Month: August 2021

Synthetic Route of 57946-63-1, 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. 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 41 8-bromo-3-methyl-6-(trifluoromethyl)quinoline. 2-bromo-4-(trifluoromethyl)aniline (5 g, 20.83 mmol) was added to 6N HCl (20.83 mL). The mixture was heated to reflux and added methacrolein (3.96 mL, 47.9 mmol) dropwise over 20 minutes via addition funnel. Reflux was continued at 100° C. overnight then the mixture was cooled and adjusted to pH ~5-6 using NH4OH (aq). The mixture was extracted with ether (2*100 ml). The combined organic layers were washed with brine, dried over MgSO4, filtered then concentrated and purified by column chromatography (SiO2) eluding with 10-30percent EtOAc in hexanes to give the product (930 mg, 15percent). 1H NMR (400 MHz, MeOD) delta ppm 8.81 (1H, dd, J=4.28, 1.76 Hz), 8.19 (1H, dd, J=8.44, 1.64 Hz), 7.94 (1H, d, J=2.27 Hz), 7.47 (1H, dd, J=8.31, 4.28 Hz), 7.36-7.43 (2H, m), 7.29 (1H, d, J=2.01 Hz), 7.06 (2H, t, J=8.94 Hz), 5.44-5.52 (1H, m, J=6.80 Hz), 3.33 (2H, s), 2.53-2.71 (2H, m), 2.19 (3H, s), 2.02-2.39 (5H, m), 1.92-2.03 (1H, m), 1.35 (3H, d, J=6.30 Hz). Mass 291.79 [M+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, 2-Bromo-4-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; US2009/18163; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 52997-43-0,Some common heterocyclic compound, 52997-43-0, name is 7-(Bromomethyl)pentadecane, molecular formula is C16H33Br, 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.

A mixture of 2,7-dibromopyrene-4,5,9,10-tetraone (0.50 g, 1.2 mmol), n-Bu4NBr (0.50 g, 1.5 mmol), Na2S2O4 (2.5 g, 14 mmol), THF (8 mL), and H2O (4 mL) is stirred at 25 C. for 10 minutes 1-Bromo-2-hexyldecane (1.7 g, 7.9 mmol) and aqueous potassium hydroxide (4 mL, 36 mmol) are added to the solution and the mixture is stirred at 70 C. for 5 h. Then, THF and brine are added and the organic phase is washed with brine (3 times) and dried over MgSO4 and concentrated in vacuum. The residue is purified by column chromatography (SiO2, hexane: CH2Cl2=10:1) to give a colorless oil (0.62 g) in 53% yield. [0194] FD-MS (8 KV): m/z 986.3 (100%), calculated 985.1. [0195] 1H-NMR (CD2Cl2, 250 MHz): delta=0.84-0.86 (m, 24H), 0.98-1.00 (m, 12H), 1.47-2.00 (m, 40H), 4.23-4.36 (m, 8H), 8.50 (s, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-(Bromomethyl)pentadecane, its application will become more common.

Reference:
Patent; BASF SE; Kawano, Shin-Ichiro; Baumgarten, Martin; Muellen, Klaus; Murer, Peter; Schaefer, Thomas; Saleh, Moussa; US2014/357898; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 28342-75-8, 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. 28342-75-8 name is 1,5-Dibromo-2,4-difluorobenzene, 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.

