Month: February 2021

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. 399-94-0, name is 1-Bromo-2,5-difluorobenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H3BrF2

2,5-Difluorobromobenzene (500 mg, 2.6 mmol) was dissolved in 5 mL of THF.An isopropylmagnesium chloride anhydrous THF solution (1.56 mL, 3.12 mmol) was slowly added dropwise at -45 C.After the dropwise addition, the temperature was naturally raised to 0 C and stirred for 1 h.Further, a solution of Compound 17 (466 mg, 2.46 mmol) in tetrahydrofuran (5 mL) was slowly added dropwise at -15 C, and stirred at room temperature for 30 min.The reaction solution was poured into 10 mL of a saturated ammonium chloride solution and stirred for 10 min.The mixture was separated and the aqueous phase was extracted three times with 10 mL of ethyl acetate.The combined organic layers were washed with brine and dried over anhydrous sodium sulfate. Concentration by filtration, column chromatography (PE / EA, 0% ~ 10%) to give 367 mg of colorless solids as compound 18Yield: 46.6%.

The synthetic route of 399-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Zhao Jiuyang; (32 pag.)CN109456331; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, 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 627871-16-3, HPLC of Formula: C7H7BrFN

General Procedure: Methyl 2-{[4-(chlorosulfonyl)-2,3-dimethylphenyl]oxy}propanoate (7) (4 g, 13.0 mmol) was dissolved in pyridine (10 mL). After 5 min, 3-bromo-2-chloroaniline (3.22 g, 15.6 mmol) was added. The reaction was complete within a few hours. The reaction mixture was then extracted using diethyl ether. The combined organic phases were washed with 1N HCl and brine, dried over sodium sulfate, filtered, and concentrated in vacuo to afford the title compound which was used without further purification.

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:
Article; Evans, Karen A.; Shearer, Barry G.; Wisnoski, David D.; Shi, Dongchuan; Sparks, Steven M.; Sternbach, Daniel D.; Winegar, Deborah A.; Billin, Andrew N.; Britt, Christy; Way, James M.; Epperly, Andrea H.; Leesnitzer, Lisa M.; Merrihew, Raymond V.; Xu, Robert X.; Lambert, Millard H.; Jin, Jian; Bioorganic and Medicinal Chemistry Letters; vol. 21; 8; (2011); p. 2345 – 2350;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 393-36-2, name is 4-Bromo-3-(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 393-36-2, Computed Properties of C7H5BrF3N

EXAMPLE 1 Preparation of 2-[4-bromo-3-(trifluoromethyl)anilino]benzoxazole To a solution of 15.4 g. (0.1 mole) of 2-chlorobenzoxazole in 250 ml. of tetrahydrofuran was added dropwise a solution of 24.0 g. (0.1 mole) of 4-bromo-3-(trifluoromethyl)aniline in 100 ml. of tetrahydrofuran with vigorous stirring. Following the addition, the reaction mixture was heated on a steam bath under reflux for 16 hours. The reaction mixture was then cooled to about 25 C., and about 500 ml. of water was added. The tetrahydrofuran solvent was removed from the reaction mixture by distillation under vacuum. Following the removal of the solvent the reaction mixture was cooled to about 25 C., and the precipitate was filtered off. The filter cake was dried, and the solid was taken up in warm acetone. The acetone solution was brought to room temperature, and about 300 ml. of water was added, resulting in the crystallization of the reaction product. The reaction product was dried, yielding 28.0 g. of 2-[4-bromo-3-(trifluoromethyl)anilino]benzoxazole, having a melting point of 211-212 C. Analysis: C14 H8 OBrF3; mol. wt.: 357. Calculated: C: 47.08; H: 2.25; N: 7.87; Found: C: 47.33; H: 2.52; N: 7.81.

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

Reference:
Patent; Eli Lilly and Company; US4275210; (1981); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 59734-92-8, 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. 59734-92-8, name is 1-Bromo-2-cyclohexylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

46.7 ml (117 mmol) of 2.5M n-butyl lithium solution in hexane is slowly treated at -73C with24.0 g (97.3 mmol) of 1-bromo-2-cyclohexyl-benzene in 200 ml of THF under argonatmosphere, letting the temperature not rise above -70C. Addition is completed after 90minutes, giving a white suspension, and stirring continued at -73C during 30 minutes. 15.3g (147 mmol) of trimethylborate are slowly added during 20 minutes at -73C, letting the temperature not rise above -70C. The colorless solution is further stirred at -74C during one hour, and the temperature let raising to room temperature during three hours. The colorless solution is further stirred at room temperature during 16 hours, followed by theslow addition of 30 ml of 10% aqueous hydrochloric acid solution during 15 minutes. Stirring is continued at room temperature during three hours, and the reaction mixture two times extracted with 100 ml of ethyl acetate. The organic phase is dried over sodium sulfate, concentrated under vacuum, and further purified by chromatography (silica gel, heptane/ethyl actate 4:1), giving the title product as an off-white solid (yield: 10.1 g (51%)).1HNMR (400 MHz, CDCI3): = 1.24-2.11 (m, 10 H), 3.72-3.91 (m, I H), 7.33 (dt, I H), 7.49 (d, I H), 7.56 (dt, I H), 8.26 (dd, I H).

The synthetic route of 1-Bromo-2-cyclohexylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF SE; MURER, Peter; BATTAGLIARIN, Glauco; DORMANN, Korinna; METZ, Stefan; WAGENBLAST, Gerhard; BENEDITO, Flavio Luiz; WATANABE, Soichi; LENNARTZ, Christian; GESSNER, Thomas; WO2015/14835; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 3638-73-1, name is 2,5-Dibromoaniline, 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 3638-73-1, Recommanded Product: 3638-73-1

A synthetic scheme for Amino UiO-68 is shown in Figure 15. Briefly, 2,5-dibromoaniline (2.00 g, 8.0 mmol), 4-(methoxycarbonyl)-phenylboronic acid (4.40 g, 24.5 mmol) and CsF (5.82 g, 38 mmol) were suspended in 50 mL of anhydrous tetrahydrofuran (THF) under nitrogen protection in a 100 mL round-bottom flask. Pd(OAc)2 (0.60 g, 2.7 mmol) and PPh3 (1 .61 g, 6.1 mmol) were then added. The mixture was heated at 50C for 48 h. The product was purified by water/dichloromethane extraction and silica gel column chromatography (dichloromethane: ethyl ether = 50:1 with 0.2% – 0.5% triethylamine). Yield: 58%. H NMR (Chloroform-D): delta=8.10 (m, 4H), 7.65 (d, 2H), 7.57 (d, 2H), 7.22 (d, 1 H), 7.09 (d, 1 H), 7.01 (s, 1 H), 3.93 (two overlapping singlets, 6H), 3.88 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,5-Dibromoaniline, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF CHICAGO; LIN, Wenbin; HE, Chunbai; LU, Kuangda; (166 pag.)WO2016/61256; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. Application In Synthesis of 4-Bromotetraphene

Example 27 Synthesis of 4-(benz[a]anthracen-4-yl)benz[a]anthracene Preparation analogous to Example 7. 9-Bromo-10-(2-naphthyl)anthracene is replaced by 15.4 g (50 mmol) of 4-bromobenz[a]anthracene. Recrystallisation four times from o-dichlorobenzene (about 15 ml/g); sublimation (p=5*10-5 mbar, T=320 C.). Yield: 16.8 g (37 mmol), 74.0%, purity 99.9% (HPLC), Tg=130.3 C.

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

Reference:
Patent; Stoessel, Philipp; Buesing, Arne; Heil, Holger; US2010/187505; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 10269-01-9, name is (3-Bromophenyl)methanamine, 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 10269-01-9, category: bromides-buliding-blocks

Example 95 1-(3-Bromophenyl)-N-methylmethanamine To bromobenzylamine (0.890 g, 4 mmol) in THF (9 mL) was added NaOH (4.20 mL, 1 N, 4.20 mmol) and the solution was stirred at room temperature for 5 mins, when BOC2O (0.975 mL, 4.20 mmol) was added. This mixture was stirred for an additional 30 mins. The reaction mixture was diluted with EtOAc (20 mL). The organic layer was separated, washed with brine (5 mL), dried over Na2SO4, filtered and concentrated. Lithium aluminum hydride (12.00 mL, 12.00 mmol) was added to the above crude product and heated in a microwave at about 100 C. for about 1 h. The reaction mixture was diluted with Et2O (~50 mL) and quenched slowly with Na2SO4 (sat.). The organic layer was separated, dried over, filtered, and concentrated to afford the title compound (0.472 g, 59%). LC-MS m/z 200 (M+H)+.

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; Glaxo Group Limited; US2009/203657; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 4117-09-3, The chemical industry reduces the impact on the environment during synthesis 4117-09-3, name is 7-Bromo-1-heptene, I believe this compound will play a more active role in future production and life.

To a mixture of 0.20 g of N-benzothiazol-6-yl-2-(2-fluoro-3-hydroxy- phenyl)acetamide, 0.25 g of 7-bromo-l-heptene and 3ml of DMF was added 0.46 g of cesium carbonate. The mixture was stirred at room temperature for 4 hours. Ice water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated saline solution, then, dried over magnesium sulfate and concentrated under reduced pressure. The resultant residue was subjected to silica gel column chromatography, and 0.16 g of N-benzothiazol-6-yl-2-(3 -(6-hepteny loxy)phenyl)acetamide (hereinafter, referred to as the present compound (17)) was obtained. The present compound (17)1H-NMR (CDCl3)delta: 1.45-1.52 (4H, m), 1.77-1.84 (2H, m), 2.05-2.13 (2H5 m), 3.75 (2H5 s), 3.97 (2H5 1, J = 6.5 Hz)5 4.93-5.03 (2H, m), 5.76-5.86 (IH5 m),6.87-6.95 (3H5 m), 7.18 (IH5 dd, J = 8.8, 2.0 Hz), 7.28-7.36 (2H, m), 7.99 (IH, d, J = 8.8 Hz)5 8.49 (IH, d, J = 2.0 Hz)5 8.90 (IH5 s).

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, 7-Bromo-1-heptene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; SAKAGUCHI, Hiroshi; WO2010/24422; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 327-51-5,Some common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, molecular formula is C6H2Br2F2, 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 1,4-dibromo-2,5-difluorobenzene (i-6a) (27.0 g, 100 mmol) in THF(500 ml) was added n-BuLi (60 ml, 2M) dropwise at -78C and the reaction mixture was kept stirring for 3h. Then excess dry ice was added into the reaction mixure portwise over 0.5 h. The reaction mixture wasquenched with 300 ml water and extracted with EA (100 mlx 3). The aqueous solution was acidified with HC1 (2M), extracted with EA (150 mlx3), and the organic layer was dried and concentrated. The crude material was purified by chromatography column (EA:PE = 1:10) to afford 18.24 g product (76%). LCMS (ESI) calc?d [M+H]: 237.00, found: 237.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Dibromo-2,5-difluorobenzene, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BARR, Kenneth, Jay; BEINSTOCK, Corey; MACLEAN, John; ZHANG, Hongjun; BERESIS, Richard, Thomas; ZHANG, Dongshan; WO2014/28589; (2014); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 54962-75-3,Some common heterocyclic compound, 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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-(3-bromo-5-(trifluoromethyl)phenyl)methane sulfonamide To a mixture of 3-amino-5-bromobenzotrifluoride (1.0 g, 4.17 mmol) in pyridine (10 mL) at 0-5 C. was added dropwise methanesulfonyl chloride (0.389 mL, 5 mmol). The reaction mixture was stirred at rt for 4 days. As the reaction was not completed, the reaction mixture was then heated in a microwave oven at 150 C. for 15 min. There was no evolution, so the reaction was stopped. The reaction mixture was concentrated until dryness, and the residue was co-evaporated with toluene. The residue was then diluted with a saturated aqueous solution of NaHCO3 and extracted with DCM. The organic layer was dried over MgSO4 and evaporated. Purification by Flash chromatography using CombiFlash Companion ISCO system (Redisep silica 12 g column, eluting with Cyclohexane/EtOAc 100:0 to 70:30) gave the title compound (1.05 g, 79% yield) as a white solid. 1H-NMR (400 MHz, DMSO-d6, 298 K): delta ppm 3.14 (s, 3H) 7.48 (s, 1H) 7.64 (s, 1H) 7.68 (s, 1H) 10.42 (s, 1H). MS(10): 316.3-318.2 [M-1]-.

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

Reference:
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; US2015/342951; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary