Tag: M.W=100-200

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 118-69-4 as follows. Formula: C7H6Cl2

Treat a mixture of 2,6-dichlorotoluene (50.0 g, 0.31 mol), iodine (0.10 g, 0.39 mmol), and 325 mesh iron powder (0.70 g, 12.5 mmol) in CCl4 (60 mL) dropwise with bromine (52.8 g, 0.33 mol) over 20 minutes and is stir for 3 hours at room temperature. Pour the mixture into ice water and extract with 1,2-dichloroethane. Wash the organic layer with saturated sodium bisulfite and dry using Na2SO4. Remove the solvent in vacuo to afford 76.01 g (100%) 1-bromo-2,4-dichloro-3-methyl-benzene.

According to the analysis of related databases, 118-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Aicher, Thomas Daniel; Anzeveno, Peter Biagio; Li, Renhua; Krasutsky, Alexei Pavlovych; Mabry, Thomas Edward; Saeed, Ashraf; Snyder, Nancy June; Stephenson, Gregory Alan; Tian, Hongqi; Wallace, Owen Brendan; Winneroski, JR., Leonard Larry; Xu, Yanping; US2009/111800; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 202925-08-4, name is 1-Chloro-3-fluoro-5-methoxybenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6ClFO

In an inert atmosphere glovebox, [Pd(cinnamyl)Cl]2 (typically 2.5 mol%) and Mor-DalPhos(typically 7.5 mol%) were added to a vial sealed with a cap containing a PTFE septum and stirred in toluene for 5 min, then NaOtBu (2.1 equiv.) was added along with the aryl chloride substrate (1 equiv., [ArCl] = 0.1 M) if it was a solid. After removing the vial from the glovebox the aryl chloride was added via a syringe if it was a liquid, along with hydrazine hydrate (2.0 equiv.). The reaction was stirred at the desired temperature for 0.5-2 h. Generally, after a short period of time, reactions were observed to darken and considerable black precipitate was formed.After completion of the reaction was observed by thin layer chromatography (TLC) or GC methods, the solution was allowed to cool and filtered through a short plug of neutral alumina, which was washed with CH2Cl2/MeOH (25:1). The resulting eluent solution was concentrated and charged with ethyl acetoacetate (1 equiv., [ethyl acetoacetate] = 0.125 M) and glacial acetic acid. The solution was heated at reflux for 0.5-3 h, and the reaction progress was monitored by use of TLC or GC methods. After complete consumption of the aryl hydrazine, the reaction was cooled, diluted with EtOAc (40 mL) and washed with H2O (60 mL) followed by 1:1 water/brine (60 mL). The organic fractions were dried over Na2SO4, filtered and concentrated to afford crude product which was purified by column chromatography. Typical reaction scales were 0.4 -1.0 mmol. Aryl hydrazines were stored at -4 C for no longer than 12 hours before reacting with ethyl acetate.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Maclean, Mark A.; Diez-Cecilia, Elena; Lavery, Christopher B.; Reed, Mark A.; Wang, Yanfei; Weaver, Donald F.; Stradiotto, Mark; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 100 – 104;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 4090-55-5,Some common heterocyclic compound, 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, molecular formula is C5H10ClO3P, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Synthesis Example 5 (Synthesis of Phosphorus Compound 7); A mixture was obtained in the same manner as in Synthesis example 1 except that 114.4 g of toluene were used in place of 114.4 g of chlorobenzene, 137.0 g (0.95 mole) of 2-naphthol (beta-naphthol) were used in place of 161.5 g (0.95 mole) of 2-phenylphenol (ortho-phenylphenol) and chlorobenzene was not used to add to the reaction mixture.