Month: June 2021

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

10061-02-6, name is trans-1,3-Dichloropropene, 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. Computed Properties of C3H4Cl2

(1), the (E)- 1, 3 – dichloropropene (354g, 3.20 muM) added to the tetrahydrofuran (1.5L) solution, light added under mixing sodium iodide (595g, 3.2 muM), stirring at the room temperature 2h, preparation of (E)-1 – chloro -3 – iodo propylene reaction liquid for use. The (S)-4 – phenyl -2 oxazolidone (720g, 2.91 mol) is added to the tetrahydrofuran (2L) solution, lowering the temperature to -10 C, dropwise 1N II (trimethyl silicon-based) amino lithium (486.8g, 2 . 91 muM) tetrahydrofuran solution (3L), to maintain the temperature of the reaction solution is lower than the -10 C, after the completion of the dropping -10 C reaction 2h, then adding the above-mentioned preparation of (E)-1 – chloro -3 – iodo acrylic solution. Then slow heating to 10 C, overnight reaction. TLC monitoring raw material the reaction is complete. The reaction liquid is poured into the saturated NH4Cl solution (5L) quenching, steaming and remove a portion of the solvent, and then the extraction of ethyl acetate concentrate (2L × 3), combined with the several phase, anhydrous sodium sulfate drying, steaming and to job 1 kg brown oily matter, directly used for the next step reaction.

The synthetic route of 10061-02-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Borui Bio-pharmaceutical (Suzhou) Co., Ltd.; Yuan Jiandong; Liu Wei; Ma Shimin; (29 pag.)CN104058990; (2017); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, molecular formula is C6H3BrClF, 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. SDS of cas: 1996-29-8

Under an argon atmosphere,9H-carbazole (9.3 g), 1-bromo-4-chloro-2-fluorobenzene (23.3 g), cesium carbonate (36.2 g) and DMF (222 mL) were stirred at 150 C. for 7 hours. Water was added at room temperature, and the resulting mixture was extracted with ethyl acetate. The organic layer was purified by silica gel chromatography, and the solvent was removed to obtain 9- (2-bromo-5-chlorophenyl) carbazole as a white solid (11.4 g, yield 58%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1996-29-8, its application will become more common.

Reference:
Patent; IDEMITSU KOSAN COMPANY LIMITED; HAKETA, TASUKU; ITO, HIROKATSU; KUDO, YU; (149 pag.)JP2018/108939; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

13726-14-2, name is 4-Chloro-3-methoxyaniline, 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. HPLC of Formula: C7H8ClNO

General procedure: Procedure A: A mixture of substituted 2,4-dichloropyrimidine (1.0 equiv.) and substituted aniline (1.15 equiv.) in MeOH/water (1 : 1.5, 0.2 M) was stirred at 45 C. The reaction time is indicated below. Upon cooling to ambient temperature, the desired product precipitated and was filtered, washed with MeOH/water (1 : 1.5, 20 mL), and dried.

The synthetic route of 13726-14-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; (257 pag.)WO2016/22460; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics