Tag: M.W=200-300

Synthetic Route of 69321-60-4, 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 69321-60-4 as follows.

A 250-mL single-neck round-bottomed flask equipped with a magnetic stirrer, reflux condenser and nitrogen inlet was purged with nitrogen and charged with 2,6-dibromotoluene (2.50 g, 10.0 mmol), N-bromosuccinimide (1.78 g, 10.0 mmol) and carbon tetrachloride (40 mL). The solution was heated to 80 C (oil bath temperature), and 2,2′-azobisisobutyronitrile (164 mg, 1.00 mmol) was added. The resulting mixture was refluxed for 14 h. After that time, the mixture was cooled to room temperature and filtered. The filter cake was washed with carbon tetrachloride (2 x 20 mL). The filtrate was diluted with ethyl acetate (200 mL) and washed with water (40 mL), saturated aqueous sodium bicarbonate (40 mL) and brine (40 mL). The organic layer was dried over sodium sulfate and concentrated under reduced pressure to afford a quantative yield (3.28 g) of l,3-dibromo-2-(bromomethyl)benzene as a yellow solid: mp 77-78 C; ]H NMR (300 MHz, CDC13) delta 7.55 (d, 2H, / = 8.1 Hz), 7.07 (t, 1H, J = 8.1 Hz), 4.83 (s, 2H).

According to the analysis of related databases, 69321-60-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; CURRIE, Kevin S.; WANG, Xiaojing; YOUNG, Wendy, B.; WO2012/30990; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 4549-33-1, 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. 4549-33-1, name is 1,9-Dibromononane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 163.trans-4-[(9-bromononyl)(methyl)amino]cyclohexyl 9-methyl-9H-xanthene-9- carboxylate.318 mg (0.90 mmol) of intermediate 162 are dissolved in 12 ml THF. 0.728 ml (3.61 mmol) of 1 ,9-dibromononane and 0.19 ml (1.36 mmol) of triethylamine are added and the system is stirred at 50C for 24 hr. 0.19 additioinal ml of triethylamine are added and the stirring at 50C prosecuted overnight. After a new addition of 1 ,9- dibromononane (0.911 ml; 4.5 mmol) and 72 hr of stirring at 70C the solvents are eliminated, ethyl ether is added and the solids (triethylammonium hydrobromide) filtered. The filtrate is concentrated and purified via SP1 chromatography to give 220 mg (42% yield) of the title compound.

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, 1,9-Dibromononane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALMIRALL, S.A.; PRAT QUINONES, Maria; FONQUERNA POU, Silvia; PUIG DURAN, Carlos; LUMERAS AMADOR, Wenceslao; AIGUADE BOSCH, Jose; CATURLA JAVALOYES, Juan Francisco; WO2011/141180; (2011); 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. 3972-65-4, name is 1-Bromo-4-(tert-butyl)benzene, A new synthetic method of this compound is introduced below., Computed Properties of C10H13Br

Into a 50 mL seal tube was placed 1-bromo-4-tert-butylbenzene (5.0 g, 23.5 mmol), Pd(PPh3)2Cl2 (660 mg, 0.94 mmol), CuI (47 mg, 0.23 mmol), 10 mL of TEA and 20 mL of toluene. This yellow suspension was degassed by bubbling with nitrogen for 10 min, and then 5.0 mL of (trimethylsilyl)acetylene (3.46 g, 35.2 mmol) was added with a syringe. The seal tube is then immediately sealed under nitrogen atm. and heated to 80C and stirred for 12 h. The reaction mixture was allowed to cool to room temperature and was then filtered through celite. The solids were washed thoroughly with ethyl ether until the washings were colourless and the filtrate was evaporated to dryness under reduced pressure. The residue was purified by column chromatography using hexane as the eluent to give 4 as a pale yellow oil. The 1H-NMR spectrum matched with that of the previously reported compound. 5 Isolated yield (4.0 g, 74%)1H NMR (CDCl3, 300 MHz) : 0.31 (s, 9H), 1.37 (s, 9H), 7.33 (d, 2H, J = 8.7 Hz), 7.41 (d, 2H, J = 8.5 Hz).MS-EI : m/z 230.0 [M]+ .

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; Ananth Reddy; Thomas, Anup; Mallesham; Sridhar; Jayathirtha Rao; Bhanuprakash; Tetrahedron Letters; vol. 52; 51; (2011); p. 6942 – 6947;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, molecular formula is C7H3BrF2O2, 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. Formula: C7H3BrF2O2

To a mixture of 5-bromo-2,2-difluorobenzo[d][1,3]dioxole (10 g, 42.2 mmol), 2-di-tert-butylphosphino-3,4,5,6-tetramethyl-2′,4′,6′-triisopropyl-1,1′-biphenyl (2.028 g, 4.22 mmol) and potassium hydroxide (4.74 g, 84 mmol) was added degassed water (10 mL). The reaction mixture was sparged with a nitrogen stream for 5 minutes. To the reaction mixture was added a degassed solution of tris(dibenzylideneacetone)dipalladium(0) (0.773 g, 0.844 mmol) in dioxane (10 mL). The combined reaction mixture was sparged with nitrogen for 5-7 minutes. The reaction vial was capped and was stirred at 100 C. overnight (16 hours). The reaction mixture was cooled to ambient temperature, and partitioned between ethyl acetate and aqueous 1 N HCl solution. The organic fractions were combined and washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo, maintaining a bath temperature at or below 25 C. The residue was purified by flash chromatography using a 220 g silica gel cartridge, eluting with 25-75% dichloromethane/heptanes to provide the title compound. 1H NMR (400 MHz, CDCl3) delta ppm 5.51 (s, 1H), 6.50 (dd, J=8.6, 2.5 Hz, 1H), 6.63 (d, J=2.4 Hz, 1H), 6.90 (dd, J=8.7, 1.4 Hz, 1H). MS (ESI-) m/z 173.1 (M-H)-.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 33070-32-5, its application will become more common.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Desroy, Nicolas; Gfesser, Gregory A.; Greszler, Stephen N.; Kym, Philip R.; Liu, Bo; Malagu, Karine Fabienne; Merayo Merayo, Nuria; Pizzonero, Mathieu Rafael; Searle, Xenia B.; Van der Plas, Steven Emiel; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (101 pag.)US2018/244640; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 445-02-3, A common heterocyclic compound, 445-02-3, name is 4-Bromo-2-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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 4-thiazolecarboxylic acid (300 mg) and HATU (1.06 g) in dry DCM (10 ml.) was added DIPEA (1.2 ml.) and the reaction mixture was stirred at room temperature under nitrogen for 30 mins. 4-Bromo-2-(trifluoromethyl)aniline (0.33 ml.) was added and the reaction mixture was heated at reflux for 20 h. The reaction mixture was evaporated in vacuo and then purified using a 12 g silica Silicycle cartridge eluting with a gradient of 0 – 100% EtOAc in cyclohexane to give the title compound. MS calcd for (C11H6Br F3N2OS + H)+ : 351/353 MS found (electrospray) : (M+H)+ = 351/353

The synthetic route of 445-02-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/59042; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 445-02-3, name is 4-Bromo-2-(trifluoromethyl)aniline, belongs to bromides-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 445-02-3, name: 4-Bromo-2-(trifluoromethyl)aniline

EXAMPLE 10 1-{3-Cyclopentyl-2-[4-(5-methyl-tetrazol-1-yl)-3-trifluoromethyl-phenyl]-propionyl}-3-methyl-urea A solution of 2-(trifluoromethyl)-4-bromoaniline (4.8 g, 20 mmol) in dry tetrahydrofuran (20 mL) was cooled to 0 C. and then treated with acetic anhydride (8.2 g, 80 mmol). The reaction mixture was stirred at 0 C. for 10 min and then allowed to warm to 25 C. The reaction mixture was stirred at 25 C. for 2 h, at which time, thin layer chromatography analysis of the reaction mixture indicated the absence of starting material. The reaction mixture was then concentrated in vacuo. The crude residue precipitated from diethyl ether (50 mL) and hexanes (50 mL). The solid was collected by filtrated and washed with hexanes to afford N-(4-bromo-2-trifluoromethyl-phenyl)-acetamide (5.07 g, 90%) as an amorphous white solid: EI-HRMS m/e calcd for C9H7BrF3NO (M+) 281.8352, found 281.8348.

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-2-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sidduri, Achyutharao; US2002/35266; (2002); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

6274-57-3, name is 1-(4-Bromophenyl)-N,N-dimethylmethanamine, 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: 6274-57-3

2-Methoxy-3-amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (200 mg, 0.80 mmol, 1 equivalent) was dissolved in toluene (8 mL) and ethanol (2 mL) and then 1-(4-bromophenyl)-N,N-dimethylmethylamine (205 mg, 0.96 mmol, 1.2 equiv-alents) was added followed by tetrakis(triphenylphosphine)palladium(0) (46.2 mg, 0.04 mmol, 0.05 equivalents). Sodium carbonate (585 mg, 5.52 mmol, 6.9 equivalents) and water (3.5 mL) were then added and the reaction mixture heated to reflux for 2 hours under argon. After cooling the solution was diluted with water (15 mL) and extracted with EtOAc (3×50 mL) and the organic layers collected and washed with brine. The organic layers were then dried over magnesium sulfate and concentrated. The residue was purified using an SCX column (eluted with 2 M ammonia in methanol) to give a grey solid (147 mg, 71.4%).

The synthetic route of 6274-57-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fearon, Daren; Westwood, Isaac M.; van Montfort, Rob L.M.; Bayliss, Richard; Jones, Keith; Bavetsias, Vassilios; Bioorganic and Medicinal Chemistry; vol. 26; 11; (2018); p. 3021 – 3029;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 138526-69-9, A common heterocyclic compound, 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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 500 ml three-neck bottle by adding 31.2g (0.1mol) I-18-b, 23.2g (0.11mol) 3,4,5-trifluorobromobenzene (reactant), 31.8g (0.3mol) sodium carbonate (reactant), 1g tetrakis(triphenylphosphine)palladium (catalyst), 80 ml toluene (solvent), 60 ml ethanol (solvent), 60 ml of deionized water (solvent), under the protection of nitrogen is heated to reflux, reflux the reaction for 6 hours, then cooled to room temperature, liquid, with 50 ml * 2 toluene extraction aqueous phase two, combined with the phase, and then using 100 ml * 2 saturated sodium chloride solution to wash the organic phase, dried with anhydrous sodium sulfate the organic phase, then filtering the desiccant, the concentrated to remove the solvent, after column chromatography using normal hexane-hexane recrystallization for 2 times, get 27.8g (0.07mol) I-14 of target product, yield: 70%.

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; Shijiazhuang Chengzhi Yonghua Display Materials Co., Ltd.,; HAN, YAOHUA; TIAN, QIUFENG; LIU, RENJIE; ZHANG, FANGMIAO; LI, HONGFENG; SHI, ZHENG; HUA, RUIMAO; (30 pag.)CN103787826; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 3972-64-3, A common heterocyclic compound, 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, molecular formula is C10H13Br, 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.

(9-1) Synthesis of (9-1)1-(t-butyl)-3-methylbenzene 1-Bromo-3-(t-butyl)benzene(20.26 g, 95.1 mmol) was dissolved in diethyl ether(200 mL), {1,1′-bis(diphenylphosphino)ferrocenyl}nickel dichloride(1.00 g, 1.46 mmol) was added. Solution of methylmagnesium bromide in diethyl ether(3.00 M, 35.00 mL) was dropped at -85¡ãC, and after elevating temperature naturally, reaction solution was stirred for 1 hour at -5¡ãC, and water(30 mL) was added. Solution was washed with hydrochloric acid and water, and organic layer was extracted with diethyl ether. Organic layer was dried over magnesium sulfate, then, solvent was distilled off to obtain the crude product. This was purified by silica-gel column chromatography to obtain the desired 1-(t-butyl)-3-methylbenzene(13.58 g, 91.6 mmol).

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; Japan Polypropylene Corporation; NAKANO, Masato; UCHINO, Hideshi; IWAMA, Naoshi; KASHIMOTO, Masami; KATO, Tomohiro; EP2360163; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 699-03-6, 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 699-03-6 as follows.

General procedure: Amine (0.25 mmol), and bromide (0.25 mmol) were taken up in acetonitrile (0.3 mL) in a conical vial equipped with a stirrer bar. Potassium carbonate (0.5 mmol) was added followed by potassium iodide (10 mol%) if required. The vial was sealed with a screwcap and the reaction was stirred at 40 C until thin layer chromatography (TLC) indicated complete consumption of the starting materials. A precipitate was formed during the reaction which was removed by filtration and the filtrate concentrated under reduced pressure. The residue was purified by flash column chromatography and sent to the Netherlands Cancer Institute (NKI) for biological testing.

According to the analysis of related databases, 699-03-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Milne, Kirsty; Sun, Jianhui; Zaal, Esther A.; Mowat, Jenna; Celie, Patrick H.N.; Fish, Alexander; Berkers, Celia R.; Forlani, Giuseppe; Loayza-Puch, Fabricio; Jamieson, Craig; Agami, Reuven; Bioorganic and Medicinal Chemistry Letters; vol. 29; 18; (2019); p. 2626 – 2631;,
Bromide – Wikipedia,
bromide – Wiktionary