Month: August 2021

Application of 19752-55-7, A common heterocyclic compound, 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, molecular formula is C6H3BrCl2, 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.

EXAMPLE 3 In the reactor of Example 1, each chlorination of 1-bromo-3,5-dichlorobenzene was chlorinated under the specific condition. The starting materials were respectively preheated at 300 C. and 1-bromo-3,5-dichlorobenzene was fed at a rate of 7.7 g./min. and chlorine was fed at a rate of 550 ml./min. into the reactor. The reaction was continuously carried out at a reaction temperature of 360 C. and a residence time of 14 seconds for 2 hours. The reaction mixture was cooled to collect 1029 g. of the mixture. The reaction mixture was distilled to recover 263 g. of bromine (recovery percent of 84%). The residue contained the object product and a small amount of bromine and it was washed in an aqueous solution of sodium thiosulfate and the product was separated under heating it by a phase separation to obtain 722.5 g. of 1,3,5-trichlorobenzene as the object product (yield of 97.2%).

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:
Patent; Ishihara Sangyo Kaisha Ltd.; US4368340; (1983); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 81927-55-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 81927-55-1 name is Benzyl 2,2,2-trichloroacetimidate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A stirred solution of (S)- methyl 3-hydroxy-2-methylpropanoate (9.60 g, 81.3 mmol) and benzyl 2,2,2- trichloroacetimidate (22.57 g, 89.4 mmol) in CH2Cl2 (14 mL) was cooled to 0 0C under N2. Triflic acid (0.1 mL) in CH2CI2 (1 mL) was added dropwise. After 10 minutes the reaction became a solid mass. After 1 hour, saturated aqueous NaHCO3 was added and the mixture extracted with Et2O. The organics were dried over MgSO4, filtered and concentrated on a rotary evaporator. Hexane was added and the resulting solids collected by vacuum filtration. The filtrate was concentrated on a rotary evaporator and purified using flash chromatography (5-10% EtOAc/hexane) to give 11.82 g (70%) of (S)-methyl 3-(benzyloxy)-2- methylpropanoate as a colorless oil. Rf= 0.20 (10% EtOAc/hexane). 1H NMR (300 MHz, DMSO-D6) delta ppm 1.08 (d, J=7.14 Hz, 3 H) 2.75 (ddd, J=14.01, 12.64, 7.14 Hz, 1 H) 3.44 – 3.59 (m, 2 H) 3.60 (s, 3 H) 4.46 (s, 2 H) 7.23 – 7.40 (m, 5 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Benzyl 2,2,2-trichloroacetimidate, and friends who are interested can also refer to it.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2007/84560; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, 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 13078-79-0, Formula: C8H10ClN

General procedure: To a solution of morpholine (0.115 g, 1.321 mmol) in toluene (5 mL) DABAL-Me3 (0.406 g. 1.321 mmol) was added. The mixture was stirred for 20 min at 40 C. 4a (0.250 g, 1.100 mmol) were added and allowed to stir for 2 h at 90 C. The reaction mixture was quenched by the addition of 1M HCl (4 mL) and extracted with CH2Cl2 (2 × 20 mL). The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with hexane-EtOAc as eluent to afford the desired product 6a (0.213 g, 94 %).

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-(3-Chlorophenyl)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kang, Soosung; Kim, Hee-Kwon; Tetrahedron; vol. 74; 30; (2018); p. 4036 – 4046;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 50638-47-6, 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. 50638-47-6, name is 4-Bromo-2-chloro-1-methoxybenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

B. Ethyl 1-ethyl-7-(3-chloro-4-methoxyphenyl)-6,8-difluoro-1,4-dihydroquinol-4-one 3-carboxylate 300 mg (35.5% yield) was prepared by the method of Example 2 using 1.11 g 4-bromo-2-chloroanisole, 5 ml 2M t-butyl lithium solution, 750 mg zinc chloride and 720 mg ethyl 7-bromo-6,8-difluoro-1-ethyl-1,4-dihydroquinol-4-one 3-carboxylate and 100 mg tetrakis(triphenylphosphine)palladium. A yellow solid of m.p. 280 C. was recovered. NMR (CDCl3, 250 MHz): 8.45 (s, 1H), 8.15 (dd, 1H, J=2 Hz and 9 Hz), 7.55 (s, 1H), 7.4 (m, 1H), 7.1 (d, 1H, J=9 Hz), 4.4 (2q, 4H), 4.0 (s, 3H), 1.55 (t, 3H, J=6.5 Hz), 1.45 (t, 3H, J=6.5 Hz). Anal.: Calcd. for C21H18C1F2NO4.0.5H20: C, 58.00; H, 4.41; N, 3.25%. Found: C, 59.06; H, 4.52; N, 3.17%.

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, 4-Bromo-2-chloro-1-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc.; US4623650; (1986); A;,
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. 102-49-8, name is 3,4-Dichlorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3,4-Dichlorobenzylamine

General procedure: The acid (9a?h) (1 mmol) and amine (1 mmol) were dissolvedin dimethylformamide (5v) under argon atmosphereand N-ethyl diisopropylamine (3 mmol) was added dropwise to it at 0 °C and HATU (1.3 mmol) was added lot wiseduring a period of 15 min. The reaction medium was slowlyallowed to reach room temperature and stirred for 4 h atroom temperature. The reaction progress was monitored byTLC. After completion of the reaction, the reaction mixturewas poured to ice cold water and stirred at room temperaturefor 30 min and the precipitated solid was filtered,washed with water and dried under vacuum. This crudeproduct was further purified by column chromatographyusing 2?5percent of methanol in chloroform to get the requiredamide.#10;

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 102-49-8.

Reference:
Article; Ajeesh Kumar; Bodke, Yadav D.; Lakra, Peter Serjious; Sambasivam, Ganesh; Bhat, Kishore G.; Medicinal Chemistry Research; vol. 26; 4; (2017); p. 714 – 744;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 694-80-4, 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. 694-80-4, name is 1-Bromo-2-chlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of the aryl halide(1 mmol), phenylboronic acid (0.1463 g, 1.2 mmol) or Ph4BNa (0.0855 g, 0.25 mmol),K2CO3 (0.2764 g, 2 mmol), ortho-palladated complex (0.0006 g, 0.1 mmol%) was addedto ethanol (2 ml) in round-bottom flask equipped with condenser and placed into theMilestone microwave oven. Initially the microwave irradiation was set at 600 W and thetemperature was raised to the desired temperature of 60C and the reaction mixture washeld at this temperature until the reaction was completed. The direct control of reactionmixture temperature was carried out using the IR sensors and software that enables on-linetemperature-pressure control by regulation of microwave power output. The mixture wasstirred continuously during the reaction and monitored by both TLC and GC. After thereaction was completed, the mixture was cooled to room temperature and was diluted withether (2 × 10 ml) and water (10 ml). The organic phase was dried overMgSO4, filtered andconcentrated under reduced pressure using a rotary evaporator. The residue was purified bysilica gel column chromatography (n-hexane:EtOAc, 9:1). The products were characterizedby comparing their mp., IR, 1H, 13C NMR spectra with those reported in the literature.Also Suzuki cross coupling reaction was carried out successfully in larger scale(30 mmol of aryl halide) using this ortho-palladated complex (0.018 g).

The synthetic route of 1-Bromo-2-chlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hajipour, Abdol Reza; Rafiee, Fatemeh; Organic Preparations and Procedures International; vol. 45; 6; (2013); p. 465 – 472;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 367-22-6, name is 4-Chloro-3-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 367-22-6, SDS of cas: 367-22-6

General procedure: To a stirred solution of anilines (3.29 mmol) in dichloromethane (6 mL) was added triethylamine (9.89 mmol) at room temperature and stirred at room temperature for 10 min and added aryl chloro formate (4.93 mmol) at 0 C and stirred at room temperature for 2 h. The reaction mixture was concentrated under reduced pressure and the crude material washed with 10 % diethyl ether in pentane to afford the pure compounds. Without further purification used for next step. Yields of the products varied between 65 to 85 %.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Article; Bhasker, G Vijaya; Satyanarayana; Latha; Laxminarayana; Chary, M Thirumala; Asian Journal of Chemistry; vol. 30; 4; (2018); p. 771 – 774;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6940-78-9, name is 1-Bromo-4-chlorobutane, 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 6940-78-9, Computed Properties of C4H8BrCl

General procedure: To a solution of 4-nitrophenol (10 mmol, 1.0 eq) in 25 mL acetonitrile was added K2CO3 (10 mmol, 1 eq) at room temperature and stirred for 30 min, afterwards, different haloalkanes (15 mmol, 1.5 eq) were added dropwise. 1-Bromo-2-chloroethane (for 24a, n = 2); 1-bromo-3-chloropropane (for 24b, n = 3); 1-bromo-4-chlorobutane (for 24c, n = 4). The mixtures were stirred at 80 C for 12-24 h. The reactions were monitoring with TLC (petroleum ether: EtOAc = 4:1). Upon completion, water was added, the aqueous layer was extracted with EtOAc (25 mL × 3) and the combined organic layers were washed with brine. Evaporated the solvent to give the crude products 24a-c.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Zhai, Zheng; Li, Ridong; Bai, Xinyu; Ning, Xianling; Lin, Zhiqiang; Zhao, Xuyang; Jin, Yan; Yin, Yuxin; Bioorganic and Medicinal Chemistry; vol. 27; 18; (2019); p. 4124 – 4142;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, 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. Safety of 2-(3-Chlorophenyl)ethanamine

General procedure: 4.2.1. General procedure for the preparation of final target compounds The intermediate free acid (1 equiv) was dissolved in CH2Cl2(7 mL) followed by the addition of triethylamine (2.2 equiv). Thereaction was cooled to 0 C and stirred for 30 min. Then phenethy-lamine (1.1 equiv) and 4-dimethylaminopyridine (DMAP) (cat.,0.1 equiv) were added to the solution followed by 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC-HCl)(1.1 equiv) in ve portions over 20 min. The solution stirred at0 C for 1 h then overnight at rt. The resulting solution was dis-solved in an additional CH2Cl2 (25 mL), and washed with sat. NH4-Cl (10 mL). The aqueous layer was extracted with CH2Cl2(3 10 mL), organic layers combined, and sequentially washedwith 20 mL of each of the following: sat. NaHCO3,H2O, brine. Theorganic layer was dried over Na2SO4 and concentrated to give aresidue which was further puried with Celite (100% ethyl acet-ate). Then, the sample was dissolved in EtOAc, solution was heated,and cooled to 0 C. The solution was ltered to yield desiredproduct.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 13078-79-0, its application will become more common.

Reference:
Article; Gromek, Samantha M.; deMayo, James A.; Maxwell, Andrew T.; West, Ashley M.; Pavlik, Christopher M.; Zhao, Ziyan; Li, Jin; Wiemer, Andrew J.; Zweifach, Adam; Balunas, Marcy J.; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5183 – 5196;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 694-80-4, name is 1-Bromo-2-chlorobenzene, 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 694-80-4, Quality Control of 1-Bromo-2-chlorobenzene

General procedure: A 10 mL Schlenk tube equipped with a magnetic stirring bar was charged with 2-arylimidazo[1,2-a]pyridine 1 (0.2 mmol, 1.0 equiv), o-dihaloarene2 (0.3 mmol, 1.5 equiv), and K2CO3 (82.9 mg, 0.6 mmol, 3.0 equiv). To this mixture were added Pd(OAc)2 (0.02 mmol, 4.5 mg)and Xphos (0.04 mmol, 19.1 mg), followed by DMF (2.0 mL) via a syringe at r.t. The tube was sealed and kept in a preheated oil bath at 160 C for 24 h. The mixture was cooled to r.t., quenched with H2O (5mL), and diluted with CH2Cl2 (10 mL). The layers were separated and the aqueous layer was extracted with CH2Cl2 (3 × 5 mL). The combined organic extracts were dried (Na2SO4), filtered, and concentrated in vacuo. The crude product was then purified by flash chromatography on silica gel (H), eluting with 5-20% EtOAc-petroleum ether.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Wang, Hanyang; Chen, Chunxia; Huang, Zhangjie; Yao, Liping; Li, Bin; Peng, Jinsong; Synthesis; vol. 47; 16; (2015); p. 2457 – 2466;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics