Month: July 2021

Electric Literature of 16799-05-6, 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. 16799-05-6, name is 3-Chlorophenethyl Bromide belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 57; (3R)-1-[2-(3-Chlorophenyl)ethyl]-3-{[2-piperidin-1-yl-2-(2-thienyl)propanoyl]oxy}-1-azoniabicyclo[2.2.2]octane bromide (Isomer 1); (3R)-1-Azabicyclo[2.2.2]oct-3-yl 2-piperidin-1-yl-2-(2-thienyl)propanoate (Example 57b, Isomer 1, 0.5 g) in acetonitrile (3 mL) was treated with 1-(2-bromoethyl)-3-chlorobenzene (0.35 g) and the mixture stirred and heated at 80 C. for 4 h. The mixture was concentrated to dryness, and the residue purified on silica gel eluting with 5% methanol in dichloromethane. The product from the column was triturated with ether to afford title compound as a colourless solid (160 mg).m/e 487 [M]30 1H NMR (400 MHz, DMSO) delta 7.51 (1H, dd), 7.48-7.44 (1H, m), 7.41-7.32 (2H, m), 7.32-7.27 (1H, m), 7.10 (1H, dd), 6.97 (1H, dd), 5.17-5.13 (1H, m), 3.95-3.88 (1H, m), 3.65-3.56 (1H, m), 3.50-3.40 (4H, m), 3.33-3.26 (1H, m), 3.24-3.16 (1H, m), 3.04-2.97 (2H, m), 2.51-2.42 (2H, m), 2.41-2.32 (2H, m), 2.31-2.23 (1H, m), 2.04-1.83 (4H, m), 1.62 (3H, s), 1.56-1.38 (6H, m).; Preparation of Example 57 Bromide; (3R)-1-[2-(3-Chlorophenyl)ethyl]-3-{[2-piperidin-1-yl-2-(2-thienyl)propanoyl]oxy}-1-azoniabicyclo[2.2.2]octane bromide (Isomer 1) Crystalline Form A; (3R)-1-Azabicyclo[2.2.2]oct-3-yl 2-piperidin-1-yl-2-(2-thienyl)propanoate (Example 57b, Isomer 1, 0.5 g) in acetonitrile (3 mL) was treated with 1-(2-bromoethyl)-3-chlorobenzene (0.35 g) and the mixture stirred and heated at 80 C. for 4 h. The mixture was concentrated to dryness, and the residue purified on silica gel eluting with 5% methanol in dichloromethane. The product from the column was triturated with diethyl ether to afford title compound as a colourless solid (160 mg).m/e 487 [M]+ 1H NMR (400 MHz, DMSO) delta 7.51 (1H, dd), 7.48-7.44 (1H, m), 7.41-7.32 (2H, m), 7.32-7.27 (1H, m), 7.10 (1H, dd), 6.97 (1H, dd), 5.17-5.13 (1H, m), 3.95-3.88 (1H, m), 3.65-3.56 (1H, m), 3.50-3.40 (4H, m), 3.33-3.26 (1H, m), 3.24-3.16 (1H, m), 3.04-2.97 (2H, m), 2.51-2.42 (2H, m), 2.41-2.32 (2H, m), 2.31-2.23 (1H, m), 2.04-1.83 (4H, m), 1.62 (3H, s), 1.56-1.38 (6H, m).

The synthetic route of 3-Chlorophenethyl Bromide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ford, Rhonan; Mete, Antonio; Millichip, Ian; Teobald, Barry; US2010/113510; (2010); 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. 51419-59-1, name is p-Tolylmethanesulfonyl chloride, A new synthetic method of this compound is introduced below., Product Details of 51419-59-1

Potassium tert-butoxide (93.8 mg, 836 mumol) was added to a solution of 2-amino-5-(benzyloxy)-N,1-dimethyl-6-oxo-1,6-dihydropyrimidine-4-carboxamide (110 mg, 380 mumol) in THF (10 ml) in DMF (2 ml) [Comment: please check]. After 10 min., the reaction mixture was cooled by an ice bath and then a solution of (4-methylphenyl)methanesulfonyl chloride (93.7 mg, 458 mumol) in THF (2 ml) was added. After 70 min., EtOAc and 1 N NaOH aqueous solution were added. The organic phase was extracted with EtOAc and then with DCM. The combined organic phases were washed with water, and brine, dried over Na2SO4 and evaporated to dryness. Chromatography (silica gel, 0 to 2percent MeOH in DCM) provided the title compound as a pale yellow solid (0.080 g; 46percent). LCMS: m/z=457 (MH+).

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; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; F. HOFFMANN-LA ROCHE AG; BUSCHMANN, Helmut; WOLKERSTORFER, Andrea; SZOLAR, Oliver; HANDLER, Norbert; CUSACK, Stephen; SMITH, Mark; SO, Sung-Sau; US2014/38990; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 2106-02-7, name is 2-Chloro-4-fluoroaniline, 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 2106-02-7

Step 1: 2-Chloro-4-fluoroaniline (3.0 g, 20.6 mmol) and 4-fluoro-1-bromo benzene (3.6 g, 20.6 mmol) were added to NaOfBu (9.9 g, 103.0 mmol), Pd(OAc)2 (0.231 g, 1.03 mmol) and [HPtBu3][BF4] (0.42 g, 1.4 mmol) suspended in toluene (120 mL). The reaction was then heated to reflux for 18 h, allowed to cool and concentrated to remove toluene. The residue was extracted with dichloromethane (2 X 100 mL), dried (Na2S04), then filtered and the solvent removed under reduced pressure. The crude product was purified by column chromatography using silica gel 230-400 mesh to get the desired colorless product 2-chloro-4-fluoro-A-(4- fluorophenyl)aniline (2.0 g, 41%). GC MS: (Method B) 239.0 (M+H), RT- 4.73 min H NMR (400 MHz, DMSO-d6): delta 7.28 (s, 1H), 7.01-7.16 (m, 5H), 6.89-6.88 (m, 1 H), 5.84 (s, 1H).

The synthetic route of 2-Chloro-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; SPANGENBERG, Thomas; (129 pag.)WO2016/827; (2016); 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. 2613-34-5, name is 3-Chloro-2,4-difluoroaniline, A new synthetic method of this compound is introduced below., name: 3-Chloro-2,4-difluoroaniline

Exapmle 35 (^-N-(4-((3-Chloro-2,4-difluorophenyl)amino)-7-methoxyquinazolin-6-yl)-4-((4aR,7aS)-tetrahydro- 2H-[l,4]dioxino[2,3-c]pyrrol-6( Step 1) N-(3-chloro-2,4-difluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine A solution of 4-chloro-7-fluoro-6-nitroquinazoline (10.00 g, 44.0 mmol) and 3-chloro-2,4-difluoroaniline (8.40 g, 51.5 mmol) in isopropanol (150 mL) was heated to 70 C and stirred for 5.0 hours. The reaction mixture was then cooled to 25C, and a yellow solid precipitated out. The mixture was filtered. The filtered cake was washed with isopropanol (50 mL) and dried under vacuum to give the title compound as a yellow solid (10.8 g, 69.2%). The compound was characterized by the following spectroscopic data: MS (ESI, pos.ion) m/z : 354.1 [M+H]+.

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; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; LIU, Jinlei; ZHANG, Jiancun; ZHENG, Changchun; WO2014/177038; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1871-57-4,Some common heterocyclic compound, 1871-57-4, name is 3-Chloro-2-chloromethyl-1-propene, molecular formula is C4H6Cl2, 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; Example 1 -1; 5.3 g of methallyl dichloride and 11.9 g of tri(ethylene glycol)monomethyl ether) were put into a reactor, and then 60 mL of tetrahydrofuran was added thereto. To the mixture was added dropwise 3.84 g of sodium hydride. The reactor was kept at 65 0C for 12 hr. 5 mL of water was added dropwise to the reactor. The reaction mixture was evaporated under vacuum to remove the tetrahydrofuran. The concentrate was extracted with 100 mL of diethyl ether and 100 mL of water. The organic layer was subjected to column chromatography using ethyl acetate/methanol (100/0-80/20), giving the compound of Formula 12 in a yield of 35%. 1H NMR (250 MHz, CDCl3): delta 5.18 (s, 2H; CH2), 4.01 (s, 4H; CH2(CH2O)2), 3.70-3.58 (m, 24H; OCH2), 3.37 (s, 6H; OCH3)

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

Reference:
Patent; INDUSTRY-ACADEMIC COOPERATION FOUNDATION, YONSEI UNIVERSITY; JANG, Woo-Dong; CHOI, Kwang-Mo; WO2010/93128; (2010); A2;,
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. 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: chlorides-buliding-blocks

Taking 0.01 muM structure 1 and 0.04 muM structure 3 by adding three-mouth flask, nitrogen protection, magnetic stirring dissolved in 200 ml dichloromethane in, ice water bath. In the slowly dripping triethylamine in three mouth bottle, during the dropping will be accompanied by white mist generating, heating up to 40 C, this temperature is kept continuous stirring 8 hours. The reaction liquid washing three times with saturated sodium chloride solution, adding anhydrous magnesium sulfate standing drying, after clarifying filtration, vacuum hangs steams to remove the solvent, to obtain orange crystal that aromatic module including cup and cyclic phosphate ester flame retardants, yield 85.39%.

The synthetic route of 4090-55-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese People’s Armed Police Force Academy; Lu Lingang; Wang Huiya; Qian Xiaodong; Yang Shousheng; Jin Jing; (8 pag.)CN107778328; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 886762-39-6, These common heterocyclic compound, 886762-39-6, name is 3,4-Dichloro-2-fluoroaniline, 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 31 (£)-N-(4-((3,4-Dichloro-2-fluorophenyl)a^ 2H-[l,4]dioxino[2,3-c]pyrrol-6(3 -yl)but-2-enamide Step 1) N-(3,4-dichloro-2-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine A solution of 4-chloro-7-fluoro-6-nitroquinazoline (10.00 g, 44.0 mmol) and 3,4-dichloro-2-fluoroaniline (8.40 g, 46.5 mmol) in isopropanol (150 mL) was heated to 70 C and stirred for 5.0 hours. The reaction mixture was then cooled to 25 C, and a yellow solid precipitated out. The mixture was filtered. The filtered cake was washed with isopropanol (50 mL) and dried under vacuum to give the title compound as a yellow solid (11.4 g, 70.0%). The compound was characterized by the following spectroscopic data: MS (ESI, pos.ion) m/z : 371.0 [M+H]+.

The synthetic route of 886762-39-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; LIU, Bing; LIU, Jinlei; ZHANG, Jiancun; ZHENG, Changchun; WO2014/177038; (2014); 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. 623-12-1, name is 1-Chloro-4-methoxybenzene, A new synthetic method of this compound is introduced below., Safety of 1-Chloro-4-methoxybenzene

General procedure: Palladacycle C1 (0.005mmol), olefin (0.75mmol), aryl chloride (0.5mmol), K2CO3 (1.0mmol) and DMF/H2O (2ml, 1:1) were added to a small tube and the mixture was heated to 110C for 6h in the presence of air. The reactions were monitored by thin-layer chromatography (TLC). At the end of the cross-coupling reactions, the mixture was cooled, extracted with n-hexane:EtOAc (8:2), filtered and purified by recrystallization from ethanol and water or purified by silica gel column chromatography (n-hexane:EtOAc, 8:2).

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:
Article; Javad Sabounchei, Seyyed; Hashemi, Ali; Yousefi, Abed; Gohari Derakhshandeh, Parviz; Karamian, Roya; Asadbegy, Mostafa; Van Hecke, Kristof; Polyhedron; vol. 135; (2017); p. 1 – 9;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1005-56-7,Some common heterocyclic compound, 1005-56-7, name is O-Phenyl carbonochloridothioate, molecular formula is C7H5ClOS, 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.

To a solution of cholesterol (863 mg, 2.23 mmol) in CH2Cl2 (10 mL) were added pyridine (485 muL, 6.00 mmol) and phenyl chlorothionoformate (277 muL, 2.00 mmol) (For other substrates, CH3CN was used in place of CH2Cl2.). The mixture was stirred at room temperature for 50 min and diluted with EtOAc. The solution was washed with brine and dried over anhydrous MgSO4. After concentration, the residue was purified by flash chromatography on silica gel (hexane?hexane/EtOAc=10/1) to give thiocarbonate 5b (1.04 g, 1.99 mmol, 100%).

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

Reference:
Article; Kobayashi, Shoji; Kuroda, Hiroyuki; Ohtsuka, Yuta; Kashihara, Takashi; Masuyama, Araki; Watanabe, Kiyoshi; Tetrahedron; vol. 69; 10; (2013); p. 2251 – 2259;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 106-39-8,Some common heterocyclic compound, 106-39-8, name is 1-Bromo-4-chlorobenzene, molecular formula is C6H4BrCl, 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 thermostatted bath at 25C (or 60C for compounds 18 and 28), a 25 mL Schlenk flask was charged in air with a magnetic stir bar, arylbromide (0.5 mmol), arylboronic acid (0.6 mmol), K2CO3 (0.6 mmol), 1 (26.6 mg, 1mol-%), ethanol (1.5 mL), and water (0.5 mL). The reaction mixture was kept under vigorous stirring until the GC control showed no residual aryl bromide in solution. Water (10 mL) was added to the suspension and the organics were extracted with dichloromethane (3×10 mL). The solution was dried over Na2SO4 and then passed through a column filled with silica gel (diatomaceous earths were used in the case of compound 28). Elimination of the solvent under vacuum gave the desired biaryl as white microcrystalline solid. Purity (96÷99%) was established by GC and 1H NMR. 1H and 13C{1H} NMR data of compounds 8-28. Spin multiplicity is given by s=singlet, br s=broad singlet, q=quartet, st=septet, qq=quartet of quartets, ddd=doublet of doublets of doublets, m=unresolved multiplet. 4-Chloro-4′-methyl-1,1′-biphenyl (16). Yield 96%. C13H11Cl (202.68): calcd. C 77.04, H 5.47; found C 76.95, H 5.48. 1H NMR (CDCl3): delta = 7.55-7.33 (6H, m), 7.29-7.16 (2H, m), 2.39 (3H, s, CH3) ppm. 13C NMR (CDCl3): delta = 139.5, 137.4, 137.0, 132.9, 129.5, 128.8, 128.1, 126.7, 21.0 (CH3) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-chlorobenzene, its application will become more common.

Reference:
Article; Del Zotto, Alessandro; Colussi, Sara; Trovarelli, Alessandro; Inorganica Chimica Acta; vol. 470; (2018); p. 275 – 283;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics