- Method for synthesizing fluazinam
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The invention discloses a method for synthesizing fluazinam. The method comprises the following steps: S1, enabling 2-amino-3-chloro-5-trifluoromethylpyridine, 4-chloro-3, 5-dinitrobenzotrifluoride, acetonitrile and an alkaline reagent to react for 30 minutes, and heating and refluxing for 4-6 hours; s2, cooling to room temperature, filtering, washing with acetonitrile, heating filtrate to 40 DEG C, slowly adding a chlorination reagent, reacting at 40 DEG C for 3 hours, heating and refluxing for 2 hours, and discharging acidic gas; s3, when acetonitrile is distilled out of the reaction liquid, stopping distillation, adding water, filtering and drying, and obtaining fluazinam. According to the method, weak alkali is used for participating in the reaction, 4-chloro-3, 5-dinitrobenzotrifluoride cannot be hydrolyzed, so that a toxic substance M465 cannot be generated, the content and yield of the fluazinam product prepared through the method are very high, the preparation method is simple, the process is reasonable, cost is saved, and no waste gas is generated.
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Paragraph 0012; 0026-0028; 0030-0032; 0034-0036; 0038; ...
(2022/01/05)
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- Synthetic process of fluazinam
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The invention discloses a synthetic process of fluazinam, and belongs to the technical field of pesticide chemical engineering. The process comprises the following steps: taking 2-halogen-3-chloro-5-trifluoromethyl pyridine and ammonia gas as raw materials to carry out an amination reaction in an ether solvent in a high-pressure kettle, carrying out desalination and deamination on the reaction liquid, then carrying out a condensation reaction with 2,4-dichloro-3,5-binitro-trifluorotoluene under an alkaline condition, and carrying out a conventional post-treatment method to obtain the fluazinam. According to the invention, in a continuous process of the two-step process, generation of side reactions of 2,4-dichloro-3,5-binitro-trifluorotoluene during the condensation reaction due to ammoniaresidues in an amine solution is avoided, so that unit consumption of the 2,4-dichloro-3,5-binitro-trifluorotoluene is reduced to a stoichiometric ratio, and product purification and yield are greatly improved. The product does not need to be purified, the purity can reach 99% or above, and the total separation yield of two steps can reach 97% or above.
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- Method for synthesizing fluazinam (by machine translation)
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The method comprises the following steps: (1) reacting 2 - amino -3 - chlorine -5 - trifluoromethylpyridine and 2, 4 - dichloro -3, 5 -dinitrobenzotrifluoride under the presence of an inorganic base to pH 2, and (1) recrystallizing -toluidine hydrochloride α - α -trifluoro 2 - 6, 85%~95% dinitro- p-toluidine as a recrystallization solvent. (3 -) A fluazinam is obtained by recrystallization using an aqueous ethanol solution having a content 3 - of ethanol as 60%~90% a recrystallization solvent after the reaction; and step (b) . the mixture is obtained.2 α 6 - alpha.trifluoromethyl -5 - pyridyl) - α 3, alphaωdinitrohexafluorobenzoic acid is a mixture of N- (-2 -)-N-methyl-p-98% methyl-p-trifluoromethylbenzylamine. In the method, an ether solvent with lower toxicity is selected; the reaction molar yield is high, the content of related impurities is lower than one-tenth, α - crystal form crystal fluazinam is obtained, and subsequent preparation processing. (by machine translation)
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Paragraph 0016-0018
(2019/08/12)
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- Preparation method for fluazinam
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The invention discloses a preparation method for fluazinam. The method comprises the following steps: performing a reaction on 2-amino-3-chloro-5-trifluoromethylpyridine and 2,4-dichloro-3,5-dinitrobenzotrifluoride in the presence of a first organic solvent, an alkali and a catalyst at a specified reaction temperature to obtain a reaction mixture; and performing post treatment to obtain purified 3-chloro-N-(3-chloro-5-trifluoromethyl-2-pyridinyl)-alpha-alpha-alpha-trifluoro-2,6-dinitro-p-toluidine as a reaction product from the reaction mixture, wherein a catalyst is a phase transfer catalyst.According to the method disclosed by the invention, the phase transfer catalyst is added to the reaction, the reaction temperature is reduced, so that selectivity of the reaction is improved, an occurrence of a hydrolysis side reaction is inhibited, and a yield of the product is improved; and further, in the post treatment of the product, the alkali and the formed salt are removed by filtration and neutralization without water washing, and the alkali can be reused, so that generation of wastewater and waste of resources are reduced.
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Paragraph 0042; 0062-0073
(2019/01/05)
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- Preparation method of fluazinam
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The invention provides a preparation method of fluazinam. Fluazinam is prepared through a reaction of 2-amino-3-chloro-5-trifluoromethylpyridine and 2,4-dichloro-3,5-dinitrobenzotrifluoride with an inorganic alkali as an alkali and 2-methyltetrahydrofuran as a solvent. The preparation method of fluazinam, adopting 2-methyltetrahydrofuran as the solvent has the advantages of good reaction selectivity, short reaction time, substantial improvement of the productivity of every device, large productivity, suitableness for industrial production, small use amount of the solvent, mild reaction conditions, simplicity in operation, great simplification of the industrial process, and realization of obviously less hydrolysis byproduct due to the poor compatibility with water, and allows the highest mole yield to reach 98.4% and the highest purity to reach 99.8%.
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Paragraph 0047; 0048; 0049; 0050; 0051; 0052; 0053-0080
(2017/04/29)
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- A METHOD FOR PRODUCING 2,3-DICHLORO-5-(TRICHLOROMETHYL)PYRIDINE
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The present invention relates to a novel process for producing of 2,3-dichloro-5-(trichloromethyl)pyridine by using PCl as chlorinating agent at elevated temperature and pressure.
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- Synergistic Combinations Of Active Ingredients
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The present invention relates to novel active compound combinations comprising, firstly, at least one known compound of the formula (I) in which R1 and A have the meanings given in the description and, secondly, at least one further known active compound from groups (2) to (27) listed in the description, which combinations are highly suitable for controlling animal pests such as insects and unwanted acarids and also phytopathogenic fungi.
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- Synergistic Active Compound Combinations Comprising Phenyltriazoles
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The present invention relates to novel active compound combinations comprising, firstly, at least one known compound of the formula (I) in which R1 and R2 have the meanings given in the description. and at least one further known active compound from groups (2) to (27) listed in the description, which combinations are highly suitable for controlling animal pests such as insects and unwanted acarids and also phytopathogenic fungi.
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- METHOD FOR THE PREPARATION OF FLUAZINAM
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A method for the synthesis of 3-chloro, N- (3-chloro-5- trifluoromethyl-2-pyridyl), α, α, α-trif luoro, 2,6-dinitro- p-toluidine (Fluazinam) comprises an amination reaction of a pyridine, to obtain 2-amino, 3-chloro, 5- trif luoromethylpyridine, the addition of a strong base to the 2-amino, 3-chloro, 5-trif luoromethylpyridine, and a formation reaction of Fluazinam by coupling of the 2- amino-3-chloro-5-trif luoromethylpyridine with the 2,4- dichloro, 3,5-dinitro, benzotrif luoride. The amination reaction is conducted with anhydrous ammonia in an organic solvent. Furthermore, the coupling reaction as above takes place directly in the solution of Pyridine 2 coming from the amination step.
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Page/Page column 11-12
(2011/08/21)
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- PROCESS FOR PRODUCING TOLUIDINE COMPOUND
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Because fluazinam is excellent as an active ingredient of pesticides and highly useful, it is desired to produce it efficiently in a proper form with simple operations at low cost in an environmentally friendly manner. The desired product is obtained in good yields with simple operations by using industrially advantageous reaction systems by a process comprising (1) a step of reacting ACTF and DCDNBTF in the presence of an alkali component a tertiary alcohol as a solvent and (2) a step of neutralizing or acidifying the reaction mixture with an acid.
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Page/Page column 17-18
(2009/03/07)
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- PROCESS FOR PRODUCING TOLUIDINE COMPOUND
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ABSTRACT Because fluazinam is excellent as an active ingredient of pesticides and highly useful, it is desired to produce it efficiently in a proper form with simple operations at low cost in an environmentally friendly manner. The desired product is obtained in good yields with simple operations by using industrially advantageous reaction systems by a process comprising (1) a step of reacting ACTF and DCDNBTF in the presence of an alkali component, a solvent selected from the group consisting of ethers, nitriles and esters, (2) a step of neutralizing or acidifying the reaction mixture with an acid and (3) a step of removing the solvent by distillation from the mixture containing fluazinam as the reaction product and the solvent to precipitate crystals of the product.
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Page/Page column 16-17
(2009/05/30)
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- PROCESS FOR PRODUCING TOLUIDINE COMPOUND
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Because fluazinam is excellent as an active ingredient of pesticides and highly useful, it is desired to produce it efficiently in a proper form with simple operations at low cost in an environmentally friendly manner. The desired product is obtained in good yields with simple operations by using industrially advantageous reaction systems by a process comprising (1) a step of reacting ACTF and DCDNBTF in the presence of an alkali component, a solvent selected from the group consisting of ketones, nitriles, ethers and esters and a sufficient amount of water to substantially dissolve the alkali component, (2) a step of neutralizing or acidifying the reaction mixture with an acid and (3) a step of removing the solvent by distillation from the mixture containing fluazinam as the reaction product and the reaction solvent to precipitate crystals the product.
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Page/Page column 19-20
(2009/03/07)
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- PROCESS FOR PREPARING PYRIDINAMINES AND NOVEL POLYMORPHS THEREOF
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The present invention relates to an improved process for the synthesis and purification of 3-chloro-N-(3-chloro-5-trifluoromethyl-2-pyridyl)-a,a,a-trifluoro-2,6-dinitro-p-toluidine (fluazinam) and other pyridinamines, which implements methyl isobutyl ketone (MIBK) as the reaction solvent. The process of the invention overcomes the drawbacks of prior art methods, by reducing the side reactions such as hydrolysis, eliminating the need for difficult and labor-intensive purification methods, and providing pure products in higher yields. The present invention relates to novel crystalline polymorphic forms fluazinam, and to mixtures of the polymorphs. The present invention also provides methods for preparing the novel polymorphs, as well as pharmaceutical compositions comprising same, and methods of using the polymorphs as pesticidal agents for combating noxious living organisms on agricultural and horticultural crops.
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Page/Page column 25-27
(2008/06/13)
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- Pyridylanilines
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A novel compound for combatting insect, mite, fungus or bacterium is a pyridylaniline represented by the following formula (I) STR1 wherein X is a trifluoromethyl group, a halogen atom, a lower alkyl group or a lower alkoxy group; n is an integer of 0 to 4; R is a hydrogen atom or an acetyl group; Y is a hydrogen atom, a halogen atom a lower alkoxy group, a lower alkylthio group, a hydroxy group, an azido group or a phenoxy group of which the phenyl ring may be substituted by a hydroxy group; Z1, Z2 and Z3 are a trifluoromethyl group or a nitro group, provided that at least one of X is a trifluoromethyl group or a lower alkyl group when n is an integer of 3 or 4.
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