Month: March 2021

38573-88-5, name is 1-Bromo-2,3-difluorobenzene, belongs to bromides-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: 1-Bromo-2,3-difluorobenzene

To a 500 mL three-necked flask equipped with a thermometer, a condenser and a magnetic stirrer were added 33.0 (0.21 mol) of 4-ethylbenzeneboronic acid, 38.6 g (0.20 mol) of 2,3-difluorobromobenzene, 58.0 g (0.42 mol) of potassium carbonate, 240 mL of N, N- dimethylformamide and 80 mL of H2O. The temperature was raised to 80¡ãC. After the solid was totally dissolved, 2.3g (2mmol) of tetrakis(triphenylphosphine)palladium was added and the reaction was carried out at 80 ¡ã C for 8 hours. The reaction mixture was diluted with petroleum ether and the organic phase was separated. The aqueous layer was extracted three times with petroleum ether The organic phase was combined and washed with water until neutral, dried over anhydrous magnesium sulfate, filtered and the solvent was distilled off under reduced pressure. A fraction of 110-115C / 40Pa was collected to obtain a colorless oil.

The synthetic route of 38573-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shaanxi Normal University; An, Zhongwei; Mo, Lingchao; Chen, Xinbing; Chen, Pei; (12 pag.)CN103214353; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 24358-62-1, name is 1-(4-Bromophenyl)ethylamine, A new synthetic method of this compound is introduced below., Recommanded Product: 24358-62-1

[0207] To a mixture of l-(4-Bromophenyl)ethan-l -amine (1.0 g, 5.0 mmol, 1.0 equiv) and IPA (15 mL) in a microwave vial (20 mL) were added 4,6-dichloropyrimidine (0.89 g, 6.0 mmol, 1.2 equiv) and DIPEA (1.6 g, 12.0 mmol, 2.4 equiv). The vial was sealed and heated at 160 C in a microwave reactor for 1 h. The mixture was concentrated onto 5 g of Si02 and purified by silica gel chromatography (80 g column, 0-10% MeOH in DCM with 1% TEA) to provide 1.1 g (70%) of A-(l-(4-bromophenyl)ethyl)-6-chloropyrimidin-4-amine as a white solid. LRMS (ES) m/z 312.0 (M+H). 1 H-NMR (Chlorofom /, 400 MHz, ppm) d 8.29 (s, 1H), 7.46 (d, / = 8.4 Hz, 2H), 7.19 (d, / = 8.4 Hz, 2H), 6.19 (s, 1H), 4.79 (bs, 1H), 1.54 (d, 7 = 6.8 Hz, 3H).

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; CYTOKINETICS, INC.; MORGAN, Bradley P.; VANDERWAL, Mark; CHUANG, Chihyuan; (0 pag.)WO2020/5888; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 4549-33-1, name is 1,9-Dibromononane, A new synthetic method of this compound is introduced below., Quality Control of 1,9-Dibromononane

General procedure: The synthesis of p-aminophenoxy alkanes was accomplished intwo steps, as shown in Fig. 1. In the first step various p-nitrophenoxyalkanes were synthesized according to the given procedure [28]. Finely powdered anhydrous potassium carbonate (7.86 g,57 mmol) was added to a solution of p-nitrophenol (8.0 g, 57 mmol) in DMF (50 mL) and toluene (30 mL). The reaction mixture was stirred at room temperature for 1 h under an inert atmosphere of nitrogen. Afterwards, dropwise addition of the corresponding dibromoalkane (28.5 mmol) was made over a period of 30 min andthe mixture was maintained at 120 C for 12 h. The conversion of reactants into the product was monitored by TLC (n-hexane: ethylacetate 1:4). After the complete consumption of reactants, the reaction mixture was cooled to room temperature and then precipitated in distilled water, filtered and recrystallized from ethanol. In the second step, 10% Pd/C (0.03 g) was added in solution of p-nitrophenoxy p-nitrophenoxyalkanes (4 mmol) in 90 mL of ethanol followed by the dropwise addition of hydrazinium monohydrate (3.8 mL) to the reaction mixture over a period of 1 h. The reaction mixture was refluxed for 3 h after which the catalyst was filtered off. The p-aminophenoxyalkanes (D3,D5,D9,D10 and D11) were obtained byprecipitation in distilled water, followed by drying and recrystallization in the smallest possible volume of ethanol [29].

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

Reference:
Article; Iqbal, Asma; Siddiqi, Humaira Masood; Akhter, Zareen; Qaiser Fatmi, Muhammad; Journal of Molecular Structure; vol. 1151; (2018); p. 135 – 141;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 955959-84-9, The chemical industry reduces the impact on the environment during synthesis 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, I believe this compound will play a more active role in future production and life.

Intermediate To a round bottom flask M-1 31.9g (98.7mmol), acetamide 2.6g (44.42mmol), into potassium carbonate 24.5g (177.66mmol) was dissolved in 200ml of xylene was added. Here insert of copper iodide (I) 1.69g (8.88mmol) and N, N- dimethylethylene diamine to 1.56g (17.77mmol) in turn and then the mixture was stirred under reflux for 48 hours under a nitrogen atmosphere. After the reaction extracted with distilled water and toluene and the organic layer was dried with magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure. The product n- hexane / ethyl acetate (7: 3 by volume), purified by silica gel column chromatography to give the M-31 as 24.05g (93percent 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-(4-Bromophenyl)dibenzo[b,d]furan, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAMSUNG SDI CO., LTD.; JANG, YU NA; HONG, JIN SEOK; KIM, YOUNG KWON; YU, EUN SUN; KIM, CHANG WOO; KIM, HUN; MIN, SOO HYUN; CHO, PYEONG SEOK; (38 pag.)KR2016/12846; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 103-64-0, name is (2-Bromovinyl)benzene, 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. Safety of (2-Bromovinyl)benzene

An oven-dried vial equipped with a stir bar was dessicated. To a solution of CoBr2 (22 mg, 0.10 mmol, 10 mol%), bis-1,2-diphenylphosphinohexane (43.2 mg, 0.10 mmol, 10 mol%), and manganese powder (165 mg, 3 mmol, 3 equiv) in acetonitrile (5 mL) was added the alkenyl bromide (1.5 mmol, 1.5 equiv) at 50 oC. A solution of the chlorodehydropiperidine (1 mmol, 1 equiv) in acetonitrile (5 mL) was added slowly. After completion (as judged by TLC and GC-MS), the reaction mixture was treated with a mild acid such as 10% H3PO4 (aq) and extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure to afford the desired coupling product as an oil. Purification was carried out by flash chromatography on silica (pretreated with 1% Et3N).

The synthetic route of (2-Bromovinyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Farah, Abdikani Omar; Archibald, Ryan; Rodriguez, Morgan J.; Moreno, Antonio; Dondji, Blaise; Beng, Timothy K.; Tetrahedron Letters; vol. 59; 38; (2018); p. 3495 – 3498;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 53078-85-6, These common heterocyclic compound, 53078-85-6, name is 2-Bromo-5-methylaniline, 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.

To a solution of 2-bromo-5-methylaniline (1.0 eq.) in tetrahydrofuran (0.2 M) at 00C under N2 atmosphere was added dropwise IM NaHMDS (2.5 eq.) The reaction was stirred for 15 minutes at 00C, and a solution of di-tert -butyl dicarbonate in tetrahydrofuran was added. The reaction was warmed to room temperature overnight. The solvent was evaporated, and the resulting residue was quenched with 0.1N HCl aqueous solution. The aqueous suspension was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH system (ISCO) using 0-5% ethyl acetate in hexane to give product as light yellow oil.

The synthetic route of 53078-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; NOVARTIS AG.; WO2009/111337; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 393-36-2, name is 4-Bromo-3-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Bromo-3-(trifluoromethyl)aniline

Step 3.1: 3′-Chloro-2-trifluoromethyl-biphenyl-4-amine; A mixture of 5-amino-2-bromobenzotrifluoride (Dakwood Products, Inc.) (500 mg, 2.1 mMol), 3-chlorophenylboronic acid (970 mg, 6.2 mMol, 3 equiv) (Aldrich), Pd(PPh3J4 (70 mg, 0.018 mMol, 0.03 equiv), Na2CO3 (2 M solution in H2O, 5 mL, 10 mMol, 4.76 equiv), and toluene (14 mL) is stirred at reflux for 1 h. The reaction mixture is allowed to cool to rt and filtered through a pad of celite, washing the filter cake with CH2CI2 and H2O. The layers are EPO separated and the aqueous phase is extracted with CH2CI2 (2 x 60 ml_). The combined organic phase is washed with brine, dried (Na2SO4), filtered and concentrated in vacuo. MPLC (CH3CNZH2OrTFA) purification of the crude material affords the title compound: MS: 270.0 [M-2]”; HPLC DtRef = 4.9.

According to the analysis of related databases, 393-36-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/108640; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2695-48-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2695-48-9 name is 8-Bromo-1-octene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: Part of the solution of 8-bromo-1-octene (573.3 mg, 3.0 mmol) in THF (2 mL) was quickly addedvia syringe to a stirred solution of Mg (1.16 g, 5.0 mmol) and I2 (cat.) in THF (5 mL) under Aratmosphere. The mixture was heated until the color disappeared; then, the remaining 8-bromo-1-octene was added dropwise. After the addition was completed, the resulting reaction mixture washeated to reflux for 1 h and then was allowed to cool to room temperature. The prepared Grignardreagent was added slowly to a solution of D-arabino-nitrone (14) (417.5 mg, 1.0 mmol) in THF (10 mL)via syringe at 0 C under Ar atmosphere. The reaction mixture was stirred for 0.5 h; then sat. aq.NH4Cl was added to quench the reaction. The organic layer was separated and the aqueous layer wasextracted with EtOAc (3 ¡Á 20 mL). The combined organic phases were dried over MgSO4 and filtered;the solvent was removed under reduced pressure to give the crude product hydroxylamine 19, whichwas used without further purification because of its instability. The sample for structurecharacterization was purified by flash column chromatography on silica gel (petroleum ether/EtOAc= 5/1) as a colorless syrup.Data for (2R,3R,4R,5R)-3,4-bis(benzyloxy)-2- ((benzyloxy)methyl)-1-hydroxyl-5-(oct-7-en-1-yl)pyrrolidine (19): [alpha]D 20 -8.6 (c 1.2 in CH2Cl2); numax/cm-1: 3030 (w), 2926 (s), 2855 (s), 1454 (m), 1362(w), 1097 (s), 735 (m), 697 (s); 1H-NMR (400 MHz, CDCl3) delta 7.32-7.24 (m, 15H), 5.80 (ddt, J = 16.9, 10.2,6.6 Hz, 1H), 5.01-4.91 (m, 2H), 4.56-4.42 (m, 6H), 3.95-3.92 (m, 1H), 3.80-3.76 (m, 2H), 3.58 (dd, J =9.2, 6.9 Hz, 1H), 3.54-3.50 (m, 1H), 3.17 (dt, J = 7.5, 5.4 Hz, 1H), 2.04-1.99 (m, 2H), 1.88-1.83 (m, 1H),1.50-1.43 (m, 1H), 1.42-1.28 (m, 8H); 13C-NMR (100 MHz, CDCl3) delta 139.3, 138.3, 138.2, 138.2, 128.5,128.5, 128.1, 128.0, 127.8, 127.8, 127.7, 114.3, 86.8, 84.7, 73.5, 71.8, 71.8, 70.2, 70.1, 68.4, 33.9, 29.8, 29.2,29.0, 26.7; HRMS(ESI) calcd for C34H44O4N+ [M + H]+ 530.32649, found 530.32565.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Bromo-1-octene, and friends who are interested can also refer to it.

Reference:
Article; Wu, Qing-Kun; Kinami, Kyoko; Kato, Atsushi; Li, Yi-Xian; Jia, Yue-Mei; Fleet, George W.J.; Yu, Chu-Yi; Molecules; vol. 24; 20; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary

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. 6627-78-7, name is 1-Bromo-4-methylnaphthalene, A new synthetic method of this compound is introduced below., SDS of cas: 6627-78-7

To a stirred N-methyl-2-pyrrolidone (NMP, 70 mL) solution of 1-bromo-4-methylnaphthalene (13.3 g, 60.3 mmol) was added CuCN(27.0 g, 301 mmol) at room temperature. The solution was suddenly heated by an oil bath preheated to 200 C, then the solution was stirred at 200 C for 60 min. CHCl3 (500 mL) was added. The solution was washed with 10% NH3 aqueous solution (60 mL¡Á3). The combined organic layers were concentrated in vacuo to remove NMP. The brown solid was subjected to silica gel column chromatography (eluent:AcOEt) to give 1-cyano-4-methylnaphthalene (7.33 g, 43.8 mmol, 73%yield). Colorless solid; 1H NMR (300 MHz, CDCl3)delta 2.76 (s, 3 H), 7.36(d, J =8.0 Hz, 1 H), 7.64-7.73 (m, 2 H), 7.81 (d, J=8.0 Hz, 1 H), 8.08(dd, J = 8.3, 1.7 Hz, 1 H), 8.24 (dd, J = 8.3, 1.7 Hz, 1 H) ppm.

The synthetic route of 6627-78-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Maeda, Hajime; Enya, Kouhei; Negoro, Naoki; Mizuno, Kazuhiko; Journal of Photochemistry and Photobiology A: Chemistry; vol. 374; (2019); p. 173 – 184;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 4263-52-9, 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. 4263-52-9, name is Sodium 2-bromoethanesulphonate, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of intermediate II (1-delta-sulphoethyl,-2,3,3-trimethyl-5-sulphonamido indolenininium inner salt); [Show Image] 150 g of 2-bromoethanesulfonic acid sodium salt, Fluka, 1,5 1 of ethanol are mixed together, the mixture is then cooled to 5C and 29,2 g of hydrochloric acid gas are bubbled through the mixture. After that, the mixture is brought back to RT and left under stirring for 4 hours. After filtration of sodium chloride, the mixture is concentrated to dryness under vacuum. 1,6 g of 2-bromoethanesulfonic acid, obtained with the method reported above, 1,3 g of intermediate I, 0,7 g of triethylamine and 5 ml of butirronitrile are mixed together and heated to reflux for 20 hours. The mixture is then cooled to rrom temperature and 15 ml of acetone are added. The solid product is vacuum filtered and washed with methanol and acetone. The reaction yield is 50%.

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

Reference:
Patent; Ferrania Technologies S.p.A.; EP1810998; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary