Tag: M.W=200-300

Electric Literature of 115843-99-7,Some common heterocyclic compound, 115843-99-7, name is 4-Bromo-3-chloro-2-fluoroaniline, molecular formula is C6H4BrClFN, 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 9: Synthesis of boronate fragment 9b (used in Example 43)Anhydrous DMF (60 mL) is added to a flask charged with bromide 9a (5.00 g, 22.2 mmol), /?/s-(pinacolato)diborone (8.48 g, 33.4 mmol) and potassium acetate (6.35 g, 66.8 mmol) and the resulting suspension is deoxygenated by bubbling a stream of N2 gas through the mixture for 45 min. 1 ,1′-bis(diphenylphosphino)ferrocene (2.73 g, 3.34 mmol) is then added and the mixture is deoxygenated for approximately a further 5 min and is then heated to 950C. After 16 h, the dark reaction mixture is cooled, extracted with EtOAc (500 mL and 300 mL) and washed with 1 :1 water/brine (600 mL) and brine (600 mL). The combined extracts are dried over anhydrous MgSO4, filtered and evaporated to a black syrup which is purified by flash column chromatography (EtOAc/hexanes) to afford the boronate 9b as white solid contaminated with <25 % of the diboron reagent (4.24 g, 62% yield). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3-chloro-2-fluoroaniline, its application will become more common. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; WO2009/62285; (2009); A1;,
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Synthetic Route of 50594-82-6, 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. 50594-82-6, name is 3,4,5-Trichlorobenzotrifluoride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(a) Preparation by the process according to the invention 358 g (1.5 mol) of 3,4,5-trichlorobenzotrifluoride were added dropwise to a mixture of 330 g (3 mol) of resorcinol and 111 g (1.5 mol) of calcium hydroxide in 2 liters of dimethylsulfoxide at 120-130 C. in the course of 7 hours. Thereafter, the reaction mixture was stirred at 130 C. for 8 hours. After cooling to room temperature, the reaction mixture was poured into 7 liters of water, whereupon the reaction product separated out as an oil. The mixture was extracted with 3 liters of toluene and the organic phase was separated off and, after drying, was concentrated. The residue was distilled. 350 g (73% of theory) of 2,6-dichloro-4-trifluoromethyl-3′-hydroxydiphenyl ether were obtained in this manner in the form of a solid product of melting point 64-65 C. Boiing point 123-130 C./0.15 mm Hg Analysis: Empirical formula: C13 H7 Cl2 F3 O2: Calculated: 48.3% C; 2.2% H; 22.0% Cl. Found: 48.3% C; 2.3% H; 21.8% Cl.

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, 3,4,5-Trichlorobenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bayer Aktiengesellschaft; US4264769; (1981); A;,
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Related Products of 98-60-2, 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. 98-60-2, name is 4-Chlorobenzenesulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To chlorosulfonic acid (10 g, 86 mmol), chlorobenzene(3.23 g,28 mmol) was added dropwise, not to increase temperature over 20C. The solution was stirredat room temperature by 1 hour and it was slowly poured onto ice (50 g). The precipitate wasfiltered off, washed with water and added portionwise to the solution ofnatrium sulfite (7.5 g,60 mmol) in water (28 mL) at temp. 80C.The mixture was stirred at 90Cby 1 hour and 50% natrium hydroxide was slowly dropped to maintain pH= 8-9. Thehot mixture was filtered off and the filtrate was keep at room temperature for10 hours. The white crystals of product 4-chlorobenzenesulfinate natrium saltwas filtered off, washed by cold water and dried at room temperature. Product 3was obtained in 75% yield (4.3 g). IR (cm-1): 1575 (CHar); 1340,1130 (SO2); 1004, 981 (CH); 832, 740 (CCl).

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, 4-Chlorobenzenesulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Staniszewska, Monika; Bondaryk, Ma?gorzata; Ochal, Zbigniew; Bioorganic and Medicinal Chemistry; vol. 23; 2; (2015); p. 314 – 321;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 14862-52-3 as follows. Recommanded Product: 14862-52-3

General procedure: A mixture of 1,3-dibromo-5-chlorobenzene (2 g, 7.41 mmol), 9Hcarbazole(2.60 g, 15.56 mmol), tris(dibenzylideneacetone)dipalladium(339 mg, 0.37 mmol), 2-dicyclohexylphosphino-2?,6?-dimethoxy-1,1?-biphenyl (457 mg, 1.11 mmol) and sodium tert-butoxide (2.85 g,29.64 mmol) in 100 ml of toluene were heated at 80 C for 4 h underargon. After cooling down to room temperature, the mixture was extractedwith dichloromethane. The combined organic extracts weredried over Na2SO4 and evaporated under reduced pressure. The crudeproduct was purified by column chromatography on silica gel usingpetroleum ether/dichloromethane (PE/DCM, 8/1, v/v) as the eluent toafford the target compound (2.46 g, 75%).

According to the analysis of related databases, 14862-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ran, Quan; Zhang, Yuan-Lan; Hua, Xiaochen; Fung, Man-Keung; Liao, Liang-Sheng; Fan, Jian; Dyes and Pigments; vol. 162; (2019); p. 632 – 639;,
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Application of 38762-41-3, 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. 38762-41-3, name is 4-Bromo-2-chloroaniline, This compound has unique chemical properties. The synthetic route is as follows.

A. Tert-butyl N-(4-bromo-2-chlorophenyl)carbamate A solution of 4-bromo-2-chloroaniline (5.00 g, 0.0242 mol) in tetrahydrofuran (50 mL) was reacted with a 1.0 M solution of sodium bis(trimethylsilyl)amide in tetrahydrofuran (53.2 mL, 0.0532 mol). The mixture was stirred 15 minutes at ambient temperature. Di-tert-butyl dicarbonate (6.34 g, 0.0290 mol) was added and the solution was stirred for 2 hours. The solvent was removed in vacuo, and the crude material was purified by flash column chromatography on silica using heptane /ethyl acetate (4:1). The solvent was removed in vacuo to give tert-butyl N-(4-bromo-2-chlorophenyl)carbamate as a white solid (4.214 g, 0.0137 mol). 1H NMR (DMSO-d6, 400 MHz) delta 8.75 (s, 1H), 7.71 (d, 1H), 7.54 (d, 1H), 7.50 (dd, 1H), 1.46 (s, 9H);

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-2-chloroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Abbott Laboratories; US6921763; (2005); B2;,
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Adding a certain compound to certain chemical reactions, such as: 50638-47-6, name is 4-Bromo-2-chloro-1-methoxybenzene, 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 50638-47-6, name: 4-Bromo-2-chloro-1-methoxybenzene

To a THF solution of 4-bromo-2-chloroanisole was added an n-butyllithium/n-hexane solution at -78C, followed by 30 minutes of stirring. Then, trimethyl borate was added and the whole was warmed to room temperature, followed by 30 minutes of stirring. Using the residue obtained by evaporation of the solvent instead of 3,4-dimethoxyphenylboric acid, an objective compound was obtained in a similar manner to Reference Example 1.

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; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1396487; (2004); A1;,
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These common heterocyclic compound, 50638-46-5, name is 4-Bromo-3-chloroanisole, 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. Computed Properties of C7H6BrClO

Under argon gas atmosphere, to a solution of 1-bromo-2-chloro-4-methoxybenzene (120 g) in a mixed diglyme (230 mL) and 1,2-dimethoxyethane (90 mL), sodium cyano acetone (62.6 g), sodium t-butoxide (114,6 g) and sodium iodide (81.2 g) were added with stirring at room temperature to obtain a suspension. By another process, under argon gas atmosphere, a mixture of diglyme (40 mL), palladium acetate (426 mg) and triphenylphosphine (1.99 g) was stirred for about 30 minutes at 110C to dissolve. This solution was dropped into the above suspension. The mixture was warmed to 110 to 115C of inside temperature and stirred for 7 hours. The reaction mixture was cooled, diluted with ethyl acetate (480 mL) and washed with an aqueous solution of sulfuric acid (concentrated sulfuric acid 101 g/water 660 mL). The organic layer was washed with 10% saturated aqueous solution of sodium chloride (360 mL) twice. Activated charcoal (3.6 g) was added to the organic layer. The mixture was stirred for 1 hour and filtered. The filtrate was washed with ethyl acetate (240 mL) to obtain a solution of 1-cyano-1-(2-chloro-4-methoxyphenyl)propan-2-on (971.7 g). The yield of the title compound that determined using an internal reference method for HPLC described in Example 1, is 101.7 g.

The synthetic route of 4-Bromo-3-chloroanisole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; EP1637531; (2006); A1;,
Chloride – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, 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 210532-25-5, Quality Control of 3,5-Difluorobenzene-1-sulfonyl chloride

General procedure: To a mixture of 3-amino-2-methyl-thieno[2,3-d]pyrimidin-4(6H)-one (1.0 mmol) (8 and 9) and benzenesulfonyl chloride (1.1 mmol) in DCM (10 mL) was added dropwise pyridine (1.2 mmol) in dichloromethane (2 mL). The resulting mixture was stirred at room temperature for 12 hrs. The mixture was concentrated under reduced pressure, and theresidue was treated with water (30 mL). The aqueous mixture was neutralized by the addition of aqueous 10% HCl solution and extracted with DCM (230 mL). The organicphase was washed with aqueous saturated NH4Cl solution and brine. The organic layer was separated and dried over anhydrous MgSO4, filtered, and concentrated under reducedpressure to give the crude product, which was purified by silica gel chromatography to produce the pure corresponding compounds.

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, 3,5-Difluorobenzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Nie, Li Fei; Bozorov, Khurshed; Huang, Guozheng; Zhao, Jiangyu; Niu, Chao; Aisa, Haji Akber; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 193; 10; (2018); p. 656 – 667;,
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Adding a certain compound to certain chemical reactions, such as: 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, 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 1996-30-1, Application In Synthesis of 3-Bromo-4-fluorochlorobenzene

Step 1: [4-({(l/?,3/?,45)-3-({[ieri-Butyl(dimethyl)silyl]oxy}methyl)-4- [(triisopropylsilyl)oxy]cyclopentyl}amino)pyrimidin-5-yl]{5-chloro-4-[(S)-(5-chloro-2- fluorophenyl)(hydroxy)methyl]-2-thienyl}methanone and Butyl(dimethyl)silyl]oxy}methyl)-4-[(triisopropylsilyl)oxy]cyclopentyl}amino)pyrimidin-5-yl]{5- chloro-4-[(J?)-(5-chloro-2-fluorophenyl)(hydroxy)methyl]-2-thienyl}methanone. [00786] To a solution of 3-bromo- l -chloro-4-fluorobenzene (69.0 uL, 0.57 mmol) in THF (5.00 mL) at 0 C was added dropwise 2 M isopropylmagnesium chloride in Et20 (0.31 mL, 0.62 mmol) and the mixture was stirred at 0 C for 1 hour, and then warmed to rt overnight. This mixture was added dropwise to a solution of lnt-270 ( 185 mg, 0.28 mmol) in THF (8.0 mL) at -40 C and the reaction was allowed to stir at for 30 min at same temperature. The reaction was quenched by addition of saturated NH4C1 and extracted with EtOAc (x2). The combined organic layers were washed with brine, dried over MgS04, and concentrated in vacuo. The residue was purified by ISCO column chromatography (20% EtOAc in hexanes as eluent) to give 0.14g (63%) of the title compounds. LCMS (FA): m/z =782.2 (M+H)

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, 3-Bromo-4-fluorochlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DUFFEY, Matthew O.; ENGLAND, Dylan; FREEZE, Scott; HU, Zhigen; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; ONO, Koji; XU, He; (684 pag.)WO2016/4136; (2016); A1;,
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Synthetic Route of 115843-99-7, The chemical industry reduces the impact on the environment during synthesis 115843-99-7, name is 4-Bromo-3-chloro-2-fluoroaniline, I believe this compound will play a more active role in future production and life.

Anhydrous DMF (60 ml_) is added to a flask charged with bromide 9a (5.00 g, 22.2 mmol), Jb/s-(pinacolato)diborane (8.48 g, 33.4 mmol) and potassium acetate (6.35 g, 66.8 mmol) and the resulting suspension is deoxygenated by bubbling a stream of N2 gas through the mixture for 45 min. 1 ,1′-bis(diphenylphosphino)ferrocene (2.73 g, 3.34 mmol) is then added and the mixture is deoxygenated for approximately a further 5 min and is then heated to 950C. After 16 h, the dark reaction mixture is cooled, extracted with EtOAc (500 ml. and 300 ml.) and washed with 1:1 water/brine (600 mL) and brine (600 ml_). The combined extracts are dried over anhydrous MgSO4, filtered and evaporated to a black syrup which is purified by flash column chromatography (EtOAc / hexane) to afford the boronate 9b as white solid contaminated with <25 % of the diboron reagent (4.24 g, 62% yield). 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, 4-Bromo-3-chloro-2-fluoroaniline, other downstream synthetic routes, hurry up and to see. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; WO2009/62289; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics