Author: Jessica.F

Synthetic Route of 220227-21-4, 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. 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 4-chlorophenol (13.94 g, 108 mmol) in tetrahydrofuran (400 mL) at ambient temperature was added triethylamine (30.2 mL, 216 mmol). The mixture was stirred at ambient temperature for 10 minutes and cooled to 0 C. 2,4,5-Trifluorobenzenesulfonyl chloride (25.00g, 108 mmol) was added and the reaction mixture was stirred for 1 h at ambient temperature and diluted with ethyl acetate (600 mL) and water (200 mL). The organic layer was washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to afford 4-chlorophenyl 2,4,5-trifluorobenzenesulfonate as a colorless liquid in 98% yield (34.4 g): 1H NMR (300 MHz, DMSO-cfe) £8.18-7.96 (m, 2H), 7.50 (d, J = 7.2 Hz, 2H), 7.19 (d, J = 7.2 Hz, 2H).

The synthetic route of 2,4,5-Trifluorobenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XENON PHARMACEUTICALS INC.; LIU, Shifeng; FOCKEN, Thilo; CHAHAL, Navjot; ZHANG, Zaihui; OBALLA, Renata, Marcella; FONAREV, Julia; WO2013/64984; (2013); 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. 261762-56-5, name is 1-Chloro-2-fluoro-3-methoxybenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6ClFO

To a 0 C solution of 1-chloro-2-fluoro-3-methoxybenzene (1.606 g, 10 mmol) in acetic acid (5.00 ml) was added fuming nitric acid (0.93 3 ml, 20.00 mmol) followed bythe dropwise addition of sulfuric acid (2.132 ml, 40.0 mmol). After 30 mm, the reaction mixture was poured into water and diluted with ethyl acetate. The organic phase was separated and washed 2x with saturated NaHCO3 followed by a final brine wash. The organic solution was then dried over Mg504, filtered, concentrated and purify by ISCO (120g, 10-50% EtOAc/Hexanes, 25 mm. Desired regioisomer eluted second) affordingIntermediate I-43A (1.lOg, 5.35 mmol, 53% yield) as a yellow solid. LC-MS: Method H,RT = 1.13 mm, MS (ESI) m/z: No Ionization Observed (M+H)t ?H NMR (400MHz, CHLOROFORM-d) oe 7.89 (dd, J=9.2, 2.2 Hz, 1H), 6.95 (dd, J=9.4, 7.6 Hz, 1H), 4.00 (s, 3H). Regiochemistry confirmed through NMR analysis of both regioisomeric products.

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; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; BATES, J. Alex; HALPERN, Oz Scott; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (1137 pag.)WO2018/13774; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

623-12-1, name is 1-Chloro-4-methoxybenzene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: chlorides-buliding-blocks

General procedure: 1.0 mol%), KOtBu (224.4 mg, 2.0 mmol), toluene (1.0 mL), ketones3 (2.0 mmol or 0.7 mmol), and aryl chlorides 2 (1.0 mmol) weresuccessively added into a Schlenk reaction tube. The mixture wasstirred at the specified temperature for the listed time shown inTables 1-3. The reaction mixture was cooled to room temperature,then the solvent was evaporated under reduced pressure and theresidue was purified by flash column chromatography to give thepure products.

The synthetic route of 623-12-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xiao, Zheng-Kang; Yin, Hui-Ying; Lu, Jian-Mei; Inorganica Chimica Acta; vol. 423; PART A; (2014); p. 106 – 108;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 16793-91-2, These common heterocyclic compound, 16793-91-2, name is 2-Chlorophenethyl Bromide, 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.

General procedure: General synthetic procedure for the final products.The appropriately substituted 4-phenethylpiperidine (6)(0.5 mmol) was dissolved in acetonitrile (5 mL) and K2CO3(0.75 mmol) and the appropriate phenethyl bromide (7) (0.5 mmol) added. The reaction mixture was refluxedfor 8 h.After completion of the reaction (monitored by TLC), the reaction mixture was cooled to ambient temperature and filtered through a Celite pad. The filtrate was concentrated under vacuum to obtain the desired crude product. The crude product was further purified by column chromatography (silica gel: 3-5% methanol in dichloromethane) to afford the corresponding 1,4-diphenethylpiperidine (8a-8y) in good yield (75-80 %), which was then converted to hydrochloride salt by treatment with 2M HCl in diethyl ether.Compounds12a-12dwere synthesized using the same procedure as above, except that an appropriately substituted 4-benzylpiperidine (11) was utilized in place of compound6.

Statistics shows that 2-Chlorophenethyl Bromide is playing an increasingly important role. we look forward to future research findings about 16793-91-2.

Reference:
Article; Nickell, Justin R.; Culver, John P.; Janganati, Venumadhav; Zheng, Guangrong; Dwoskin, Linda P.; Crooks, Peter A.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 13; (2016); p. 2997 – 3000;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 384-16-7, name is 2-Bromo-1-chloro-3-(trifluoromethyl)benzene, 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 384-16-7, Formula: C7H3BrClF3

Under nitrogen substitution,2-Bromo-3-chlorobenzotrifluoride (212 mg)Of tetrahydrofuran (0.7 mL)Was added isopropyl magnesium chloride / lithium chloride complex / tetrahydrofuran solution (1.3 M, 0.63 mL) dropwise at room temperature and stirred for 1 hour.This solution was added to the ice-cooled compound (172 mg) obtained in Example 46c,In diethyl ether (3 mL) over 5 minutes.Thereafter, the mixture was stirred under ice-cooling for 2 hours and at room temperature for 2.5 hours.Since the reaction was not completed,Again 2-bromo-3-chlorobenzotrifluoride (212 mg),From isopropyl magnesium chloride / lithium chloride complex / tetrahydrofuran solution (1.3 M, 0.63 mL)Grignard reagent was prepared by the same operation as above,Was added dropwise to the ice-cooled reaction solution over 5 minutes.After stirring for 1 hour under ice cooling, 0.5N hydrochloric acid was added and the mixture was extracted with ethyl acetate.The extract layer was washed successively with water, saturated aqueous sodium hydrogen carbonate solution and saturated brine,After drying with anhydrous sodium sulfate and filtration, the solvent was distilled off under reduced pressure.The obtained residue was purified by silica gel column chromatography (ethyl acetate / hexane) to obtain the title compound (71.0 mg) as a colorless transparent gummy solid.

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:
Patent; DAIICHI SANKYO COMPANY LIMITED; NAGAMOCHI, MASATOSHI; KOZAWA, YUJI; INAGAKI, HIROAKI; GOTANDA, KENTOKU; NOGUCHI, TETSUJI; TORIHATA, MUNEFUMI; YOSHINO, TOSHIHARU; ISOBE, TAKASHI; (113 pag.)JP2016/141632; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1939-99-7,Some common heterocyclic compound, 1939-99-7, name is Phenylmethanesulfonyl chloride, molecular formula is C7H7ClO2S, 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 solution of phenylmethanesulfonyl chloride (2.19 g, 10 mmol) was added into asuspension of 3-bromopropan-1-amine hydrobromide (2.19 g, 10 mmol) and Et3N (2.02 g, 20 mmol) in THF (50 mL) at 0 C. The mixture was stirred at 0 C for 5 mm. TLC confirmed the completion of reaction. Solid was filtered out with suction, and the filtrate was concentrated toprovide compound N-(3-bromopropyl)(phenyl)methanesulfonamide (2.7 g, quant.) as a paleyellow solid which was used in the next step without further purification. ?H NMR (300 MHz, CDC13) oe 7.40 (m, 5H), 4.48 (m, 1H), 4.27 (s, 2H), 3.41 (t, J = 6.6 Hz, 2H), 3.16 (q, 2H), 2.01 (m, 2H). LCMS (ESI), mlz, 314 and 316 [M+Naj, Br pattern found.

The synthetic route of 1939-99-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; RENE, Olivier; FAUBER, Benjamin; VESEY, David; WINSHIP, Paul; LADDUWAHETTY, Tammy; (97 pag.)WO2017/5668; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 870-24-6, The chemical industry reduces the impact on the environment during synthesis 870-24-6, name is 2-Chloroethanamine hydrochloride, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of the corresponding pyrrole or indole derivative (10 mmol) in MeCN (30 ml) was added sodium hydroxide (2.00 g, 50 mmol) and tetrabutylamonium hydrogen sulfate (0.17 g, 0.5 mmol). After the solution was stirred at room temperature for 30 min, 2-chloroethylamine hydrochloride (1.39 g, 12 mmol) was added. Then the reaction mixture was refluxed for 24 h. The mixture was poured into water (100 ml), extracted with diethyl ether, dried under MgSO4, and concentrated under reduced pressure to give a crude product. The crude was then purified by flash column chromatography on silica gel (eluted with petroleum ether / ethyl acetate=1 : 1) to give the pure product.

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-Chloroethanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Tian, Yu-Ting; Zong, Yu-Wei; Nie, Jing; Zhang, Fa-Guang; Ma, Jun-An; Journal of Fluorine Chemistry; vol. 226; (2019);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 108-41-8,Some common heterocyclic compound, 108-41-8, name is 1-Chloro-3-methylbenzene, molecular formula is C7H7Cl, 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.

General procedure: Under a N2 atmosphere, KOtBu (102.1 mg, 1.3 equiv) and a so-lution of complex 3a (10e50 mL, 0.01e0.05 mol%, prepared from4.6 mg of complex 3a in 1.0 mL dichloromethane) were added into aSchlenk reaction tube. The tube was sealed and the solvent wasremoved under reduced pressure. Then toluene (0.5 mL), amines(0.84 mmol) and aryl chlorides (0.70 mmol) were successivelyadded. The mixture was stirred vigorously at the specied tem-perature for 3e24 h. Then the solvent was removed under reducedpressure and the residue was puried by ash column chroma-tography (SiO2) to give the corresponding products.

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

Reference:
Article; Zhang, Zhi-Mao; Gao, Yu-Jue; Lu, Jian-Mei; Tetrahedron; vol. 73; 52; (2017); p. 7308 – 7314;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7006-52-2, name is N-Methyl-3-chloroaniline, 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 7006-52-2, name: N-Methyl-3-chloroaniline

To a 20 ml microwave tube was added 3-chloro-N-methylaniline (300 mg, 2.13 mmol), ethyl 2-bromoacetate (426 mg, 2.55 mmol).Diisopropylethylamine (550 mg, 4.26 mmol) and 10 ml of acetonitrile, the mixture was reacted under microwave at 100 ° C for 2 hours.The reaction was stopped, cooled to room temperature, concentrated, and the residue was applied to a column (yield: petroleum ether: ethyl acetate = 10:1) to give compoundN-(3-Chlorophenyl)-N-methylglycine ethyl ester (460 mg, yield 95percent).

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

Reference:
Patent; Shenzhen Weixin Biological Technology Co., Ltd.; Yu Jindi; Lu Xianping; Li Zhibin; Xin Lijun; Zhu Jiangfei; Fu Chao; (67 pag.)CN108203438; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 821-99-8, 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. 821-99-8, name is 1,9-Dichlorononane, This compound has unique chemical properties. The synthetic route is as follows.

In a 250 ml eggplant-type bottle, 1,9-dichlorononane (4.0 g, 20.3 mmol) was added,Phthalimide potassium salt (12.7 g, 68.6 mmol) and DMF (100 ml),Heat in a 130C oil bath overnight. Pour the reaction into water and collect the precipitate.Precipitation drying is 2,2″-(nonane-1,9-diyl)bis(isoindole-1,3-dione)12.0 g (white solid, yield 91%).

The chemical industry reduces the impact on the environment during synthesis 1,9-Dichlorononane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shanghai Jiao Tong University; Fu Lei; Zhang Ying; Yang Fengzhi; Xie Fangzhou; Deng Xinxian; Qiao Yixue; Jiang Faqin; Xie Dongsheng; (16 pag.)CN107721925; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics