Tag: M.W=200-300

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. 93765-83-4, name is 1-Bromo-5-chloro-2-fluoro-4-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H5BrClF

A mixture of 1-bromo-5-chloro-2-fluoro-4-methylbenzene (500 mg, 2.3 mmol), N-bromosuccinimide (481 mg, 2.7 mmol) and azobisisobutyronitrile (38 mg, 0.23 mmol) in CCl4 (10 mL) was stirred at 90 C for 16 h. The mixture was diluted with DCM (20 ml) and water (20 ml). The organic layer was separated, dried over Na2S04, filtered and evaporated to get crude product. The residue was purified by silica column chromatography (eluting with petroleum ether/ethyl acetate = 50/1) to give 1-bromo-4-(bromomethyl)-5-chloro-2-fluorobenzene as a solid (324 mg, 47%).

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 93765-83-4.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; CHEN, Chien-An; CHOWDHURY, Sultan; DEHNHARDT, Christoph Martin; SUN, Shaoyi; WO2014/144545; (2014); A2;,
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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;,
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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;,
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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;,
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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;,
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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;,
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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

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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;,
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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. 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;,
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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. 2732-80-1, name is 2-Bromo-1-chloro-4-methoxybenzene, A new synthetic method of this compound is introduced below., Computed Properties of C7H6BrClO

2-Bromo-1-chloro-4-methoxybenzene (200mg, 0.9mmol), cesium carbonate (588mg, 1.8mmol), 4-fluorophenol (202mg, 1.8mmol), CuI (17mg, 0.09mmol) and N- methylpyrrolidine (1 mL) were sealed in a microwave vessel and heated in a microwave at 2000C for 1800s. The crude reaction mixture was purified by chromatography on silica gel. Elution with 10:90 ethyl acetate:heptane with a gradient to 30:70 ethyl acetate:heptane afforded 1-chloro-2-(4-fluorophenoxy)-4-methoxybenzene (112mg, 0.44mmol, 49%). 1-Chloro-2-(4-fluorophenoxy)-4-methoxybenzene (110mg, 0.44mmol) prepared above, was dissolved in DCM (5.0OmL) and stirred under argon at -780C. Boron tribromide (1.0M in DCM, 2.2OmL) was then added and the reaction stirred at -780C for 1 h. The reaction was allowed to warm to ambient temperature overnight, quenched with saturated Na2CO3 (aq) and then the aqueous and organic layers were separated. The solvent was removed in vacuo and the crude product was purified by chromatography on silica gel. Elution with 2:98 ethyl acetate:heptane with a gradient to 20:80 ethyl acetate:heptane afforded 4- chloro-3-(4-fluorophenoxy)phenol (92mg, 0.38mmol, 87%). M.S. (ESI) (m/z): 237, 239 [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; N.V. ORGANON; WO2007/63071; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, 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. Recommanded Product: 2,4,5-Trifluorobenzene-1-sulfonyl chloride

Step A: To a solution of sodium sulfite (153 g, 1214 mmol) in water (1000 mL) was added a solution of 2,4,5-trifluorobenzene-l-sulfonyl chloride (40 g, 173 mmol) in dioxane (300 mL) dropwise. After the complete addition of sulfonyl chloride, the reaction was basified to pH 14 by the addition of IN NaOH, and the reaction mixture was stirred overnight. The reaction mixture was cooled on an ice bath and acidified with 100 mL concentrated H2SO4 to pH 1. The mixture was extracted with EtOAc and CH2CI2 and the combined organic layers were dried over Na2S04, filtered and concentrated in vacuo to afford 2,4,5-trifluorobenzenesulfinic acid (34 g, 100%).

The synthetic route of 220227-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; AICHER, Thomas Daniel; BENSCIK, Josef Roland; BOYD, Steven Armen; CONDROSKI, Kevin Ronald; FELL, Jay Bradford; FISCHER, John Peter; HINKLIN, Ronald Jay; PRATT, Scott; SINGH, Ajay; TURNER, Timothy M.; WO2013/66869; (2013); A1;,
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