Tag: M.W=200-300

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

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

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: 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

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: 112279-72-8, name is 4-Bromo-2,3-difluoroaniline, 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 112279-72-8, category: bromides-buliding-blocks

Step 1 : To a solution of 4-bromo-2,3-difluoroaniline (7.66 g, 36.8 mmol) in acetone (60 mL) was dropped under ice-cooling benzoyl isothiocyanate (9.02 g, 55.2 mmol). The mixture was stirred at rt for 18 h. The precipitate was collected by filtration and washed with hexane. The obtained product was dried under reduced pressure to give A/-((4-bromo-2,3- difluorophenyl)carbamothioyl)benzamide lnt-6a-2

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; GILEAD SCIENCES, INC.; KINZEL, Olaf; KREMOSER, Claus; SCHMITT, Aaron C.; GEGE, Christian; (205 pag.)WO2016/96115; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 112734-22-2, 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. 112734-22-2 name is (4-Bromo-2-fluorophenyl)methanamine, 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.

3.2.1. Preparation of N-(4-bromo-2-fluorobenzyl)-4-(tert-butyl)benzamide (935-2) To a stirred solution of (4-bromo-2-fluorophenyl)methanamine (1.02 g, 5 mmol) and 4-(tert-butyl)benzoic acid (980 mg, 5.5 mmol) in DCM (10 mL) were added DIPEA (2.8 mL, 15 mmol) and (2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate) (HBTU) (2.84 g, 7.5 mmol). After being stirred at room temperature overnight, the reaction mixture was cooled down to room temperature and quenched with saturated NaHCO3. The layers were separated and the organic layer was washed with brine, dried over Na2SO4. Solvent was removed and the residue was purified by flash chromatography (silica gel, 0?20 ethyl acetate in petroleum ether) to provide N-(4-bromo-2-fluorobenzyl)-4-(tert-butyl)benzamide (935-2) (1.6 g, 88%) as a yellow oil. LC-MS (ESI): m/z (M/M+2) 364.43/366.44.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (4-Bromo-2-fluorophenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; Pharmacyclics LLC; Atallah, Gordana B.; Chen, Wei; Khrakovsky, Dimitry; Wang, Longcheng; Jia, Zhaozhong Jon; DeAnda, JR., Felix; (312 pag.)US2018/194762; (2018); 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. 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Recommanded Product: 57946-63-1

General procedure: Under argon condition [26], p-TsCl (p-toluenesulfonyl, 1.2 mmol) in 2 mL dichloromethane was injected to the 2 mL dichloromethane mixture of compounds 1?9 (1 mmol) and 4-dimethylaminopyridine (2.4 mmol) at reflux temperature. The aromatic amine or heteroaromatic amine (1.2 mmol) was injected to the reaction mixture 2 h later. The mixture was stirred for another 2 h. After removing solvent in vacuo, the residue was quenched with EtOAc and water, neutralized with sat. NaHCO3 solvent, the EtOAc layer was dried over anhydrous Na2SO4 and concentrated. The residue was chromatographed on silica gel (EtOAc?petroleum ether) to give target compounds. The structures of compounds 1a-9s were showed in the Supporting information.

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; Liu, Ye; Lei, Chao; Xu, Xiao-Yong; Shao, Xu-Sheng; Li, Zhong; Chinese Chemical Letters; vol. 27; 3; (2016); p. 321 – 324;,
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. 5003-71-4, name is 3-Bromopropan-1-amine hydrobromide, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

Example 1 Preparation of Tert-Butyl 3-Bromopropylcarbamate To a solution of sodium hydroxide (105 g, 2.625 mol) in water (1.15 L) maintained at a temperature at or slightly below 10 C. was added a solution of di-tert-butyl dicarbonate (229 g, 1.05 mol) in heptane (1.03 L). The flask containing the solution of di-tert-butyl dicarbonate was rinsed with heptane (125 mL) and the rinsate was added to the reaction mixture. The resulting mixture was cooled to a temperature at or slightly below 10 C. and a solution of 3-bromopropylamine hydrobromide (251 g, 1.15 mol) in water (250 mL) was added dropwise at a rate that allowed the internal reaction temperature to be maintained below about 20 C. The flask containing the solution of 3-bromopropylamine hydrobromide was rinsed with water (20 mL) and the rinsate was added to the reaction mixture. After the addition was complete, the reaction mixture was allowed to slowly warm to room temperature (about 22 C.) and stirring was continued for about 2 hours at room temperature. The stirring was discontinued and the mixture was allowed to stand for 30 minutes. The lower aqueous layer was separated from the organic layer and discarded. To the organic layer was added a saturated aqueous sodium chloride solution (250 mL) and the resulting mixture was stirred for 5 min. The mixture was allowed to stand for 30 minutes and the lower aqueous layer was separated and discarded. The organic layer was concentrated to a volume of about 350 mL and this concentrated solution was cooled to 5 C. and stirred for 4 hours at 5 C. The resulting precipitate was collected by vacuum filtration to provide the title compound as a white crystalline solid (211 g, 84% yield). The filtrate was concentrated and the concentrated solution was cooled to 5 C. and stirred for 4 hours at 5 C. The resulting additional precipitate was collected by vacuum filtration to provide an additional amount of the title compound (17 g, 6.8% yield). 1H NMR (400 MHz, DMSO-d6) delta 1H NMR (400 MHz, DMSO-d6) delta 3.50 (t, J=6.8 Hz, 2H), 3.03 (q, J=6.8 Hz, 2H), 1.91 (m, J=6.8 Hz, 2H), 1.38 (s, 9H).

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; THERAVANCE, INC.; Zhang, Weijiang; Tracey, Michael R.; Lee, Junning; US2014/275554; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 51554-93-9, 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. 51554-93-9, name is 1-Bromo-4-octylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A 3-neck round-bottomed flask equipped with a thermometer and a condenser was flame-dried and flushed with Ar. The flask was then charged with Mg0 (1.1 eq.), a single I2 crystal and another vacuum/Ar cycle was performed. Et2O (C=0.65M) was added resulting in a bright orange suspension of Mg0 pellets. Phenyl octyl bromide (1.0 eq.) was then added in one portion and the suspension was heated via a heatgun until the internal temperature reached 32C and stabilized for 5-10s, indicating that the Grignard formation had started. The reaction was stirred at rt until disappearance of the starting material by 1H NMR analysis (e.g.?1h). (0031) The Grignard solution (3.0 eq., C=0.65M) was then syringed to another flask containing substrate (1.0. eq.) in dry Et2O (C=0.05M). The solution was stirred at rt until disappearance of the starting material by TLC analysis. Saturated aqueous NH4Cl solution was added and the aqueous layer was extracted x2 with EtOAc. The organic layers were collected, washed x1 brine, dried over Na2SO4, filtered, concentrated in vacuo.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-octylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Garsi, Jean-Baptiste; Sernissi, Lorenzo; Vece, Vito; Hanessian, Stephen; McCracken, Alison N.; Simitian, Grigor; Edinger, Aimee L.; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 217 – 242;,
Bromide – Wikipedia,
bromide – Wiktionary