycloalkyl, (C2-C6) alkenyl, (C2-C6) haloalkenyl, (C2-C6) alkynyl, (C2-C6) haloalkynyl, (C1-C4) alkylcarbonyl , (C 1 -C 4) -halogenoalkylcarbonyl, (C 3 -C 4) cycloalkyloxy, (d-Cß) -hinogenocycloalkyloxy), (d-Cß) cycloalkylcarbonyl, (C 3 -C 6) halogenocycloalkylcarbonyl, (C 1 -C 4) alkoxycarbonyl ), (C 1 -C 4) halogenoalkoxycarbonyl, (dd) alkylcarbonyloxy, (C 1 -C 4) haloalkylcarbonyloxy, (d-dj-alkyl (d-C 4) alkyl, (d-C 4) alkoxycarbonyl ( C1-C4), alkylcarbonyloxy of (dd) -alkyl of (C1-C4), alkylthio of (C1-C4), halogenoalkylthio of (dd), alkylamino of (C1-C4), diaminofalkyl of (C1-C4)], (C-C6) alkanoylamino, NN [(C [beta] -C6) alkanoyl] amino ((C1-C4) alkyl], (d-C6) alkanoylamino (d-C4) alkyl, N-N-camphanoyl of (d-C6)] - amino [(C 1 -C 4) alkyl] (C 1 -C 4) alkyl or phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxyalkyl (dd), phenylcarbonylalkyl (dd), phenylalkyl (C 1 -C 4), phenylalkenyl of (C2-Cß), phenylalkynyl of (C2-C6), heterocyclyl, heterocyclyloxy, heterocyclicthio, heterocyclylamino, heterocyclylalkyl of (C1-C4), or one of the 15 radicals mentioned above, which is substituted in the cyclic portion by one or more radicals from the group consisting of halogen, hydroxyl, nitro, alkyl of (d- d), alkoxy of (C1-C4), alkylthio of (C1-C4), halogenoalkyl of (C1-C4) and halogenoalkoxy of ( C1-C4), or two adjacent R7 radicals together are a fused ring having from 4 to 6 ring atoms, which is carbocyclic or contains ring heteroatoms of the group consisting of O, S and N, and which is not substituted or substituted by one or more radicals of the group consisting of halogen, (C1-C4) alkyl and oxo, X is a group the formula -O- or -NR * -, R * being hydrogen or methyl, and ^ n is 0, 1, 2, 3, 4 or 5, heterocyclyl in the radicals in each A, »case containing from 3 to 6 ring atoms and from 1 to 3 ring heteroatoms of the group consisting of N, O and S, preferably N and O, except for the compounds defined above under subparagraphs a) and b). Preference is furthermore given to the novel compounds of the formula (I) and salts thereof as claimed in any of claims 1 to 4, wherein R 1 is (dd) alkyl, (dd) haloalkyl, hydroxyalkyl ( C1-C4) or (dC) alkoxy-(C1-C4) alkyl, R2 and R3 independently of one another are hydrogen, amino, formyl or (C1-C4) alkyl, or R2 and R3, together with the atom of nitrogen of the group NR2R3, are a heterocyclic radical having 4 to 6 ring atoms which, in addition to the nitrogen atom, may contain an additional ring heteroatom of the group consisting of N and O as the ring heteroatom, R4 is hydrogen or alkyl of (dd), R5 is hydrogen, (C1-C4) alkyl, (C2-C4) alkenyl, (C2-C4) alkynyl, (C3-C6) cycloalkyl or (C3-C6) alkoxy; C? -C) -alkyl of (d-C4) or phenyl, preferably methyl, ethyl, n-propyl, isopropyl or cyclopropyl, and R6 is hydrogen, (C1-C4) alkyl, (C2-C4) alkenyl, aikinyl of (C2-d), cycloalkyl of (C3-C6) or alkoxy of (C? -d) -alkyl of (C1-C4) or phenyl, preferably hydrogen, or R5 and R6 together are an alkylene chain having from 2 to 4 ^ carbon atoms, R7 independently of one another is halogen, hydroxyl, amino, nitro, formyl, carboxyl, cyano, (d-Cß) alkyl, (C 1 -C 4) alkoxy, halogenalkyl of (dd), (C 1 -C 4) halogenoalkoxy, (C 1 -C 4) hydroxyalkyl, (C 1 -C 4) hydroxyalkoxy, (C 1 -di- (C 1 -C 4) -alkyl, (C 1 -d) -alkyl haloalkoxy; (C1-C4), (d-C4) haloalkyloxy (d-C4) alkoxy, (dd) alkoxy (C1-C4) alkoxy, (C) O-cycloalkyl, (C3-C6) halogenocycloalkyl ), to (C2-C6) alkenyl, (C2-C6) haloalkenyl, (C2-C6) alkynyl, (C2-C6) haloalkynyl, (C1-C4) alkylarylcarbon, (C1-C4) haloalkylcarbonyl, alkoxycarbonyl (C1-C4), halogenoalkoxycarbonyl of (d-C4), alkylcarbonyloxy of (C1-C4), haloalkylcarbonyloxy of (C1-C4), alkylcarbonyl of (Crd) -alkyl of (dd), alkylthio of (d-C4), Halogenoalkylthio (dd), (C 1 -C 4) alkylamino, (C 1 -C 4) diaminofalkyl], phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxyalkyl (C 1 -C 4), phenylcarbonylalkyl (C1-C4), phenylalkyl (C1-C4), phenylalkenyl (C2-d), phenylalkynyl (C2-C4), heterocyclyl, heterocyclyloxy, heterocyclylthio, heterocyclylamino, or one of the 14 radicals mentioned above, which is substituted from the cyclic portion by one or more radicals from the group consisting of halogen, (C1-C4) alkyl, (C1-C4) alkoxy, (C1-C4) haloalkyl, and (C1-C4) halogenoalkoxy, heterocyclyl » in the radicals having from 3 to 6 ring atoms and from 1 to 3 ring heteroatoms of the group consisting of N and O, or two adjacent R7 radicals together are a fused ring having from 4 to 6 ring atoms, the which is carbocylic or contains ring heteroatoms of the group consisting of AO, * and N, and which is unsubstituted or substituted by one or more (C 1 -C 4) alkyl radicals, X is a group of the formula -O- or -NH- and n is 0, 1, 2, 3 , 4 or 5, except for the compounds mentioned above under subparagraphs a) and b). Preference is also given in particular to the novel compounds of the formula (I) and salts thereof, in which a1): R1 is halogenalkyl of (d-Cß), preferably halogenalkyl of (C1-C4), R2, R3, R4 and R6 are each hydrogen, R5 is methyl, n is the number 3, 4 or 5, X is a 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, (C? -C6) alkyl, alkoxy of (dd), halogenalkyl of (C1-C4), halogenoalkyl of (C1-C4), halogenoalkoxy of (dd), hydroxyalkyl of (C1-C4), hydroxyalkoxy of (C1-C4), (C? -d) alkoxy-(C1-C4) alkyl; halogenoalkoxy of (d-dj-alkyl) (C1-C4), haloalkyloxy of (dd) -alkoxy of (C1-C4), alkoxy of (C? -d) -alkoxy of (C1-C4), cycloalkyl of (C3-C6), halogenocycloalkyl of (C3- C6), alkenyl of (C2-C4), halogenoalkenyl of (C2-d), alkynyl of (C-C4), halogenoaikinyl of ^ (C2-C), (C1-C4) alkylcarbonyl, (C1-C4) alkoxycarbonyl, alkylcarbonyloxy (Ci-d), (C 1 -C 4) alkylcarbon-(C 1 -C 4) alkyl, (C 1 -C 4) alkylthio, (C 1 -C 4) alkylamino, (C 1 -C 4) diaminofalkyl, or phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxyalkyl of (C 1 -C 4), phenylcarbonylalkium of (C 1 -C 4), phenylalkyl of (C 1 -C 4), or one of the 8 radicals mentioned above, which is substituted in the phenyl portion by one or more radicals of the group consisting of halogen, alkyl of (dC), alkoxy of (C 1 -C 4), halogenoalkyl of (C 1 -C 4) and halogenoalkoxy of (C 1 -C 4), or two adjacent R 7 radicals together are one cycle fused having 4 to 6 ring atoms, which is carbocyclic or contains one or two ring heteroatoms of the group consisting of O and N, and which is unsubstituted or substituted by one or more (C1-6) alkyl radicals C4), or a2): R1 is haloalkyl of (d-Cß), preferably haloalkyl of (d-C4), R 2, R 3, R 4 and R 6 are each hydrogen, R 5 is methyl, n is the number 1 or 2, X is an oxygen atom, (R7) n are n radicals Rr which, in the case of n = 2, are defined in the same manner, R7 in each case being chlorine, bromine, iodine, hydroxyl, amino, nitro, formyl, carboxyl, cyano, alkoxy, (C2-d), methyl which is substituted by one or more radicals from the group consisting of chlorine, bromine and iodine, ^ halogenalkyl of (C2-C4), halogenoalkoxy of (C1-C4), hydroxyalkyl of (C1-C4), A, hydroxyalkoxy of (dC), alkoxy of (dC) -alkyl of (C1-C4), halogenoalkoxy of (C? -d) -alkyl of (C1-C4), halogenoalkyloxy of (C? -C) -alkoxy of (C1-C4), (C? -d) alkoxy-(C1-C4) alkoxy, (C3-C6) cycloalkyl, (C3-C6) halogenocycloalkyl, (C2-C4) alkenyl, haloalkenyl of (C2-d), (C2-C4) alkynyl, (C2-C4) haloalkynyl, (dd) alkylcarbonyl, (d-C4) alkoxycarbonyl, (C1-C4) alkylcarbonyloxy, (C? -d) -alkyl of (C1-C4), alkylthio of (dd), halogenoalkylthio of (C1-C4), alkylamino of (C1-C4), diaminofalkyl of (C1-C4)] or feniio, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxyalkyl (C1-C4), phenylcarbonylalkyl (d-C4), phenylalkyl (C1-C4), or one of the 8 radicals mentioned above, which is substituted in the phenyl portion by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkyl, (d-C 4) alkoxy, haloalkyl (dd) and (C 1 -C 4) halogenoalkoxy, or two adjacent R 7 radicals together are a fused ring having 4 to 6 ring atoms, which is carbocyclic or contains 1 or 2 ring heteroatoms of the group consisting of O and N, and which is not substituted or substituted by one or more alkyl radicals of (dd) ), or a3): R1 is haloalkyl of (d-C6), preferably haloalkyl of (d-C4), R2, R3, R4 and R6 are each hydrogen, R5 is methyl, n is the number 2, X is an oxygen atom, and A. »(R7) n are the two radicals R7, the two radicals R7 being structurally different and otherwise as defined formerly under subparagraph a1), or also two adjacent R7 radicals together are a fused ring having 4 to 6 ring atoms, which is carbocyclic or contains 1 or 2 ring heteroatoms of the group consisting of O and N, and which is not substituted or substituted by 1 or more (C1-C4) alkyl radicals, or b1): R1 is (d-C6) alkyl, preferably (dd) alkyl, which is unsubstituted or substituted by to 4 substituents of the group consisting of (C 1 -C 4) alkoxy and hydroxyl, R 2, R 3, R 4 and R 6 are each hydrogen, R 5 is methyl, n is the number 1, 2, 3 or 4, X is an atom of oxygen, 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 hydroxyl, amino, nitro, formyl, carboxyl, cyano, alkoxy of (d-C4), halogenoalkyl of (dd), halogenoalkoxy of (C1-C4), hydroxyalkyl of (C? -C4), hydroxyalkoxy of (C1-C4), alkoxy of (C1-C4) -alkyl of (C1-C4), halogenoalkoxy of (d-C4) -alkyl of ( dd), (C 1 -d) haloalkyloxy (C 1 -C 4) alkoxy, (C 1 -C 4) alkoxy-(C 1 -C 4) alkoxy, (C 3 -C 6) cycloalkyl, (C 3) halocycloalkyl -C6), (C2-C4) alkenyl, (C2-C) haloalkenyl, (C2-C4) alkynyl, (C2-d) haloalkynyl, (C1-C4) talylcarbonyl, (C1-C4) alkoxycarbonyl ), alkylcarbonyloxy of (dC), A. »(C 1 -C 4) alkylcarbonyl (C 1 -C 4) alkyl, (C 4 -C 4) alkylthio, (C 1 -C 4) haloalkyl, (C 1 -C 4) alkylamino, (C 1 -C 4) diaminofalkyl )], or phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxyaicyl of (dd), phenylcarbonylalkyl of (C? -C4), phenylalkyl of (C1-C4), or one of the 8 radicals mentioned above, which is substituted in the phenyl portion by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkyl, (C 1 -C 4) alkoxy, halogenoalkyl (dd) and halogenoalkoxy (C 1 -C 4), or two adjacent R7 radicals together are a fused ring having from 4 to 6 ring atoms, which is carbocyclic or contains 1 or 2 ring heteroatoms of the group consisting of O and N, and which is unsubstituted or substituted by one or more alkyl radicals of (C 1 -C 4).

The present invention also provides processes for preparing the novel compounds of the formula (I) or salts thereof, which comprise: a) reacting a compound of the formula (II), R1-Fu (II) in which Fu is a functional group of the group consisting of carboxylate, carboxylic acid ortho ester, carbonyl chloride, carboxamide, carboxylic anhydride and trichloromethyl with a biguanidide of the formula (III) or an acid addition salt thereof: b) reacting a compound of the formula (IV): wherein Z1 is an exchangeable radical or a leaving group, with a suitable amine of the formula (V) or an acid addition salt thereof: wherein, in formulas (II), (III), (IV) and (V), the radicals R1 to R7 and X and also n, are as defined for formula (I). The reaction of the compounds of the formulas (II) and (III) is preferably carried out with base catalysis in an inert organic solvent, for example tetrahydrofuran (THF), dioxane, acetonitrile, dimethylformamide (DMF), methanol and ethanol, at temperatures between -10 ° C and the boiling point of solvent, preferably from 20 ° C to 60 ° C; if acid addition salts of the formula (III) are used, they are generally released in situ with the aid of a base. Bases or suitable basic catalysts are alkali metal hydroxides, alkali metal hydrides, alkali metal carbonates, alkali metal alcoholates, alkali metal hydroxides, alkali metal hydrides, alkali metal carbonates, or organic bases such as triethylamine or 1, 8-diazabicyclo [5. 4. 0] undec-7-ene (DBU). In this context, the respective base is used, for example, on the scale of 0.1 to 3 mol equivalents with respect to the compound of the formula (III). The compound of the formula (II) can be used, for example, with respect to the compound of the formula (III), in an equimolar amount or with an excess of up to 2 mol equivalents. In principle, appropriate methods are known in the literature (compare: Comprehensive Heterocyclic Chemistry, AR Katritzky, CW Rees, Pergamon Press, Oxford, New York, 1984, Vol. 3, Part 2B, ISBN 0-08-030703-5, p 290). The reaction of the compounds of the formulas (IV) and (V) is preferably carried out with base catalysis in an inert organic solvent, for example tetrahydrofuran (THF), dioxane, acetonitrile, dimethylformamide (DMF), methanol and ethanol, at temperatures between -10 ° C and the boiling point of the respective solvent or mixture of solvents, preferably from 20 ° C to 60 ° C; if the compound (V) is used as acid addition salt, it is released if appropriate in situ with the aid of a base. Bases or suitable basic catalysts are alkali metal hydroxides, alkali metal hydrides, metal carbonates ^ alkaline, alkali metal alcoholates, alkaline earth metal hydroxides, A,% alkaline earth metal hydrides, alkaline earth metal carbonates, or organic bases such as triethylamine or 1,8-diazabicyclo [5. 4. 0] undec-7-ene (DBU). In this context, the respective base is generally used on the scale of 1 to 3 mol equivalents with respect to the compound of the formula (IV), while the compound of this formula can be used, for example, with respect to the compound of the formula ( V), in equimolar quantities or with an excess of up to 2 equivalent moles. In principle, appropriate methods are known in the literature (compare: Comprehensive Heterocyclic Chemistry, AR Katritzky, CW Rees, Pergamon Press, Oxford, New York, 1984, Vol. 3, Part 2B, ISBN 0-08-030703-5, p 482). The precursors of formulas (II), (III), (IV) and (V) are commercially available, or can be prepared by or in accordance with methods known from the literature. Following are examples of suitable preparations. The compounds (II), (III) and (V) can be prepared, for example, by or in accordance with the procedures described in EP-A-0492615, EP-A-0509544 and EP-A-0506059 and the literature cited in the present. The compound of the formula (IV), or a direct precursor thereof, can be prepared, for example, in the following manner: 1. By reaction of a compound of the formula (II) with an amidinothiourea derivative of the formula SAW), NH NH I I R2R3N- C- NH -c- s- z2 (VI) wherein Z2 is (dd) alkyl or (C1-C4) phenylalkyl, and R2 and R3 are as defined for formula (I), giving compounds of formula (IV), wherein Z1 is -SZ2 . 2. By reaction of an amidine of the formula (VII) or an acid addition salt thereof, wherein R1 is as defined for formula (I), with an N-cyano * dithioiminocarbonate of formula (VIII), wherein Z 3 is (C 1 -C 4) alkyl or phenyl (C 1 -C 4) alkyl, giving compounds of the formula (IV), wherein Z 1 is -S-Z 3. 3.- By a reaction of an alkali metal dicyanamide with carboxylic acid derivative of the aforementioned formula II, giving the compounds of the formula (IV) in which Z1 is NH2. ^ 4.- By reacting trichloroacetonitrile with a nitrile of the A.V formula (IX); R1-CN (IX) wherein R1 is as defined in formula (I), giving first the compounds of formula (X), wherein Z1 and Z4 are each CCI3, which by subsequent reaction with compounds of the formula HNR2R3 (R2 and R3 as in the formula (I)) leads to the compounds of the formula (IV), wherein Z1 is CCI3.

The reaction of the carboxylic acid derivatives of the formula (II) with the amidinothiourea derivatives of the formula (VI) is preferably carried out with base catalysts in an organic solvent, for example acetone, THF, dioxane, acetonitrile, DMF. , methanol and ethanol, at temperatures of -10 ° C to the boiling point of the solvent, preferably from 0 ° C to 20 ° C. However, the reaction can also be carried out in water or in aqueous solvent mixtures with one or more of the aforementioned organic solvents. If the compound (VI) is used as the acid addition salt, it can be released in situ with a base if desired. Suitable bases or basic catalysts are alkali metal hydroxides, alkali metal hydrides, alkali metal carbonates, ^ alkali metal alcoholates, alkaline earth metal hydroxides, hydroxides of A, »alkaline earth metal, alkaline earth metal carbonates or organic bases such as triethylamine or 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU). In this context, the respective base is used on a scale of 1 to 3 mol equivalents relative to the compound of the formula (VI). The compounds of the formula (II) and (VI) can, for example, be used in equimolar amounts or with an excess of up to 2 mol equivalents of the compound of the formula (II). In principle, suitable methods are known from the literature (cf.: H. Eilingsfeld, H. Scheuermann, Chem. Ber.; 1967, 100, 1874). The reaction of the amidines of the formula (VII) with the N-cyano dithioiminocarbonates of the formula (VIII) is preferably carried out with base catalysis in an inert organic solvent, for example acetonitrile, DMF, dimethylacetamide (DMA), N-methylpyrrolidone (NMP), metal and ethanol, at temperatures from -10 ° C to the boiling point of the solvent, preferably from 20 ° C to 80 ° C. If (VII) is used as the acid addition salt, it can be released in situ with a base if desired. Suitable bases or basic catalysts are alkali metal hydroxide, alkali metal hydride, alkali metal carbonates, alkali metal alcoholate, alkaline earth metal hydroxides, alkaline earth metal hydrides, alkaline earth metal carbonates or organic bases such as triethylamine or 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU). In this context, the respective base is used, for example, on a scale of 1 to 3 mol equivalents relative to the compound of the formula (VIII); The compounds of the formula (VII) and (VIII) can be used in general in ^ equimolar amounts or with an excess of 2 mol equivalents of the compound of the formula (II). In principle, suitable methods are known from the literature (cf.: T: A. Riley, W. J. Henney, N. K. Daliey, B. E. Wilson, R. K. Robins; J. Heterocyclic Chem .; 23 (6), 1706-1714). The intermediates of the formula (X) wherein Z 1 is chlorine can be prepared by the reaction of the alkali metal dicyanamide with a carboxylic acid derivative of the formula (II), in which case Fu is preferably the chloride functional group of carbonyl or carboxamide. The reaction components, for example, are reacted with acid catalysis in an inert organic solvent such as toluene, chlorobenzene or chlorinated hydrocarbons at temperatures between -10 ° C and the boiling point of solvent, preferably from 20 ° C to 80 ° C, it being possible to chlorinate the resulting intermediates in situ using a suitable chlorination reagent, for example phosphorus oxychloride.

Examples of suitable acids are hydrohalic acids such as HCl or Lewis acids, for example AICI3 or BF3 (see E.U.A.-A-5095113, DuPont). The intermediates of the formula (X) wherein Z 1, Z 4 = trihalomethyl can be repaired by reacting the corresponding trialoacetonitriles with a carbonitrile of the formula (IX). The reaction components, for example, are reacted with acid catalysis in an inert organic solvent such as toluene, chlorobenzene or chlorinated hydrocarbons at temperatures between -40 ° C and the boiling point of solvent, preferably from -10 ° C to 30 ° C. Examples of suitable acids are hydrohalic acids such as HCl or Lewis acids such as AICI3 or BF3 (cf. EP-A-130939, Ciba Geigy). *, The intermediates of the formula (IV), in which Z1 = alkylmercapto of (C1-C4) or phenylalkylmercapto of (C1-C4) unsubstituted, can be converted into an inert organic solvent, for example toluene, chlorobenzene, chlorinated hydrocarbons or others at temperatures between -40 ° C and the boiling point of the solvent, preferably from 20 ° C to 80 ° C, using a suitable chlorination reagent, for example elemental chlorine or phosphorus oxychloride, for more reactive chlorotriazines of the formula (IV), in which Z1 is Cl (cf. JK Chakrabarti, DE Tupper, Tretrahedron 1975, 31 (31 (16), 1879-1882) The intermediaries of formula (IV), in which Z1 = alkylmercapto of (C 1 -C 4) or phenyl-alkylmercapto of unsubstituted or substituted (C 1 -C 4) alkyl or alkylphenylthio of (C 1 -C 4) can be oxidized in a suitable solvent, for example chlorinated hydrocarbons, acetic acid, water, acetone alcohols or mixtures of the same at temperatures between 0 ° C and the boiling point of the solvent, preferably from 20 ° C to 80 ° C, using a suitable oxidation reagent such as m-chloroperbenzoic acid, hydrogen peroxide, potassium peroxomonosulfate (cf. .: T.A. Riley, W.J. Henney, N.K. Dalley, B.E. Wilson, R.K. Robins; J. Heterocyclic Chem .; 1996, 23 (6), 1706-1714). For the preparation of the acid addition salts of the compounds of the formula (I), suitable acids are the following: hydrohalic acids such as hydrochloric acid or hydrobic acid, and also phosphoric acid, nitric acid, sulfuric acid, acids mono- or bifunctional carboxylic acids and hydroxycarboxylic acids such as acetic acid, maleic acid, succinic acid, fumaric acid, tartaric acid, citric acid, acid ^ s. »Alicyclic, sorbic acid or lactic acid, and also sulfonic acids such as p-toluenesulfonic acid or 1,5-naphthalenedisulfonic acid. The acid addition compounds of the formula (I) can be obtained in a simple form by customary methods of formation salts, by dissolving a compound of the formula (I) in a suitable organic solvent such as, for example, methanol, acetone, methylene chloride or benzine and adding the acid at temperatures from 0 to 100 ° C, and can be isolated in a known way, for example, by filtration, and it is desired to be purified by washing with an inert organic solvent. The base addition salts of the compounds of the formula (I) are preferably prepared in inert polar solvents such as, for example, water, methanol, or acetone at a temperature of 0 to 100 ° C. Examples of suitable bases for the preparation of the salts according to the invention are alkali metal carbonates, such as potassium carbonate, alkali metal hydroxide and alkaline earth metal hydroxide, for example NaOH or KOH, alkali metal hydrides and hydride hydrides. alkaline earth metal, for example NaH, alkali metal alcoholates and alkaline earth metal alcoholates, for example sodium methoxide and potassium tert-butoxide, or ammonia or ethanolamine. By the "inert solvents" mentioned in the above process variants, reference is made to the solvents which are inert in each case under the respective reaction conditions but which do not need to be inert under any reaction condition. The novel compounds of the formula (I) and the salts of the ^ Amt »isms, referred to below as (novel) compounds of the formula (I), have a surprising herbicidal activity against a broad spectrum of important monocotyledonous and dicotyledonous weeds. The active compounds also act effectively against difficult-to-control perennial weeds that produce buds of rhizomes or other perennial organs.

In this context it does not matter if the substance is applied before sowing, preemerging or postemerge. Individually, the examples can be mentioned of some representative of the monocotyledonous and dicotyledonous weed flora that can be controlled by the compounds according to the invention, without said mention intending to restrict the invention to specific species. Examples of species of monocotyledonous weeds against which the active compounds act effectively are the species of Avena, Loiium, Alopecurus, Phalaris, Echicochloa, Digitaria, Setaria and Cyperus of the annual group and, among the perennial species, Agropyron, Cynodon , Mperata and Sorghum and also the perennial Cyperus species. In the case of dicotyledonous weed species, the spectrum of action extends to species such as, for example, Galium, Viola, Veronica, Lamium, Stellaria, Amaranthus, Sun apis, Ipomoea, Matricaria, Abutilon and Aids among the annuals and Convolvulus, Cirsium, Rumex and Artemisia among the perennial weeds. The novel active compounds also show a surprising control of the weeds that occur under the conditions of , specific growth in rice, whose examples are Sagittaria, Alisma, Eleocharis, Scirpues and Cyperus. Where the novel compounds are applied to the soil surface before germination, whether the weed plants are completely prevented from growing, or the weeds grow until they reach the cotyledon stage, but then stopping the growth and, finally, it dies completely after 3 to 4 weeks have passed. Where the active compounds are applied after the emergence to the green parts of the plants there is likewise a rapid and drastic termination of the growth after the treatment, and the weed plants remain in the growth stage in which they were found. at the time of application, or die completely after a certain time, so that in such competition form weeds which are harmful to the harvest plants, are eliminated very early and in a sustained manner. Although the novel compounds have excellent herbicidal activity with respect to monocotyledonous and dicotyledonous weeds, economically important crop harvesting plants, for example wheat, barley, rye, rice, corn, cotton beet sugar and soybeans, suffer from only minimal damage or none. Due to these reasons, the present compounds are highly suitable for the selective control of the plant growth desired in harvesting of agriculturally useful plants. %. In addition, the substances according to the invention show surprising growth regulation properties in the harvest plants. These intervene with a regulating action on the metabolism of the endogenous plant which can therefore be used for the objective control of the content of the plant and to facilitate the harvest, for example by the provocation of desiccation and hindered growth. In addition, they are also suitable for controlling and inhibiting generally the undesired vegetative growth without killing the plants in the process. In the case of numerous monocotyledonous and dicotyledonous crops, the inhibition of vegetative growth plays an important role, although it allows reduction or prevention altogether. The novel compounds can be applied in the customary formulations in the form of wettable powders, emulsifiable concentrates, sprayable solutions, powders or granules. The invention therefore also provides herbicidal compositions and plant growth regulation comprising compound of formula (I). The compounds of the formula (I) can be formulated in various ways depending on the prevailing biological and / or chemophysical parameters. Examples of suitable formulation options are: wettable powders (WP), water soluble powder (SP), water soluble concentrates, emulsifiable concentrates (EC), emulsions (EW), such as oil in water and water in oil emulsions, spray solutions, suspension concentrates (SC), dispersions based on oil or water, miscible oil solutions, capsule suspensions (CS); powders (DP), seed coating compositions, granules for emission and application of soil, granules (GR) in the form of microgranules, spray granules, coating granules and adsorption granules, water-dispersible granules (WG), water-soluble granules (SG), formulations, ULV microcapsules and waxes. Said types of individual formulation are known in principle and are described, for example, in Winnacker-Küchler, "Chemische Technologie" [Chemical Technology], Volume 7, C. Hauser Verlag Munich, 4th. Edition 1986; Wade van Valkenburg, "Pesticide Formulations", Marcel Dekker, N.Y., 1973; K. Martens, "Spray Dryng" Handbook, 3rd Ed. 1979, G. Goodwin Ltd. London. The necessary formulation aids such as inert materials, surfactants, solvents and other additives are likewise known and are described, for example, in Watkins, "Handbook of Insecticide Dust Diluents and Carriers," 2nd., Darland Books, Caldwell NJ, Hv Olphen, "Introduction to Clay Colloid Chemistry"; 2nd Ed., J. Wiley & Sons, N.Y .; C.

Marsden, "Solvents Guide"; 2nd Ed., Interscience, N.Y. 1963; McCutcheon's "Detergents and Emulsifiers Annual", MC Publ. Corpo., Ridgewood N.J .; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co. Inc., N.Y. 1964; Schonfeldt, "Grenzfláchenaktive Áthylenoxidaddukte" [Surface-active ethylene oxide adducts], Wiss. Verlagsgessell., Stuttgart 1976; Winnacker-Küchier, "Chemische Technologie" [Chemical Technology], Volume 7, C. Hauser Verlag Munich, 5th Edition 1986. Based on these formulations it is also possible to produce ^ combinations with other pesticide active substances, for example A. »insecticides, acaricides, herbicides and fungicides, and also with protectants, fertilizers and / or growth regulators, for example, in the form of a ready mix or tank mixture. Wettable powders are preparations that are uniformly dispersed in water and contain, in addition to the active compound and as a diluent or inert substance, ionic and / or nonionic surfactants (wetting agents, dispersants), for example polyethoxylated alkylphenols , polyethoxylated fatty alcohols, polyethoxylated fatty amines, fatty alcohol polyglycol ether sulfates, alkenesulfonates, alkylbenzene sulphonates, sodium liginisulfonate, sodium 2,2 * -dinaphthylmethane-6,6'-disulfonate, sodium dibutylnaphthalene sulfonate or other sodium oleoylmethyltaurinate.

To prepare the wettable powders, the herbicidal active compounds are finely ground, for example in conventional apparatuses such as hammer mills, wind mills and air jet mills, and mixed simultaneously or subsequently with the formulation auxiliaries. The emulsifiable concentrates are prepared by dissolving the active compound in an organic solvent, for example butanol, cyclohexanone, dimethylformamide, xylene or other relatively high boiling aromatic compounds or hydrocarbons with mixtures of the organic solvents, with the addition of one or more agents ionic and / or nonionic surfactants (emulsifiers). Examples of emulsifiers that can be used are calcium alkyl alkylsulfonates, such as Ca dodecylbenzenesulfonate, or nonionic emulsifiers, such as polyglycol fatty acid esters, polyglycolyl alkylaryl ethers, fatty alcohol polyglycol ethers, oxide condensation product of propylene-ethyl oxide, alkyl polyethers, sorbitan esters, for example sorbitan fatty acid esters or polyoxyethylene sorbitan esters, for example polyoxyethylene sorbitan fatty acid esters. The powders are obtained by grinding the active compound with finely divided solid substances, for example, talc, natural clays, such as kaolin, bentonite and pyrophyllite, or diatomaceous earth. The suspension concentrates can be based on water or oil. These can be prepared, for example, by grinding the number that uses the commercially usual bed mills., with or without the addition of surfactants as mentioned above, for example, in the case of other types of formulation. Emulsions, for example oil-in-water (EW) emulsions, can be prepared for example by stirrers, colloid mills and / or static mixers using aqueous organic solvents and, if desired, surfactants as mentioned above, for example, in the case of other types of formulation. The granules can be prepared by spraying the active compound in adsorptive material, inert granules or by applying the concentrates of active compound to the surface of carrier vehicles such as sand, kaolinites or granulated inert material, by means of binders. Adhesives, for example alcohol polyvinyl, sodium phacrylate or other mineral oils. Suitable active compounds can also be granulated in the manner that is customary for the preparation of fertilizer granules, if desired as a mixture with fertilizers. Water-dispersible granules are generally prepared by customary methods, such as spray drying, fluidized bed granulation, disk granulation, mixing of the use of high speed mixers and extrusion with solid inert material. For the preparation of disk, fluidized bed, extruder and spray granules, see for example the procedures in "Spray-Drying Handbook" 3rd ed. 1979, G. Goodwin Ktd., London; J.E. Browning, "Agglomeration", Chemical and Engineering 1967, pages 147 ff .; "Pep? S Chemical Enginee s Handbook", 5th Ed., McGraw-Hill, New York 1973, pp. 8-57. For more details on the formulation of crop protection products see for example G.C. KIingman, "Weed Control as a Science", John Wiley and Sons Inc., New York, 1961, pages 81-96 and J.D.

Freyer, S.A. Evans, "Weed Control Handbook", 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pages 101-103. Agrochemical formulations generally contain from 0.1 to 99% by weight, in particular from 0.1 to 95% by weight, of active compound of the formula (I). In the wettable powders the concentration of active compound is, for example, from about 10 to 90% by weight, the rest at 100% by weight consisting of customary formulation constituents. In emulsifiable concentrates the concentration of active compound may be from about 1 to 90%, preferably from 5 to 80% by weight. Formulations in the form of powders contain from 1 to 30% by weight of active compound, preferably more commonly from 5 to 20% by weight of active compounds, while the spray solutions contain from about 0.05 to 80%, preferably from 2 to 50% by weight of the active compound. In the case of water-dispersible granules the content of active compound depends in part if the active compound is in liquid or solid form and in the granulation aids, fillers, etc., that are used. In water-dispersible granules, the content of active compound, for example, is between 1 and 95% by weight, preferably between 10 to 80% by weight. In addition, said active compound formulations may comprise the tackifiers, wetting agents, dispersants, emulsifiers, penetrants, preservatives, antifreeze agents, solvents, fillers, carriers, colorants, defoamers, evaporation inhibitors and pH and viscosity regulators which are common in each case. The components that can be used in combination (co-components) for the novel active compounds in mixed formulations or in a tank mixture, for example, are known active compounds, as described, for example in Weed Reasearch 26, 441-445.

• V »(1986), or" The Pesticide Manual ", 10th edition, The British Crop Protection Council and the Royal Soc. Of Chemistry, 1994, England, and literature cited therein. Examples of herbicides that are known from the literature and can be combined with the compounds of the formula (I) are the following active compounds (Note: Compounds are denoted by their "common name" according to the international standardization organization (ISO) or by their chemical name, if appropriate, together with a usual code number): acetochlor, acifluorfen, aclonifen, AKH 7088, eg acetic acid of f [[1-f5-f2-chlor 4- (trifluoromethyl) phenoxy] -2-notrophenyl] -2-methoxyethylidene] amino] oxy] and its methyl ester alachlor, aloxydim, amethylamide, amidosulfuron, amitrol, AMS v. Ammonium sulfonate anilophos, asulam, atrazine, azimsulfuron (DPX-A8947), aziprotine, beard, BAS 516 h, e.g., 5-fluoro-2-phenyl-4H-3,1-benzoxanzin-4-one; benazoline; benfluralin; benfuresate; bensulfuron-methyl; bensulide; bentazone; benzofenap; benzofluor; benzoylprop-ethyl; benzthiazuron; bialaphos; bifenox; bromacil; bromobutide; bromophenoxy; Bromoxynil; bromuron; buminafos; Busoxinone; butachlor; butamiphos; butenachlor; butidazole; butralin; butylate; cafenstrola (CH-900); carbetamide; cafentrazone (ICI-A0051): CDAA, v.gr 2-chloro-N, N-di-2-propenylacetamide; CDEC, v.gr 2-chloroaryl diethyldithiocarbamate; clometoxifene; chloramben; clorazifop-butyl, chlormesulon (ICI-A0051); chlorobromuron; chlorbufam; chlorfenac; chlorflurecol-methyl; chloridazon; ethyl chloride; clomitrofen; Chlorotoluron; chloroxuron; chlorprofam; Clorsulfuron; chlortal-dimethyl; clortiamide; cinmethyline; Cinosulfuron; Cletodim; clodinafop and their ^ ester derivatives (v.gr clodinafop-propargyl); clomazone; clomeprop; cloproxydim; Clopyraide; cumiluron (JC 940); cyanazine; cycloate; cyclosulfamuron (AC 104); cycloxydim; cycluron; cyhalofop and its ester derivatives (v.gr butyl ester, DEH-112); cyperquat; ciprazine; ciprazole; daimuron; 2,4-DB; dalapon; desmedifam; desmethrin; dialate; dicamba; diclobenil; diclorprop; diclofop and its esters such as diclofop-methyl; dietyl; diphenoxuron; difenzoquat; diflufenican; dimefuron; dimethachlor; dimethamethrin; dimethenamid (SAN-582H); dimethazone, clomazon; dimetipine; dimethrulphuron, dinitramine; dinoseb; dinoterb; diphenamide; dipropetrin; diquat; ditiopir; diuron; DNOC; eglinazine-ethyl; EL 177, v.gr 5-cyano-1- (1,1-dimethylethyl) -N-methyl-1 H-pyrazole-4-carboxamide; endotal; EPTC; esprocarb; etalfluraine; etametsulfuron-methyl; etidimuron; etiozine; ethofumesate; F5231, v.gr N- [2-chloro-4-fluoro-5- [4- (3-fluoro-propyl) -4,5-dihydro-5-oxo-1H-tetrazol-1-yl] phenyl] etansuifonamide; ethoxyfen and its esters (v.gr, ethyl ester, HN-252); etobenzanide (HW 52); fenoprop; fenoxan, fenoxaprop and fenoxaprop-P and esters thereof, for example fenoxaprop-P-ethyl and fenoxaprop-ethyl; phenoxydim; fenuron; flamprop-methyl; flazasulfuron; fluazifop and fluazifop-P and esters thereof, for example fluazifop-butyl and fluazifop-P-butyl; flucloraline, flumetsulam; flumeturon; flumiciorac and its esters (v.gr pentyl ester, S-23031); flumioxazin (S-482); flumipropin; flupoxam (KNW-739); fluorodifen; fluoroglycofen-ethyl; flupropacil (UBIC-4243); fluridone; flurocloridone; fluroxypyr; flurtamone; fomesafeno; fosamine; furiloxifen; flufosinate; glyphosate; halosafen; halosulfuron and its esters (v.gr methyl ester, NC-319) haloxifop and its esters; haloxifop-P (= R-haloxifop) and its esters; hexazinone; simazametabenz-methyl; Mazapir; imazaquine and salts such as ammonium salt; imazetametapir; imazethapyr; imazosulfuron; ioxinyl; isocarbamide; isopropalin; isoproturon; isouron; isoxabeno; isoxapirifop; carbutylata; lactofen; lenacil; linuron; MCPA; MCPB; mecoprop; mefenacet; mefluidide; metamitron; metazachlor; metabenzthiazuron; metam; metazole; methoxyphenone; methyldimron; metabenzuron, methobenzuron; metobromuron; metolachlor; metosulam (XRD 511); methoxuron; metribuzin; metsulfuron-methyl; MH; molinata; monalid; monocarbamide dihydrogensulfate; monolinuron; monuron; MT 128, v.gr 6-chloro-N- (3-chloro-2-propenyl) -5-methyl-N-phenyl-3-pyridazinamine; MT 5950, v.gr N- [3-chloro-4- (1-methylethyl) -phenyl] -2-methylpentanamide; naproanilide; napropamide; naptalam; NC 310, v.gr 4- (2,4-dichlorobenzoyl) -1-methyl-5-benzyloxypiperazole; neburon; nicosulfuron; nipiraclofen; nitraline; nitrophen; nitrofluorfen; norflurazon; orbencarb; Orizaline, Oxadiargyl (RP-020630); oxadiazon; oxyfluorfen; paraquat; pebulate; pendimetalin; perfluidone; fenisofam; fenmedifam; picloram; piperophos; pyributicarb; pirifenop-butyl; pretilachlor, primisulfuron-methyl; procyanine; prodiamine; profluralin; proglinazine-ethyl; promised prometryn; propachlor; propanil; propaquizafop and its esters; propazine; profam; propisoclor, propizamide; prosulfaline; prosulfocarb; prosulfuron (CGA-152005); prinachlor; pyrazolinate; pirazon; pyrosulfuron-ethyl; pyrazoxyphene; pyridate; piritiobac (KIH-2031); piroxifop and its esters v.gr, propargyl ester); quinclorac; quinmerac; quinofop and its ester derivatives, quizalofop and quizalofop-P and its ester derivatives, quizalofop and quizalofop-P and its ester derivatives, for example quizalofop-ethyl; quizalofop-p-tefuril and -ethyl; ^ A, r »enriduron; rimsulfuron (DPX-E 9636); S 275, v.gr 2- [4-chloro-2-fluoro-5- (2-propynyloxy) phenyl] -4,5,6,7-tetrahydro-2H-indazole; secbumeton; Sethoxydim; siduron; simazine;; - [2-naphthalen-yl] oxy [7- [2-Cioro-4- (trifluoromethyl) phenoxy] -] propanoic acid and its methyl ester simetryn, SN 106279, 2 v.gr acid sulfentrazon (FMC-97285, F-6285); sulfazuron; sulfometuron-methyl; Sulfosate (ICI-A0224); TCA; tebutam (GCP-5544); tebutiuron; terbacil; terbucarb; terbucher, terbumeton; terbuthylazine; terbutin; TFH 450, v.gr. N, N-diethyl-3 - [(2-ethyl-6-methylphenyl) sulfoni] -1H-1, 2,4-triazole-1-carboxamide; Tenilchlor (NSK-850); thiazafluron; thiazopil (Mon-13200) thidiazimine (SN-24085); tifensulfuron-methyl; thiobencarb; thiocarbazin; tralkoxidim tri-alata; triasulfuron; triazophenamide; tribenuron-methyl; triclopyr; triazine trietazine; trifluralin; triflusulfuron and esters (v.gr methyl ester DPX-66037) trimeturon; tsitodef; vernolate; WL 110547, v.gr. 5-phenoxy-1- [3- (trifluoromethyl) phenyl] -1H-tetrazole; UBH-509; D-489; LS82-556; KPP-300; NC-324; NC-330; KH-218; DPX-N8189; SC-0774; DOWCO-535; DK-8910; V-53482; PP-600; MBH-001; KIH-9201; ET-751; KIH-612 and KIH-2023. For use, the formulations in the usual commercial form, if desired, are diluted in a customary manner, for example using water in the case of wettable powders, emulsifiable concentrates, dispersions and water dispersible granules. Preparations in the forms of powders, granules for application or emission of serum, and also spray solutions are not normally diluted with additional inert substances prior to use.

The required application rate of the compounds of the formula (I) varies with external conditions, such as temperature, ^ Humidity, nature of the herbicide used, etc. This can vary within wide limits, for example between 0.001 and 10.0 kg / ha or more of active substance, but preferably between 0.005 and 5 kg / ha.

A. Chemical examples a) 2-Amino-4-isopropyl-6-r2- (3-trifluoromethylphenoxy) -1-ethyl-ethylamino-1-, 3,5-trizine (Table 1, Example 68) 2. 6 g (0.015 mol) of 2-amino-4-chloro-6-isopropyl-1, 3,5-triazine, 4. 0 g (0.015 mol) of 1- (3-trifluoromethylphenoxy) -2-aminobutane and 6.2 g (0.045 mol) of potassium carbonate were added to 50 ml of dimethylformamide (DMF). The mixture was heated at 80 ° C for 3 hours, added in water and extracted with ethyl acetate. The organic phase was washed with water, dried with magnesium sulfate and filtered and the solvent was evaporated under reduced pressure. Purification by silica gel column chromatography using ethyl acetate / petroleum ether (1: 1) gave 4.2 g (76%) of the title compound. bj 2-Amino-4-d-fluoro-1-methylethyl-6- [2- (3-iodophenoxy) -1-methyl-ethylamino-1, 3,5-triazine (Table 1, Example 151) 8. 0 g of a soil molecular sieve 3 A, 1.5 g (0.050 moles) of 80% sodium hydride and 6.0 g (0.045 moles) of methyl 1-fluoro-2-methylpropanoate were added to 9.9 g (0.025 moles) of 2-biguanidino-1- (3- A, iodophenoxy) hydrochloride. propane in 100 ml of acetonitrile. The mixture was stirred at 25 ° C for 2 hours and then at 65 ° C for 5 hours. The reaction mixture was filtered, the filtrate was concentrated and the residue was taken up in ethyl acetate. The organic phase was washed with water, dried with magnesium sulfate and filtered and the solvent was evaporated under reduced pressure. Purification by silica gel column chromatography using ethyl acetate / petroleum ether (1: 1) gave 3.4 g (21%) of the title compound. The compounds described in the following tables 1 and 2 were obtained according to the above examples a) and b) or the like, if it was appropriate to use the usual known methods as described, for example, above. In the tables: No. = example or number Physical data = characteristic physical data NMR = nuclear magnetic resonance spectrum 1H, for data, see end of table in cuaestión Me = Methyl Et = Ethyl Pr = Propyl = n-propyl i-Pr = Isopropyl c-Pr Cyclopropyl bu = Butyl A. »PE = Pentyl Ph = Phenyl Index numbers = positions on the phenyl ring, for example: Para (R7) n methyl at positions 3 and 5, position 1 being the "ilo" position of the phenyl radical (= "fen-2-yl").

In the tables, (R7) n = H indicates the case where n = 0 (0 not substitution).

TABLE 1 Compounds of the formula (1a) 15 20 TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) V • * < * TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) TABLE 1 (CONTINUED) 1 H NMR data (CDCl 3, 300 MHz, d reference to TMS as standard) of the compounds of the formula (1a) of Table 1: Example No. NMR data 1 1.2 (d, 6H), 1.4 (d, 3H), 2.7 (m, 1 H), 4.0 (m, 1 H), 4.1 (m, 1H), 4.5 (m, 1H), 5.2 (m, 3H), 6.9-7.6 (m, 9H). 1.2 (d, 6H), 1.4 (d, 3H), 2.7 (m, 1 H), 3.9 (m, 1 H), 4.1 (m, 1H), 4.4 (m, 1 H), 5.2 (m, 3H) ), 6.9-7.6 (m, 9H). 1.2 (d, 6H), 1.4 (d, 3H), 3.8 (s, 3H), 3.9 (m, 1 H), 4.1 (m, 1H), 4.5 (m, 1 H), 5.2 (m, 3H) , 6.5 (m, 3H), 7.2 (m, H). 6 1.2 (d, 6H), 1.3 (d, 3H), 1.4 (m, 1H), 3.9 (m, 1H), 4.0 (m, 3H), 4.0 (m, 3H), 4.4 (m, 1H), 5.2 (m, 3H), 6.5 (m, 2H), 6.8 (m, 1H), 7.2 (m, 1 H). 1. 2 (d, 6H), 1.3 (d, 3H), 2.7 (m, 1 H), 3.9 (m, 1 H), 4.1 (m, 1 H), 4. 4 (m, 1H), 5.2 (m, 3H), 6.6 (m, 2H), 7.2 (m, 7H). 1.2 (d, 6H), 1.4 (d, 3H), 2.7 (m, 1H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.2 (m, 3H), 6.8 (m, 2H), 7.3 (m, 1H). 1.2 (d, 6H), 1.3 (d, 3H), 2.7 (m, 1H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.2 (m, 3H), 5.9 (tt, 1H), 6.8 (m, 3H), 7.3 (m, 1H). 1.2 (d, 6H), 1.4 (d, 3H), 2.7 (m, 1 H), 3.8 (s, 3H), 3.9 (m, 1 H), 4. 1 (m, 1H), 4.4 (m, 1H), 5.2 (m, 3H), 6.2-6.5 (M, 3H). 1.2 (d, 6H), 1.4 (d, 3H), 2.7 (m, 1 H), 3.8 (5, 3H), 3.9 (m, 1 H), 4. 1 (m, 1H), 4.4 (m, 1H), 5.2 (m, 3H), 6.6 (m, 3H). 1.0 (t, 3H), 1.2 (d, 6H), 1.7 (m, 1 H), 1.9 (m, 1 H), 2.7 (m, 1 H), 3.9-4.4 (m, 3H), 5.2 (m , 3H), 6.8-7.0 (m, 3H), 7.3 (m, 2H). 1.0 (t, 3H), 1.2 (d, 6H), 1.7 (m, 1H), 1.8 (m, 1H), 2.3 (s, 3H), 2.7 (m, 1H), 3.9 (m, 1H) , 4.1 (m, 1H), 4.3 (m, 1H), 5.2 (brd., 3H), 6.7 (m, 3H), 7.2 (m, 1H). 1.0 (t, 3H), 1.2 (d, 6H), 1.7 (m, 1 H), 1.9 (m, 1 H), 2.7 (m, 1 H), 3. 0 (s, 1H), 3.9 (m, 1H), 4.1 (m, 1H), 4.3 (m, 1H), 5.2 (m, 3H), 6.9 (m, 1H), 7.1 (m, 1H), 7.2 (m, 2H). 1.0 (t, 3H), 1.2 (d, 6H), 1.7 (m, 1 H), 1.9 (m, 1 H), 2.7 (m, 1H), 3.8 (s, 3H), 3.9-4.4 (m, 3H), 5.2 (m, 3H), 6.4 -6.8 (m, 3H), 7.2 (m, 1H) 1. 0 (t, 3H), 1.2. (d, 6H), 1.7 (m, 1H), 1.8 (m, 1H), 2.7 (m, 1H), 3.9 (m, 1H), 4. 1 (m, 1H), 4.3 (m, IH), 5.2 (brd., 3H), 6.5-7.4 (m, 9H) .. 1. 0 (t, 3H) 1.2 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 2.7 (m, 1H, 3.7 (s, 6H), 3.8-4.4. (M, 3H), 5.5 (m, 3H), 6.1-6.3 (m, 3H). 1. 0 (t, 3H), 1.2 d, 6H), 1.7 (m, 1 H), 1.9 (m, 1H), 2.7 (m, 1 H), 3.8-4.4 (m, 3H), 5.2 (m, 3H) ), 6.6-6.8 (m, 3H), 7.2 (m, 1H). 1. 0 (t, 3H), 1.2 (d, 6H), 1.7 (m, 1 H), 1.9 (m, 1 H), 2.7 (m, 1 H), 3.8 - 4.4 (m, 3H), 6.7-7.2 (m, 4H). 1. 0 (t, 3H) 1.2. (d, 6H), 1.7 (m, 1 H), 1.9 (m, 1 H), 2.7 (m, 1 H), 3.8 - 4.4. (m, 3H), 5.6 (m, 3H), 6.8 (m, 1H, 7.0-7.2 (m, 3H). 1. 0 (t, 3H), 1.2. (d, 6H), 1.6 (m, 1H), 1.8 (m, 1H), 2.7 (m, 1H), 3.9 (m, 1H), 4. 1 (m, 1H), 4.3 (m, 1H), 5.3 (m, 3H), 6.9 (m, 2H), 7.3 (m, 2H). 1. 0 (t, 3H), 1.2. (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 2.7 (m, 1H), 3.8-4.4 (m, 3H), 6.4-6.6 (m, 3H). 1. 0 (t, 3H), 1.2 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 2.7 (m, 1H), 3.8-4.4 (m, 3H) 5.5. (m, 3H), 6.8 - 7.1 (m, 3H). 1. 0 (t 3 H), 1.2 (d, 6 H), 1.6 (m, 1 H), 1.8 (m, 1 H), 2.3 (s, 3 H), 2.7 (m, 1 H), 3.9 (m, 1 H) , 4.1 (m, 1H), 4.3 ((m, 1H), 5.2 (m, 3H), 6.6 (m, 1H), 6.9 (m, 2H). 1. 0 (t, 3h), 1.2. (d, 6H), 1.6 (m, 1h), 1.8 (m, 1H), 2.7 (m, 1H), 3.8 (s, 3H), 3.9 (m, 1H), 4.1 (m, 1h), 4.3 ( m, 1H), 5.2 (m, 3H), 6.2 -6.5 (m, 3H). 1. 9 (t, 3H), 1.2. (d, 6H), 1.6 (m, 1H), 1.8 (m, 1H), 2.7 (m, 1H), 3.8 (s, 3H), 3.9 (m, 1H), 4.1 (m, 1H), 4.2 ( m, 1H), 5.4 (m, 3H), 6.6. (m, 3H). 1. 0 (t, 3H), 1.2. (d, 6H), 1.7 (m, 1 H), 1.8 (m, 1 H), 2.7 (m, 1 H), 4.0 (m, 1 H), 4. 1 (m, 1H), 4.3 (m, 1H), 5.2 (m, 3H), 7.1 (m, 3H), 7.4 (m, 1H). 1. 0 (t, 3H), 1.2 (d, 6H), 1.7 (m, 1 H), 1.8 (m, 1 H), 2.7 (m, 1 H), 4.0 (m, 1 H), 4. 1 (m, 1h), 4.3 (m, 1H), 5.1 (m, 3H), 6.8 (m, 3H), 7.3 (m, 1H). 1. 0 (t, 3H), 1.2 (d, 6H), 1.7 (m, 1H), 1.8 (m, 1H), 2.7 (m, 1H), 4.0 (m, 1H), 4. 1 (m, 1H), 4.3 (m, 1H), 5.1 (m, 3H), 5.9 (tt, 1H), 6.8 (m, 3H), 7.3 (m, 1H). 1. 0 (d, 6H), 1.2 (d, 6H), 2.1. (m, 1 H), 2.5 (m, 1 H), 3.9 - 4.4. (m, 3H), 5.2 (m, 3H), 6.8-7.0 (m, 3H), 7.2 (m.2H). 1. 0 (d, 6H), 1.2 (d, 6H), 2.1 (m, 1 H, 2.3. (S, 3H), 2.5 (m, 1 H), 3.9-4.4 (m, 3H), 5.3 (m , 3H), 6.6.-6.8 (m, 3H), 7.2. (M, 1H). 1. 0 (d, 6H), 1.2 (d, 6H), 2.1. (m, 1H), 2.7 (m, 1H), 3.9 4.4. (m, 3H), 5.3 fm.3HV fi.6. - fi.8 (m.3H ..7.2 (m.1 HV 1. 0 (d, 6H), 1.2 (d, 6H), 2.1 (m, 1H), 2.7 (m, 1H), 3.9-4.4 (m, 3H), . 2 (m, 3H), 6.8-2.2 (m, 4H). 1. 0 (d, 6H), 1.2 (d, 6H), 2.1 (m, 1H), 2.6 (m, 1H), 3.7 (s, 3H), 3.8 - 4.3 (m, 3H), 5.4 (m, 3H) , 6.3-6.6 (m, 3H), 7.1 (m, 1H). 0. 3 - 0.6 (m, 4H), 1.2 (m, 1H), 1.2 (d, 6H), 2.5 (m, 1H), 3.7 (m, 1H), 4.0-4.2 (m, 2H), 5.4 (m, 3H), 6.8 -7.0 (m, 3H), 7.3 (m, 1H). 102 0.3 - 0.6 (m, 4H), 1.2 (m, 1H), 1.2 (d, 6H), 2.3 (s, 3H), 2.7 (m, 1H), 3. 7 (m, 1H), 4.0-4.2 (m, 2H), 5.4 (m, 3H), 6.6 -6.8 (m, 3H), 7.1 (m, 1H). 106 0.3 - 0.6 (m, 4H), 1.2 (m, 1H), 1.2 (d, 6H), 2.7 (m, 1H), 3.7 (m, 1H), 4.0-4.2 (m, 2H), 5.3 (m , 3H), 6.6 -6.8 (m, 3H), 7.2 (m, 1H). 107 0.3 - 0.6 (m, 4H), 1.2 (m, 1H), 1.2 (d, 6H), 2.7 (m, 1H), 3.7 (m, 1H), 4.0 - 4.2 (m, 2H), 5.2 (m , 3H), 6.8 -7.2 (m, 4H). 108 0.3 - 0.6 (m, 4H), 1.1 - 1.3 (m, 7H), 2.7 (m, 1H), 3.9 (m, 1H), 4.0 - 4.2 (m, 2H), 5.3 (m, 3H), 6.8 -7.0 - 7.2 (m, 3H). 110 0.3 - 0.6 (m, 4H), 1.2 (m, 1H), 1.2 (d, 6H), 2.7 (m, 1H), 3.7 (m, 1H), 3. 8 (s, 3H), 4.0-4.2 (m, 2H), 5.6 (m, 3H), 6.4 -6.8 (m, 3 148 1.4 (d, 3H), 1.7 (d, 6H), 2.9 (s, 6H), 4.0 (m, 2H), 4.4 (m, 1H), 5.5 (m, 3H), 6.3 (m, 3H), 7.1 (m, 1H). 149 1.4 (d, 3H), 1.7 (d, 6H), 3.9 (m, 1H), 4.1 (m, 2H), 4.5 (m, 1H), 5.7 (m, 3H), 7.3 (m, 4H). 151 1.4 (d, 3H), 1.7 (d, 6H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.5 (m, 3H), 6.9 (m, 2H), 7.3 (m, 2H). 152 1.4 (d, 3H), 1.7 (d, 6H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.5 (m, 3H), 6.8 (m, 1H), 7.1 (m, 3H). A. »153 1.4 (d, 3H), 1.7 (d, 6H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.5 (m, 3H), 6.8 (m, 1H), 7.1 (m, 2H). 154 1.4 (d, 3H), 1.7 (d, 6H), 2.3 (s, 3H), 3.9 (m, 1H), 4.5 (m, 1H), 4.4 (m, 1H), 5.5. (m, 3H), 6.8 (m, 1H), 7.1 (m, 3H). 1551.4 (d, 3H), 1.7 (d, 6H), 2.3 (s, 3H), 3.9 (m, 1H), 4.0 (m, 1H), 4.4 (m, 1H), 5.5 (m, 3H) , 6.7 (m, 1H), 7.0 (m, 2H). 156 1.4 (d, 3H), 1.7 (d, 6H), 2.3 (s, 3H), 3.9 (m, 1H), 4.0 (m, 1H), 4.4 (m, 1H), 5.3 (m, 3H), 6.6-6.9 (m, 3H). 172 1.4 (d, 3H), 1.7 (d, 6H), 4.0 (m, 1H), 4.1 (m, 1H), 4.5 (m, 1H), 5.2 (m, 3H), 6.9 (m, 2H), 7.2 (m, 1H), 7.4 (m, 1H). 175 1.4 (d, 3H) 1.7 (d, 6H) .3.9 (m, 1H), 4.0 (m, 1H), 4.4 (m, 1H), 5.4 (m, 3H), 6.8 (m, 2H), 7.2 (m, 2H). 176 1.4 (d, 3H), 1.7 (d, 6H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4. (m, 1H), 5.5 (m, 3H), 7.0 (s, 3H). 178a 1.4 (d, 3H), 1.7 (d, 6H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4. (m, 1H), 5.4 (m, 3H), 7.0 (m, 1H), 7.1 (m, 2H), 180 1.4 (d, 3H), 1.7 (d, 6H), 4.0 (m, 1H), 4.1 (m, 1H), 4.5. (m, 1H), 5.4 (m, 3H), 6.9 (m, 1H), 7.1 (m, 2H), 182 1.4 (d, 3H), 1.7 (d, 6H), 4.0 (m, 1H), 4.2 (m, 1H), 4.5. (m, 1H), 5.5 (m, 3H), 6.9 (m, 1 H), 7.2 (m, 2H), 184 1.3 (d, 3H), 1.7 (d, 6H), 3.9 (m, 1H), 4.0 (m, 1H), 4.4. (m, 1H), 5.4 (brd., 3H), 6.8 (m, 1H), 7.0 (m, 2H), 186 1.4 (d, 3H), 1.7 (d, 6H), 3.9 (m, 1H), 4.0 (m, 1H), 4.4. (m, 1H), 5.4 (m, 3H), 6.6 (m, 2H), 187a 1.4 (d, 3H), 1.7 (d, 6H), 2.1 (s, 3H), 4.0 (m, 2H), 4.5. (m, 1H), 5.4 (m, 3H), 6.6 (m, 2H), 7.1 (m, 1H), 188a 1.4 (d, 3H), 1.7 (d, 6H), 2.2 (m, 1H), 3.9 (m, 1H), 4.0. (m, 1H), 4.5 (m, 1H), 5.4 (m, 3H), 6.5 - 7.1 (m, 3H), 189 1.4 (d, 3H), 1.7 (d, 6H), 4.0 (m, 1H) , 4.1 (m, 1H), 4.5. (m, 1H), 5.4 (m, 3H), 6.6 (m, 1H), 7.3 (m, 2H), 193 1.3 (d, 3H), 1.7 (d, 6H), 3.9 (m, 1H), 4.0 (m, 1H), 4.4. (m, 1H), 5.4 (m, 3H), 6.8 (m, 1H), 7.0 (m, 2H), 195 1.4 (d, 3H), 1.7 (d, 6H), 3.8 (s, 3H), 3.9 (m, 1H), 4.1. (m, 1H), 4.4 (m, 1H), 5.4 (m, 3H), 6.2-6.5 (m, 3H), 200 1.4 (m, 6H), 1.7 (d, 6H), 3.9 (m, 1H), 4.0 (m, 3H), 4.4 (m, 1H), 5.5 (m, 3H), 6.5 (m, 2H), 6.8 (m, 1H), 7.2 (m, 1H). 202 1.0 (t, 3H), 1.4 (d, 3H), 1.5 (m, 2H), 1.7 (d, 6H), 1.8 (m, 2H), 3.9 (m, 3H), 4.1 (m, 1H), 4.4 (m, 1H), 5.5 (m, 3H), 6.5 (m, 2H), 6.8 (m, 1H), 7. 2 (m, 1H). 203 1.4 (d, 3H), 1.7 (d, 6H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.4 (m, 3H), 6.6 - 7.4 (m, 9H) ), 205 1.0 (t, 6H), 1.3 (d, 3H), 1.7 (d, 6H), 1.8 (tq, 4H), 3.8 (m, 1H), 3.9 (t, 4H), 4.1 (m, 1H), 4.4 (m, 1H), 5.4 (m, 3H), 6.1 (s, 1H), 6.3 (s, 2H). 208 1.4 (d, 3H), 1.7 (d, 6H), 2.3 (s, 3H), 3.8 (m, 1H), 4.1. (m, 1H), 4.4 (m, 1H), 5.4 (brd., 3H), 6.3 (m, 2H), 6.6 (m, 1H). 209 1.3 (t, 3H), 1.4 (d, 3H), 1.7 (d, 6H), 2.3 (s, 3H), 3.9 (m, 1H), 4.0 (q, 2H), 4.1 (m, 1H), 4.4 (m, 1H), 5.4 (d, 1H), 5.6 (brd, 2H), 6.3 (s, 2H), 6. 4 (s, 1H). 213 1.4 (d, 3H), 1.7 (d, 6H), 3.8 (s, 3H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.5 (m, 3H), 6.6 (m, 3H). 218 1.4 (d, 3H), 1.7 (d, 6H), 3.8 (s, 3H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.4 (m, 3H), 6.6-6.8 (m, 3H). 233 1.4 (d, 3H), 1.6 (d, 6H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.4 (m, 3H), 7.1 (m, 1H), 7.4 (m, 2H). 225 1.4 (d, 3H), 1.7 (d, 6H), 3.8 (s, 3H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.5 (m, 3H), 6.8 (m, 3H). 234 1.4 (d, 3H), 1.7 (d, 6H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.5 (m, 3H), 6.8 (m, 3H), 7.3 (m, 1H). 243 1.4 (d, 3H), 1.7 (d, 6H), 3.9 (m, 1H), 4.1 (m, 1H), 4.5 (m, 1H), 5.4 (m, 3H), 5.9 (tt, 1H), 6.8 (m, 3H), 7.3 (m, 1H). A, »249 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 3.0 (s, 1H), 3.9 (m, 1H), 4.1 (m, 1H), 4.1 (m, 1H), 4.3 (m, 1H), 5.4 (m, 3H), 6.9 (m, 1H), 7. 1 (m, 1H), 7.2 (m, 2H). 270 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.8 (m, 1H), 3.9 (m, 1H), 4.1 (m, 1H), 4.3 (m, 1H), 5.4 (m, 3H), 6.9 (m, 2H), 7.3 (, 2H). 271 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 3.9-4.4 (m, 3H), 5.5 (m, 3H), 6.8-7.2 (m , 4H). 272 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 3.9-4.4 (m, 3H), . 5 (m, 3H), 6.7 - 7.2 (m, 4H). 274 1.0 (t, 1H), 1.7 (d, 6H), 1.6 (m, 1H), 1.8 (m, 1H), 2.3 (s, 3H), 3.9 (m, 1H), 4.1 (m, 1H, 4.2 (m, 1H), 5.4 (m, 3H), 6.5 (m, 1H), 6.9 (m, 2H). 275 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 2.3 (s, 3H), 3.9 (m, 1H), 4.0 (m, 1H), 4.2 (m, 1H), 5.2 (m, 3H), 6.6-6.9 (m, 3H). 295 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 3.8-4.4 (m, 3H), 5.5 (m, 3H), 6.8 - 7.1 (m , 3H). 297a 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 3.9 (m, 1H), 4.2 (m, 2H), 5.4 (m, 3H), 7.0 (m, 1H), 7.1 (m, 2H). 299 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 4.1 (m, 2H), 4.4 (m, 1H), 5.4 (m, 3H) , 6.8 (m, 1H), 7.1 (m, 2H). 301 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.8 (m, 1H), 4.0 (m, 1H), 4.1 (m, v 1H), 4.3 (m, 1H), 5.5 (brd., 3H), 6.9-7.3 (m, 3H). A, »306a 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 2.1 (s, 3H), 4.0 (m, 2H), 4.3 (m, 1H), 5.4 (m, 3H), 6.6 (m, 2H), 7.1 (m, 1H). 307a 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 2.1 (s, 3H), 4.0 (m, 2H), 4.3 (m, 1H), 5.4 (m, 3H), 6.5 - 7.1 (m, 3H). 314 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 3.8 (s, 3H), 3.9 (m, 1H), 4.1 (m, 1H), 4.3 (m, 1H), 5.5 (m, 3H), 6.21 - 6.5 (m, 3H). 322 1.0 (t, 3H), 1.6 (d, 6H), 1.7 (m, 1H), 1.8 (m, 1H), 3.9 (m, 1H), 4.1 (m, 1 H), 4.0 (m, 1 H) ), 4.3 (m, 1 H), 5.4 (brd., 3H), 6.5 - 7.4 (m, 9H). 332 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.8 (m, 1H), 3.8 (s, 3H), 3.9 (m, 1H), 4.1 (m, 1H), 4.3 (m, 1H), 5.4 (m, 3H), 6.6 (m, 3H). 342 1.0 (t, 3H), 1.6 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 3.9 (m, 1H), 4.2 (m, 2H), 5.4 (m, H), 7.1 (m, 1H), 7.4 (m, 2H). 344 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 3.8 (s, 3H), 3.9 (m, 1H), 4.1 (m, 1H), 4.3 (m, 1H), 5.4 (m, 3H), 6.7-6.9 (m, 3H). 353 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.8 (m, 1H), 4.0 (m, 1H), 4.1 (m, 1H), 4.3 (m, 1H), 5.4 (m, 3H), 6.8 (m, 3H), 7.3 (m, 1H). 362 1.0 (t, 3H), 1.6 (d, 6H), 1.7 (m, 1H), 1.8 (m, 1H), 3.9 (m, 1H), 4.1 (m, 1H), 4.3 (m, 1H), 5.4 (brd., 3H), 5.9 (tt, 1H), 6.8 (m, 3H), 7.2 (m, 1H). .364 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 3.9-4.4 (m, 3H), A. »5.6 (m, 3H), 6.8-7.0 (m, 3H), 7.2 (m, 2H). 365 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.8 (m, 1H), 2.3 (s, 3H), 3.9 (m, 1H), 4.1 (m, 1H), 4.3 (m, 1H), 5.4 (brd., 3H), 6.7 (m, 3H), 7.2 (m, 1H). 366 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.8 (m, 1H), 2.3 (s, 6H), 3.9 (m, 1H), 4.0 (m, 1H), 4.3 (m, 1H), 5.4 (brd., 3H), 6.5 (s, 2H), 6.6 (s, 1H). 369 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 3.9-4.4 (m, 3H), 5.4 (m, 3H), 6.6 - 6.8 (m , 3H), 7.2 (m, 1H9. 370 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 3.9-4.4 (m, 3H), 5.4 (m, 3H), 5.4 (m, 3H) ). 371 1.0 (t, 3H), 1.6 (d, 6H), 1.7 (m, 1 H), 1.8 (m, 1 H), 4.0 (m, H), 4.1 (m, 1H), 4.3 (m, 1H) ), 5.5 (brd., 3H), 7.0 - 7.2 (m, 3H), 7.4 (m, 1H). 372 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 3.8 (s, 3H), 3.9-4.4 (m, 3H), 5.6 (m, 3H) ), 6.4-6.7 (m, 3H), 7.2 (m, 1H). 373 1.0 (t, 3H), 1.7 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 3.8 (s, 6H), 3.9-4.4 (m, 3H), 5.5 (m, 3H) ), 6.0 (m, 3H). 380 1.0 (d, 6H), 1.7 (d, 6H), 2.1 (m, 1H), 3.9 - 4.3 (m, 3H), 5.5 (m, 3H), 6.8 - 7.0 (m, 3H), 7.2 (m , 2H). 381 1.0 (d, 6H), 1.7 (d, 6H), 2.1 (m, 1H), 2.3 (s, 3H), 3.9 - 4.3 (m, 3H), 5.4 (m, 3H), 6.6 - 6.8 (m , 3H), 7.1 (m, 1H). 382 1.0 (d, 6H), 1.7 (d, 6H), 2.2 (m, 1H), 3.9 (m, 1H), 4.1 (m, 2H), 5.4 (brd., 3H), 6.5 (s, 2H) , 6.6 (s, 1H). 383 1.0 (d, 6H), 1.7 (d, 6H), 2.1 (m, 1H), 3.9 - 4.3 (m, 3H), 5.4 (m, 3H), 6. 6 - 6.8 (m, 3H), 7.2 (m, 1H). 384 1.0 (d, 6H), 1.7 (d, 6H), 2.1 (m, 1H), 3.9 - 4.3 (m, 3H), 5.3 (m, 3H), 6. 7 - 7.3 (m, 4H). 387 1.0 (d, 3H), 1.7 (d, 6H), 2.1 (m, 1H), 3.8 (s, 3H), 4.0 - 4.3 (m, 3H), 5.3 (m, 3H), 6.4 - 6.7 (m , 3H), 7.2 (m, 1H). 405 0.3 - 0.6 (m, 4H), 1.2 (m, 1H), 1.7 (d, 6H), 3.7 (m, 1H), 4.0-4.2 (m, 2H), 5.4 (m, 3H), 6.8 - 7.0 (m, 3H), 7.3 (m, 2H). 406 0.3 - 0.6 (m, 4H), 1.2 (m, 1H), 1.7 (d, 6H), 2.3 (s, 3H), 3.7 (m, 1H), 4.0 - 4.2 (m, 2H), 5.5 (m , 3H), 6.6-6.8 (m, 3H), 7.1 (m, 1 H). 410 0.3 - 0.6 (m, 4H), 1.2 (m, 1H), 1.7 (d, 6H), 3.7 (m, 1H), 4.0 - 4.2 (m, 2H), 5.5 (m, 3H), 6.6 - 6.8 (m, 3H), 7.2 (m, 1H). 411 0.3 - 0.6 (m, 4H), 1.2 (m, 1 H), 1.6 (d, 6H), 3.7 (m, 1 H), 4.0 - 4.2 (m, 2H), 5.6 (m, 3H), 6.8 - 7.3 (m, 4H). 414 0.3 - 0.6 (m, 2H), 0.9 (m, 1H), 1.1-1.3 (m, 2H), 1.7 (d, 6H), 3.7 (m, 1 H), 3.9 (s, 3H), 4.0 - 4.2 (m, 2H), 5.6 (m, 3H), 6.4-6.5 (m, 3H), 7.2 (m, 1H). 415 0.3 - 0.6 (m, 4H), 1.2 (m, 1 H), 1.7 (d, 6H), 3.7 (m, 1 H), 4.0 - 4.2 (m, A. »2H), 5.4 (m, 3H), 6.3-6.6 (m, 3H). 427 0.3 - 0.6 (m, 2H), 0.9 (m, 1H), 1.1 -1.3 (m, 2H), 1.7 (d, 6H), 3.7 (m, 1 H), 3.8 (s, 3H), 4.0 - 4.2 (m, 2H), 5.4 (m, 3H), 6.4-6.7 (m, 3H). 455 1.4 (d, 3H), 1.9 (s, 6H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.4 (m, 3H), 6.8 (m, 1H), 6.9 (m, 1H), 7.2 (m, 2H). 463 1.4 (d, 3H), 1.9 (s, 6H), 2.3 (s, 3H), 3.9 (m, 1H), 4.0 (m, 1H), 4.4 (m, 1H), 5.3 (m, 3H), 6.6-6.9 (m, 3H). 465 1.4 (d, 3H), 1.9 (s, 6H), 2.3 (s, 3H), 3.9 (m, 1H), 4.0 (m, 1H), 4.4 (m, 1H), 5.2 (m, 3H), 6.7 (m, 1H), 7.1 (m, 2H). 483 1.0 (t, 3H), 1.2 (d, 6H), 1.4 (d, 3H), 1.5 (dt, 2H), 1.8 (dd, 2H), 2.7 (m, 1H), 3.9 (m, 3H), 4.1 (m, 1H), 4.4 (m, 1H), 5.4 (m, 3H), 6.5 (m, 2H), 6.8 (m, 1H), 7.2 (m, 1H). 486 1.0 (t, 6H), 1.2 (d, 6H), 1.3 (d, 3H), 1.8 (tq, 4H), 2.7 (m, 1H), 3.8 (m, 1H), 3.9 (t, 4H), 4.1 (m, 1H), 4.4 (m, 1H), 5.3 (m, 3H), 6.1 (s, 1H), 6. 3 (s, 2H). 487 1.2 (d, 6H), 1.4 (d, 3H), 2.7 (m, 1H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.2 (m, 3H), 7.3 (m, 4H). 488 1.2 (d, 6H), 1.3 (m, 9H), 2.3 (s, 3H), 2.7 (m, 1H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 4.5 (m, 1H), 5.4 (d, 1H), 5.6 (brd, 2H), 6.3 (s,, »2H), 6.6 (s, 1H). 490 1.0 (t, 3H), 1.2 (d, 6H), 1.7 (m, 1H), 1.9 (m, 1H), 2.7 (m, 1H), 4.1 (m, 2H), 4.3 (m, 1H), 5.2 (m, 3H), 6.9 (m, 1H), 7.1 (m, 2H). 492 1.4 (d, 3H), 1.6 (d, 6H), 2.3 (s, 3H), 3.9 (m, 1H), 4.0 (m, 1H), 4.4 (m, 1H), 5.5 (brd., 3H) , 6.7 (m, 3H), 7.1 (m, 2H). 493 1.2 (d, 3H), 1.7 (d, 6H), 2.2 (s, 3H), 3.9 (m, 1H), 4.1 (m, 1H), 4.4 (m, 1H), 5.4 (m, 3H), 6.8 (m, 1H), 7.0 (m, 2H). 496 1.3 (m, 9H), 1.7 (d, 6H), 2.3 (s, 3H), 3.9 (m, 1H), 4.1 (m, 1H), 4.3 (m, 1H), 4.5 (m, 1H), 5.4 (m, 1H), 5.6 (brd., 2H), 6.3 (s, 2H), 6.6 (s, 1H). 500 1.0 (t, 3H), 1.6 (d, 6H), 1.7 (m, 1H), 1.8 (m, 1H), 2.3 (s 3H), 3.9 (m, 1H), 4.0 (m, 1H), 4.3 (m, 1H), 5.5 (brd., 3H), 6.7 (m, 3H), 7.1 (m, 2H).

TABLE 2: Compounds of the formula (1b) TABLE 1 (CONTINUED) 1 H NMR data (CDCI3, 300 MHZ, d reference standard TMS) of the compounds of formulations Table 2: Example NoData NMR 2-16 1.7 (d, 6H), 4.3 (d, 2H), 5.4 (brd., 3H), 6.0 (brd., 1 H), 6.5 (s, 2H), 6.6 (brd., 1 H), 7.3 (m, 5H). 2-24 1.7 (d, 6H), 4.3 (d, 2H), 5.4 (brd., 3H), 6.0 (brd., 1 H), 6.8 (brd., 1 H), 7.0-7.4 (m, 7H) ). 2-34 0.9 (t, 3H), 1.4 (m, 2H), 1.6-1.8 (m, 8H), 2.3 (s, 3H), 3.9-4.1 (m, 2H), 4.4 (m, 1 H), 5.5 (m, 3H), 6.6-6.8 (m, 3H), 7.2 (m, 1 H). 2-36 0.9 (t, 3H), 1.4 - 1.8 (m, 10H), 3.9-4.1 (m, 2H), 4.3 (m, 1 H), 5.3 (m, 3H), 6.6-6.8 (m, 3H) ), 7.2 (m, 1 H). 2-38 0.9 (t, 3H), 1.4-1.8 (m, 4H), 1.7 (d, 6H), 3.9 (m, 1H), 4.0 (m, ^, I »H), 4.3 (m, 1 H ), 5.5 (m, 3H), 6.8 (m, 1 H), 6.9 (m, 1 H), 7.1 (m, 2H). 2-41 0.9 (t, 3H), 1.4-1.8 (m, 10H), 3.9 (m, 1 H), 4.1 (m, 2H), 4.4 (m, 1 H), 5.6 (m, 3H), 6.8 -7.0 (m, 3H), 7.2 (m, 2H).

B. Formulation examples a) A powdering agent is obtained by mixing 10 parts by weight of a compound of the formula (I) in 90 parts by weight of such an inert substance and grinding the mixture in a hammer mill. . b) A wettable powder dispersible in water is obtained by a mixture of 25 parts by weight of the formula (I), 64 parts by weight of quartz containing kaolin as an inert material, 10 parts by weight of potassium ligninsulfonate and one part by weight of sodium oleoylmethyltaurinate as a wetting and dispersing agent and grinding the mixture in a disk mill with a broach. c) A water dispersible dispersion concentrate is obtained by mixing 20 parts by weight of a compound of the formula (I) and 6 parts by weight of alkylphenol ether polyglycol (® Triton X 207), parts by weight of polyethylene glycol ether Sotridecanol (8 EO) and 71 parts by weight of paraffin mineral oil (boiling scale for example from about 255 to 277 ° C) and grinding the mixture in a ball mill to a ginase below 5 microns. d) An emulsifiable concentrate is obtained from 15 parts by weight of a compound of the formula (I), 75 parts by weight of cyclohexanone as solvent and 10 parts by weight of ethoxylated non-phenyl as an emulsifier. e) The water-dispersible granules are obtained by mixing 75 parts by weight of a compound of the formula (I), 10 parts by weight of the calcium ligninsulfonate, 5 parts by weight of sodium lauryl sulfate, 3 parts by weight of poiivinyl alcohol, and 7 parts by weight of kaolin, grinding the mixture of a fixed disk mill and grinding the powder. In a fluidized bed by spraying in water as a granulation liquid. f) The granules dispersible in water are also obtained by homogenization and pretritution of. parts by weight of a compound of the formula (I), 5 parts by weight of sodium 2,2'-dinaphthylmethane-6,6'-disulfonate, 2 parts by weight of sodium oleoylmethyltaurinate, 1 part by weight of alcohol polyvinyl, 17 parts by weight of calcium carbonate, and 50 parts by weight of water, in a colloidal mill, followed by grinding in a bed mill, and atomizing and drying the resulting suspension in a spray tower, using a nozzle of unique substance. tC. Biological examples 1.- Preemergence action against weeds Seeds or rhizome pieces of monocotyledonous or dicotyledonous weed plants are placed in sandy-limeous soil in cardboard pots and covered with soil. The novel compounds, formulated as wettable powders or emulsion concentrates, are then applied to the surface of the floor covering in the form of an aqueous suspension or emulsion at an application rate of 600 to 800 I of water / ha (converted), in several doses. After the treatment the pots are placed in a greenhouse and kept under optimal growth conditions for the weeds. After the test plants have emerged after a trial period of 3 to 4 weeks, the damage to the plants or the negative effect on the emergence is visually accelerated compared to the untreated controls.

As shown by the test results, the novel compounds have a good herbicidal preemergence activity against a broad spectrum of grasses and broadleaf weeds. For example, examples Nos. 1, 4, 5, 6, 7, 11, 12, 19, 24, 26, 27, 39, 42, 44, 45, 51, a 56, 62, 64, 65, 68, 69, 70, 76, 77, 79, 80, 83, 101, 102, 106-111, 123, 126, 130, 134, 148, 149, 151, 152, 153, 154, 155, 156, 172, 175, 176, 178a, 180, 182, 186, 187a, 188a, 189, 193, 195, 200, 202, 203, 205, 208, 209, 213, 218, 222, 225, 234, 243, 249, 270, 271, 272, 274, 275, 295, 297a, 299, 301, 306a, 307a, 314, 322, 332, 342, 344, 353, 362, 364, 365, 366, 369, 370, 371, 372, 373, 380, 381, 382, 384, 386, A4, * 05, 406, 410, 411, 414, 415, 427, 455, 463, 465, 486, 487, 490, 492, 493, 496, 500, 2-16, 2-19, 2-24, 2-26, 2-39, 2-42 and 2-45 (see Table 1 and 2) show herbicide activity in most cases very good herbicidal activity , in the test against harmful plants such as Stellaria media, Matricaria inodora, Sorghum halepense, Digitaria adscendens, Setaria pumila, Avena fatua, Galium aparine, Polygonum persicaria, Veronica persica, Amaranthus retroflexus, Xanthium oriéntale, chenopodium album, Pharbitis purpurea, Abutilón theophrasti , Lamium purpureum, Viola tricolor and Echinochloa crus-galli when preemergence is applied at a speed of 1.25 kg. of active substance per hectare. 2. - Post-emergence action against weeds The seeds or piece of rhizome of the monocotyledonous and dicotyledonous weeds are placed in sandy loamy soil in cardboard pots, covered with soil and grown in a greenhouse under good growing conditions. Two to three weeks after planting, the test plants were treated in the three-leaf stage. The novel compounds, formulated as wettable powders or emulsion concentrates, are sprayed in several doses on the green parts of the plants at an application rate of 600 to 800 I of water / ha (converted), and, after the plants have remained in the greenhouse for After about 3 to 4 weeks under optimal growth conditions, the action of the preparations is visually accelerated compared to the untreated controls. The novel compositions also have a good postemergence herbicide activity against a broad spectrum of economically important grasses and broadleaf weeds, For example, the numbers of examples 1, 4, 5, 6, 7, 11, 12, 19 , 24, 26, 27, 39, 42, 44, 45, 51, to 56, 62, 64, 65, 68, 69, 70, 76, 77, 79, 80, 83, 101, 102, 106-111, 123, 126, 130, 134, 148, 149, 151, 152, 153, 154, 155, 156, 172, 175, 176, 178a , 180, 182, 186, 187a, 188a, 189, 193, 195, 200, 202, 203, 205, 208, 209, 213, 218, 222, 225, 234, 243, 249, 270, 271, 272, 274 , 275, 295, 297a, 299, 301, 306a, 307a, 314, 322, 332, 342, 344, 353, 362, 364, 365, 366, 369, 370, 371, 372, 373, 380, 381, 382 , 384, 386, 405, 406, 410, 411, 414, 415, 427, 455, 463, 465, 486, 487, 490, 492, 493, 496, 500, 2-16, 2-19, 2-24 , 2-26, 2-39, 2-42 and 2-45 (see tables 1 and 2) show herbicide activity, in most cases very good herbicidal activity, in the test against harmful plants such as Sorghum halepense, Digitaria adscendens, Setaria pumila, Avena fatua, Galium aparine, Polygonum persicaria, Veronica persica, Amaranthus retroflexus, Xanthium orinetale, Chenopodium album, Pharbitis purpurea, Abutilon theophrasti, Lamium purpureum, Viola tricolor, Echinochloa crusgalli, Stellaria media, Matri Odorless caria, Cyperus iría and Avena sativa when the preemergence is applied at a speed of 1.25 kg. of active substance per hectare. 3. Action on weeds in rice Ü The transplanted and planted rice and also the typical rice weeds (grasses and broadleaf) are grown in closed plastic pots in a greenhouse until the stage of three leaves (Echinochloa 1.5 leaf) under conditions of rice with peel (water regrowth 2-3 cm). The above is followed by the treatment with the novel compounds. For this purpose, the formulated active compounds are suspended, dissolved or emulsified in water and applied by emptying them in the recirculated water around the test plants in different doses. After said treatment, the test plants are placed in a greenhouse under optimum growth conditions and are kept under these conditions during the test period. Approximately after the application, the evaluation is made by visual classification of the damage to the plants by comparison without untreated controls, in which case, for example, the compounds of the examples numbers 1, 4, 5, 6, 7, 11, 12, 19, 24, 26, 27, 39, 42, 44, 45, 51, to 56, 62, 64, 65, 68, 69, 70, 76, 77, 79, 80, 83, 101, 102, 106-111, 123, 126, 130, 134, 148, 149, 151, 152, 153, 154, 155, 156, 172, 175, 176, 178a, 180, 182, 186, 187a, 188a, 189, 193, 195, 200, 202, 203, 205, 208, 209, 213, 218, 222, 225, 234, 243, 249, 270, 271, 272, 274, 275, 295, 297a, 299, 301, 306a, 307a, 314, 322, 332, 342, 344, 353, 362, 364, 365, 366, 369, 370, 371, 372, 373, 380, 381, 382, 384, 386, 405, 406, 410, 411, 414, 415, 427, 455, 463, 465, 486, 487, 490, 492, 493, 496, 500, 2-16, 2-19, 2-24, 2-26, 2-39, 2- 42 and 2-45 (see charts 1 and 2) in the test show very good herbicidal activity in the test against harmful plants that are typical for ^ rice crops, eg Cyperus monti, Eleocharis acicularis, A, »Echinochloa crusgalli and Sagittaria pygmaea. 4. Tolerance for crop plants In other greenhouse experiments, the seeds of a relatively large number of crop plants and weeds are placed on sandy loamy soil and covered with soil. Some of the pots are treated immediately as described in section 1, while the rest are placed in a greenhouse until the plants have developed two to three leaves, and then sprayed with several doses of the novel substances of the formula (I), as described in section 2. Four to five weeks after the application, and after the plants have remained in the greenhouse, the final evaluation shows that the novel compounds have such dicotyledonous crops, for example , soybeans, cotton, grapes and oil seeds, sugar beets and undamaged potatoes when pre and postemergence are used, even when high doses of active compound are used. In addition, some substances leave grass crops undamaged, for example barley, wheat, rye, sorghum species, corn or rice. Some of the compounds of the formula (I) show a high selectivity and are therefore suitable for controlling unwanted plant growth in agricultural crops.

Claims (10)

NOVELTY OF THE INVENTION CLAIMS

1. - A composition of the formula (I) and salt thereof wherein: R1 is (C -? - C6) alkyl, which is unsubstituted or substituted by one or more radicals from the group consisting of halogen, hydroxyl, cyano, nitro, thiocyanate, (C1-C4) alkoxy , (C 1 -C 4) alkylthio, (C 1 -C 4) alkylsulfinyl, (C 1 -C 4) alkylsulfonyl, (C 2 -C 4) alkenyl, (C 2 -C 4) alkynyl, and phenyl, which is unsubstituted or substituted, or is phenyl which is unsubstituted or substituted, R2 and R3 in each case independently of one another are hydrogen, amino, alkylamino of (C -? - C6), or diamino [(C? -C6) alky]] , a hydrocarbon radical or hydrocarbonoxy radical having in each case 1 to 10 carbon atoms, preferably having 1 to 6 carbon atoms, or a heterocyclyl radical, heterocyclyloxy radical or heterocyclylamino radical having in each case from 3 to 9 carbon atoms. ring and from 1 to 3 ring heteroatoms of the group consisting of N, O and S, each of the five radicals mentioned above being unsubstituted or substituted gone, or are a radical acyl, or R2 and R3, together with the nitrogen atom of the group NR2R3, are a heterocyclic radical having from 3 to 6 ring atoms and from 1 to 4 ring heteroatoms, any additional ring hetero atom in addition to the nitrogen atom being selected from the group consisting of N, O and S, and the radical being unsubstituted or substituted, R4 is hydrogen, amino, alkylamino of (C? -C6), diamino [(C? C6)], a hydrocarbon radical or hydrocarbonoxy radical having in each case 1 to 10 carbon atoms, preferably having 1 to 6 carbon atoms, or a heterocyclyl radical, heterocyclyloxy radical or heterocyclylamino radical having in each case from 3 to 9 ring atoms and 1 to 3 ring heteroatoms of the group consisting of N, O and S, each of the five radicals mentioned above being unsubstituted or substituted, or an acyl radical, R5 and R6 in each case independently of each other are halogen, nitro, cyano , thiocyanate, or a radical of the formula -X1-A1, in which X1 is a direct bond or a bivalent group of the formula -O-, -S (O) pO-, -OS (O) p-, - CO-, -O-CO-, -CO-O-, NR ', -O-NR'-, -NR'-O-, -NR'-CO- or -CO-NR'-, p in the formulas being 0, 1 or 2 and R 'being hydrogen, alkyl having 1 to 6 carbon atoms, phenyl, benzyl, cycloalkyl having 3 to 6 carbon atoms or alkanoyl having 1 to 6 carbon atoms, and wherein A1 is hydrogen or a hydrocarbon radical or a heterocyclic radical, each of the two radicals mentioned above being unsubstituted or unsubstituted, or R5 and R6 together are an alkylene chain having from 2 to 4 carbon atoms the which is not replaced or replaced by one or more radicals of the group consisting of halogen, (C1-C4) alkyl and oxo, R7 independently of other radicals R7 is in each case halogen, nitro, cyano, thiocyanate or a radical of the formula -X2-A2, wherein X2 is a direct bond or a bivalent group of the formula -O-, -S (O) q- -S (O) qO-, -OS (O) q-, -CO-, O-CO- , -CO-O-, -NR "-, -ONR" -, -NR "-O-, -NR" -CO- or -CO-NR "-, q in the formulas being 0, 1 or 2 and R 'being hydrogen, (d-C6) alkyl, phenyl, (C3-C6) cycloalkyl, and A2 is hydrogen or a hydrocarbon radical or a heterocyclic radical, each of the two radicals mentioned above being unsubstituted or substituted, or two adjacent R7 radicals together are a fused ring having from 4 to 6 ring atoms, which is carbocyclic or contains ring heteroatoms of the group consisting of O, S and N, and which is unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C1.C4) alkyl and oxo, X and s a group of the formula -O-, -S (O) r, -NR * - or -N (O) -, wherein r is 0, 1 or 2, and R * is hydrogen or alkyl having 1 to 4 carbon atoms, and n is 0, 1, 2, 3, 4 or 5, except for the compounds of the formula (I) or salts thereof; a) in which: R1 is 1-halogenoethyl, 1-halogen-1-methyl-ethyl or 1-halogeno-1-methyl-propyl, R2, R3, R4 and R6 are each hydrogen, R5 is methyl, R7 is alkyl of (C1-C4), CF3, OCH3 or fluorine, wherein in the case of n = 2, both radicals R7 are defined in the same way, n is the number 0, 1O2 and X is an oxygen atom, and b) wherein: R1 is (C-1-C10) alkyl, which is unsubstituted or substituted by 1 to 4 substituents of the group consisting of hydroxyl and (C1-C4) alkoxy, R2, R3, R4y R6 are each hydrogen, R5 is methyl, R7 independently of other radicals R7 is in each case (C1-C4) alkyl or halogen, n is the number 0, 1, 2, 3 or 4, and X is a hydrogen atom. oxygen.

2. A compound of the formula (I) or salt thereof according to claim 1, further characterized in that: R1 is (C1-C4) alkyl, which is unsubstituted or substituted by one or more radicals from the group consists of halogen, hydroxyl, (C 1 -C 4) alkoxy, (C 1 -C 4) alkylthio, (C 4 -C 4) alkylsulfonyl and phenyl, or phenyl which is unsubstituted or substituted, R 2 and R 3 in each case independently of one of the another are hydrogen, amino or alkylamino of (C 1 -C 4), diamino [(C 1 -C 4) alkyl], a hydrocarbon radical or A hydrocarbonoxy radical having in each case from 1 to 6 carbon atoms or a heterocyclyl radical, heterocyclyloxy radical or heterocyclylamino radical, each of the five radicals mentioned above being unsubstituted or substituted by one or more radicals of the group consisting of halogen , (C 1 -C 4) alkoxy, (C 1 -C 4) halogenoalkoxy, (C 1 -C 4) alkylthio, (C 2 -C 4) alkenyl, (C 2 -C 4) alkynyl, (C 2 -C 4) alkenyloxy, alkynyloxy of (C2-C4), hydroxyl, amino, aciiamino, mono- and diamino [(C 1 -C 4) alkyl], nitro, carboxyl, cyano, azido, [(C 1 -C 4) alkoxy] -carbonyl, [alkyl] of (C1-C)] - carbonyl, formyl, carbamoyl, mono- and diaminocarbonyl-lower-alkyl of (C-1-C4)], alkylsulfinyl of (C1-C4), haloalkylsulfinyl of (C1-C4), alkylsulfonyl of (C1-C4) ), (C 1 -C 4) halogenoaicylsulfonyl and, in the case of cyclic radicals, also (C 1 -C 4) alkyl and (C 1 -C 4) halogenoalkyl, or an acyl radical, or R 2 and R 3 together with the nitrogen of the group NR2R3, are a heterocyclic radical having from 3 to 6 ring atoms, and from 1 to 2 ring heteroatoms, any additional ring heteroatom in addition to the nitrogen atom being selected from the group consisting of N, O and S, and the radical being unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C -? - C4) alkyl and oxo, R4 is hydrogen, amino, mono- or diamino [(Ci-C-β) alkyl) ], a hydrocarbon radical or hydrocarbonoxy radical having in each case from 1 to 6 carbon atoms or a heterocyclyl radical, heterocyclyloxy radical or heterocyclylamino radical, each of the five radicals mentioned above being unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C1-C4) alkoxy, haloalkoxy ^ of (C1-C4), alkylthio of (C1-C4 alkenyl of (C2-C), alkynyl of (C2-C4), alkenyloxy of (C2-C4), alkynyloxy of (C2-C4), hydroxyl, amino, acylamino, mono- and diaminofalkyl of (C 1 -C 4)], nitro, carboxyl, cyano, azido, (C 1 -C 4) -carbakoxy] -carbonium, [(C 1 -C 4) alkyl] -carbonyl, formium, carbamoyl, mono- and diaminocarbonylfalkyl of (CÍ-C4)], alkylsulfinyl of (C 1 -C 4), halogenoalkylsulfinyl of (C 1 -C 4), alkylsulfonyl of (C 1 -C 4), halogenoalkylsulfonyl of (C 1 -C 4), phenyl which is unsubstituted or substituted, phenoxy which is unsubstituted or substituted and, in the case of cyclic radicals, also of (C1-C4) alkyl and (C1-C4) haloalkyl, or an acyl radical, R5 and R6 in each case independently one of the other are halogen, NO2, CN, SCN or a radical of the formula X1-A1, X1 being a direct bond or a bivalent group of the formula -O-, -S-, -CO-, -O-CO- , -CO-O-, -NR'-, -NR-CO- or -CONR'-, R being H or (C1-C4) alkyl, and A1 being H or a hydrocarbon radical acyclic rburo having from 1 to 6 carbon atoms, a cyclic hydrocarbon radical having from 3 to 6 carbon atoms, or a heterocyclic radical having from 3 to 6 ring atoms and 1 to 3 ring heteroatoms of the group consisting of N, O and S, each of the three radicals mentioned above being unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkoxy, (C 1 -C 4) halogenoalkoxy, alkylthio ( C1-C4), alkenyl of (C2-C4), alkynyl of (C2-C4), alkenyloxy of (C2-C4), alkynyloxy of (C2-C4), hydroxyl, amino, acylamino, mono- and diaminofalkyl of (C1-C4)], cycloalkylamino of (C-C6), nitro, carboxyl, cyano, azido, heterocyclyl which is unsubstituted or substituted, [ (C? -C4) alkoxycarbonyl, [(C1-C4) alkyl] - ^ Ac,% arbonyl, formyl, carbamoyl, mono- and diaminocarbonyl-lower alkyl (C1-C4)], phenyl which is unsubstituted or substituted, phenoxy which is unsubstituted or substituted, phenylcarbonyl which is unsubstituted or substituted, alkylsulfinyl (C1-C4), haloalkylsulfinyl (C1-C4), alkylsulfonyl (C1-C4), halogenoalicylsuiphenyl (C1- C4) and, in the case of cyclic radicals, also of (C 1 -C 4) alkyl and (C 1 -C 4) halogenoalkyl, or R 5 and R 6 together are an alkylene chain having from 2 to 4 carbon atoms which is not substituted or substituted by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkyl and oxo, (R 7) n are n radicals R 7 which, in the case of n = 2, 3, 4 or 5, are identical or different, R 7 in each case being halogen, nitro, cyano, thiocyanate or a radical of the formula -X2-A2, in which X2 is a direct bond or a bivalent group of the formula -O-, -S (O) q-, S (O) qO-, -OS (O) q-, -CO-, -O-CO-, -CO-O-, - NR "-, -O-NR" -, -NR "-O-, -NR" - CO or -CO-NR "-, q being 0, 1 or 2 and R" being hydrogen, alkyl of (CI-CT), phenyl or cycloalkyl of (C3-C6), and in which A2 is hydrogen or alkyl of (C? -C6), alkenyl of (C2-C6), alkynyl of (C2-C6), cycloalkyl of (C3-C6), cycloalkenyl of (C3-C6), phenyl or heteroaryl, each of the 7 radicals mentioned previously being unsubstituted or replaced by one or more radicals from the group consisting of halogen, hydroxyl, nitro, cyano, amino, acylamino, aminocarbonyl, mono- and diaminofalkyl of (C 1 -C 4)], mono- and diaminocarbonyl [(C 1 -C 4) alkyl, cycloalkyl of (C3-C6), cycloalkoxy of (C3-C6), (C? -C6) alkoxy, alkylthio of (CI-CT), alkylsuifonyl of (d-Cß), alkylcarbonyl of (d-Cß), alkoxycarbonyl of (d-Cß), alkylcarbonyloxy of ( d-Cß), cycloalkylcarbonyl of (d-Cß), phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, ^ phenylcarbonyloxy, heterocyclylalkyl of (CrC6) and, in the case of cyclic radicals, A, also of (d-C6) alkyl, each of the 20 radicals mentioned above being unsubstituted or substituted by one or more radicals from the group consisting of halogen, hydroxyl, amino, mono- and diamino [alkyl of ( C1-C4)], nitro, cyano, alkoxy of (dd), alkylthio of (C1-C4), alkylsulfonyl of (d-C), halogenoalkoxy of (C1-C4) and, in the case of cyclic radicals, also of (dC) alkyl and (C1-C4) haloalkyl, or two adjacent R7 radicals together are a fused ring having from 4 to 6 ring atoms which is carbocyclic or contains 1 to 3 ring heteroatoms of the group consisting of of O, S and N, and which is unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkyl and oxo, X is a group of the formula -O-, -S (O) ro NR * -, r being 0, 1 or 2 and R * being hydrogen or alkyl having 1 to 4 carbon atoms, and n being 0, 1, 2, 3, 4 or 5, heterocyclyl in the radicals in each case having from 3 to 9 ring atoms, preferably from 3 to 6 ring atoms, in particular 5 or 6 ring atoms, and from 1 to 3 ring heteroatoms of the group consisting of N, O and S. 3.- A compound of the formula (I) and salt thereof according to claim 1 or 2, further characterized in that R1 is (Cid) alkyl, which is unsubstituted or substituted by one or more radicals of the group consisting of halogen, hydroxyl, (C 1 -C 4) alkoxy, (C 1 -C 4) alkyiite and phenyl, or phenyl which is unsubstituted or substituted by one or more radicals from the group consisting of halogen, (dd) alkyl, haloalkyl of (dd), (C 1 -C 4) alkoxy, (C 1 -C 4) halogenoalkoxy, (C 1 -C 4) alkylthio, nitro, cyano, [alkyl of t, (dC 2)] - carbonyl, formyl , carbamoyl, mono- and diaminocarbonyl-lower (C1-C2) alkylsulfonyl) of (d-C4), R2 and R3 independently of one another are hydrogen, amino, formyl, aminocarbonyl, (C1-C4) alkyl, cyanoalkyl (dd), alkylamino of (dC), diaminofalkyl of (C1-C4)], halogenoalkyl of (C1-C4), hydroxyalkyl of (d-C4), alkoxy of (C? -d) -alkyl of (C1-C4) ), (C? -d) haloalkoxy-(C1-C4) alkyl, (C2-C6) alkenyl, (C2-C6) haloalkenyl, (C2-C6) alkynyl, (C2-C6) haloalkynyl , alkylamino of (C? -d) -alkyl of (dd), diaminofalkyl of (C? -C4)] - (C1-C4) alkyl, cycloalkylamino of (C3-C6) -alkyl of (C1-C4), cycloalkyl of (C3-C6), heterocyclyl of (C3-C6) -alkyl of (dC), the cyclic groups in the 3 radicals mentioned above being unsubstituted or substituted by one or more radicals of the group consisting of (C1) alkyl -C4), halogen and cyano, or (d-C6) alkanoylamino, NN [(C [beta] -C6) alkanoyl] amino [(dd) alkyl], (C-C [beta]] -alkylamino C4), N-N-camphanoyl of (d-Cß)] - aminofalkyl of (C? -C4)] - (C 1 -C 4) alkyl, phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylenecarbonylalkyl (C 1 -C 4), alkoxy (C? -C4) -carbo (C 1 -C 4) nylalkyl, (C 1 -C 4) alkylaminocarbonylalkyl (dd), (C 1 -C 4) alkylcarbonyl, (C 1 -C 4) alkoxycarbonyl, (C 1 -C 4) alkylaminocarbonyl, diaminocarbonylalkalkyl ( C1-C4)], phenoxyalkyl (C1-C4), phenylalkyl (d-d), heterocyclyl, heterocyclylamino, heterocyclyloxy, heterocyclicthio or one of the 21 radicals mentioned above, which is substituted in the acyclic portion or in the cyclic by one or more radicals of the group consisting of halogen, nitro, cyano, (C 1 -C 4) alkoxy, (C 1 -C 4) alkylthio, halogenoalkoxy ^ (C? -C4), formyl, alkylcarbonyl of (d-d), alkoxycarbonyl of (C1-C4) and, in the case of cyclic radicals, also of alkyl of (C1-C4) and halogenoalkyl of (C1-C4), or R2 and R3, together with the nitrogen atom of the group NR2R3, are a heterocyclic radical having from 3 to 6 ring atoms and from 1 to 2 ring heteroatoms, any additional ring heteroatom in addition to the nitrogen atom being selected of the group consisting of N, O and S, and the radical being unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkyl and oxo, R 4 is hydrogen, amino, formyl, aminocarbonyl , (C 1 -C 4) alkyl, (C 1 -C 4) cyanoalkyl, (Cr C 4) alkylamino, (dC) diaminofalkyl, (C 1 -C 4) haloalkyl, (C 1 -d) hydroxyalkyl, alkoxy ( C? -C) -alkyl (C1-C4), haloalkoxy (C? -d) -alkyl (C1-C4), alkenyl (C2-C6), haloalkenyl (C2-C6), alkynyl ( C2-C6), halogenalkynyl of (C2-C6), alkylamino of (C? -C4) -alkyl (C1-C4), diaminofalkyl of (C1-C4)] -alkyl (C1-C4), cycloalkylamino of (C3-C) -alkyl (dd), cycloalkyl (C3-C9), heterocyclic or of (C3-C9) -alkyl of (C1-C4), the cyclic groups in the 3 radicals mentioned above being unsubstituted or substituted by one or more radicals of the group consisting of (C1-C4) alkyl, halogen and cyano, or (d-C6) alkanoylamino, N-N-camphanoyl of (C? -C6)] - amino [(C1-C4) alkyl], (C-C? J-alkanoyiamino) -alkyl, N-N [(CrC.sub.J.sub.j-aminofalkium alkanoyl of (C? -d)] - (C1-C4) alkyl, phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonylalkyl (C1-C4), alkoxy (C? -d) -carbonylalkyl of (C1-C4), alkylamino of (d-dj-carbonylalkium of (d-C4), alkylcarbonyl of (C1-C4), alkoxycarbonyl of (d-C4), alkylaminocarbonyl * Ad, * e (C1-C4), diaminocarbonyl-lower alkyl (C1-C4)], phenoxyalkyl (C1-C4), phenylalkyl (C1-C4), heterocyclyl, heterocyclylamino, heterocyclyloxy, heterocyclylthio or one of the 21 radicals mentioned above, which is substituted in the acyclic portion or, preferably, in the cyclic portion by one or more radicals of the group consisting of halogen, nitro, cyano, (d-d) alkyl, (C 1 -C 4) alkoxy, alkylthio of (dd), halogenoalkyl of (C 1 -C 4), halogenoalkoxy of (C 1 -C 4), formyl, alkylcarbonyl of (C 1 -C 4), alkoxycarbonyl of (dd) and, in the case of cyclic radicals, also of alkyl of (C1-C4) and (C1-C4) halogenoalkyl, R5 and R6 independently of one another are hydrogen, halogen, hydroxyl, amino, nitro, formyl, aminocarbonyl, carboxyl, cyano, thiocyanate, (C1-C4) alkyl, cyanoalkyl of (C1-C4), alkoxy of (C1-C4), alkylamino of (C1-C4), diaminofalkyl of (dd)], halogenoalkyl of (C1-C4), hydroxyalkyl of (dC), alkoxy of (C? -d) - (C 1 -C 4) alkyl, halogenalkyl (dd), halogenoalkoxy (C 1 -C 4) -alkyl (C 1 -C 4), alkylthio (C 1 -C 4), haloalkylthio (dC), alkenyl (C 2 -C 4) C6), halogenoalkenyl of (C -C6), alkynyl of (C2-C6), halogenoalkynyl of (C2-C6), alkylamino of (dd) -aikyl of (C1-C4), difamino of (C? -C4)] -alkyl (dd), cycloalkylamino (d-Cß) -alkyl (C 1 -C 4) alkyl, cycloalkyl (C 3 -C 6), heterocyclylalkyl (C 1 -C 4) having from 3 to 6 ring members, the groups cyclics in the 3 radicals mentioned above being unsubstituted or substituted by one or more radicals of the group consisting of (C 1 -C 4) alkyl, halogen and cyano, or (C 1 -C 6) alkanoylamino, NN [alkanoyl of (d -C6)] - amino [(C 1 -C 4) alkyl], (d-C 6) alkanoylamino (dd) alkyl, NN [(C 1 -C 6) alkanoyl] amino [(C 1 -C 4) alkyl] )] - ^ (C 1 -C 4) alkyl, phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonylalkyl of (C 1 -C 4), alkoxy of (d-dj-carbonylalkyl of (C 1 -C 4), alkylamino of (C? -d) -carbonylalkyl of (C1-C4), alkylcarbonyl of (C1-C4), alkoxycarbonyl of (C1-C4), alkylaminocarbonyl of (C1-C4), diaminocarbonylfalkyl of (C1-C4)], phenoxyalkyl of (C1-C4), phenylalkyl (C1-C4), heterocyclyl, heterocyclylamino, heterocyclyloxy, heterocyclicthio, or one of the aforementioned radicals, which is substituted in the cyclic portion by one or more radicals of the group consisting of halogen, nitro, cyano, alkoxy of (dd), alkylthio of (C 1 -C 4), halogenoalkoxy of (C 1 -C 4), formyl, alkylcarbonyl of (C 1 -C 4), alkoxycarbonyl of (C 1 -C 4) and, in the case of cyclic radicals, also of alkyl of (dd) and halogenoalkyl of (C 1 -C 4), or R 5 and R 6 together are an alkylene chain having from 2 to 4 carbon atoms, which is unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkyl and oxo, (R 7) n are n radicals R 7 which, in the case of n = 2, 3, 4 and 5, are identical or different, R7 being in each case halogen, hydroxyl, amino, nitro, formyl, aminocarbonyl, aminocarbonylalkyl of (dd), carboxyl, cyano, thiocyanate or alkyl of (d-C6), alkoxy of (C? -C6), alkylthio of (d- C6), alkylsulfonyl of (C1-C4), cycloalkyl of (d-Cß), alkenyl of (C2-C6), alkynyl of (C2-C6), cycloalkyl of (C3-C6) -alkyl of (C1-C4), cycloalkyl of (C3-C6) -alkenyl of (dd), cycloalkyl of (C3-C6) -alkynyl of (dd), alkylcarbonium of (d-C6) , (C3-C6) cycloalkoxy, (C3-C6) cycloalkylcarbonyl, (C6-6) alkoxycarbonyl, (C6-6) alkylcarbonyloxy, (C1-C6) alkylcarbonyl (d-C6) alkyl , (C? -C6) alkoxycarbonyl (d-C6) alkyl, ^ (C? -C6) alkylcarbonyloxy (d-C6) alkyl, (C? -C6) cycloalkoxy-alkyl A. '(C1-C4), (C3-C6) cycloalkylcarbonyl-(C1-C4) alkyl, (Ci-Cß) monoalkylamino, diamino [(C1-C4) alkyl], (d-C [beta]] alkanoylamino ), NN [(C [alpha] -C6) alkanoyl] amino [(C1-C4) alkyl]], (C [beta] -C6) alkanoylamino (C1-C4) alkyl or NN [(C-C6 alkanoyl)] )] - amino [(C 1 -C 4) alkyl] - (C 1 -C 4) alkyl, each of the 26 radicals mentioned above being substituted in the acyclic portion or in the cyclic portion by one or more radicals of the group consists of halogen, nitro, amino, amino (C 1 -C 4) aminoalkyl, mono- and diamino [((dd) alkyl] - (C 1 -C 4) alkyl, hydroxyl, cyano, (C 1 -C 4) alkoxy, alkylthio of (dd), (d-C4) halogenoalkoxy, (d-C4) alkylcarbonyl, (C1-C4) alkoxycarbonyl and, in the case of cyclic radicals, also (C1-C4) alkyl and haloalkyl of ( dd), or phenyl, phenoxy, phenylthio, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenylsulfonyl, phenoxyalkyl (d-C6), phenylcarbonylalkyl (Ci-Cß), phenyloxy carbonylalkyl (d-Cß), phenylcarbonyloxyalkyl (C1-C4), phenylalkyl (C6-6), phenylalkenyl (C6-6), phenylalkynyl (d-C3), heterocyclyl, heterocyclyloxy, heterocyclicthio, heterocyclylsulfonyl, heterocyclylamino, heterocyclylalkyl of (CtC6), or one of the radicals mentioned above, which is substituted by one or more radicals from the group consisting of halogen, hydroxyl, nitro, cyano, (C? -C6), (d-C6) alkoxy, (d-C6) alkylthio, (dC) alkylsulfonyl, (d-C6) haloalkyl and (d-C?) Halogenoalkoxy, or two adjacent R7 radicals together they are a fused ring having 4 to 6 ring atoms, which is carbocyclic or contains ring heteroatoms of the group consisting of AO, », S and N, and which is unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkyl and oxo, X is a group of the formula -O-, - S- or -NR * -, R * being hydrogen or alkyl having 1 to 4 carbon atoms, and n is 0, 1, 2, 3, 4 or 5, heterocyclyl in the radicals in each case containing from 3 to 6 ring atoms and from 1 to 3 ring heteroatoms of the group consisting of N, O and S. 4. A compound of the formula (I) and salt thereof, according to any of claims 1 to 3, further characterized because R1 is alkyl of (dd), halogenoalkyl of (C1-C4), hydroxyalkyl of (C1-C4), alkoxy of (C? -d) -alkyl of (C1-C4) or benzyl, R2 and R3 independently one of the other are hydrogen, amino, formyl, alkyl of (d-C4), alkoxy of (C? -d) -alkyl of (dd), alkenyl of (C2-C6), alkynyl of (d-Cß), alkylamino of ( d-C4) -alkyl (C1-C4), diaminofalkyl of (C? -d)] - (C1-C4) alkyl or phenyl, phenylalkyl (C1- C4) d) or phenoxycarbonyl, or one of the three radicals mentioned above, which is substituted up to 3 times in the radical phenyl portion of the group consisting of halogen, alkyl of (dd), alkoxy of (C 1 -C 4) and alkoxycarbonyl of (C1-C4), or R2 and R3, together with the nitrogen atom of the group NR2R3, are a heterocyclic radical having from 3 to 6 ring atoms and 1 to 2 ring heteroatoms, any additional ring heteroatom in addition to the ring atom nitrogen 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, (C 1 -C 4) alkyl and oxo, R 4 is hydrogen, amino, formyl, (C 1 -C 4) alkyl, (C 1 -C 4) diaminofalkyl, (C 1 -C 4) alkoxy (C 1 -C 4) alkyl, * (C2-C6) alkenyl, (C2-C6) alkynyl, (CrC) dialkylamino (d-d) alkyl, phenyl, (C1-C4) phenoxyalkyl, (C1-C4) phenylalkyl, phenoxycarbonyl , phenylaminocarbonyl or one of the five radicals mentioned above, which is mono- to trisubstituted in the radical phenyl portion of the group consisting of halogen, (d-C4) alkyl, (C 1 -C 4) akoxy and alkoxycarbonyl (C1-C4), R5 and R6 independently of one another are hydrogen, alkyl of (d- d), cycloalkium of (dd), alkoxy of (C? -d) -alkyl of (C1-C4), alkenyl of (d- C6), alkynyl of (dd), diaminofalkyl of (C? -C4)] - alkyl of (C1-C4), phenyl, phenoxyalkyl of (C1-C4), phenylalkyl of (C1-C4), or one of the three radicals mentioned above which is mono- to trisubstituted in the phenyl portion by radicals of the group consisting of halogen, (C 1 -C 4) alkyl, (dd) alkoxy and (dd) alkoxycarbonyl, or R 5 and R 6 together are an alkylene chain having 2 to 4 carbon atoms, which is unsubstituted or substituted by one or more radicals of the group consisting of halogen, alkyl of (C-rd) 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, thiocyanate, alkyl of (C? -C6), alkoxy of (C1-C4), halogenoalkyl of (dd), halogenoalkoxy of (C1) -C4), hydroxyalkyl (C1-C4), hydroxyalkoxy (C1-C4), alkoxy (C? -d) -alkyl (C-1-C4), alkoxy (dC) -alcoxy of (dd), (C? -C4) -halogenoalkoxy-(C1-C4) alkyl, (C? -C4) haloalkoxy-(C1-C4) alkoxy, (dd) cycloalkyl , halogencycloalkyl of (dd), alkenyl of (dd), halogenoalkenyl of (C2- C6), alkynyl of (dd), halogenoalkiniio of (dd), alkylcarbonyl of (C1-C4), ^ Ah,% (C 1 -C 4) alkogenoalkylcarbonyl, (C 3 -C 6) cycloalkyloxy, (C 3 -C 6) halogenocycloalkyloxy, (dd) cycloalkylcarbonyl, (C 3 -C 6) halogenocycloalkylcarbon, (C 1 -C 4) alkoxycarbonyl, (C 1 -C 4) halogenoalkoxycarbonyl, (C 1 -C 4) alkylcarbonyloxy, (C 1 -C 4) haloalkylcarbonyloxy, (dC) alkylcarbonyl (dC 4), (C 1 -C 4) alkoxycarbonyl ( C1-C4), alkylcarbonyloxy of (C1-C4) -alkyl (C1-C4), alkylthio of (C1-C4), haloalkylthio (dd), alkylamino of (C1-C4), diaminofalkyl of (C1-C4) ], (dd) alkanoylamino, NN [(C? -C6)] - amino alkanoyl ((C 1 -C 4) alkyl], (C 1 -C 6) alkanoylamino (dC) alkyl, NN [alkanoyl] (d-C6)] - amino [(C? -d)] alkyl- (dd) alkyl or phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxyalkyl (d-), phenylcarbonylalkyl (C1-C4) , phenylalkyl of (dC), phenylalkenyl of (C2-C6), phenylalkynyl of (C2-C6), heterocyclyl, heterocyclyloxy, heterocyclicthio, heterocyclylamino, heterocyclylalkyl of (C 1 -C 4), or one of the 15 radicals mentioned above, which is substituted in the cyclic portion by one or more radicals of the group consisting of halogen, hydroxyl, nitro, alkyl of (d-) , (C 1 -C 4) alkoxy, (C 1 -C 4) alkylthio, (C 1 -C 4) halogenoalkyl, and (C 1 -C 4) halogenoalkoxy, or two adjacent R 7 radicals together are a fused ring having from 4 to 6 atoms of ring, which is carbocyclic or contains ring heteroatoms of the group consisting of O, S and N, and which is unsubstituted or substituted by one or more radicals of the group consisting of halogen, (C1-C4) alkyl and oxo, X is a group the formula -O- or -NR * -, R * being hydrogen or methyl, and n is 0, 1, 2, 3, 4 or 5, heterocyclyl in the radicals in each case containing 3 to 6 ring atoms and 1 to 3 ring heteroatoms of the group consisting of N, O and S. 5. A compound of the formula (I) and salt thereof in accordance with any of Claims 1 to 4, further characterized in that R 1 is (C 1 -C 4) alkyl, (C 1 -C 4) haloalkyl, (C 1 -C 4) hydroxyalkyl or (C 1 -d) alkoxy-alkyl ( dd), R2 and R3 independently of one another are hydrogen, amino, formyl or (C1-C4) alkyl, or R2 and R3, together with the nitrogen atom of the group NR2R3, are a heterocyclic radical having from 4 to 6 ring atoms which, in addition to the nitrogen atom, may contain an additional ring heteroatom of the group consisting of N and O as the ring hetero atom, R 4 is hydrogen or (C 1 -C 4) alkyl, R 5 is hydrogen, alkyl ( C1-C4), alkenyl of (C2-d), alkynyl of (C2-C4), cycloalkyl of (C3-C6) or alkoxy of (C? -d) -alkyl of (C1-C4) or phenyl, preferably methyl , ethyl, n-propyl, isopropyl or cyclopropyl, and R6 is hydrogen, (C1-C4) alkyl, (C2-d) alkenyl, (C2-C) alkynyl, (C3-C6) cycloalkyl or (C? -C4) -alkyl (C1-C4) or phenyl, preferably hydrogen no, or R5 and R6 together are an alkyl chain having 2 to 4 carbon atoms, R7 independently of one another is halogen, hydroxyl, amino, nitro, formyl, carboxyl, cyano, (C1-d) alkyl, alkoxy of (C1-C4), halogenoalkyl of (C1-C4), halogenoalkoxy of (C1-C4), hydroxyalkyl of (C1-C4), hydroxyalkoxy of (C1-C4), alkoxy of (C? -d) -alkyl of (C1-C4), halogenoalkoxy of (C? -d) -alkyl of (dd), halogenoalkyloxy of (d- C4) -alkoxy of (d-C4), alkoxy of (C1-C4) -alkoxy of (C1-) C4), (C3-C6) cycloalkyl, (dd) halogenocycloalkyl, (C2-C6) alkenyl, (C2-tC6) haloalkenyl, (C2-C6) alkynyl, (C2-d) haloaicynilinyl, Alkylcarbonyl (C1-C4), halogenoalkylcarbonyl (C1-C4) alkoxycarbonyl (C1-C4), halogenoalcoxicarbonilo (C1-C4) alkylcarbonyloxy (C1-C4), halogenoalquilcarboniloxi of (dd), alkylcarbonyl ( C? -d) -alkyl of (C1-C4), alkylthio of (dd), haloalkylthio of (C1-C4), alkylamino of (C1-C4), diamino [(C1-C4) alkyl]], phenyl, phenoxy , phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxy (C1-C4), phenylcarbonyl (C1-C4), phenylalkyl (C1-C4), phenylalkenyl of (C2-d) phenyl- of (C2-C4), heterocyclyl, heterocyclyloxy , heterocyclylthio, heterocyclylamino or one of the 14 last-mentioned radicals which is substituted in the cyclic moiety by one or more radicals from the group consisting of halogen, (C1-C4) alkoxy (C1-C4) halogenoalkyl of (C1-C4) and (C1-C4) halogenoalkoxy, heterocyclyl in the radicals having from 3 to 6 ring atoms and from 1 to 3 ring heteroatoms of the group consisting of N and O, or two adjacent R7 radicals together are a fused ring having 4 to 6 ring atoms, which is carbocyclic or contains ring heteroatoms of the group consisting of O and N, and which is unsubstituted or substituted by one or more (C1-C4) alkyl radicals, X is a group of the formula -O- or -NH- and n is 0, 1, 2, 3, 4 or 5. 6.- A compound of the formula (I) and salt thereof according to any of claims 1 to 5, further characterized in that a1): R1 is halogenoalkyl of (dd), preferably halo-aminoalkyl of (C1-C4), R2, R3, R4 and 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 R7 in each case being halogen, hydroxyl, amino, nitro, formyl, carboxyl, cyano, alkyl of (Ci-d), alkoxy of (dd), halogenoalkyl of (C1-C4), halogenoalkyl of (C1-C4) ), (C 1 -C 4) halogenoalkoxy, hydroxy (C 1 -C 4) alkyl, hydroxy (C 1 -C 4) alkoxy, (C 1 -d) alkoxy (C 1 -C 4) alkyl; Halogenoalkoxy of (d-d and C 1 -C 4) alkyloxy (C 1 -d) -alkoxy (C 1 -C 4) alkoxy; (C 1 -d) alkoxy-C 1 -C 4 alkoxy; (C3-C6) cycloalkyl, (C-d) halogencycloalkyl, (C2-d) alkenyl, (C2-d) haloalkenyl, (C2-C) alkynyl, (dd) haloalkynyl, (C1) alkylcarbonyl -C4), alkoxycarbonyl of (C1-d), alkylcarbonyloxy of (C1-C4), alkylcarbonyl of (C? -d) -alkyl of (C1-C4), alkylthio of (C1-C4), alkylamino of (d-) C4), (C 1 -C 4) diaminofalkyl or phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxyalkyl (C 1 -C 4), phenylcarbonylalkyl (C 1 -C 4), phenylalkyl (C 1 -C 4), or one of the 8 radicals mentioned above, which is substituted in the phenyl portion by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkyl, (C 1 -C 4) alkoxy, halo (C 1 -C 4) alkyl and halogenoalkoxy of (C1-C4), or two adjacent R7 radicals together is a fused ring having from 4 to 6 ring atoms, the is carbocyclic or contains one or two ring heteroatoms of the group consisting of O and N, and which is unsubstituted or substituted by one or more alkyl radicals of (dC), or a2): R is haloalkyl of (dd) , preferably halogenalkyl of (C 1 -C 4), R 2, R 3, R 4 and R 6 are each hydrogen, R 5 is methyl, n is the number 1 or 2, X is an oxygen atom, (R 7) n are n radicals R 7 which , in the case of n = 2, they are defined in the same way, 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, halogenalkyl of (C2-d), halogenoalkoxy of (C1-C4), hydroxyalkyl of (C1-C4), hydroxyalkoxy of (C1-C4), alkoxy of (C? -d) -alkyl of (dd), halogenoalkoxy of (C? -d) -alkyl of (C1-C4), haloalkyloxy of (C? -C) -alkoxy (C1-C4), (C? -d) alkoxy (C1-d) alkoxy, (dd) cycloalkyl, (C3-C6) halogenocycloalkyl, alkenyl ( C2-C4), halogenoalkenyl of (C2-d), alkynyl of (C2-C), haloalkynyl of (dd), alkylcarbonyl of (C1-C4), alkoxycarbonyl of (C1-C4), alkylcarbonyloxy of (C1-C4) , (C? -d) alkylcarboxylic (C1-C4) alkyl, (C1-C4) alkylthio, haloalkylthio (dd), (C1-C4) alkylamino, diamino (C1-C4) alkylamino] or phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxyalkyl of (C 1 -C 4), phenylcarbonylalkyl of (C 1 -C 4), phenylalkyl of (C 1 -C 4), or one of the 8 radicals mentioned above or, which is substituted in the phenyl portion by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkyl, (C 1 -C 4) alkoxy, haloalkyl (dd) and (C 1 -C 4) halogenoalkoxy ), or two adjacent R7 radicals together are a fused ring having 4 to 6 ring atoms, which is carbocyclic or contains 1 or 2 ring heteroatoms of the group consisting of O and N, and which is not substituted or substituted by one or more alkyl radicals of (C 1 -C 4), or a 3): R 1 is haloalkyl of (d-C 6), preferably halogenoalkyl of (C 1 -C 4), R 2, R 3, R 4 and R 6 are each hydrogen, R 5 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 subparagraph a1), or two adjacent R7 radicals together are a fused ring having 4 to 6 ring atoms, which is carbocyclic or contains 1 or 2 heteroatoms ring groups of the group consisting of O and N, and which is not substituted or substituted by 1 or more (C1-C4) alkyl radicals, or b1): R1 is (d-C6) alkyl, preferably (C1-C4), which is unsubstituted or substituted by 1 to 4 substituents of the group consisting of (C1-C4) alkoxy and hydroxyl, R2, R3, R4 and 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 hydroxyl, amino , nitro, formyl, carboxyl, cyano, (C 1 -C 4) alkoxy, haloalkyl (C 1 -C 4), halogenoalkoxy (dd), hydroxyalkyl (C 1 -C 4), hydroxyalkoxy (C 1 -C 4), alkoxy ( CrC) -alkyl (C1-C4), halogenoalkoxy (dd) -alkyl (dd), haloalkyloxy (C1-d) -alkoxy (C1-C4), alkoxy (C1-C4) -alkoxy ( dd), (C3-C6) cycloalkyl, (dd) halogencycloalkyl, (C2-C) alkenyl, (C2-d) haloalkenyl, (C2-d) alkynyl, (C2-C4) haloalkynyl, alkylcarbonyl of (C1-C4), (C1-C4) alkoxycarbonyl, (C1-C4) alkylcarbonyloxy, (C1-C4) alkylcarbonyl (dd) alkyl, (C1-6) alkylthio C4), halogenoalkylthio (dC), alkylamino of (C 1 -C 4), diaminofalkyl of (C 1 -C 4)], or phenyl, phenoxy, phenylcarbonyl, phenoxycarbonyl, phenylcarbonyloxy, phenoxyalkyl of (dd), phenylcarbonylalkyl of (C 1 -C 4) , phenylalkyl of (C 1 -C 4), or one of the 8 radicals mentioned above, which is substituted in the phenyl portion by one or more radicals of the group consisting of halogen, (C 1 -C 4) alkyl, (dC) alkoxy ), (C 1 -C 4) halogenoalkyl and (C 1 -C 4) halogenoalkoxy, or two R 7 radicals ^ adjacent together are a fused ring having from 4 to 6 ring atoms, which is carbocyclic or contains 1 or 2 ring heteroatoms of the group consisting of O and N, and which is unsubstituted or substituted by one or more radicals (C1-C4) alkyl. 7. A process for preparing a compound of the formula (I) or salt thereof according to any of claims 1 to 6, which comprises a) reacting a compound of the formula (II), R1-Fu ( II) in which Fu is a functional group of the group consisting of carboxylate, carboxylic acid ortho ester, carbonyl chloride, carboxamide, carboxylic anhydride and trichloromethyl with a biguanidide of the formula (III) or an acid addition salt of the same: or, b) reacting a compound of the formula (IV): wherein Z1 is an exchangeable radical or a leaving group, with a suitable amine of the formula (V) or an acid addition salt thereof: wherein, in formulas (II), (III), (IV) and (V), the radicals R1 to R7 and X and also n, are as defined for formula (I). 8. A herbicide or a growth regulating composition, which comprises one or more compounds of the formula (I) or salts thereof according to any of claims 1 to 6 and formulation aids that are customary in the protection from harvest. 9. A method to control the new herbs or to regulate the growth of the plants, which comprises the application of an effective amount of one or more compounds of the formula (I) or salts thereof according to claims 1 to 6 to the plants, to the seeds of the plant or to the area under cultivation. 10. The use of a compound of the formula (I) or a salt thereof according to any of claims 1 to 6 as a herbicide and plant growth regulator.