(After-treatment) The obtained mixture was neutralized at 85 C by adding hydrochloric acid solution which corresponds to an excess amount of triethylamine and the mixture was allowed to stand to separate an oil phase. Next, the obtained oil phase was washed with approximately 85 C water and then any liquid was removed by a centrifugal filter. The obtained solid was dried by a vacuum desiccator at 100 C, to give 227.5 g of a white solid. The purity of the obtained solid was found to be 99.0 area % by GPC. Also, if all of the solids were assumed to be an object compound, the crude yield was 82.0 %. A structure of the obtained solid was determined according to results of quantitative analysis of phosphorus by elemental analysis and absorption spectrometry using an UV spectrometer, 1H-NMR, 13C-NMR and FT-IR, and the solid was identified as 5, 5-dimethyl-2-(2′-naphthyloxy)-1, 3, 2-dioxaphosphorinane-2-oxide (phosphorus compound 7) of the below-mentioned constructional formula. Also, a melting point of the solid was measured in the same manner as in Synthesis example 1. Quantitative analysis of phosphorus by elemental analysis and absorption spectrometry (theoretical values in parentheses): Carbon: 61.6 % (61.6 %) Hydrogen: 5.9% (5.8 %) Phosphorus: 10.6 % (10.6%) Melting point: 151 to 155 CIR (KBr): 2992, 2896, 1632, 1600, 1513, 1466, 1374, 1357, 1306, 1251, 1210, 1171, 1123, 1053, 973, 938, 915, 867, 826, 784, 755, 675, 627 cm-1 2992, 2896, 1632, 1600, 1513, 1466, 1374, 1357, 1306, 1251, 1210, 1171, 1123, 1053, 973, 938, 915, 867, 826, 784, 755, 675, 627 cm-1 NMR: 1H-NMR (CDC13; 300MHz); delta 7.85-7.78 (3H, m, beta -Np), 7.72 (1H, s, beta-Np), 7.51-7.37 (m, 3H, beta-Np), 4.29 (2H, d, J=11Hz, POCH2C (CH3)2-), 4.01 (2H, dd, JHH= 11Hz, POCH2C (CH3)2-), 1.35 (3H, s, POCH2C (CH3)2-), 0.92 (3H, s, POCH2C (CH3)2-) ppm1H-NMR (CDC13; 300MHz); delta 7.85-7.78 (3H, m, beta -Np), 7.72 (1H, s, beta-Np), 7.51-7.37 (m, 3H, beta-Np), 4.29 (2H, d, J=11Hz, POCH2C (CH3)2-), 4.01 (2H, dd, JHH= 11Hz, POCH2C (CH3)2-), 1.35 (3H, s, POCH2C (CH3)2-), 0.92 (3H, s, POCH2C (CH3)2-) ppm13C-NMR (CDCl3; 75MHz); delta 147.8 (d, 2JPC=7Hz), 133.8, 130.8, 129.9, 127.6, 127.3, 126.7, 125.4, 119.4 (d, 3JPC=6Hz), 115.8 (d, 3JPC=5Hz) (o-PP), 78.3 (d, 2JPC=7Hz, POCH2C (CH3)2-), 32.1 (d, 2JPC=6Hz, POCH2C (CH3)2-), 21.6, 20.0 ppm

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, its application will become more common.

Reference:
Patent; DAIHACHI CHEMICAL INDUSTRY CO., LTD.; EP1925622; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Product Details of 29671-92-9

A mixture of ethyl 2-aminothiophene-3-carboxylate (0.5 g, 3.18 mmol), chloroformamidine hydrochloride (0.91 g, 7.95 mmol) and dimethylsulfone (1.50 g, 15.9 mmol) was heated at 120-130 C. for 30 minutes. After cooling down to room temperature, water (10 ml) was added and ammonium hydroxide was used to neutralize the suspension. The solid was filtered off, washed with water and dried. The crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 10:1) to yield the title compound as a white solid (0.24 g, 45%).1H NMR (300 MHz, DMSO, 25 C.): delta=10.89 (s, 1H, NH), 7.09 (d, J=5.8 Hz, 1H, CH), 6.97 (d, J=5.8 Hz, 1H, CH), 6.52 (s, 2H, NH2) ppm.HRMS: calcd for C6H6N3OS 168.02316, found 168.02239.

The synthetic route of Carbamimidic chloride hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; US2012/46278; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 694-80-4, name is 1-Bromo-2-chlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 694-80-4

General procedure: A mixture of TBAF·3H2O (1.2 mmol) and triethoxy(phenyl)silane (1.2 mmol) in DMF (2 ml) was stirred at room temperature for 1 h, then the aryl halide (1 mmol) and ortho-palladated catalyst (0.4 mol %) were added and the mixture placed into a Milestone microwave reactor. Initially the microwave irradiation was set at 600 W, and the temperature was ramped from room temperature to the desired temperature (100 C). Once this was reached, the mixture was held at this temperature until the reaction was complete. The mixture was stirred continuously and monitored by both TLC and GC. After the reaction was complete, the mixture was cooled to room temperature, and was extracted with Et2O (30 ml). The organic phase was washed with H2O (30 ml), and dried over MgSO4, filtered, and concentrated under reduced pressure using a rotary evaporator. The residue was purified by silica gel column chromatography.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 694-80-4.

Reference:
Article; Hajipour, Abdol Reza; Rafiee, Fatemeh; Tetrahedron Letters; vol. 53; 35; (2012); p. 4661 – 4664;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 108-37-2, These common heterocyclic compound, 108-37-2, name is 1-Bromo-3-chlorobenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A 1.6 molar solution of butyllithium in hexanes (4.5 mL, 2.8 mmol) was placed in a three-neck flask equipped with a STIRRER, addition funnel, low-temperature thermometer and nitrogen inlet tube at 0 C. A solution of diisopropyl amine (1.13 mL, 8.1 mmol) in anhydrous tetrahydrofuran was added dropwise. The resulting solution was stirred at 0 C for ten minutes, then cooled to-78 C. Upon cooling, a solution of L-BROMO-3- chlorobenzene (1.4 g, 7.3 mmol) in anhydrous tetrahydrofuran was added dropwise. The reaction was allowed to stir at-78 C for one hour. Anhydrous dimethylformamide (636 GEL) was added. The solution was allowed to slowly warm to room temperature, followed by the addition of acetic acid (50 mL) and water (50 mL). The aqueous mixture was extracted with ether twice and the ether layers were separated. The combined ether layers were successively washed with aqueous hydrochloric acid and brine. The separated organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by flash column chromatography on silica gel, eluting with 9: 1 hexanes: ethyl acetate to yield 2-chloro-6-bromobenzaldehyde as an off white solid (850 mg, 53 % yield). NMR (300 MHz, CDC13): 10.4 (s, 1H), 7.6 (m, 1H), 7.45 (m, 1H), 7.3 ppm (m, 1H).

The synthetic route of 108-37-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; WO2004/99164; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2106-02-7, name is 2-Chloro-4-fluoroaniline, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2106-02-7, Application In Synthesis of 2-Chloro-4-fluoroaniline

DISSOLVE 1- (3, 5-BIS-TRIFLUOROMETHYL-BENZYL)-5-PHENYL-1H- [1, 2,3] triazole-4- carboxylic acid (398 mg, 0.96 mmol) in 1, 2-dichloromethane (2 mL) and DMF (2 drops) and add oxalyl chloride (0.083 mL, 0.96 mmol). After 1 h, concentrate the mixture under reduced pressure and dissolve the residue in pyridine (3 mL). Add 2-chloro-4- fluoroaniline (0.12 mL, 0.96 mmol) and DMAP (5 mg) and heat the mixture for 1 h at 100 C. Then cool the mixture to RT and concentrate under reduced pressure. Dissolve the residue in 20% IPROH/CHCL3 and wash with sat. aqueous NAHC03 and brine. Dry the organic layer over NA2SO4, filter and concentrate. Purify the residue by radial chromatography (MEOH/CHC13 gradient) to provide 93 mg (36%) of the title compound as a white foam. MS (ES) 543.0 (M+L) + ; RF= 0. 85 (2% MEOH/CHC13).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-4-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/821; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 108-70-3, These common heterocyclic compound, 108-70-3, name is 1,3,5-Trichlorobenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In a reaction tube was added bis-bis [(1,2,3) -1-phenyl-2-propene] dipalladium(0.005 mmol) and 2-di-tert-butylphosphino-2?,4?,6?-triisopropylbiphenyl(0.02 mmol)Join 1mL1,4-dioxane solvent for 20-60 minutes can be stirred, Raw material 1,3,5-trichlorobenzene (0.5mmol), sodium tert-butoxide (2.25mmol), ammonium sulfate (0.75mmol) placed in a sealed tube, evacuated with nitrogen gas protection, and then has been coordinated The catalyst, then add 0.4mol / L ammonia 1,4-dioxane solution 2mL, finally adding 3mL solvent, sealing the sealed tube, heated to 100 C and stirred for 24h, after completion of the reaction by GCMS detection of raw materials have been completed. The reaction was terminated by adding 5mL of water diluted with tert-butyl methyl ether 5mL extracted three times, then add hydrochloric acid to adjust pH 11, extracted with tert-butyl methyl ether 5mL, The product gave the product 3,5-dichloroaniline (75 mg, 93%).

Statistics shows that 1,3,5-Trichlorobenzene is playing an increasingly important role. we look forward to future research findings about 108-70-3.

Reference:
Patent; East China Normal University; Xiao Yuanjing; Zhou Xiaofan; Hu Anjing; Cheng Huayu; Li Yongfeng; Zhao Qiuhua; Zhang Junliang; (9 pag.)CN106748801; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 932-96-7, name is 4-Chloro-N-methylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Chloro-N-methylaniline

General procedure: Under an argon atmosphere, a 3 mL vial was charged with 6b (5mol%), KOtBu (5 mol%) and CPME (2 mL). Substrate 8 (0.28 mmol,1 equiv.) and PhSiH3(3 equiv.) were added and the vial was sealed with a septum cap. The septum cap was pierced with a syringe needle and placed into a six-slot steal autoclave. The autoclave was sealed, purged twice with CO2 and heated at 100C (oil bath) under CO2 atmosphere (1 bar) for 20 h. After this time the reaction mixture was allowed to cool and the gas was carefully released. The reaction mixture was analyzed by gas chromatography (GC).

The synthetic route of 932-96-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Santoro, Orlando; Nahra, Fady; Cordes, David B.; Slawin, Alexandra M.Z.; Nolan, Steven P.; Cazin, Catherine S.J.; Journal of Molecular Catalysis A: Chemical; vol. 423; (2016); p. 85 – 91;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 367-22-6, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 367-22-6, name is 4-Chloro-3-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The intermediate 4-ethoxy-1,3-benzenedisulfo chloride(1.2 g, 3.7 mmol) was dropwise added to a solution of 2,4-difluoro aniline (1.0 g, 7.5 mmol) with dichloromethane (15 mL) as solvent at room temperature under magneticstirring. After 10 min, triethylamine (0.5 mL) as acidbindingagent was dropwise added to the reaction mixture.The mixture was stirred under reflux at 35 C for about8 h. After the reaction completed as monitored by TLC, thesolvent was removed under reduced pressure. Under thecondition of ice bath, the mixture was dissolved in cold 5%NaOH aqueous solution to obtain filtrate. The solid wasobtained by adjusting the pH of filtrate with hydrochloricacid (VHCl: Vwater = 1:1) in the condition of ice salt bath.After filtrating and drying, crude product was prepared. Thecrude product was purified by recrystallization from ethanolwith excellent yield (Scheme 1).

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-3-fluoroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Article; Chen, Xin; Liu, Xiujie; Qiu, kai; Xu, Xiang; Li, Caiwen; Wang, Yan; Medicinal Chemistry Research; vol. 28; 9; (2019); p. 1388 – 1401;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics