MXPA99008373A - Aminosulfonylureas with herbicidal activity - Google Patents

Abstract

Aminosulfonylureas of general formula (I). The aminosulfonylureas of said formula are endowed with a high herbicidal activity against numerous weeds.

Description

AMINOSULFONILUREAS WITH HERBICIDE ACTIVITY DESCRIPTION OF THE INVENTION This invention relates to aminosulfonylureas. More particularly, this invention relates to aminosulfonylureas having a high herbicidal activity, a process for their preparation and their application as a herbicide for controlling weeds in agricultural crops. Aminosulfonylureas with herbicidal activity have been described, inter alia, in U.S. Patent Nos. 4,515,620, 4,559,081, 4,592,776, 4,622,065 and 4,666,508. However, these products have been shown to have very poor selectivity and at the same time are generally toxic to most major agricultural crops. The applicant has now discovered new aminosulfonylureas which have greater herbicidal activity against numerous weeds, and which at the same time show low phytotoxicity to one or more of the main agricultural crops of interest. Therefore, they have a higher selectivity. The object of this invention are therefore sulfonylureas of the following general formula (I): R represents a halogen atom such as chlorine, fluorine, bromine or iodine; a straight or branched alkyl or haloalkyl group of C-L-C ^; a linear or branched C 1 -C 4 alkoxy or haloalkoxy group; N represents 0 or 1; Rx and R2, equal or different from each other, represent a hydrogen atom; a linear or branched alkyl or haloalkyl group of C-L-CJ, - a linear or branched alkoxy or haloalkoxy group of C-L-C; or, together, an alkylenic or oxyalkylene chain of C2-C3; R-3 and R4 / equal or different from each other, represent a hydrogen atom; a straight or branched alkyl or haloalkyl group of Cx-C4; an alkoxyalkyl or haloalkoxy group, linear or branched C3-C6; a linear or branched C3-C6 alkenyl or haloalkenyl group; a linear or branched C3-C6 alkynyl or haloalkynyl group; R5 and R6 < equal or different from each other, represent a hydrogen atom; a halogen atom such as chlorine, fluorine, bromine or iodine; a linear or branched alkyl or haloalkyl group of a linear or branched alkylamine group of Ci-Cg; a linear or branched dialkylamine group of C2-C8; a C3-C6 cycloalkyl or cycloalkoxy group; a C4-C7 cycloalkylalkyl or cycloalkylalkoxy group; Z represents CH or N. The aminosulfonylureas of the general formula (I) are endowed with high herbicidal activity. Specific examples of aminosulfonylureas having the general formula (I) which are of interest for their herbicidal activity are: -2 - [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoyl-amino] -N, -dimethyl-benzamide; - 1- [(4,6-dimethoxypyrimidin-2-yl) -3- [2- (1-pyrrolidino-carbonyl) phenyl] sulfamoyl] urea, 2- [(4,6-dimethoxypyrir? Ru-din-2-) il) carbamoylsulfamoyl-amino] -N-ethyl-N-methylbenzamide; H- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoyl-amino] -N-methylbenzamide; 2- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoyl-amino] -N-ethylbenzamide; 2- [(4,6-Dimethoxypyrimidin-2-yl) carbamoylsulfamoyl-amino] -N-methoxybenzamide; 2- [(4,6-Dimethoxypyrimidin-2-yl) carbamoylsulfamoyl-amino] -N-methoxy-N-methylbenzamide; 2- [(4,6-Dimethoxypyrimidin-2-yl) carbamoylsulfamoyl-amino] benzamide; 2- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoyl-methylamino] -N, N-dimethylbenzamide; N-cyclopropyl-2- [(4,6-dimethoxypyrimidin-2-yl) -carbamoylsulfamoylamino] -benzamide; -2 - [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoyl-amino] -N- (2,2,2-trifluoroethyl) benzamide; -4-chloro-6- [(4,6-dimethoxypyrimidin-2-yl) -carbamoylsulfamoylamino] -N, N-dimethylbenzamide; 3-chloro-6- [(4,6-dimethoxypyrimidin-2-yl) -carbamoylsulfamoylamino] -N, N-dimethylbenzamide; -2 - [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -5-fluoro-N, N-dimethylbenzamide; -2 - [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -6-fluoro-N, N-dimethylbenzamide; 2- [(4,6-Dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -5-methyl-N, N-dimethylbenzamide; 2- [(4,6-Dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -6-methyl-N, -dimethylbenzamide; N, N-dimethyl-2 - [(4-methoxy-6-methylpyrimidin-2-yl) carbamoylsulfamoylamino] -benzamide; N, N-dimethyl-2 - [(4-methoxy-6-methylpyrimidin-2-yl) carbamoylsulfamoylamino] -benzamide; - N, N-dimethyl-2- [(4,6-dimethylpyrimidin-2-yl) carbamoylsulfamoylamino] benzamide. The aminosulfonylureas having the general formula (I) of the present invention have an acid nature and can therefore form salts with basic substances such as, for example, alkali metal or alkaline earth metal hydroxides, amines or other organic bases and quaternary salts of amine. Aminosulfonylureas having the general formula (I) in their salt form are also within the scope of this invention and therefore constitute an additional objective thereof. A further objective of this invention is a process for the preparation of compounds having the general formula (I). The compounds having the general formula (I) can be obtained by a process that includes: (a) reacting a heterocyclic amine having the general formula (II): (II) in which R4, R5, R6 and Z have the meanings described above, with a halosulfonyl isocyanate having the general formula (III): X-S02-NCO (III) wherein X represents a halogen atom such as, for example, chlorine, fluorine or bromine, preferably chlorine, in the presence of an inert organic solvent, whereby a halosulfamoylurea of the following general formula (IV) is obtained: (IV) in which X, R4, R5, R6 and Z have the meanings described above; (b) reacting a halosulfamoylurea having the general formula (IV) obtained in step (a) with an aniline having the general formula (V): (V) wherein R, R1 R2 and R3 have the same meanings described above, in the presence or absence of a base, preferably in the presence of a base, and an inert organic solvent. The inert organic solvents useful in steps (a) and (b) of the process described above are aromatic hydrocarbons (such as for example benzene, toluene, xylene, etc.), chlorinated hydrocarbons (such as for example methylene chloride, chloroform, carbon tetraeloride, chlorobenzene, etc.), and ethers (such as, for example, ethyl ether, dimethoxyethane, tetrahydrofuran, dioxane, etc.). The bases useful in step (b) of the process described above are organic bases, preferably aliphatic amines such as, for example, triethylamine, etc. The current reaction steps (a) and (b) are carried out at temperatures between -70 ° C and the boiling temperature of the solvent used, preferably between -20 ° C and + 30 ° C. The reaction of step (b) between aniline having the general formula (V) and halosulfamoylurea having the general formula (IV), can be conveniently carried out without isolation of halosulfamoylurea (IV) by adding the aniline (V) and the base (diluted with the same inert organic solvent used in step (a) of the previous process), while operating in the same environment in which the first passage was made. The heterocyclic amines having the general formula (II) and the halosulfonyl isocyanates having the general formula (III) are compounds known in the art. Anilines having the general formula (V) can be prepared, if they are not known per se, according to methods known in the art. The compounds having the general formula (I), object of this invention, have obvious interesting biological activities and, in particular, a high herbicidal activity which makes them suitable for use in the agricultural field to defend useful crops from weeds. In particular, the compounds having the general formula (I) are effective for controlling, before and after germination, numerous cotyledonous and dicotyledonous weeds. At the same time, these compounds show compatibility or absence of toxic effects towards useful cultures, either during treatment, before and after germination. Examples of weeds effectively controlled by using the compounds having the general formula (I) as the subject of this invention are: Abutilon theofrasti, Amaranthus retroflexus, Amni maius, Capsella bursa pastoris, Chenopodium Album, Convolvul s sepiu, Galium Aparine, Geranium dicotomiflorum, Ipomea spp. , Matricaria spp, Papaver-rhoea, Portulaca oler cea, Sida spinosa, Solanum nigrum, stellari media, Alopecurus myosuroides, Digitaria sanguinalis, Echinocloa spp. , Scirpus spp. , Cyperus spp. , etc. At dosages of use for agricultural applications, the above compounds have not shown toxic effects towards important agricultural crops such as rice (Oryza sativa), wheat (Triticum spp.), Corn (Zea mais). soy (Glycine max), etc. A further objective of this invention is a method for controlling weeds in cultivated areas, by applying the compounds having the general formula (I). The amount of compound necessary to obtain the desired result may vary based on numerous factors such as, for example, the compound to be used, the crop to be conserved, the weed to be attacked, the degree of infestation, weather conditions, soil characteristics, application method, etc. Dosages of the compound in the range of 1 to 1,000 g per hectare generally provide adequate control. For practical applications in agriculture it is often beneficial to use compositions with a herbicidal activity that contains, as an active substance, one or more compounds of the general formula (I), finally also in a mixture with isomers, both free and in form of salt. It is also possible to use compounds which also occur in the form of dry powders, wettable powders, emulsifiable concentrates, microemulsions, pastes, granules, solutions, suspensions, etc .: the choice of the type of composition will depend on the specific application. The compositions are prepared according to known methods, for example by diluting or dissolving the active substance in a solvent and / or solid medium, finally in the presence of surfactants. The substances to be used as solid inert diluents or supports may be kaolin, alumina, silica, talc, bentonite, chalk, quartz, dolomite, attapulgite, montmorillonite, diatomaceous earth, cellulose, starch, etc. The substances to be used as inert liquid diluents, besides water, may be organic solvents such as aromatic hydrocarbons (xylene, mixed alkylbenzenes, etc.), (hexane, cyclohexane, etc.), aliphatic hydrocarbons, halogenated aromatic hydrocarbons ( chlorobenzene, etc.), alcohols (methanol, propanol, butanol, octanol, etc.), esters (isobutilacetato, etc.), ketones (acetone, ciciohexanona, acetophenone, isophorone, ethylamylketone, etc.), vegetable and mineral oils and mixtures, etc. As surfactants, they may be used certain wetting and emulsifying agents having a nonionic character (polyethoxylated alkylphenols, polyethoxylated fatty alcohols, etc.), an anionic character (alkylbenzenesulfonates, alkylsulfonates, etc.), a cationic character (quaternary alkylammonium salts, etc. .). It is also possible to add dispersants (for example lignin and its salts, cellulose derivatives, alginates, etc.), stabilizers (for example antioxidants, substances that absorb ultraviolet rays, etc.). To increase the range of action of the above compositions, other active ingredients may also be added such as, for example, other herbicides, fungicides, insecticides or acaricides and fertilizers. Examples of other herbicides which can be added to the compositions containing one or more compounds of general formula (I) are the following: Acetochlor, acifluorfen, aclonifen, AKH-7088, alachlor, alloxydim, ametryn, amidosulfuron, amicrole, anilofos, asulam, atrazine, azafenidin (DPX-R6447), azimsulfuron (DPX-A8947), aziprotryne, benazolin, benfluralin, benfuresate, bensulfuron, bensulide, bentazone, benzofenap, benzthiazuron, bifenox, bilanafos, bispyribac - sodium (KIH-2023) , bromaci lo, bromobut ide, bromofenoxim, bromoxynil, butachlor, butamifos, butenaclor, butralina, Butroxydim, butylate, cafenstrole (CH-900), carbetamide, carfentrazone-ethyl (F-8426), clorometoxifeno, chloramben, chlorbromuron, chlorbufam, clorfurenol, chloridazon, chlorimuron, chlornitrofen, chlorotoluron, chloroxuron, chlorpropham, clorsulforon, chlorthal, chlorthiamid ethyl cinnamyl, cinnamyl cinnamon, cinnosulfuron, clethodim, c 1 odinafop, c 1 oma zone, clomeprop, clopyralid, cloransulam-methyl (XDE-565), cumiluron (JC-940), cyanazine, cycloate, cyclosulfamuron, (AC-322140) , cycloxydim, cyhalofop-butyl (XDE-537), 2, 4-D, 2,4-DB, daimuron, dalapon, desnedipham, desmethrin, dicamba, diclobenil, dichlorprop, dichlorprop-P, diclofop, diclosulam (XDE-564) , dietyl, difenoxuron, difenzoquat, diflufenican, diflufenzopir (SAN 835H), dimefuron, dimepiperate, dimethachlor, dimethamethrin, dimethenamid, dinitramine, dinoseb, dinoseb acetate, dinoterb, diphenamid, dipropetrin, diquat, dithiopyr, 1-diuron, eglinazine, endotal, epoprodan (MK-243), EPTC, esprocarb, etalfluralin, etametsulfuron-methyl (DPX-A788 1), etidimuron, ethiozine (SMY 1500), etofumesate, ethoxyfen-ethyl (HC-252), ethoxysulfuron (HOE 095404), etobenzanid (HW 52), fenoxaprop, fenoxaprop-P, phentrazamide (BAY IRC 2388), fenuron, flamprop , flamprop-M, flazasulfuron, fluazifop, fluazifop-P, flucloraline, flumetsulam (DE-498), flumiclorac-pentyl, flumioxazine, flumipropine, flumeturon, fluoroglycophene, fluoronitrofen, flupoxam, flupropanate, flupirsulfuron (DPX-KE459), flurenol, fluridone , flurochloridone, fluroxypyr, flurtamone, fluthiacet-methyl (KIH-9201), fluthiamide (BAI FOE 5043), fomesafen, fosamine, furyloxyfen, glufosinate, glyphosate, halosulfuron-methyl (NC-319), haloxyfop, haloxyfop-P-methyl, hexazinone, imazametabenz, imazamox (AC-299263), imazapic (AC-263222), imazapir, amazaquin, imazetapyr, imazosulfuron, ioxinil, isopropaline, isopropazole (JV 485), isoproturon, isouron, isoxaben, isoxaflutole (RPA 201772), isoxapirifop, KPP-421, lactofen, lenacilo, linuron, LS830556, MCPA, MCPA-thioethyl, MCPB, meco prop, mecoprop-P, mefenacet, metamitron, metazachlor, metabenzthiazuron, metazole, metoprotrine, metildimron, methobenzuron, metobromuron, metolachlor, metosulam (DE-511), methoxuron, metribuzin, metsulfuron, molinate, monalide, monolinuron, naproanilide, napropamide, naphthalam , NC-330, neburon, nicosulfuron, nipyraclofen, norflurazon, orbencarb, oryzalin, oxadiargyl, oxadiazon, oxasulfuron (CGA-277476), oxaziclomefone (MY-100), oxyfluorfen, paraquat, pebulate, pendimethalin, pentanocloro, pentoxazone, (KPP- 314), fenmedifan, picloram, piperophos, prenilaclor, primisulfuron, prodiamine, proglinazine, prometon, prometrine, propachlor, propanil, propaquizafop, propazine, propham, propisochlor, propyzamide, prosulfocarb, prosulfuron (CGA-152005), pyraflufen-ethyl (ET -751), pyrazolynate, pirazolsulfurona, pyrazoxyfen, pyribenzoxim (LGC-40863), pyributicarb, pyridate, pyriminobac-methyl (KIH-6127), pyrithiobac-sodium (KIH-2031), quinclorac, quinmerac, quizalofop, quizalofop-P, rimasulfurona , sethoxydim, siduron, simazine, symmetry, sulcotrione, sulfentrazone (F6285), sulfometuron (DPX-5648, sulfosulfuron (MON 37500), 2,3,6-TBA, TCA-sodium, tebutam, tebutiuron, tepraloxidim (BAS 620H), terbacil, terbumeton, tertbutyl-azine, terbutryn, terilclor (NSK-850, thiazafluron, thiazopyr (MON 13200), tiadiazimin, thifensulfuron, tioencarb, tiocarbazil, tioclorim, tralkoxydim, tri-allate, triasulfuron (CGA-131036), triaxiflam (HDI -1105), tribenuron, triclopyr, trietazine, trifluralin, triflusilfuron-methyl (DPX-66037), UBI-C4874, vernolate. The concentration of active substance of the general formula (I) in the above compositions can vary within a wide range, depending on the active compound, the applications for which it is intended, the environmental conditions and the type of formulation. The concentration of the active substance is generally between 1% and 90%, preferably between 5 and 50%. The following examples are illustrative and do not limit the scope of this invention.

EXAMPLE 1 Preparation of 2- [(4,6-di-ethoxypyrimidin-2-yl) carbamoylsulfamoyl-amino] -N, N-dimethylbenzamide (Compound Number 1).

Under a nitrogen atmosphere, chlorosulfonyl isocyanate (4.3 g, 30.5 mmol) is dissolved in methylene chloride (10 ml) and administered dropwise in a solution of 2-amino-4,6-dimethoxypyrimidine (5.2 g, 33.6 mmol). ) in methylene chloride (50 ml) at -5 ° C. The mixture is stirred at 0 ° C for 1 hour. Then a solution of 2-amino-N, N-dimethylbenzamide (5 g; . 5 mmole) and triethylamine (3.1 g, 30.6 mmole) in methylene chloride (20 ml) and the mixture is stirred for 30 min at 0 ° C and for an additional 3 hours at room temperature. The reaction mixture is poured into 2 1 brine solution and 1% aqueous HCl and extracted with methylene chloride. The organic phase is washed with brine, dried with sodium sulfate and concentrated under reduced pressure. The residue (12.8 g) is stirred at 50 ° C with ethyl acetate (20 ml); After cooling the solid is filtered and washed with diethyl ether. The desired product (11.3 g) has a melting point at 160-162 ° C EXAMPLE 2 When operating in a manner analogous to that described in example 1, the following compounds have been prepared, starting from the appropriate 2-aminopyrimidines and 2-aminobenzamides: -1- (4,6-dimethoxypyrimidin-2-yl) -3- . { [2- (1-pyrrolidinocarbonyl) phenyl] sulfamoyl} urea (compound number 2): p.f. 154-156 ° C; -2- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -N-ethyl-N-methylbenzamide (compound number 3): m.p. 136-138 ° C; -2- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -N-methylbenzamide (compound number 4): m.p. 98-100 ° C; -2 - [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -N-ethylbenzamide (compound number 5): m.p. 98-100 ° C; -2 - [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -N-methoxybenzamide (compound number 6): m.p. 147-149 ° C; -2- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -N-methoxy-N-methylbenzamide (compound number 7): p.f. 137-139 ° C; -2- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] benzamide (compound number 8): p.f. 164-166 ° C; -2 - [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -N, N-dimethylbenzamide (compound number 9): p.f. 120-121 ° C; -N-cyclopropyl-2- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino) benzamide (compound number 10) -2- (4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -N- (2, 2 , 2-trifluoroethyl) -benzamide (compound number 11) -4-chloro-6- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -N, N-dimethylbenzamide (compound number 12): p.f. 161-163 ° C; 3-chloro-6- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -N, N-dimethylbenzamide (compound number 13): p.f. 156-158 ° C; -2 - [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -5-fluoro-N, N-dimethylbenzamide (compound number 14): m.p. 171-173 ° C; -2 - [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -6-fluoro-N, N-dimethylbenzamide (compound number 15): p.f. 165-167 ° C; -2- [(4, 6 -dime toxipyr imi din -2 -yl) carbamoylsulfoylamino] -5-methyl-N, N-dimethylbenzamide (compound number 16) m.p. 164-166 ° C; -2- [(4,6-Dimethoxypyrimidin-2-yl) carbamoylsulfoylamino] -6-methyl-N, N-dimethylbenzamide (compound number 17) m.p. 169-171 ° C; -N, N-dimethyl-2- [(4-methoxy-6-methylpyrimidin-2-yl) carbamoylsulfoylamino] -benzamide (compound number 18) m.p. 147-149 ° C; N, N-dimethyl-2 - [(4-dimethylpyrimidin-2-yl) carbamoylsulfonylamino] -benzamide (compound number 19) m.p. 163-165 ° C.

EXAMPLE 3 Preparation of the monosodium salt of 2- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoyl-amino] -N, N-dimethylbenzamide (compound number 20) Crushed sodium hydroxide (400 mg, 10 mmol) is added to a solution of compound number 1 (example 1, 4.25 g, 10 mmol) in 100 ml of dichloromethane. The mixture is stirred at room temperature for 18 h and concentrated under reduced pressure. The solid residue (4.3 g) has a melting point at 190 ° C.

EXAMPLE 4 Determination of herbicidal activity and phytotoxicity The herbicidal activity of compounds numbers 1, 2 and 4 was evaluated with respect to certain important weeds as well as the phytotoxicity with respect to wheat, in the post-germination treatment compared to l - [(4,6-dimethoxypyrimidin-2) -yl) -3- [(2-methoxycarbonylphenyl) sulfamoyl] urea described in Example 2 of U.S. Patent 4, 515, 620 (RC). For each compound, the evaluation tests were carried out in accordance with the following operating procedures. Vessels were prepared (diameter 10 cm, height 10 cm) containing sandy soil. In each of them, one of the following plant species was planted: Weeds: Abutilon theophrasti (ABUTH), Amaranthus retroflexus (AMARE), Amni maius (MNMA), Convolvulus sepium (CONSE), Galium Aparine (GALAP), Ipomea Purpurea (IPOPU), Papaver rhoeas (PAPRH), Solanum nigrum (SOLNI); Crops: Triticum sp. (Wheat) To each container, water was added in an amount suitable for good germination of the seeds. The pots were divided into two groups, each containing at least 5 pots for each weed. The first group had no treatment with the compound under evaluation and was used as a comparison (control). The second group of containers was treated, 15 days after sowing for weeds and 10 days after sowing for wheat, with a hydroacetonic dispersion (20% by volume of acetone) containing the compound under test, at a desired ratio and Tween 20 (0.5%). All containers were kept under observation in a conditioned environment with the following conditions: temperature: 24 ° C relative humidity: 60% photopeak: 16 hours light intensity: 10,000 lux Every two days the containers were irrigated uniformly to ensure a sufficient degree of humidity for a good development of the plants. At 21 days after the treatment, the herbicidal activity was evaluated based on the following scale of values, with reference to the percentage of damage found in the plants which have been treated, compared with those not treated (control): 0 = 0% - 9% damage 1 = 10% - 29% damage 2 = 30% - 49% damage 3 = 50% - 69% damage 4 = 70% - 89% damage 5 = 90% damage, death of the plant The results obtained are shown in table 1 below. TABLE 1: Herbicidal activity after germination nt = not tested

Claims (21)

1. Aminosulfonylureas having the general formula (I): wherein: R represents a halogen atom such as chlorine, fluorine, bromine or iodine; a linear or branched alkyl or haloalkyl group of C-L-C ^ - a linear or branched C 1 -C 4 alkoxy or haloalkoxy group represents 0 or 1; R-L and R2, equal or different from each other, represent a hydrogen atom; a linear or branched alkyl or haloalkyl group of C ^ d; a linear or branched alkoxylic or haloalkoxy group of C-L-; Or, together, an alkylenic or oxyalkylene chain of C2-C5; R3 and R4 'equal or different from each other, represent a hydrogen atom; a linear or branched alkyl or haloalkyl group of C ^ d; a linear or branched C3-C6 alkoxy or haloalkoxy group; a linear or branched C3-C6 alkenyl or haloalkenyl group; a linear or branched C3-C6 alkynyl or haloalkynyl group; R5 and R67 equal or different from each other, represent a hydrogen atom; a halogen atom such as chlorine, fluorine, bromine or iodine; a straight or branched alkyl or haloalkyl group of C1-C6; a linear or branched alkylamine group of a linear or branched dialkylamine group of C2-C8; a C3-C3 cycloalkyl or cycloalkoxy group; a C4-C7 cycloalkylalkyl or cycloalkylalkoxy group; Z represents CH or N.

2. Herbicides constituted by aminosulfonylureas having the following general formula (I): (I) in which: R represents a halogen atom such as chlorine, fluorine, bromine or iodine; a linear or branched alkyl or haloalkyl group of ^ -C ^; a linear or branched C 1 -C 4 alkoxy or haloalkoxy group; n represents 0 or 1; R? and R2 / the same or different from each other, represent a hydrogen atom; a linear or branched alkyl or haloalkyl group of d-d; a linear or branched alkoxy or haloalkoxy group of d-C; 4 or, together, an alkylene or oxyalkylene chain of C2-C5; R3 and R equal or different from each other, represent a hydrogen atom; a straight or branched alkyl or haloalkyl group of Cx-C4; a linear or branched C3-C3 alkoxyalkyl or haloalkoxy group; a linear or branched C3-C6 alkenyl or haloalkenyl group; a linear or branched C3-C6 alkynyl or haloalkynyl group; R5 and R '' equal or different from each other, represent a hydrogen atom; a halogen atom such as chlorine, fluorine, bromine or iodine; a straight or branched alkyl or haloalkyl group of - a linear or branched alkylamine group of C ^ Cg - a linear or branched C2-C8 dialkylamino group; a C3-C6 cycloalkyl or cycloalkoxy group; a C4-C7 cycloalkylalkyl or cycloalkylalkoxy group; Z represents CH or N.

3. Herbicide according to claim 2, which consists of -2- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoyl-amino] -N, N-dimethylbenzamide.

4. Herbicide according to claim 2, which consists of -1- [(4,6-dimethoxypyrmidin-2-yl) -3-. { [2- (1-pyrrolidin-carbonyl) phenyl] sulf moil} urea

5. Herbicide according to claim 2, which consists of -2- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -N-methylbenzamide.

6. Herbicide according to claim 2, which consists of -2- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -N-ethylbenzamide.

7. Herbicide according to claim 2, which consists of -2- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -N-methoxybenzamide.

8. Herbicide according to claim 2, which consists of -2- [(4,6-dimethoxypyrimidin-2-yl) carbamoylsulfamoylamino] -N-methoxy-N-methylbenzamide.

9. Process for the preparation of aminosulfonylureas having the general formula (I) according to any of the previous claims comprising: (a) reacting a heterocyclic amine having the general formula (II): (II) wherein R4, R5, R6 and Z have the meanings described above, with a halosulfonyl isocyanate having the general formula (III): X-SO, -NCO (III) wherein X represents a halogen in the presence of an inert organic solvent, whereby a halosulfamoylurea of the following general formula (IV) is obtained: (IV) wherein X, R4, R5, R6 and Z have the meanings described above; (b) reacting a halosulfamoylurea having the general formula (IV) obtained in step (a) with an aniline having the general formula (V): (V) wherein R, R-_, R2 and R3 have the same meanings as described above, in the presence or absence of a base, or of an inert organic solvent.

10. Process according to claim 9, wherein the inert organic solvent which can be used in steps (a) and (b) is selected from aromatic hydrocarbons, chlorinated hydrocarbons and ethers.

11. Process according to claim 9 or 10, wherein the organic base in step (2) is selected from aliphatic amines.

12. Process according to any of claims 9 to 11, wherein the above steps (a) and (b) are carried out at temperatures between -70 ° C and the boiling point of the solvent used.

13. Process according to claim 12, wherein the above steps (a) and (b) are carried out at temperatures between -20 ° C and 30 ° C.

14. Process according to claim 9, wherein the reaction of step (b), between the aniline having the general formula (V) and the halosulfamoylurea having the general formula (IV) is carried out without isolating the sulfamoylurea (IV) by directly adding the aniline (V) and the organic base, diluted with the inert organic solvent used, in stage (a) operating in the same container as the first stage.

15. Compositions with herbicidal activity containing one or more aminosulfonylureas according to any of claims 2 to 8, alone or in the presence of solid carriers, liquid diluents, surfactants or other active ingredients.

16. Compositions with herbicidal activity according to claim 15, in which the concentration of the active substance is between 1% and 90%.

17. A method for controlling weeds in cultivated areas, which consists in applying the compositions according to claims 15 and 16 to such areas.

18. Aminosulfonylureas salts of the general formula (I) of alkali metal, alkaline earth metal, optionally alkylated ammonium or organic amine, according to claims 1 to 8.

19. Herbicidal compositions containing salts of aminosulfonylureas of the general formula (I), according to claim 18, alone or in the presence of solid carriers, liquid diluents, surfactants or other active ingredients.

20. Compositions with herbicidal activity, according to claim 19, wherein the concentration of active substance is between 1% and 90%.

21. A method for controlling weeds in cultivated areas, which consists in applying the compositions according to claims 19 and 20 to such areas.