At 160 , for there was added 1,5-dibromo-2,4-difluorobenzene (30.0g), phenol(31.2g), potassium carbonate (45.7 g) and NMP (150ml) was heated and stirred flask. Thereaction mixture was cooled until room temperature, the NMP was distilled off underreduced pressure after adding water and toluene were separated. After the solvent wasdistilled off under reduced pressure, silica gel short column (eluent: heptane / toluene= 1/2 (volume ratio)) was purified, thereby obtaining ((4,6-dibromo-1,3-phenylene ) bis(oxy)) diphenyl (44.0g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,5-Dibromo-2,4-difluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Kwansei Gakuin School Corporation; Tian, Shanzuoci; Zhong, Zhongzongyiliang; Zhong, Daoguiyi; Ping, Jingdagui; Xiao, Yeyangping; Zhi, Lianyizhi; Ni, Jingping; Song, Xiawusi; Sheng, Tianlizhao; (405 pag.)CN105431439; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 460-00-4, A common heterocyclic compound, 460-00-4, name is 1-Bromo-4-fluorobenzene, molecular formula is C6H4BrF, 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: An oven-dried Schlenk tube was charged with CuI (4 mg, 0.02 mmol), aryl bromide (1 mmol), L10 (9 mg, 0.04 mmol) and CsOH (504 mg, 3 mmol) (or KOH (168 mg, 3 mmol)). The tube was evacuated and backfilled with argon, and then DMSO (1 mL), t-BuOH (1 mL) and H2O (0.1 mL) were added. The reaction mixture was stirred at indicated temperatures until the starting material was completely converted (monitored by TLC). The cooled solution mixture was acidified to pH = 1-2 with 2 N HCl, and then extracted with EtOAc. The combined organic layers were washed with H2O and brine, dried over Na2SO4. After removal of the solvent in vacuo, the residue was purified with flash chromatography to give the corresponding phenol.

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; Jia, Jianhuan; Jiang, Chenglin; Zhang, Xiaojing; Jiang, Yongwen; Ma, Dawei; Tetrahedron Letters; vol. 52; 43; (2011); p. 5593 – 5595;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1422-54-4, 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. 1422-54-4, name is 2-Bromo-6-fluorotoluene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step -I : Synthesis of Compound 3: [00113} Active magnesium (10 mrrtol) was added in a RB containing dry THF (10ml) and added a little iodine and stirred the reaction mixture and to this was added compound 1 (in 2 ml THF)slowly and stirred to generate the Grignard reagent The reaction mixture was cooled to 0 “C and added compound 2 (in THF) drop wise and stirred the reaction mixture at it for 2h. After 2h the reaction mixture was quenched with saturated ‘ CI solution and extracted with EtOAc. The organic layer washed with water, brine, dried over sodium sulphate and evaporated under reduced pressure to obtain compound 3

The synthetic route of 2-Bromo-6-fluorotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KANDULA, Mahesh; WO2013/168022; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 4117-09-3 as follows. Recommanded Product: 4117-09-3

To a suspension of 6 (40 mg, 0.075 mmol) and K2CO3 (51.2 mg, 0.373 mmol) in DMF (1 mL) was added 7-bromohept-1-ene (39.6 mg, 0.224 mmol). The reaction was stirred at 40 C for 5 h. The reaction mixture was cooled to rt and purified by flash chromatography (silica gel; linear gradient 0-10% MeOH-CH2Cl2) to provide S4f (42 mg, 77%).

According to the analysis of related databases, 4117-09-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Donnell, Andrew F.; Zhang, Yong; Stang, Erik M.; Wei, Donna D.; Tebben, Andrew J.; Perez, Heidi L.; Schroeder, Gretchen M.; Pan, Chin; Rao, Chetana; Borzilleri, Robert M.; Vite, Gregory D.; Gangwar, Sanjeev; Bioorganic and Medicinal Chemistry Letters; vol. 27; 23; (2017); p. 5267 – 5271;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1647-26-3,Some common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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.

STEP A:N-(lambda?r?-butoxycarbonyl)-D-valinol (1.0 g, 4.9 mmol) and (2-bromo-ethyl)-cyclohexane (1.53 mL, 9.8 mmol) were taken into DMF (10 mL). Crushed potassium hydroxide (0.55 g, 9.8 mmol) was added, and the reaction mixture was stirred at room temperature overnight. The reaction was quenched with water, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium bicarbonate and brine, and then dried over sodium sulfate. The solvent was removed in vacuo to crude material which was used in the next step without further purification. MH+ 314.0

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

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/50612; (2007); 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. 2576-47-8, name is 2-Bromoethylamine hydrobromide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 2576-47-8

Reference Example 66Benzyl 2-bromoethylcarbamate To a solution prepared by adding 1,4-dioxane (50 mL) to benzyl chloroformate (17.5729 g; manufactured by Wako Pure Chemical Industries, Ltd.), an aqueous solution of 2-bromoethanamine hydrobromide-1,4-dioxane [104 mL; solution prepared by dissolving 2-bromoethanamine hydrobromide (21.3617 g; manufactured by Tokyo Chemical Industry Co., Ltd.) in water (54 mL) and 1,4-dioxane (54 mL)]and a 2 mol/L aqueous solution of sodium hydroxide (104 mL; manufactured by Kanto Chemical Co., Inc.) were simultaneously added dropwise. The mixture was stirred for 2 hours at 0 C. Water was added to the reaction solution, and the mixture was extracted two times with ethyl acetate. The organic layer was washed with a saturated solution of sodium hydrogen carbonate, and was dried over magnesium sulfate. The organic layer was concentrated under reduced pressure. The resulting residue was purified by column chromatography (?COLUMN-A?; n-hexane:ethyl acetate=94:6?73:27), and thus the title compound (19.2014 g) was obtained.1H-NMR (300 MHz, CDCl3); delta(ppm) 3.47(2H, t, J=5.8), 3.60(2H, t, J=5.8), 5.11(2H, s), 7.27-7.40(5H, m)LCMS: 258 [M+H]; Retention time: 1.42 minutes; LCMS condition; C

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2576-47-8.

Reference:
Patent; ASAHI KASEI PHARMA CORPORATION; US2010/160256; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 112734-22-2, 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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of (4-bromo-2-fluoro-phenyl)methanamine (5.00mmol) in THF (4 mL), a propylphosphonic anhydride solution(50 wt% in EtOAc, 7.50 mmol) in THF (6 mL), 2-methoxy-5-methylbenzoic acid (6.04 mmol), and N,Ndiisopropylethylamine (8.88 mmol) was stirred at 80 C for 18 h. The reaction was cooled to RT and partitioned between EtOAc and a saturated aqueous solution of NH4CI. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified to give the titled compound (3.51 mmol). UPLC-MS (ES, Short acidic): 2.05 mi m/z 353.9 [M+2]

The synthetic route of (4-Bromo-2-fluorophenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA PLC; GUISOT, Nicolas; (266 pag.)WO2017/103611; (2017); 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. 2044-08-8, name is 1-Bromocyclohex-1-ene, A new synthetic method of this compound is introduced below., Formula: C6H9Br

To a solution of 1-bromocyclohexene6 (161 mg, 1.00 mmol) in Et2O (3 mL) at 78 C was addedtBuLi (6.0 mL, 1.46 M in pentane, 2.19 mmol). The resulting solution was stirred at 78 C for 0.5 h andRT for 20 min. After cooling to 78 C, MgBr2 solution (1.0 mL, 1.0 M in Et2O/benzene = 3:1, 1.00mmol) was added dropwise. The reaction mixture was stirred at 78 C for 10 min and a solution ofaldehyde 4a (150 mg, 0.48 mmol) in Et2O (4 mL) was added dropwise over 5 min. After stirring at78 C for 2 h, the reaction was quenched with sat. aq. NH4Cl (20 mL), and extracted with AcOEt (3 x20 mL). The organic layers were combined, washed with brine (20 mL), dried over MgSO4, andconcentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexane/AcOEt =10:1) to afford 20g (161 mg, 85% yield) as a colorless oil.

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; Miyamoto, Hiroshi; Hirano, Tomohiro; Okawa, Yoichiro; Nakazaki, Atsuo; Kobayashi, Susumu; Tetrahedron; vol. 69; 45; (2013); p. 9481 – 9493;,
Bromide – Wikipedia,
bromide – Wiktionary