Salt triazinetrione acids and means for presowing treatment of seeds of agricultural crops
(57) Abstract:The invention relates to chemistry and agriculture. The technical solution is to obtain water-soluble effective poststimulation with a wide spectrum of action. It is achieved by the fact that they get new derivatives of s-triazine, namely salts triazinetrione acid (STC) General formula:
where R = NH4, K+, Na+that can be used as postregulation and means for presowing treatment of seeds based on them. 2 S. p. f-crystals, 1 table. The invention relates to chemistry and agriculture, namely, substituted SIMM-triazines as postregulation and means for presowing treatment of seeds on the basis of them.Known application of IAA (indelicacy acid) as a stimulant for germination of seeds of fruit and berry crops, consisting of pre-soaking seeds in 0.001% aqueous solution of IAA for 6 h  Disadvantages of its use are the need of bodrstvovaniya (pre-dilution) in alcohol because of poor water solubility, relatively high cost, narrow range recommended for education is m-triazinetrione acids as curing adhesive compositions. The use of such acids as postregulation unknown.Known also tricholoma: 2,4,6-Tris(p-carboxymethylamino)- 1,3,5-triazine and its alkaline and alkylammonium salt as a light shielding means [2,3] the Use of these Tricolori and its salts as postregulation unknown. In addition, salts described only fall under the General formula and not described as individual compounds (except potassium salt); they are not given not only the methods of synthesis, but not even specified physico-chemical constants.The aim of the invention is to obtain a water-soluble effective poststimulation that do not require prior bodrstvovaniya in alcohol, with a broad spectrum of activity and relatively inexpensive, as well as the synthesis and description of physico-chemical properties of sodium and ammonium salts SIMM-trainingabout Tricolori.The objective is achieved by obtaining new derivatives of s-triazine, namely salts of 1,3,5-triazinetrione acid (Kovaciny) General formula:
< / BR>where R Na+, NH+4that can be used as postregulation (poststimulation) and means for presowing treatment of seeds on their onnovanbraam) with an aqueous-alkaline solution of 4-aminobenzoic acid at a molar ratio of cyanuric chloride: an amino acid: alkali 1:3:6 at 20-25oC with a water-acetone mixture, followed by acidification and isolation of Tricolori known method.Synthesis of salts of Tricolori (Covaccine) were carried out by the interaction of 2,4,6-Tris(4'-carboxyphenylazo)-s-triazine with aqueous solutions of caustic soda or ammonia at a molar ratio of acid: base 1:3 with subsequent Visaginas salt alcohol or acetone by a known method at 20oC.Example 1. 2,4,6-Tris[4'-carboxymethylamino(sodium)]-1,3,5 - triazine (Curaxin-1).To the suspension a 4.86 g (0.01 mol) of 2,4,6-Tris(4-carboxyphenylazo)- 1,3,5-triazine in 10 ml of water, with stirring and at a temperature of 20-25oC added dropwise 3 ml of an aqueous solution containing 1.18 g (0,0295 mol) sodium hydroxide. The mixture is stirred for 1.5 h at the same temperature and filtered. The filtrate with stirring, added dropwise in 30 ml of acetone, precipitated precipitate is filtered, washed with 2 x 5 ml of ethanol and dried in vacuum at 50-60oC to constant weight. Get to 5.08 g (92%) Sebacina-1 in the form of a pale yellow powder, soluble in water and insoluble in organic solvents.C24H15N6Na3O6:
found, C 52,9; H 2,9; N 15,0
calculated C to 52.1; H, 2.7; the N 15,2.Example 2. 2,4,6-Tris[4'-carboxymethylamino(sodium)]-1,3,5 - triazine (Curaxin-1).Under conditions analogous to example 1, from a 4.86 g (0.01 mol) 1,4,6-Tris(4-carboxyphenylazo)-1,3,5-triazine and 1.18 g (0,0195 mol) of caustic soda with the only difference that the reaction is carried out at 18-20 ml of water at 25-30oC, and the target salt visidot the addition of water to the filtrate in 40 ml of ethyl alcohol produced 5,135 g (93%) Sebacina-1 in the form of a pale yellow powder soluble in water and insoluble in organic solvents.The results of elemental analysis and spectral characteristics obtained in these conditions Curaxin-1 corresponds to example 1.Example 3. 2,4,6-Tris[4'-carboxymethylamino(ammonium)]-1,3,5-triazine (Curaxin-2).Under conditions analogous to example 1, from a 4.86 g (0.01 mol) of 2,4,6-Tris(4-carboxyphenylazo)-1,3,5-triazine and 2.1 g (0.03 mol) of 25% aqueous ammonia solution obtain 4.8 g (89%0 Curaxin-2 in the form of a slightly yellowish powder with a decomposition temperature in air 362oC, soluble in water, N, N'-dimethylformamide and dimethyl sulfoxide.C24H27N9O6:
found, C 53,8; H 4,7; N 23,7
the calc is 1095, 1070 cf. FF. (C-O-C); 805 SL. (deformation of 1,4-disubstituted benzene cycle).The salts triazinetrione acids (Curaxin-1 and Curaxin-2) is used as a means for presowing treatment of seeds of various crops, as postregulatory. When preparing aqueous solutions of salts concentration from 0.01 to 0.001 wt. and soaked in these solutions the seeds for 3 h were used For comparison aqueous solution indolylacetic acid (heteroauxin) concentration of 0.001 wt. which was prepared previously podesteria IAA in ethanol. As a second control used a variant with seed soaking for 3 h in distilled water.The use of Covaccine as a means for presowing treatment of seeds, the initial concentration and properties of the seedlings are illustrated by examples about 4-47 presented in the table. The seeds were germinated in Petri dishes on constantly moist filter paper at 20-21oC for 25 days. Corresponding measurements of germination, root length and seedling conducted after 7 days, the number of germinated seeds on the 4th day was judged on vigor.From the table it is seen that SAA treatment of seeds Suboxine in concentrations of 0.01 and 0.0001 wt. increases vigor (b-90 instead of 86,5%), germination (88-91 instead of 87%), provides an increase in the length of 7-day-old seedlings and roots (3-14 and 1.5-8.8%, respectively), while the IAA at a concentration of 0.001 wt. these figures are almost stimulates (except for the increase in root length and seedling 2.9 and 1.5% respectively compared with wet control).In the case of wheat seeds (examples 15-25) pre-treatment with Covaccine in concentrations of 0.01 and 0.0001 wt. increases germination energy and germination (78-90 and 83-90% instead of 70 and 79%, respectively), and increases the length of shoots and roots (5-42,7 and 5.5-50% respectively), while the IAA these figures do not stimulate.In the case of pea seeds (examples 26-36) processing Suboxine in concentrations of 0.01 and 0.0001 wt. little effect on the germination and germination energy, but increases the length of the 7-day-old seedlings and roots (on 10-40 and 7.7-28%, respectively), while the IAA on these indicators are not affected.In the case of rice seeds (examples 37-47) pre-treatment with Covaccine in concentrations of 0.01 and 0.0001 wt. provides improved germination (83-90 instead of 79%) and increased length of 7-day-old seedlings and roots, the t parameters does not improve.Thus, connections, and means for presowing treatment of seeds are more effective in comparison with their counterparts on the application and the structure and allow you to get from the available raw material is known, but a simple method is soluble in water postregulatory on the basis of which prepare the tool for pre-processing of agricultural crops. When this pre-sowing seed treatment with aqueous solutions of the claimed compounds can improve the germination and vigor, as well as to increase the length of 7-day-old roots and seedlings. 1. Salt transtronic acids of General formula
< / BR>where R Na+, NH4+,
with astragalina activity against plants.2. Means for presowing treatment of seeds of agricultural crops, including biologically active substance and water, characterized in that the biologically active substances it contains a compound of the formula
< / BR>where R K+, Na+, NH-4,
in the following ratio, wt.Biologically active substance 0,001 0,01
where R is C1 (1A) or SOON3(1B), and their alkali and ammonium salts, which can find application in agriculture as herbicides and plant growth regulators
which can find application in agriculture as a herbicide for weed control in cereal crops and flax, as well as herbicide composition based on it
FIELD: organic chemistry, agriculture.
SUBSTANCE: invention relates to new substituted thienyl(amino)sulfonylureas of formula I ,
wherein A represents nitrogen or methane; Q represents direct bond or imino; R1 represents fluorine, chlorine, bromine, unsubstituted C1-C4-alkyl, C1-C4-alkoxyl optionally substituted with halogen, unsubstituted C1-C4-alkylthio, or di(C1-C4-alkyl)amino; R2 represents hydrogen or C1-C4-alkyl. Compounds of present invention are useful as herbicide agents.
EFFECT: new compounds with herbicide activity.
5 cl, 11 tbl, 5 ex
FIELD: organic chemistry, herbicides.
SUBSTANCE: invention relates to 1,3,5-triazines of general formula I
wherein F is C3-C6-cycloalkyl, substituted with C1-haloalkyl or CHR3R4 wherein R3 and R4 are independently C1-C6-alkyl and C3-C6-cycloalkyl, and total amount of carbon atoms in R3 and R4 is 4 or more; R1 is amino, formylamino (C1-C4-alkyl)carbonylamino; R2 isC1-C4-haloalkyl. Also disclosed are intermediates and herbicide composition based on said 1,3,5-triazines.
EFFECT: compounds with high herbicidal activity.
7 cl, 10 tbl, 13 ex
FIELD: organic chemistry, herbicides, agriculture.
SUBSTANCE: invention describes derivatives of 2-amino-1,3,5-triaziene of the formula (I): wherein R1 means phenyl or alkyl with from 1 to 6 carbon atoms that can be substituted with one or some radicals taken among halogen atom and cyano-group; R2 means unsubstituted cyclopropyl, cyclobutyl or cyclopentyl groups or substituted that with radical taken among halogen atom and alkyl with from 1 to 4 carbon atoms, or furyl, or tetrahydrofuryl; R3 means radical of the formula -N(B1-D1)(B2-D2); R4 means radical of the formula -B3-D3; A1 means direct alkylene with 1-5 carbon atoms or direct alkenylene with 2-5 carbon atoms; A2 means a direct bond or direct alkylene with 1-4 carbon atoms; B1, B2 and B3 mean a direct bond; D1, D2 and D3 mean hydrogen atom; (X)n means a number of X substitutes wherein X means independently halogen atom, nitro-group or unsubstituted alkyl with 1-6 carbon atoms or substituted that with one or some radicals taken among halogen atom and alkoxy-group with 1-6 carbon atoms; n = 0, 1 or 2 and wherein the total sum of carbon atoms in radicals A1 and A2-R2 is at least 6 carbon atoms. Also, invention describes the herbicide agent containing compound of the formula (I) and additives used usually for plants protection and a method for control of hazard plants and using the effective dose of compound of the formula (I) for treatment of plants or planting surface. Invention provides preparing effective herbicides.
EFFECT: valuable properties of compounds.
7 cl, 45 tbl, 4 ex
FIELD: organic chemistry, agriculture.
SUBSTANCE: invention relates to herbicidal composition containing synergetically effective amounts of (A) and (B) components, wherein (A) has formula II (R1 is C1-C6-alkyl, substituted with halogen; R2, R3 and R4 are hydrogen; R5 is rest of formula -B1-Y1, wherein B1 is direct bond and Y1 is acyclic C1-C6-hydrocarbon or cyclic C3-C6-hydrocarbon; F is -CH2-CH2-, -CH2-CH2-CH2- and CH2-O-; X are independently halogen or C1-C4-alkoxy; n = 0-2; and (B) represents one or more herbicides, selected from group containing isoprothuron, flufenacet, anylophos, ethoxysulphuron, mecoprop-(P), ioxinyl, florazulam, pendimethalin, MV 100, etc. Also disclosed is method for weed controlling using abovementioned composition.
EFFECT: composition with improved herbicidal action.
12 cl, 23 ex, 23 tbl
FIELD: organic chemistry, agriculture, herbicides.
SUBSTANCE: invention relates to herbicidal agent containing compound of general formula I wherein X represents residue X1 or X2 and Z, R1 and R2 are as defined in claim of invention, and additional active substance selected from group containing bromoxynil, dicamba, flufenacete, metolachlor, atrazine, pendimethaline, imazetapir, iodosulfuron, nicosulfuron, 2-amino-4-(1-fluoro-1-methyl)-6-(3-phenyl-1-cyclobuthyl-1-propylamino)-1,3,5-triazine and N-[(4,6-dimethoxy-pyrimidine-2-yl)-aminocarbonyl]-2-dimethylamino-carbonyl-5-formyl-benzenesulfonamide. Compound of formula I and additional active substance are taken in mass ratio of 1:20-10:1, respectively.
EFFECT: agent of high herbicidal activity.
6 cl, 15 ex
SUBSTANCE: invention relates to application of 2-diethylamino-6-methoxy-4-[(4'-ethoxycarnonyl-5'-methyl-1',2',3'-triazole)-1'yl]1,3,5,-triazine of formula as antidote against phytotoxic action of 2,4-dichlorophenoxyacetic acid herbicide onto germinated sunflower seeds.
EFFECT: more effective sunflower germ root length and hypocotyl elongation on background of phytotoxic 2,4-D herbicide action.
2 tbl, 3 ex
FIELD: organic chemistry, insecticides.
SUBSTANCE: invention describes an insecticide agent comprising synergetic mixture of compound of the formula (I): wherein W, X, Z, R and G have values given in the invention claim and one of the following compounds: lufenuron, triflumuron, novaluron, fluphenoxuron, emamectin, methoxyphenozide, endosulfan, fipronil, ciromazin, indoxacarb. Insecticide activity of the proposed agent is higher as compared with sum of activities of individual active substances.
EFFECT: enhanced activity of agent.
2 cl, 23 tbl, 6 ex
FIELD: organic chemistry, herbicides.
SUBSTANCE: invention describes novel 2-amino-4-bicycloamino-1,3,5-triazines of the general formula (I): wherein R1 and R2 mean independently hydrogen atom, amino-group, (C1-C6)-alkyl, (C1-C4)-alkanoyl, phenylalkyl c 1-6 carbon atoms in alkyl moiety and possibly substituted with halogen atom; or R1 and R2 in common with nitrogen atom to which they are bound form morpholino-group; R3 means hydrogen atom, (C1-C6)-alkyl possibly substituted with halogen atom, hydroxy-, amino-, di-(C1-C4-alkyl)amino-, cyano-group, phenyl, (C1-C4)-alkoxy-, carboxy-group or (C3-C9)-cycloalkyl that can be substituted with halogen atom, phenyl possibly substituted with halogen atom, (C1-C6)-alkyl, hydroxy-group or phenyl, amino-, di-(C1-C4-alkyl)amino-, (C1-C6)-alkoxy-, (C1-C6)-alkylthio-group, or (C2-C6)-alkenyl; R4 and R5 mean independently hydrogen atom, (C1-C4)-alkyl or (C1-C4)-alkanoyl; R6 means independently (C1-C6)-alkyl, (C1-C6)-alkoxy-group or halogen atom; Y1 means a direct bond or -CH2-; Y2 means group -CRaRb wherein Ra and Rb mean independently hydrogen atom or (C1-C6)-alkyl; Y3 means a direct bond, Y2-independent group -CRaRb wherein Ra and Rb mean independently hydrogen atom or (C1-C6)-alkyl, or bivalent group of the formula -O-, -S-; m means 1, 2 or 3; n means 0, 1, 2, 3 or 4, or their salts. Novel compounds possess herbicide activity with the effectiveness 60-100%, for example, in rice plantings and wherein damages of cultivate plants do not exceed 10%.
EFFECT: valuable herbicide properties of compounds.
7 cl, 1 tbl, 4 ex
FIELD: herbicides, agriculture.
SUBSTANCE: claimed composition contains 2-(2'-nitro-4'-methylsulfonylbenzoyl)-1,3-cyclohexandion; triazine herbicide of formula I , wherein R1 is chlorine, linear or branched alkylthio or C1-C6-alkoxy; R2 is azido, monoalkylamino or cycloalkylamino, wherein alkyl or cycloalkyl parts may be substituted with one or more substituents selected from cyano and alkoxy; R3 is linear or branched C1-C6-N-alkylamino, with the proviso, that compound of formula I wherein R1 is chlorine; R2 is ethylamino; and R3 is isopropylamino is excluded, in mass ratio of 1:(5-20), as well as hercicidally acceptable diluent, or carrier, and/or surfactant. Also describes is method for weed controlling including application of abovementioned composition on weed locus.
EFFECT: selective method for weed controlling without adverse effect on agriculture cultures.
7 cl, 2 tbl, 2 ex
SUBSTANCE: invention relates to agriculture. The combination of active substances contains at least one known compound of formula and at least another active substance from macrolides and carboxylates. The combination is used to treat seed materials or seed materials of transgenic plants, or transgenic plants.
EFFECT: invention reduces the amount of insecticides and widens the range of controlled pests.
FIELD: chemistry of polymers, chemical technology.
SUBSTANCE: invention relates to the improved method for synthesis of melamine adducts with acids of the order: cyanuric, phosphoric, boric acid in the presence of liquid medium that are modifying agents of polymers. Method involves homogenization of melamine and acid powders in a mixer at temperature from 20°C to 80°C and then prepared mixture is subjected for effect by deformation shift at temperature from 20°C to 150°C at the shift rate value 5-400 s-1 and the total deformation shift value from 1.5 x 103 to 2.0 x 105%. The ratio of melamine to acid is from 2:1 to 1:2 preferably. Effect by the deformation shift is carried out in mechanical reactor of auger type. Invention provides simplifying process in synthesis of end substances, significant decreasing consumptions and avoiding pollution of environment.
EFFECT: improved method of synthesis.
2 cl, 10 ex
FIELD: synthesis of phosphorus-containing derivatives of organic compounds.
SUBSTANCE: invention relates to method of preparing polyphosphates of organic compounds, to mixture of polyphosphates of organic nitrogenous bases, and to use of polyphosphates and mixture of polyphosphates as fire retardants for plastics, preferably thermoplastics and, more particularly, polyamides and polyesters. Polyphosphates of organic compounds are prepared via exchangeable decomposition of mixture of phosphorus pentoxide and at least one organic nitrogenous base with a compound releasing water when decomposed under reaction conditions, the latter compound being used in such molar proportion that water would release in amount corresponding to essentially two moles of water per one mole of phosphorus pentoxide. Water-releasing compound can be compound forming, along with water, only volatile decomposition products and this compound can be selected from group including anhydrous oxalic acid, oxalic acid dehydrate, and formic acid. Exchangeable decomposition reaction is conducted at 100 to 250°C. Mixture of polyphosphates of organic nitrogenous bases is characterized by following properties: when heated to 320°C it looses less than 2% of its mass; pH value of its 10% water suspension exceeds 5 at 25°C, preferably from 5.2 to 7.7 and, more preferably, from 5.8 to 7; its solubility in water is less than 0.1 g and preferably less than 0.01 g per 100 mL water.
EFFECT: expanded synthetic possibilities.
6 cl, 5 ex
SUBSTANCE: described is an improved method for synthesis of 2,5,8-triazido-sim-heptazine of formula (I) by reacting 2,5,8-trichloro-sim-heptazine with an azidation agent in form of sodium azide in the medium of aqueous acetone at room temperature, followed by extraction of the end product via deposition from water. The invention can be used in organic synthesis.
EFFECT: high-tech and cheap method for synthesis of 2,5,8-triazido-sim-heptazine of formula (I) from commercially available 2,5,8-trichloro-sim-heptazine and a cheap azidation agent in simpler conditions for synthesis and extraction of the end product with high output and purity.
SUBSTANCE: described is an improved method of producing melamine cyanurate which is used in different compositions as a flame retardant. The method involves reaction of cyanuric acid and melamine in molar ratio of 1:1 in the presence of 2-30% water of the weight of dry reactants at temperature ranging from 10 to 100°C in countercurrent air streams at pressure of 2-10 kgf/cm2. The method can be realised continuously.
EFFECT: end product is obtained with high output with low power consumption.
1 cl, 5 ex
SUBSTANCE: invention relates to a compound of formula (1) where R1 denotes hydrogen or
EFFECT: compound is a more efficient paper bleaching agent.
8 cl, 4 tbl, 10 ex
SUBSTANCE: invention includes (a) at least one optical bleaching agent of formula (1) , wherein R1 denotes hydrogen or SO3M, R2 denotes hydrogen or SO3M, R3 denotes hydrogen or CH2CO2M, R4 denotes CH2CO2M, CH(CO2M)CH2CO2M or CH(CO2M)CH2CH2CO2M, where M denotes hydrogen, a cation of an alkali metal, ammonia, mono-methyl-di-C2-C3-hydroxyalkylammonium, dimethyl-mono-C2-C3- hydroxyalkylammonium, ammonium, which is mono-, di- or trisubstituted with a C2-C3 hydroxyalkyl radical, or a mixture of said compounds, (b) a magnesium salt or (c) binder, which is selected from a group consisting of natural starch, enzyme-modified starch, and chemically modified starch, wherein there are 0.1-15 parts of component (b) for one part of component (a). The invention also relates to a method of bleaching paper using said composition.
EFFECT: composition is a more efficient means of achieving high paper whiteness.
9 cl, 4 ex, 3 tbl
FIELD: medicine, pharmaceutics.
SUBSTANCE: invention relates to novel compounds of general formula (1), which possess affinity for µ-opioid receptor and ORL1-receptor, to medications, containing said compounds, and to application of said compounds for obtaining medications, suitable for treating pain, fear, stress and other diseases or conditions. In general formula (1) Y1, Y1', Y2, Y2', Y3, Y3', Y4 and Y4' stand for -H; R1 and R2 independently on each other stand for -H or -CH3; on condition that R1 and R2 both simultaneously do not stand for -H; Q stands for: -C6-16-aryl, non-substituted or mono- or poly-substituted with -F, -Cl, -Br or -I; or heteroaryl; R3 stands for: -C1-8-alkyl, non-substituted or mono- or poly-substituted -OR0, where R0 stands for non-substituted -C1-3-alkyl; non-substituted -C3-6-cycloalkyl-C1-4-alkyl; non-substituted -C1-4-alkyl-C3-6-cycloalkyl; -C6-16-aryl, non-substituted or mono- or poly-substituted with -F, -Cl, -Br, -I, -CN, -R0 or -OR0, where R0 stands for non-substituted -C1-8-alkyl; or heteroaryl; n stands for 0; X stands for -NRA-; RA stands for -H or -R0; where R0 stands for non-substituted -C1-4-alkyl; and RB stands for -C(=O)R0; where R0 stands for non-substituted -C2-8-alkenyl-C6-16-aryl or non-substituted -C1-8-alkyl-(C6-16-aryl)1-2.
EFFECT: obtaining compounds for obtaining medications, suitable for treatment of pain, fear, stress and other diseases or conditions.
10 cl, 14 tbl, 164 ex