Month: July 2021

Synthetic Route of 6781-98-2,Some common heterocyclic compound, 6781-98-2, name is 2-Chloro-1,3-dimethylbenzene, molecular formula is C8H9Cl, 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: In a nitrogen-filled glove box, Silica-3p-TPP ([P] 0.11 mmol/g, 45.5 mg, 0.005 mmol P, 1 mol percent P), anhydrous, degassed benzene (0.8 mL), and a solution of [PdCl(eta3-cinnamyl)]2 (0.65 mg, 0.00125 mmol, 0.5 mol percent Pd) in benzene (0.2 mL) were placed in an oven-dried, 10-mL glass tube containing a magnetic stirring bar. After stirring of the mixture for 5 min, KOAc (147 mg, 1.5 mmol), bis(pinacolato)diboron (2, 140 mg, 0.55 mmol), and p-chlorotoluene (1a, 63.3 mg, 0.50 mmol) were added. The tube was sealed with a screw cap and was removed from the glove box. The mixture was stirred at 25 °C for 10 h, and was filtered through a Celite pad (eluting with Et2O). Solvent was removed under reduced pressure. An internal standard (1,1,2,2-tetrachloroethane) was added to a residue to determine the yield of the product by 1H NMR (95percent). The crude material was then purified by silica gel chromatography to give arylboronate 3a (87.0 mg, 0.40 mmol, 80percent yield).

The synthetic route of 6781-98-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Iwai, Tomohiro; Harada, Tomoya; Tanaka, Ryotaro; Sawamura, Masaya; Chemistry Letters; vol. 43; 5; (2014); p. 584 – 586;,
Chloride – Wikipedia,
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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. 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, A new synthetic method of this compound is introduced below., COA of Formula: C7H7ClFN

General procedure: A mixture of 0.55mmol of 8-bromo-7-(2-bromoethyl)theophylline 7a or 8-bromo-7-(3-chloropropyl)theophylline 7b or 8-bromo-7-(4-bromobutyl)theophylline 7c, 1.1mmol of appropriate aromatic amine, 1,6 mmol of TEBA and 1.00ml of propanol was heated in closed vessels in microwave oven (300 Watt, Power Max Off, 160C, 10bar) for 1h. The solvent was removed and the residue was treated with ethanol. The products were purified by crystallization from ethanol or flash column chromatography over silica gel with CH2Cl2 : MeOH (100 : 0 to 80 : 20). The precipitate was filtered off and dried.

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; Za?uski, Micha?; Schabikowski, Jakub; Schlenk, Miriam; Olejarz-Maciej, Agnieszka; Kubas, Bart?omiej; Karcz, Tadeusz; Kuder, Kamil; Latacz, Gniewomir; Zygmunt, Ma?gorzata; Synak, David; Hinz, Sonja; Mueller, Christa E.; Kie?-Kononowicz, Katarzyna; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1195 – 1210;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 461432-23-5, A common heterocyclic compound, 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, molecular formula is C15H14BrClO, 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 1 4-(5-Bromo-2-chlorobenzyl)phenol At -78C, to a stirred solution of 4-bromo-1-chloro-2-(4-ethoxybenzyl) benzene (8.47 g, 0.026 mol) (according to the synthesis procedure in the reference: ) in dichloromethane (250 mL) was added slowly a solution of tribromoborane in dichloromethane (8 mL, 4 M) in drops, the mixture was stirred at -78C for further 30 minutes and then 1 hour at room temperature. Saturated aqueous sodium bicarbonate (200 mL) was added dropwise, the mixture was extracted for 3 times with ethyl acetate. The organic phases were combined and washed with saturated brine for one time, dried over anhydrous sodium sulfate. The solvent was evaporated under vacuum. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, 10:1) to afford the target compound. Yield: 6.85 g (89% of theoretical value). LC-MS (ESI): m/z = 297/299(Cl)[M+H]+.

The synthetic route of 461432-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Yingli Science And Technology Co., Ltd; Shanghai Pharmvally Innovation Institution Of Biomedicine; Shanghai Chempartner Co., Ltd; XU, Zusheng; QIAN, Su; EP2676965; (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. 13526-66-4, name is 3-Bromo-6-chloroimidazo[1,2-b]pyridazine, A new synthetic method of this compound is introduced below., Recommanded Product: 13526-66-4

To a solution of 3-bromo-6-chloro-imidazo[1 ,2-b]pyridazine (13.27 g, 57.1 mmol) in 160 ml_ THF was added EtMgBr (1 M in THF, 68.5 ml_, 68.5 mmol) solution at rt. The reaction mixture was stirred for 30 min and a suspension of 7-fluoro-quinoline-6-carbaldehyde (10 g, 57.1 mmol) in 40 ml_ of THF was added. The resulting mixture was stirred at rt for 3 h and then quenched with 400 ml_ water and stirred for an additional 1 h. The precipitate was collected by filtration, washed with EtOAc and dried over vacuum oven overnight to afford 13 g (69%) of the title compound. 1H-NMR (400MHz, DMSO-Cf6) delta ppm 8.91 (dd, 1 H), 8.49 (d, 1 H), 8.28 (d, 1 H), 8.24 (d, 1 H), 7.74 (d, 1 H), 7.54(q, 1 H), 7.51 (s, 1 H), 7.40 (d, 1 H), 6.54 (m, 2H).

The synthetic route of 13526-66-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; DAI, Miao; FU, Xingnian; HE, Feng; JIANG, Lei; LI, Yue; LIANG, Fang; LIU, Lei; MI, Yuan; XU, Yao-chang; XUN, Guoliang; YAN, Xiaoxia; YU, Zhengtian; ZHANG, Ji, Yue; WO2011/20861; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 14862-52-3, name is 3,5-Dibromochlorobenzene, 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 14862-52-3, Application In Synthesis of 3,5-Dibromochlorobenzene

In a 250ml round bottom flask, carbazole borate (0.02mol), 2-chloro-4,6-dibromobenzene (0.012mol) and tetrakis(triphenylphosphine) palladium (0.0006mol) added into 15ml of tetrahydrofuran THF, added 10ml 2M K2CO3 solution and stir at a certain speed, the obtained mixed solution reactant was heated and reflux at a reaction temperature of 80 C for 18h; after the reaction is completed, cool to room temperature and add 100ml of water, the resulting mixture was filtered and washed three times in 25 ml of dichloroethane, finally it was dried over anhydrous magnesium sulfate. The resulting residue was further separated and purified on a silica gel column, and then obtained intermediate product M14

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; Shanghai Tianma Organic Shine Display Co., Ltd.; Zhang Lei; Wang Xiangcheng; Gao Wei; Niu Jinghua; Lu Yan; Fan Changxuan; Huang Gaojun; An Ping; (26 pag.)CN108997336; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 54932-72-8, These common heterocyclic compound, 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, 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.

Under argon, a 250 mL three-necked flask was charged with 19.7 g of 2-chloro-5-bromotoluene (I), 11.7 g of o-aminothiophenol (n), 0.5 g of cuprous chloride, 36.5 g of tetramethylethylenediamine and 50 mL of water,Mechanical stirring, oil bath 130 C, the reaction 18 h.The reaction mixture was cooled to room temperature, extracted with 50 1111> 3 ethyl acetate, 12.5 mL * 3 aqueous ammonia and extracted with 25 mL * 3 purified water three times. The combined ethyl acetate phases were washed with 50 mL of purified water and 15 mL of aqueous ammonia, Brine, dried over anhydrous sodium sulfate. The dried ethyl acetate layer was dried, after adding 25 mL of petroleum ether dissolved, rapidly cooled to -5–10 C under stirring, and accompanied by a large amount of solid precipitation, vacuum filtration, the filter cake with petroleum ether leaching wash. The filter cake was collected and dried under reduced pressure at 40 C to give 2- (2-methyl-4-bromo-phenylmercapto) aniline(1Pi) 16.39 g, yield 83.2%, purity 90.1%.

The synthetic route of 54932-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Ji Bell Pharmaceutical Co., Ltd.; Ding Deping; Li Zhaoguang; Feng Qi; Tang Zhiqun; Liu Jun; Jiang Bin; (10 pag.)CN107513048; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 54932-72-8, 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. 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Take 4-bromo-2-methylchlorobenzene 100kg, dissolved in 300kg of chloroform, add 90kg of NBS, add BPO 6kg, heat up to 70 C reflux reaction 4h, after the reaction is completed, cooled to room temperature, filtered, the filtrate decompression recovery of chloroform, petroleum Ethyl ether: Ethyl acetate (1:1) was recrystallized to give 128 kg of a white solid with a yield of 92%.

The synthetic route of 4-Bromo-1-chloro-2-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Engineering Polytechnic College; Feng Chengliang; Yan Bin; (12 pag.)CN107652276; (2018); 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. 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Bromo-3-chloro-5-fluorobenzene

1-fluoro-3-(methylsulfonyl)benzene A stirred mixture of 1-bromo-3-fluorobenzene (10.0 g, 57.1 mmol), sodium methanesulfinate (7.00 g, 68.6 mmol), CuI (1.08 g, 5.71 mmol), L-proline (1.31 g, 11.4 mmol) and sodium hydroxide (0.456 g, 11.4 mmol) was heated in DMSO (135 mL) at 95 C. overnight (~18 h). The reaction was cooled, diluted with water, and then extracted with ethyl acetate (2*150 mL). The extracts were dried with MgSO4 and concentrated in vacuo. Chromatography on silica gel eluding with 25/75 ethyl acetate/hexane gave the title compound as a colorless solid (6.21 g). MS (ES) m/z 175.1. Intermediates 3, 12 by Third ApproachPrepared according to a procedure similar to that described for Intermediate 8, using the appropriate halogenated thiophenol and alkylating agent R-LG (where LG was a leaving group such as a bromine, iodide, chloride, or tosylate), and eluting with an appropriate eluent. Intermediate 31,3-difluoro-5-(methylsulfonyl)benzene; MS (EI) m/z 192.

The synthetic route of 33863-76-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bernotas, Ronald Charles; Ullrich, John William; Travins, Jeremy Mark; Wrobel, Jay Edward; Unwalla, Rayomand Jal; US2010/273816; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 110407-59-5,Some common heterocyclic compound, 110407-59-5, name is 2-Chloro-4-fluorobromobenzene, 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.

Preparation 27:4-(2-CHLORO-4-FLUOROPHENYL)PYRIDINETo a mixture of l-bromo-2-chloro-4-fluorobenzene (2.0 g, 9.5 mmol), l-pyridyl-4-boronic acid (1.3 g, 10.5 mmol), sodium carbonate (2.0 g, 23.9 mmol) and triphenylphosphine (0.5 g, 1.9 mmol) in toluene/ethanol (1 : 1, 60 ml) under nitrogen, was added tris(dibenzylideneacetone)dipalladium(0) (0.22 g , 2.5 mol%). The mixture was heated at reflux for 48 h, cooled to ambient temperature and diluted with water (50 ml) and ethyl acetate (100 ml). The organic layer was separated and the aqueous phase was extracted with ethyl acetate (2×50 ml). The combined organic phases was evaporated to dryness and dissolved in aqueous hydrochloric acid (10%, 50 ml). The solution was washed with diethyl ether (2×40 ml), basified with aqueous sodium hydroxide (2M) and extracted with ethyl acetate (2×50 ml). The combined organic phases was dried (MgSO4) and evaporated to dryness to give the title compound (1.16 g). MS m/z (rel. intensity, 70 eV) 209 (33), 207 (M+, bp), 208 (14), 172 (24), 145 (16).

The synthetic route of 110407-59-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; A. CARLSSON RESEARCH AB; WO2007/65655; (2007); A1;,
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. 81927-55-1, name is Benzyl 2,2,2-trichloroacetimidate belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: Benzyl 2,2,2-trichloroacetimidate

To a solution of Scheme 5-7 compound SI (24 g, 0. 136 mol) and benzyl 2,2,2- trichloroacetimidate (51.3 g, 0.204 mol) in cychexane/dichloromethane (600 mL/120 niL) at room temperature was added triiluoromeihanesulfomc anhydride (cat. L2 mi..) dropwise. The reaction mixture was stirred at room temperature overnight and filtered. The filtrate was washed with sat. NaHC03 and brine, dried over anhydrous Na2Si, filtered and concentrated. The residue was purified by column chromatography on silica gel (eluted with petroleum ether: ethyl acetate =10: 1) to afford the title compound (S2) (35 g, 93.3% yield) as a yellow oil.

The synthetic route of 81927-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (333 pag.)WO2017/35401; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics