- Synthesis, characterization and crystal structure of 2,3,6-trichloro-5- (trichloromethyl)pyridine
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2,3,6-Trichloro-5-(trichloromethyl)pyridine (TCTCMP) was synthesized from 2-chloro-5-chloromethyl pyridine (CCMP) through two-steps chloridization using chlorine as chlorizating agent. Initially, 2-chloro-5-chloromethyl pyridine was chloridized for 8 h at reflux conditions in the presence of ultraviolet and transformed into 2-chloro-5-(trichloromethyl)pyridine (CTCMP), then CTCMP was chloridized for 6 h at 175 °C with WCl6 as catalyst. The product was characterized by FT-IR, NMR and elemental analysis. The crystal structure of TCTCMP was investigated using X-ray diffraction and SHELXTL97 software and the result indicated that TCTCMP crystallized in the orthorhombic system, space group Pbcm with a = 8.3100(17), b = 17.018 (3), c = 7.3160(15) A, V = 1034.6 (4) A3; Z 4.
- Zhu, Xue-Mei,Cai, Zhao-Sheng,Zhang, Huai-Hong,Sun, Ming-Zhu
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- Synthesis method of 2, 3-dichloro-5-trichloromethylpyridine
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The invention discloses a synthesis method of 2, 3-dichloro-5-trichloromethylpyridine, which is characterized in that a microreactor is used as a chlorination reaction channel, the first half of the microreactor channel is used as a primary chlorination channel, and the second half of the microreactor channel is filled with a catalyst B as a secondary chlorination reaction channel. The method comprises the following steps of firstly, fully mixing 2-chloro-5-methylpyridine with a catalyst A in a mixing chamber, then continuously reacting with chlorine through a primary chlorination channel to obtain 2-chloro-5-trichloromethylpyridine, then reacting through a secondary chlorination channel to obtain a crude oil layer of 2, 3-dichloro-5-trichloromethylpyridine, and carrying out alkali washing, dechlorination and rectification on the crude oil layer to obtain the high-concentration 2, 3 -dichloro-5-trichloromethylpyridine with the total yield to be 82-93%. According to the method, the technological process is simple, amplification production can be carried out through parallel connection, the catalyst B can be recycled and reused, the chlorination time is remarkably shortened, the chlorine utilization rate is increased, the post-treatment difficulty of the product is reduced, and the synthesis cost of 2, 3-dichloro-5-trichloromethylpyridine is saved.
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Paragraph 0037-0058
(2021/06/13)
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- 2-chloro-5-trichloromethyl pyridine rectification purification method and device
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The invention discloses a 2-chloro-5-trichloromethyl pyridine rectification purification method and device. Rectification purification of 2-chloro-5-trichloromethyl pyridine is implemented by using adevice for rectification purification of 2-chloro-5-trichloromethyl pyridine. By adopting the device for rectification purification of the 2-chloro-5-trichloromethyl pyridine, purification of a crudeproduct of 2-chloro-5-trichloromethyl pyridine can be efficiently implemented, the device is simple in structure and low in cost, and together with a purification method for the crude product of the 2-chloro-5-trichloromethyl pyridine, the purification rate of the crude product of the 2-chloro-5-trichloromethyl pyridine can be greatly increased.
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Paragraph 0019-0030
(2019/10/17)
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- Refining and purification method and drying treatment apparatus for 2-chloronicotinic acid
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The invention discloses a refining and purification method and a drying treatment apparatus for 2-chloronicotinic acid. The method comprises the following steps: reacting 3-methylpyridine with chlorine to produce 2-chloro-3-trichloromethylpyridine; hydrolyzing 2-chloro-3-trichloromethylpyridine to obtain a 2-chloronicotinic acid reaction product; and purifying and drying the 2-chloronicotinic acidreaction product by using the apparatus. The apparatus is applicable to drying treatment of 2-chloronicotinic acid and has a simple structure. The refining and purification method for 2-chloronicotinic acid can greatly improve the quality and purity of a 2-chloronicotinic acid product.
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Paragraph 0027; 0029; 0034; 0038; 0040; 0045; 0049; 0051
(2019/10/01)
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- Method for preparing 2, 3, 6-trichloropyridine
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The invention discloses a preparation method of 2, 3, 6-trichloropyridine. The preparation method comprises the following steps: taking 3-methylpyridine and chlorine as raw materials and preparing 2,3, 6-trichloropyridine through catalytic one-step gas-phase chlorination and trichloromethyl removal by a molecular sieve catalyst in the presence of water vapor. The molecular sieve catalyst is prepared by taking raw molecular sieve powder as an active component. The raw material 3-methylpyridine adopted in the invention is a byproduct in the synthesis of pyridine by an aldehyde ammonia method, and the source is cheap and easy to obtain. The molecular sieve catalyst has strong treatment capacity, the 3-methylpyridine and the chlorine are used as the raw materials, a proper amount of water isadded, gas-phase chlorination and trichloromethyl removal reactions are carried out under the action of a molecular sieve acid center and water vapor molecules, and the 2, 3, 6-trichloropyridine is synthesized by one step. The process is simple, the product purity and conversion rate are high, the yield can be maintained at 85% or above generally, the maximum yield can reach up to 95%, and the preparation method of the 2, 3, 6-trichloropyridine has good industrial application prospect.
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Paragraph 0054; 0055
(2019/05/22)
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- A 2 - chloro -5 - nitrapyrin preparation method
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The invention discloses a 2 - chloro - 5 - trichloromethyl pyridine method, comprises the following steps: (1) the 3 - methyl pyridine is mixed with a solvent, the vaporization of the drops in the vaporization vessel, then in order to inert gas as a carrier gas, to form raw material steam; (2) dry Cl respectively2 The raw material and the steam is sent to the quartz tube catalyst [...] generating vapor phase chlorination reaction, reaction material after the condensation, rectification to obtain 2 - chloro - 5 - trichloromethyl pyridine. The invention relates to a 2 - chloro - 5 - trichloromethyl pyridine method, with raw materials are easy, low cost, easy to operate, simple process and the like.
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Paragraph 0037-0038
(2019/03/15)
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- Production method of high-purity 2-chloro-5-trifluoromethylpyridine
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The invention provides a production method of high-purity 2-chloro-5-trifluoromethylpyridine. The production method comprises the following steps: under the action of a silicon dioxide-aluminum oxide-chromic oxide catalyst, gasifying the raw materials acrolein and propyl aldehyde, and reacting with an ammonia gas to generate 3-methylpyridine; gasifying the 3-methylpyridine and carbon tetrachloridetogether, reacting in a chlorine atmosphere to obtain 2-chloro-5-trichloromethylpyridine, and performing fluoro-substitution to obtain a crude product of 2-chloro-5-trifluoromethylpyridine; heating to melt the crude product of 2-chloro-5-trifluoromethylpyridine; refrigerating and circulating in a low-temperature thermostat; cooling and crystallizing and separating to obtain recrystal; sweating the recrystal; repeating the processes of circulating, melting, recrystallizing and sweating to obtain high-purity 2-chloro-5-trifluoromethylpyridine. According to the production method provided by theinvention, 3-methylpyridine is adopted as a raw material, and the 2-chloro-5-trifluoromethylpyridine is molten, recrystallized and purified so that the product has high purity and stable yield.
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Paragraph 0028
(2018/03/23)
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- Preparation method of 2-fluorine-5-trifluoromethylpyridine
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The invention discloses a preparation method of 2-fluorine-5-trifluoromethylpyridine, and belongs to the technical field of organic synthesis. The method comprises the following steps: (1) chlorinating 3-methylpyridine serving as a raw material by one step, thus synthesizing a coarse 2-chlorine-5-trichloromethylpyridine product; (2) fluorinating purified 2-chlorine-5-trichloromethylpyridine serving as a raw material and anhydrous HF serving as a fluorinating reagent by one step, thus synthesizing a coarse 2-fluorine-5-trifluoromethylpyridine product; (3) carrying out reduced pressure distillation on an oil layer subjected to alkali and water washing, thus obtaining high-purity 2-fluorine-5-trifluoromethylpyridine. The preparation method has the advantages of high transformation rate, good reaction selectivity, low production cost and suitability for industrial production.
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Paragraph 0030-0031; 0040; 0042
(2017/07/21)
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- A 2 - chloro - 5 - trichloromethyl pyridine synthesis method
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The invention discloses a synthetic method of 2-chloro-5-chloromethyl pyridine. The synthetic method comprising the following steps: adding an organic solvent, an acid buffering agent solution and an initiator into 3-methylpyridine; adjusting the pH value of the solution in a range of 4-5; letting nitrogen in; elevating temperature to 80-100 DEG C while stirring; stopping letting nitrogen in, letting chlorine in and continuing elevating temperature for a reaction; stopping heating, shutting a chlorine injection vavle off, letting nitrogen in and bubbling to drive the chlorine off; desolventizing a reaction solution through underpressure distillation to obtain brown-red oily liquid; and purifying the brown-red oily liquid to obtain a finished product. According to the invention, a liquid phase chlorination method is adopted; raw materials are subjected to a reaction in liquid; meanwhile an acid buffering agent solution is added to adjust a pH value in a range of 4-5; and by-products are decreased, so that the yield of a target product can reach to about 90%.
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Paragraph 0017; 0018; 0019; 0020; 0021; 0022
(2017/08/26)
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- Synthesis method of chlorfluazuron and application of chlorfluazuron in insecticide preparation
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The invention belongs to the technical field of pesticide preparations, particularly relates to a synthesis method of chlorfluazuron and further discloses an application of chlorfluazuron in insecticide preparation. According to the synthesis method of chlorfluazuron, chlorfluazuron is prepared from 2,3-dichloro-5-(trifluoromethyl)pyridine, 2,6-dichloro-4-aminophenol and 2,6-difluorobenzoyl isocyanate as synthetic raw materials and N,N-dimethylacetamide as a reaction solvent on the basis of a conventional synthesis route in the prior art; under the action of a ZSM molecular sieve based catalyst, not only can synthesis of chlorfluazuron be realized, but also a reaction can be performed with the same reaction solvent, so that the problem of complicated process caused by the fact that solvents are required to be recovered step by step during two-step synthesis of chlorfluazuron in the prior art is solved; compared with the technology in the prior art, the synthesis method of chlorfluazuron has the advantages that the synthesis yield of products is further increased and product content is higher.
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Paragraph 0030; 0032; 0033; 0034
(2017/07/21)
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- PhPOCl2as a potent catalyst for chlorination reaction of phenols with PCl5
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Phenols are easily converted to the corresponding aryl chlorides by using phosphorus pentachloride (PCl5) and a catalytic amount of phenylphosphonic dichloride (PhPOCl2), which is a new efficient method for synthesis of aryl chloride in good yields.
- Wu, Jiang,Zhou, Junpeng,Shi, Yalei,Zhu, Jintao
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supporting information
p. 1619 - 1624
(2016/10/09)
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- Preparation method of 2-cholrine-5-trifluoromethyl pyridine
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The invention discloses a preparation method of 2-cholrine-5-trifluoromethyl pyridine. The method comprises the following steps of 1, adding a raw material 2-cholrine-5-methyl fluoride pyridine into a reaction kettle, and then adding thionyl chloride; 2, raising the temperature, and introducing chlorine into the reaction kettle; 3, after introduction of chlorine is ended, transferring the raw material into a fluorination kettle; 4, adding hydrogen fluoride which is measured well into the fluorination kettle, adding anhydrous hydrogen fluoride, raising the temperature, and conducting a reaction; 5, conducing washing and water vapor distillation on a fluoridation material, adjusting the pH value, and conducting distillation in a pressing-in rectifying tower, so that 2-cholrine-5-trifluoromethyl pyridine is obtained. According to the preparation method, thionyl chloride is adopted as solvent, so that the problem that the material contains water is solved; meanwhile, low-temperature chlorination is adopted for producing the 2-cholrine-5-trifluoromethyl pyridine chlorination material, and the foundation is laid for preparing high-purity 2-cholrine-5-trifluoromethyl pyridine.
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Paragraph 0052; 0053
(2017/05/13)
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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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- Vapor phase catalytic chlorination of ?-picoline
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2-Chloro-5-trichloromethylpyridine is obtained by chlorinating β-picoline in the vapor phase using a Mordenite zeolite or a supported palladium catalyst.
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Page/Page column 3-4
(2008/06/13)
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- Process for producing chloronicotinic acid compounds
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A chloronicotinic acid compound is prepared by hydrolyzing a 3-trichloromethyl pyridine compound in the presence of sulfuric acid or phosphoric acid. By this process, a highly pure chloronicotinic acid compound is obtainable in good yield. This compound is useful as an intermediate for medicines.
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- SOME NEW 2-SUBSTITUTED 5-TRIFLUOROMETHYLPYRIDINES
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The preparation of the derivatives of 2-amino-, hydrazino-, hydroxy-, and mercapto-5-trifluoromethylpyridines via 2-chloro precursors is describes.Experimental and spectral data of the products together with those of the precursors are presented.
- Haga, Takahiro,Fujikawa, Kan-ichi,Koyanagi, Tohru,Nakajima, Toshio,Hayashi, Kouji
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p. 117 - 124
(2007/10/02)
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- Preparation of 2,3-dichloro-5-trichloromethylpyridine
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Preparation of 2,3-dichloro-5-trichloromethylpyridine in high yields and purity by chlorinating 2-chloro-5-trichloromethylpyridine at 70° to 250° C. with chlorine in the presence of a catalyst containing one or more molybdenum, tungsten or ruthenium compounds.
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- Herbicidal pyridine compounds
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Herbicidal 3- and/or 5-halogenomethyl-pyrid-2-yloxyphenoxy compounds and processes for making and using the same. Intermediates for making these compounds and their preparation are also disclosed. Thus, for example, 2-chloro-5-trichloromethylpyridine is prepared by a liquid phase chlorination of 3-methylpyridine under the influence of ultra violet light.
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- Herbicidal compounds
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A herbicidal sulphonamide compound of the formula (I): STR1 and salts thereof, wherein R1 is a pyridyl group of the formula: STR2 wherein the group X of the pyridyl group represents a fluorine, chlorine, bromine, or iodine atom, or an alkyl radical of 1 to 4 carbon atoms optionally substituted by one or more fluorine or chlorine atoms, and the group Y represents hydrogen, fluorine chlorine, bromine, or iodine or an alkyl radical of 1 to 4 carbon atoms optionally substituted by one or more fluorine or chlorine atoms; R2 represents an alkyl radical of 1 to 6 carbon atoms optionally substituted by one or more fluorine atoms; and R3 is hydrogen or an alkyl radical of 1 to 4 carbon atoms.
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- Herbicidal mono- or di-substituted-2-pyridinyloxy-phenoxy-lower-alkane-carbamates
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Herbicidal pyridine compounds of the formula (I): STR1 wherein Z may be halogen, or a fluorine- or chlorine-substituted alkyl group of 1 to 4 carbon atoms, and Y may be hydrogen, halogen, or a fluorine- or chlorine-substituted alkyl group of 1 to 4 carbon atoms; X may be an OH group or an acyloxy group; a halogen atom; an amino group, a mono- or di-alkyl amino group, or an alkanoylamido group; an alkoxy group optionally substituted by hydroxy or alkoxy; or a mercapto group, an alkylthio group, or a phenylthio group. The invention also provides herbicidal compositions containing the compounds, and processes for making the compounds.
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- 2-Substituted-5-trifluoromethylpyridine compounds
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A 2-substituted-5-trifluoromethylpyridine compound represented by the following general formula (I): STR1 wherein X represents a hydrogen atom or a chlorine atom, and Y represents a fluorine atom or a chlorine atom, and a process for the preparation thereof.
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