Chloro-5-methylpyridine can be effectively isolated from its isomer 2-chloro-3- methyl-pyridine in the form of Cu2+complex. After hydrolyzing the complex, it can be obtained in more than 99.1% purity.
A new process for the direct chlorination of 2-chloro-5-methylpyridine to yield 2-chloro-5-chloro-methylpyridine in an airlift loop reactor (ALR) has been studied. Five main reaction conditions including TR, na/ns, cp...A new process for the direct chlorination of 2-chloro-5-methylpyridine to yield 2-chloro-5-chloro-methylpyridine in an airlift loop reactor (ALR) has been studied. Five main reaction conditions including TR, na/ns, cp, Qg and dD/dR were optimized. The average molar yield and purity of 2-chloro-5-chloromethylpyridine obtained were 79% and 98.5% respectively under the optimum operating conditions. Finally, the efficiency for the preparation of 2-chloro-5-chloromethylpyridine with ALR and stirred tank reactor (STR) respectively was compared.展开更多
A novel method for synthesis of 2-butyl-5 -chloro-3H-imidazole-4-carbaldehyde 2, a key intermediate of Losartan was reported. The compound 2 was synthesized from starting material dimethyl malonate 6 and n-valeronitri...A novel method for synthesis of 2-butyl-5 -chloro-3H-imidazole-4-carbaldehyde 2, a key intermediate of Losartan was reported. The compound 2 was synthesized from starting material dimethyl malonate 6 and n-valeronitrile 8 by six steps with an overall yield of 40%. The key step including the reaction of compound 5 with POCl3/DMF followed by hydrolysis to give compound 2 with the yield of 68%.展开更多
2-Chloro-5-chloromethylpyridine is a crucial intermediate of pesticides.Its solid-liquid equilibrium data will provide essential support for industrial design and further theoretical studies.The solubilities of 2-chlo...2-Chloro-5-chloromethylpyridine is a crucial intermediate of pesticides.Its solid-liquid equilibrium data will provide essential support for industrial design and further theoretical studies.The solubilities of 2-chloro-5-chloromethylpyridine in water,methanol,ethanol,ethyl acetate,acetone,trichloromethane and toluene at different temperatures were measured using the synthetic method by a laser monitoring observation technique. The solubility data were correlated with the modified Apelblat equation and Wilson equation.The calculated values were in good agreement with the experimental values.展开更多
Coupling reaction of 4-chloro-7-H-pyrrolo[2,3-d]pyrimidine with 2,3,5-tri-O-acetyl -β-D-ribofuranosyl chloride under the basic condition was investigated. An abnormal coupling reaction, in which the heterocyclic base...Coupling reaction of 4-chloro-7-H-pyrrolo[2,3-d]pyrimidine with 2,3,5-tri-O-acetyl -β-D-ribofuranosyl chloride under the basic condition was investigated. An abnormal coupling reaction, in which the heterocyclic base attacked at the carbon of 1,2-O-methylidene moiety instead of anomeric carbon of ribose was observed and the structure of products 5a, 5b were identified by NMR and X-Ray diffraction.展开更多
A simple one-pot approach to synthesizing 5-ethyl-2-methylpyridine(EMP) was established using NHaHCO3 and C2H5OH as starting materials and commercial Cu2O as catalyst and oxidant under hydrothermal con- dition. Diff...A simple one-pot approach to synthesizing 5-ethyl-2-methylpyridine(EMP) was established using NHaHCO3 and C2H5OH as starting materials and commercial Cu2O as catalyst and oxidant under hydrothermal con- dition. Different reaction conditions were researched and the optimal ones were achieved by studying the parameters, that could affect the yield of product and by considering the energy and resource saving. The present study provided an eco-friendlv way to obtaining EMP with lower volatility using fewer toxic starting materials.展开更多
The synthetic method of the novel chiral synthon, 5-/-menthyloxy-3-chloro-2-(5H)-furanone 5a and its application in asymmetric reactions were investigated. 5a is easily obtained in highly optical purity, and acts as a...The synthetic method of the novel chiral synthon, 5-/-menthyloxy-3-chloro-2-(5H)-furanone 5a and its application in asymmetric reactions were investigated. 5a is easily obtained in highly optical purity, and acts as a stable acceptor of Michael addition with oxygen nucleophiles in tandem double Michael addition / internal nucieophilic substitution to offer the spiro-cyclopropane derivative containing four stereogenic centers 8, which it is difficult to obtain by routine methods. The synthetic methods for 5a and 8 are reported in detail and the new compounds are identified on the basis of their analytical data and spectroscopic data, such as UV, IR, H NMR,13 C NMR, MS and elementary analysis. The absolute configuration of the interesting spiro-cyclopropanes, spiro [1-chloro-4-(/-menthyloxy)-5-oxo-6-oxa-biscyclo[3.1.0]hexane-2,3i(4’-/-menthyloxy-5’-/-menthyloxy- butyrolactone)] 8 was established by X-ray crystallography. This result can provide important synthetic strategy in synthesis of some complex展开更多
In this paper, stereocontrolled tandem Michael addition-elimination reaction of the novel chiral source, S-(ι-menthyloxy)-3,4-dichloro-2(5H)-furanone, with various thiols and amines has been investigated. A series of...In this paper, stereocontrolled tandem Michael addition-elimination reaction of the novel chiral source, S-(ι-menthyloxy)-3,4-dichloro-2(5H)-furanone, with various thiols and amines has been investigated. A series of new enantiomerically pure compounds, 5-(ι-menthyloxy)-4-substituted-3-cnloro-2(5H)-furanones, were obtained in good yields with d. e.(?)98% under mild conditions.展开更多
The reactions of 1,3-dinitro-2-chloro-5-trifluorotoluene(DNCTT)(1)and its bridged com- pounds with bidentate nucleophiles have been investigated.Primary or secondary diamines and diethylene glycol react with 1 and its...The reactions of 1,3-dinitro-2-chloro-5-trifluorotoluene(DNCTT)(1)and its bridged com- pounds with bidentate nucleophiles have been investigated.Primary or secondary diamines and diethylene glycol react with 1 and its bridged derivatives by replacing the substituent grouppara to CF_3, whereas ethanedithiol reacts either by replacing the substituent group para to CF_3 or by displacing both groups and a nitro group.The results have been rationalized in terms of electronic effects and nucleophilicity of the nucleophiles.展开更多
In order to reduce the production cost of imidacloprid, the preparation technology for the direct com-bination of 2-chloro-5-chloromethylpyridine and 2-nitryliminoglyoxaline has been optimized in a 10 L stirred tank r...In order to reduce the production cost of imidacloprid, the preparation technology for the direct com-bination of 2-chloro-5-chloromethylpyridine and 2-nitryliminoglyoxaline has been optimized in a 10 L stirred tank reactor with a new solvent, butanone, and a new catalyst, benzyl triethyl-ammonium chloride (BTEAC), which was proved to be more profitable for the production of imidacloprid. Three main affecting factors (the reaction temper-ature, the molar ratio of BTEAC to 2-nitryliminoglyoxaline and the concentration of 2-nitryuminoglyoxaline) for the production of imidacloprid were investigated and the optimum operating conditions were found. Based on the above technological optimization, an industrial process for imidacloprid with a production capacity of 50 tons per year was put in operation using a 2500 L stirred tank reactor under the same operating conditions. Good yield and purity of imidacloprid was also obtained in the industrial production.展开更多
Some 1-(6-chloroquinoxalin-2-yl)-2-[4-(trifluoromethyl)-2,6-dinitrophenyl] hydrazine derivatives have been synthesized via both conventional and microwave assisted organic synthesis(MAOS) methods. The MAOS metho...Some 1-(6-chloroquinoxalin-2-yl)-2-[4-(trifluoromethyl)-2,6-dinitrophenyl] hydrazine derivatives have been synthesized via both conventional and microwave assisted organic synthesis(MAOS) methods. The MAOS method is more effective on synthesizing these compounds than the conventional method in regard to the higher chemical yields of products(76%-98%) and the shorter reaction time(1-15 min).展开更多
We have investigated the fast ethylamine gas sensing of 2-chloro-3,5-dinitrobenzotrifluoride(CDBF) loaded poly(acrylonitrile) nanofiber based on an intermolecular charge-transfer complexation.Reversible response a...We have investigated the fast ethylamine gas sensing of 2-chloro-3,5-dinitrobenzotrifluoride(CDBF) loaded poly(acrylonitrile) nanofiber based on an intermolecular charge-transfer complexation.Reversible response and recovery were achieved using alternating gas exposure.This system shows a fast ethylamine gas sensing within 0.4 s.展开更多
文摘Chloro-5-methylpyridine can be effectively isolated from its isomer 2-chloro-3- methyl-pyridine in the form of Cu2+complex. After hydrolyzing the complex, it can be obtained in more than 99.1% purity.
基金Natural Science Foundation of Tianjin(No.013605711)National Natural Science Foundation of China(No.20176040)
文摘A new process for the direct chlorination of 2-chloro-5-methylpyridine to yield 2-chloro-5-chloro-methylpyridine in an airlift loop reactor (ALR) has been studied. Five main reaction conditions including TR, na/ns, cp, Qg and dD/dR were optimized. The average molar yield and purity of 2-chloro-5-chloromethylpyridine obtained were 79% and 98.5% respectively under the optimum operating conditions. Finally, the efficiency for the preparation of 2-chloro-5-chloromethylpyridine with ALR and stirred tank reactor (STR) respectively was compared.
基金supported by Outstanding Youth Foundation of Heilongjiang Province(No.JC200706)
文摘A novel method for synthesis of 2-butyl-5 -chloro-3H-imidazole-4-carbaldehyde 2, a key intermediate of Losartan was reported. The compound 2 was synthesized from starting material dimethyl malonate 6 and n-valeronitrile 8 by six steps with an overall yield of 40%. The key step including the reaction of compound 5 with POCl3/DMF followed by hydrolysis to give compound 2 with the yield of 68%.
文摘2-Chloro-5-chloromethylpyridine is a crucial intermediate of pesticides.Its solid-liquid equilibrium data will provide essential support for industrial design and further theoretical studies.The solubilities of 2-chloro-5-chloromethylpyridine in water,methanol,ethanol,ethyl acetate,acetone,trichloromethane and toluene at different temperatures were measured using the synthetic method by a laser monitoring observation technique. The solubility data were correlated with the modified Apelblat equation and Wilson equation.The calculated values were in good agreement with the experimental values.
基金This work was supported by the National Natural Science Foundation of China.
文摘Coupling reaction of 4-chloro-7-H-pyrrolo[2,3-d]pyrimidine with 2,3,5-tri-O-acetyl -β-D-ribofuranosyl chloride under the basic condition was investigated. An abnormal coupling reaction, in which the heterocyclic base attacked at the carbon of 1,2-O-methylidene moiety instead of anomeric carbon of ribose was observed and the structure of products 5a, 5b were identified by NMR and X-Ray diffraction.
基金Supported by the Natural Science Foundation of Jilin Province, China(No.201215028), the S&T Development Program of Jilin Province, China(Nos.20130522128JH, 20140520078JH, 20150204030GX) and the National Natural Science Foundation of China(Nos.21201073, 21401070).
文摘A simple one-pot approach to synthesizing 5-ethyl-2-methylpyridine(EMP) was established using NHaHCO3 and C2H5OH as starting materials and commercial Cu2O as catalyst and oxidant under hydrothermal con- dition. Different reaction conditions were researched and the optimal ones were achieved by studying the parameters, that could affect the yield of product and by considering the energy and resource saving. The present study provided an eco-friendlv way to obtaining EMP with lower volatility using fewer toxic starting materials.
文摘The synthetic method of the novel chiral synthon, 5-/-menthyloxy-3-chloro-2-(5H)-furanone 5a and its application in asymmetric reactions were investigated. 5a is easily obtained in highly optical purity, and acts as a stable acceptor of Michael addition with oxygen nucleophiles in tandem double Michael addition / internal nucieophilic substitution to offer the spiro-cyclopropane derivative containing four stereogenic centers 8, which it is difficult to obtain by routine methods. The synthetic methods for 5a and 8 are reported in detail and the new compounds are identified on the basis of their analytical data and spectroscopic data, such as UV, IR, H NMR,13 C NMR, MS and elementary analysis. The absolute configuration of the interesting spiro-cyclopropanes, spiro [1-chloro-4-(/-menthyloxy)-5-oxo-6-oxa-biscyclo[3.1.0]hexane-2,3i(4’-/-menthyloxy-5’-/-menthyloxy- butyrolactone)] 8 was established by X-ray crystallography. This result can provide important synthetic strategy in synthesis of some complex
基金Project (No. 29132036) supported by the National Natural Science Foundation of China
文摘In this paper, stereocontrolled tandem Michael addition-elimination reaction of the novel chiral source, S-(ι-menthyloxy)-3,4-dichloro-2(5H)-furanone, with various thiols and amines has been investigated. A series of new enantiomerically pure compounds, 5-(ι-menthyloxy)-4-substituted-3-cnloro-2(5H)-furanones, were obtained in good yields with d. e.(?)98% under mild conditions.
文摘The reactions of 1,3-dinitro-2-chloro-5-trifluorotoluene(DNCTT)(1)and its bridged com- pounds with bidentate nucleophiles have been investigated.Primary or secondary diamines and diethylene glycol react with 1 and its bridged derivatives by replacing the substituent grouppara to CF_3, whereas ethanedithiol reacts either by replacing the substituent group para to CF_3 or by displacing both groups and a nitro group.The results have been rationalized in terms of electronic effects and nucleophilicity of the nucleophiles.
基金Natural Science Foundation of Tianjin(No.013605711)
文摘In order to reduce the production cost of imidacloprid, the preparation technology for the direct com-bination of 2-chloro-5-chloromethylpyridine and 2-nitryliminoglyoxaline has been optimized in a 10 L stirred tank reactor with a new solvent, butanone, and a new catalyst, benzyl triethyl-ammonium chloride (BTEAC), which was proved to be more profitable for the production of imidacloprid. Three main affecting factors (the reaction temper-ature, the molar ratio of BTEAC to 2-nitryliminoglyoxaline and the concentration of 2-nitryuminoglyoxaline) for the production of imidacloprid were investigated and the optimum operating conditions were found. Based on the above technological optimization, an industrial process for imidacloprid with a production capacity of 50 tons per year was put in operation using a 2500 L stirred tank reactor under the same operating conditions. Good yield and purity of imidacloprid was also obtained in the industrial production.
文摘Some 1-(6-chloroquinoxalin-2-yl)-2-[4-(trifluoromethyl)-2,6-dinitrophenyl] hydrazine derivatives have been synthesized via both conventional and microwave assisted organic synthesis(MAOS) methods. The MAOS method is more effective on synthesizing these compounds than the conventional method in regard to the higher chemical yields of products(76%-98%) and the shorter reaction time(1-15 min).
基金supported by Basic Science Research Program through the National Research Foundation(NRF) grant funded by the Korea Government(MEST)(No.2011-0001084)supported by a grant from the Fundamental R&D Program for Core Technology of Materials funded by the Ministry of Knowledge Economy, Republic of Korea
文摘We have investigated the fast ethylamine gas sensing of 2-chloro-3,5-dinitrobenzotrifluoride(CDBF) loaded poly(acrylonitrile) nanofiber based on an intermolecular charge-transfer complexation.Reversible response and recovery were achieved using alternating gas exposure.This system shows a fast ethylamine gas sensing within 0.4 s.