Month: August 2021

Adding a certain compound to certain chemical reactions, such as: 4333-56-6, name is Bromocyclopropane, 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 4333-56-6, Quality Control of Bromocyclopropane

A 5 L flask fitted with a magnetic stirrer was charged with Mg turnings (106 g, 4.34 mol, 1.58 equiv) and anhydrous THF (2.00 L) and purged with N2. Mg was activated by addition of Br2 (1 mL, 19.5 mmol) and stirring at rt for 15 min. A solution of cyclopropyl bromide (500 g, 4.13 mol, 1.5 equiv) in anhydrous THF (1.9 L) was added slowly over 2 h. The reaction was kept on ice during the addition and the rate controlled so the internal temperature was kept below 35 C. After addition the mixture was stirred at rt for 1.5 h then cooled on ice overnight. The next day the reaction was gently warmed to 22 C to redissolve most of the precipitate and used in the following step.

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; CHEMOCENTRYX, INC.; FAN, Junfa; KALISIAK, Jaroslaw; LUI, Rebecca, M.; MALI, Venkat, Reddy; MCMAHON, Jeffrey, P.; POWERS, Jay, P.; TANAKA, Hiroko; ZENG, Yibin; ZHANG, Penglie; (194 pag.)WO2016/187393; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 268733-18-2, These common heterocyclic compound, 268733-18-2, name is 4-Bromo-3,5-bis(trifluoromethyl)aniline, 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: Phosphorus trichloride (0.13ml, 1.5mmol) was added to a stirred solution of 3,5-bis(trifluoromethyl)aniline (0.47ml, 3mmol), a catalytic amount of pyridine and 5-chloro salicylic acid (621.3mg, 3.6mmol) in anhydrous toluene (10ml) in in a Radley?s Carousel reaction tube under an argon atmosphere. After the reaction mixture was refluxed for overnight, it was cooled to room temperature and aq. sodium bicarbonate was added dropwise until PH=6 – 7. After extracting with ethyl acetate, the organic layers was dried, dried (MgSO4) and concentrated in vacuo. After chromatography (EA-Hex, 1:10) of the crude product, and followed by recrystalization from EtOAc/hexane provided 2a as a white solid (320mg, 28%).

The synthetic route of 268733-18-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kang, Sunghyun; Min, Hye-Jin; Kang, Min-Seo; Jung, Myung-Geun; Kim, Semi; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1748 – 1751;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 103-64-0,Some common heterocyclic compound, 103-64-0, name is (2-Bromovinyl)benzene, molecular formula is C8H7Br, 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 35; [0145] 1 ,3-Bis(2,4,6-trimethylylphenyl)-4-phenyl- 1H- 1 ,2,3-triazoliumhexafiuorophosphate (lOba), alternate preparation. To a stirred suspension of triazene 8b (5.63 g, 20 mmol) and anhydrous potassium hexafiuorophosphate (3.68 g, 10 mmol) and beta- bromostyrene 11a (mixture of isomers, 5.13 mL, 40 mmol) in dry dichloromethane (100 mL) in the dark at -78C is added tert-butyl hypochlorite (3.33 mL, 30 mmol), upon which the mixture instantly darkens. The mixture is stirred overnight as it is slowly allowed to warm to room temperature. The contents are then filtered, and the solid residue is washed with dichloromethane. The filtrate is collected, and volatiles are evaporated under reduced pressure. Diethyl ether is then added, and the mixture is vigorously triturated for ca. Ihour, with occasional scratching of the glass surfaces to ensure efficient mixing. Filtration and washing with copious quantities of diethyl ether afford, after drying under vacuum, triazolium salt lOba as an off-white solid (10.21 g, 97%). Analytical samples were obtained after recrystallization by vapor diffusion of diethyl ether in an acetonitrile solution of lOba. Characterization data are identical as for lOba prepared by the first method.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (2-Bromovinyl)benzene, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; BERTRAND, Guy; GUISADO-BARRIOS, Gregorio; BOUFFARD, Jean; DONNADIEU, Bruno; WO2011/139704; (2011); A2;,
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. 626-40-4, name is 3,5-Dibromoaniline, A new synthetic method of this compound is introduced below., Safety of 3,5-Dibromoaniline

To a solution of 3,5-dibromoaniline (5.0 g, 19.9 mmol) in dioxane (50 ml) and H20 (5 ml) was added 2-isopropenyl-4, 4,5, 5-tetramethyl- 1,3,2- dioxaborolane (10.19 ml, 53.8 mmol) and Pd(dppf)Cl2 (729 mg, 1.00 mmol) and Cs2C03 (19.48 g, 59.8 mmol) at rt under N2. The reaction was stirred at 100 C for 12 h under N2. The solution was concentrated in vacuo and the resulting residue was poured into water (50 ml) and stirred for 0.5 h. The aqueous phase was extracted with ethyl acetate (3 x 100 ml). The combined organic phase was concentrated in vacuo. The crude product was purified by FCC (17 % EtOAc in petroleum ether) to give the title compound as a yellow oil (Y = 78 %). NMR (400 MHz, DMSCMe) d ppm 6.76 (s, 1H), 6.64 (s, 2H), 5.23 (s, 2H), 5.10 (s, 2H), 5.01 (s, 2H), 2.06 (s, 6H).

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; NODTHERA LIMITED; HARRISON, David; WATT, Alan Paul; BOCK, Mark G.; (334 pag.)WO2019/121691; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 3972-65-4, The chemical industry reduces the impact on the environment during synthesis 3972-65-4, name is 1-Bromo-4-(tert-butyl)benzene, I believe this compound will play a more active role in future production and life.

To a degassed solution of 1-bromo-4-tert-butylbenzene (5 g, 23.5 mmol) in tetrahy- drofuran (25 ml.) was added in the following order: copper(l) iodide (134 mg, 0.704 mmol), tetrakis(triphenylphosphine)palladium (813 mg, 0.704 mmol), and 1 ,8-diazabicyclo[5.4.0]- undec-7-ene (4.2 ml_, 28.1 mmol). The resulting mixture was degassed again and a solution of propargyl alcohol (1.64 ml_, 28.2 mmol) in tetrahydrofuran (2 ml.) was added over period of 10 min. The reaction mixture was slowly heated up to 50 C and then stirred at this temperature over night. The mixture was diluted with ether (50 ml_), washed with water (20 ml_), 15 % hydrochloric acid (2 x 20 ml.) and saturated aqueous solution of sodium hydrogen car- bonate (25 ml_). The organic solution was dried with anhydrous magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography (silica gel Fluka 60, hexanes/ethyl acetate 5:1 ) affording 3-(4-tert-butylphenyl)prop-2-yn-1-ol. Yield: 4.3 g (97 %). RF (SiO2, hexanes/ethyl acetate 4:1 ): 0.20. 1H NMR spectrum (300 MHz, CDCI3, deltaH): 7.38 (d, J=8.7 Hz, 2 H); 7.33 (d, J=8.7 Hz, 2 H); 4.49 (d, J=5.7 Hz, 2 H); 1.31 (s, 9 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, 1-Bromo-4-(tert-butyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVO NORDISK A/S; WO2007/71766; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 5433-01-2, name is 1-Bromo-3-isopropylbenzene, molecular formula is C9H11Br, 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. Product Details of 5433-01-2

1 -Bromo-3-isopropylbenzene (200 g, 954 mmol, 1 eq) is dissolved in 1 I of 1-methyl-2-pyrro- lidone. Zinc cyanide (114 g, 954 mmol, 1 eq) and Pd(PPh3)4 (28.7 g, 24.8 mmol, 0.03 eq) are added under nitrogen. The reaction mixture is heated to 125C, stirred at this temperature for 150 min, then cooled to rt and filtered over Hyflo Super Gel, and the filtrate is diluted with H2O and EtOAc. The organic layer is washed with water, 1 N HCI solution and brine, dried -~ over sodium sulfate, filtered and concentrated. The residue is purified by column chromatography using DCM/hexane in a ratio of 1 to 3 to give the product. HPLC (Nucleosil C18HD, 4×70 mm, 3 mum, 20-100% MeCN (6 min), 100% MeCN (3 min)) retention time: 5.06 min.1H-NMR (400 MHz, CDCI3): 7.57 (s, 1H), 7.53-7.48 (m, 2H), 7.43 (t, 1H), 3.01-2.92 (m, 1H), 1.29 (d, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5433-01-2, its application will become more common.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/77004; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 28342-75-8, A common heterocyclic compound, 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, molecular formula is C6H2Br2F2, 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.

Preparation 2 5-bromo-2,4-difluorobenzaldehyde To a solution of l,5-dibromo-2,4-difluorobenzene (17.5 g, 64.2 mmol) in ether (100 mL) at -78 C was added n-BuLi (2.5 M solution, 30.8 mL, 77 mmol) over a period of 5 min, and the reaction mixture was stirred at -78 C for 30 min. Then DMF (9.94 mL, 148 mmol) was added in one portion, and the mixture was stirred at -78 C for 30 min. The reaction mixture was worked up with EtOAc/sat. NH4C1, and the crude product was purified by silica gel chromatography eluting with 0-10% EtOAc/Hexanes to give the title compound as a slightly yellow oil (8.5 g, 60% yield). XH NMR (400 MHz, CHLOROFORM-d) delta 10.26 (s, 1H), 8.14 (t, J=7.5 Hz, 1H), 7.05 (dd, J=9.8, 8.0 Hz, 1H).

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; BRISTOL-MYERS SQUIBB COMPANY; WU, Yong-Jin; GUERNON, Jason M.; WO2014/98831; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 61921-39-9, These common heterocyclic compound, 61921-39-9, name is 4-Bromotetraphene, 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.

N 2 is bubbled and the 4 l flask is heat dried and 100 g (325.5 mmol) of 4-bromobenzo [a] anthracene is initially introduced into 1400 ml of anhydrous THF. The batch is cooled to -72 C. and 190 ml of 2.5 M n-butyllithium are rapidly added dropwise. In the process, it is warmed from -72 C. to -61 C. (addition time: 2 minutes). The reaction mixture is stirred for an additional 3 hours at -70 C.150 ml (637 mmol) triisopropylborate is immediately added to the solution via a dropping funnel, during which the batch is warmed to -68 C. The batch is subsequently stirred for 2 hours at -70 C. and then warmed to RT. The reaction solution is diluted with 1300 ml of ethyl acetate and 690 ml of water in a cleaned 6 l flask under N 2 flow and stirred for 60 min. The aqueous layer is subsequently separated off and the organic phase is washed twice with 750 ml of water each time. The organic phase is dried using Na 2 SO 4 and evaporated in a rotary evaporator with 70 ml of ethyl acetate solution.Yield 62.13 g(70% of the theoretical value).

The synthetic route of 61921-39-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENTGMBH; SPREITZER, HUBERT; SCHWAIGER, JOCHEN; BECKER, HEINRICH; VOGES, FRANK; HEIL, HOLGER; (117 pag.)JP5851999; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2635-13-4,Some common heterocyclic compound, 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, molecular formula is C7H5BrO2, 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: Aryl bromine (0.5 mmol), phenylboronic acid (0.75 mmol) and K3PO4 (1mmol) was added in a 10mL reaction vial, which was closed with a rubber septum and evacuated and backfilled with nitrogen. Then 4 mL of 50% ethanol aqueous solution was added into the vial, 0.01mol% of PdNPs (according to 4-bromoanisole) water solution was injected into the vial, the reaction was carried out in at room temperature. The reaction process was monitored by TLC. The result product was extracted with ethyl acetate and purified by silica column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromobenzo[d][1,3]dioxole, its application will become more common.

Reference:
Article; Ge, Jiyuan; Jiang, Jian; Yuan, Chenhuan; Zhang, Chaozhi; Liu, Minghua; Tetrahedron Letters; vol. 58; 12; (2017); p. 1142 – 1145;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 21524-34-5, name is 2-Bromo-1,3,5-triisopropylbenzene, molecular formula is C15H23Br, 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: 2-Bromo-1,3,5-triisopropylbenzene

Dichloro(2,4,6-triisopropylphenyl)phosphine was preparedby addition of phosphorus trichloride (1.0 mL, 11.5 mmol) to a solution of 2,4,6-triisopropylphenylmagnesium bromide(prepared from 2-bromo-1,3,5-triisopropylbenzene (0.580 g,2.05 mmol) and magnesium (50.6 mg, 2.09 mmol) in tetrahydrofuran(10 mL)) at -78 C, and the solution waswarmed to 20 C, concentrated under reduced pressure, anddiluted with tetrahydrofuran (10 mL)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21524-34-5, its application will become more common.

Reference:
Article; Sasaki, Shigeru; Murakami, Midori; Yoshifuji, Masaaki; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 194; 4-6; (2019); p. 598 – 601;,
Bromide – Wikipedia,
bromide – Wiktionary