Tag: M.W=200-300

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. 615-55-4, name is 3,4-Dibromoaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3,4-Dibromoaniline

A mixture of 6.20g (26.6mmol)of 4-chloro-6-nitro-quinoline-3-carbonitrile and 8.00g (31.9mmo1) of 3,4-dibromoaniline in 160mL of ethanol was refluxed under N2 for 5h. Saturated sodium bicarbonate was added and volatile material was removed. The residue was slurried with hexane, collected, washed with hexane and water and dried. The insoluble material was repeatedly extracted with boiling ethyl acetate and the solution was then filtered through silica gel. The solvent was removed to give 3.80g of green solid: mass spectrum (electrospray, m/e): M+H 449.

The synthetic route of 615-55-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth Holdings Corporation; EP1950201; (2008); A1;,
Bromide – Wikipedia,
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Electric Literature of 626-40-4,Some common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, molecular formula is C6H5Br2N, 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: All the final reactions (11a-n) were performed by 200 mg scale. To a stirred solution of acid compound 9 (1.0 equiv) and substituted aromatic amines (10a-n) (1.0 equiv) in dichloromethane was added EDCI (1.0 equiv), HOBt (1.0 equiv) and DIPEA (1.2 equiv) at room temperature. The reaction mixture was stirred for 12 h. After completion of the reaction as monitored by TLC, the reaction mixture was diluted with dichloromethane, washed with saturated solution of NaHCO3, dried over anhydrous Na2SO4, filtered and concentrated. The crude products were purified by column chromatography eluted with ethyl acetate/hexane to afford the pure compounds (11a-n).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromoaniline, its application will become more common.

Reference:
Article; Venkat Swamy, Puli; Kiran Kumar, Vukoti; Radhakrishnam Raju, Ruddarraju; Venkata Reddy, Regalla; Chatterjee, Anindita; Kiran, Gangarapu; Sridhar, Gattu; Synthetic Communications; vol. 50; 1; (2020); p. 71 – 84;,
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These common heterocyclic compound, 149910-98-5, name is 7-Bromoisochroman, 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. Recommanded Product: 149910-98-5

General procedure: To a solution of the substituted isochroman derivatives (0.5 mmol) in MeCN (1 mL), CuBr2(0.6 mmol, 134 mg) was added under nitrogen atomosphere. The solution wasrefluxed for about 1h and then cooled to room temperature. The reaction mixturewas added water, extracted with EtOAc (2 ¡Á 10 ml). The combined organicextracts were washed with brine, dried (Na2SO4), filteredand concentrated and then purified by silicagel chromatography.

The synthetic route of 7-Bromoisochroman has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhou, Mei-Yan; Kong, Shan-Shan; Zhang, Ling-Qiong; Zhao, Ming; Duan, Jin-Ao; Ou-Yang, Zhen; Wang, Min; Tetrahedron Letters; vol. 54; 30; (2013); p. 3962 – 3964;,
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Reference of 4549-33-1, These common heterocyclic compound, 4549-33-1, name is 1,9-Dibromononane, 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: A mixture of 5,6-dimethoxy-1-oxo-indan-2-carboxylic acid ethyl ester 14 (235 mg, 0.88 mmol) and NaH (79.5 mg, 2.65 mmol, 80% dispersion in mineral oil) in DMF (8 mL) was stirred at room temperature for 30 min, after which 1-chloro-3-iodo propane (0.185 mL, 1.76 mmol) was added. The reaction mixture was stirred at room temperature for 20 h and quenched by adding water (15 mL) and aqueous HCl (1 mL, 1.0 N). The mixture was extracted with dichloromethane (3 * 20 mL), and the combined organic layers were washed with brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The resulting residue was purified by column chromatography (silica gel, EtOAc/PE, 1/4) to generate the title compound (200 mg, 66%) as pale yellow oil.

The synthetic route of 4549-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hu, Yueqing; Zhang, Jun; Chandrashankra, Oormila; Ip, Fanny C.F.; Ip, Nancy Y.; Bioorganic and Medicinal Chemistry; vol. 21; 3; (2013); p. 676 – 683;,
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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. 13633-25-5, name is 1-Bromo-4-phenylbutane, A new synthetic method of this compound is introduced below., name: 1-Bromo-4-phenylbutane

Under nitrogen protection, p-methyliodobenzene (0.1 mmol), sodium metabisulfite (0.2 mmol, 2.0 equiv.), Tin powder (0.3 mmol, 3.0 equiv.), 1,1′-bis (diphenylphosphino) Ferrocene palladium dichloride (0.01 mmol, 10 mol%), 1,1′-bis (diphenylphosphine) ferrocene (0.02 mmol, 20 mol%), dipotassium hydrogen phosphate trihydrate (0.2 mmol, 2.0 equiv .), Tetrabutylammonium bromide (0.15 mmol, 1.5 equiv.) Was added to the reaction tube containing the magneton, and after nitrogen evacuation three times, bromophenylbutane (0.3 mmol, 3.0 equiv.) Was added, and DMSO ( 1.0mL), the reaction system was heated to 100 C for 10 hours, and the reaction was completed by spot detection. After the aryl iodide was completely converted, the reaction system was cooled to room temperature, diluted with water and added with ethyl acetate (10mL * 3) for extraction. Anhydrous sulfuric acid Sodium was dried, filtered, concentrated, and separated by column chromatography to obtain the purified target product 3ad (72%).

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; East China Normal University; Jiang Xuefeng; Meng Yingying; Wang Ming; (40 pag.)CN110563619; (2019); A;,
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Application of 105679-22-9, 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. 105679-22-9, name is 7-Bromo-3,4-dihydro-2H-benzo[b][1,4]oxazine, This compound has unique chemical properties. The synthetic route is as follows.

Step B: ethyl 9-bromo-7-hydroxy-5-oxo-3,5-dihydro-2H-[l,4]oxazino[2,3,4-ij]quinoline-6- carboxylate A mixture of 7-bromo-3,4-dihydro-2H-benzo[b][l,4]oxazine (760 mg, 3.55 mmol) and triethyl methanetricarboxylate (3298 mg, 14.20 mmol) was heated to 250 C and stirred for 0.5 h. The resulting mixture was cooled to room temperature. The product was recrystallised from petroleum ether (50 mL) to give ethyl 9-bromo-7-hydroxy-5-oxo-3,5-dihydro-2H- [l,4]oxazino[2,3,4-ij]quinoline-6-carboxylate as a solid. XH NMR (CDC13, 400 MHz): delta 14.25 (s, 1H), 7.88 (d, J= 1.6 Hz, 1H), 7.33 (d, J= 1.6 Hz, 1H), 4.52 (q, J= 6.8 Hz, 14.0 Hz, 2H), 4.36 (t, J= 5.2 Hz, 2H), 4.21 (t, J= 5.2 Hz, 2H), 1.49 (t, J= 6.8 Hz, 3H).

The chemical industry reduces the impact on the environment during synthesis 7-Bromo-3,4-dihydro-2H-benzo[b][1,4]oxazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; CAI, Jiaqiang; CRESPO, Alejandro; DU, Xiaoxing; DUBOIS, Byron Gabriel; GUIADEEN, Deodialsingh; KOTHANDARAMAN, Shankaran; LIU, Ping; LIU, Rongqiang; QUAN, Weiguo; SINZ, Christopher; WANG, Liping; (285 pag.)WO2016/49099; (2016); A1;,
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These common heterocyclic compound, 156682-52-9, name is 1,4-Dibromo-2,3-difluorobenzene, 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. Application In Synthesis of 1,4-Dibromo-2,3-difluorobenzene

To a fuming nitric acid (15 mL, 353.1 mmol) was added trifluoromethanesulfonic acid (40 mL, 441.4 mmol) dropwise at 0 C under argon atmosphere. A solution of compound 10 (24 g, 88.3 mmol) was added dropwise to the reaction mixture. After 24 h at 50 C, the mixture was quenched with 1 N NaOH aqueous solution. The precipitated material was recovered by filtration and then recrystallizied from ethanol to give 18 g (56%) of compound 11 as a yellow solid. 13C NMR (75 MHz, CDCl3): delta (ppm) 149.9 (dd, 1JC-F = 266.5 Hz and 2JC-F 17.3 Hz), 141.4 (br), 105.7 (dd, 2JC-F = 13.9 Hz and 3JC-F = 11.6). HRMS (m/z, EI+) calcd for C6Br2F2N2O4 359.8198, found 359.8195.

The synthetic route of 1,4-Dibromo-2,3-difluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jeong, Ina; Chae, Sangmin; Yi, Ahra; Kim, Juae; Chun, Ho Hwan; Cho, Jung Hyeong; Kim, Hyo Jung; Suh, Hongsuk; Polymer; vol. 109; (2017); p. 115 – 125;,
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Electric Literature of 876-53-9, 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 876-53-9 as follows.

EXAMPLE II Preparation of 1,3-bis(2,2-dibromoethyl)adamantane. A solution of 147 g (0.5 mol) of 1,3-dibromoadamantane and 300 ml (3 mol) of vinyl bromide in 250 ml of methylene chloride was stirred and cooled to -20 C. in an ice-methanol bath and then 25 g (0.094 mol) of aluminum bromide was added portionwise over 1 h. The mixture was stirred for 2 h. during which time the temperature was allowed to rise to ambient. The solution was washed with 100 ml of water, 250 ml of concentrated aqueous hydrochloric acid, and 100 ml of water, drived (MgSO4) and evaporated to give 292 g of an oil. This material contained 1,3-bis(2,2-dibromoethyl)-adamantane and polyvinyl bromide, and was used without further purification.

According to the analysis of related databases, 876-53-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Baum; Kurt; Archibald; Thomas G.; US4849565; (1989); A;,
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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. 69321-60-4, name is 2,6-Dibromotoluene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 69321-60-4

32.1) 2-(3-Bromo-2-methyl-phenyl)-pyridine (intermediate 101): A solution of i-PrMgCI (27.49 ml_, 2M in THF, 55 mmol.) was added dropwise to commercially available 1 ,3-dibromo-2-methyl-benzene ( 12.5 g, 50 mmol) at RT under argon and then heated at 65C for 1.5 h. The mixture was added via syringe to a suspension of dry ZnCb (6.83 g, 50 mmol.) in dry THF (20 ml) and cooled to 00C under argon. The resulting suspension was stirred at RT for 30 min. Then 2-bromo-pyridine (4.78 ml, 50 mmol.) and PdCI2*dppf (2.03 g) were added and the mixture was refluxed for 2 h. The reaction mixture was then quenched by the addition of a 5% solution of citric acid (200 ml) and extracted with ethyl acetate (2x 250ml). The combined organic layers were consecutively washed with a 5% solution of citric acid (150ml) and brine (150 ml), dried over Na2SO4, filtered and evaporated under reduced pressure. The crude material was chromatographed on silica gel. Yield: 7.7 g, 78 %.

The synthetic route of 69321-60-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; WO2009/103440; (2009); A1;,
Bromide – Wikipedia,
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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. 50548-45-3, name is 1-Bromodibenzo[b,d]furan, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C12H7BrO

180 g (728 mmol) of 1-bromo-dibenzofuran are dissolved in 1500 ml_ of dried THF and cooled to -78¡ã C. At this temperature, 305 ml_ (764 mmol / 2.5 M in hexane) of n-butyl lithium is added within about 5 min to the mixture, which is then stirred during 2,5 hours at -78 ¡ã C. At this (0155) temperature, 151 g (1456 mmol) of trimethyl borate is added as quickly as possible to the mixture and the reaction mixture is allowed to slowly warm to room temperature (about 18h). The reaction solution is washed with water and the precipitated solid and the organic phase are dried with toluene. The crude product is extracted out of toluene/methylene chloride at about 40¡ã C. Yield: 146 g (690 mmol), 95percent of theory.

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 50548-45-3.

Reference:
Patent; MERCK PATENT GMBH; PARHAM, Amir, Hossain; GROSSMANN, Tobias; KROEBER, Jonas, Valentin; (98 pag.)WO2017/71791; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary