Month: February 2021

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. 2044-08-8, name is 1-Bromocyclohex-1-ene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromocyclohex-1-ene

Example 3; Preparation of Hexafluorophosphate of Compound No. 14; In a reaction flask were put 0.050 mol of 1,2,3-trimethylindole, 0.058 mol of 2-bromocyclohexene, and 16.0 g of ethanol and caused to react at room temperature for 21 hours. The reaction mixture was concentrated, and 30 ml of acetone was slowly added to the residue. The crystals thus precipitated were collected by filtration and dried in vacuo at 80 C. for 2.5 hours to afford an intermediate, 1,2,3-trimethyl-3-cyclohexenylindolenium bromide, as white crystals in a yield of 47.2%.

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 2044-08-8.

Reference:
Patent; ADEKA CORPORATION; US2008/33179; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 59907-13-0, name is 2-Bromo-1-fluoro-3-methylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C7H6BrF

General procedure: To a mixture of the appropriate amine F-1 (1 eq), the appropriate halide (1.2 eq) and sodium tert-butoxide (2 eq) in toluene (3 mL/mmol) under N2, was added BINAP (0.2 eq) and Pd2(dba)3 (0.1 eq) (see Table 4). The rxn mixture was flushed with N2, heated to 100C in a sealed vial and stirred for 24h. It was partitioned between water and EtOAc and the org. phase was washed with brine, dried over MgS04 and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc.

The synthetic route of 59907-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (97 pag.)WO2019/141808; (2019); 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 24468-88-0 as follows. HPLC of Formula: C11H15Br2N

To a solution of compound 1-2 (2.56 g, 14.34 mmol) and compound 32-1 (6.905 g, 21.51 mmol) in DMF (15 mL) under N2 was added NaH (1.434g, 35.85 mmol, 60% dispersed in Mineral oil). The mixture was stirred at 50 C for 18 hours, cooled to rt, and quenched with water (20 mL). The mixture was extracted with EtOAc (150 mL x 3). The combined organic phases were washed with water, dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/EtOAc (v/v) = 8/1) to give the title compound 32-2 (0.752 g, 14.9%). The compound was characterized by the following spectroscopic data: MS-ESI: m/z 352.1 [M+H]+; and1H NMR (400 MHz, CDCl3): delta 7.63-7.56 (m, 1H), 7.41-7.22 (m, 6H), 3.82 (d, 6H), 3.56 (s, 2H), 3.03 (s, 2H), 2.98-2.89 (m, 2H), 2.24-2.00 (m, 4H), 1.37 (d, J = 11.8 Hz, 2H).

According to the analysis of related databases, 24468-88-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sunshine Lake Pharma Co., Ltd.; ZHANG, Jiancun; ZHANG, Yingjun; XIE, Hongming; REN, Qingyun; LUO, Huichao; YU, Tianzhu; TAN, Yumei; EP2730572; (2015); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 69038-76-2,Some common heterocyclic compound, 69038-76-2, name is 4-Bromo-N1-methylbenzene-1,2-diamine, molecular formula is C7H9BrN2, 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 4-bromo-N?-methylbenzene-1,2-diamine (1.7 g, 8 mmol) in triethyl orthoformate (10 mL) was added PTSA?H20 (152 mg, 0.8 mmol). The mixture was stirred at 85 C for 2 h, poured into H20 (50 mL) and extracted with EA (40 mL x 2). The organic layers were dried over anhydrous Na2SO4, filtered, concentrated in vacuo, and purified by silica gel column chromatography (PE/EA = 50/1 to 10/1) to afford 5-bromo-1-methyl-1H-benzo[djimidazole (1.5 g, 89 %) as a yellow solid. LC-MS mlz: 211.1 [M+Hf?. tR= 1.90 mm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-N1-methylbenzene-1,2-diamine, its application will become more common.

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; BOURQUE, Elyse Marie Josee; LANSBURY, Peter, T.; GOOD, Andrew, C.; (391 pag.)WO2017/176960; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2862-39-7, name is 2-Bromo-N,N-dimethylethanamine hydrobromide, 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 2862-39-7, category: bromides-buliding-blocks

(A) (cis)-3-(Hydroxy)-1-[2-(dimethylamino)ethyl]-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-7-(trifluoromethyl)-2H-1-benzazepin-2-one A vigorously stirred suspension of 7.0 g (0.020 mol) of (cis)-7-(trifluoromethyl)-1,3,4,5-tetrahydro-3-hydroxy-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one (see Example 28, part E) in 140 ml of dichloromethane (500 ml recovery flask fitted with magnetic stirrer) was treated with 25 ml of water, followed by 13.3 g (0.042 mol) of pulverized barium hydroxide and 0.8 g of benzyltrimethylammonium chloride. A solution of 10.5 g (0.045 mol) of 2-dimethylaminoethyl bromide hydrobromide in 12 ml of water was then added portionwise. The flask was stoppered and the mixture was vigorously stirred at room temperature and stirring was continued overnight. Some solids were filtered off, washed with dichloromethane, and the layers in the filtrate separated. The dichloromethane layer was washed with water (2*75 ml), then shaken with 750 ml of water containing 42 ml of N hydrochloric acid. A stubborn emulsion was encountered at this point. Some dichloromethane was drawn off but then the mixture was extracted with 600 ml of ether. The aqueous phase was layered over with 250 ml of ethyl acetate, basified with 56 ml of N sodium hydroxide, shaken, and separated. The aqueous phase was extracted with ethyl acetate (three times 150 ml), the combined organic layers washed with brine (100 ml), dried (magnesium sulfate), and the solvent evaporated to give a colorless solid which was pump-dried; yield 7.87 g; melting point 136-138 C. TLC:Rf 0.42 (90:10 dichloromethane-methanol).

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; E. R. Squibb & Sons, Inc.; US4748239; (1988); A;,
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. 5433-01-2, name is 1-Bromo-3-isopropylbenzene, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-3-isopropylbenzene

To 1.2 g (50 mmol) of magnesium turnings in 15 mL of dry THF is added a small crystal of iodine followed by 40 pL of dibromoethane. This mixture is placed in a water bath at 50 C and 3-isopropylbromobenzene (5.0 g, 25 mmol) in 15 mL of dry tetrahydrofuran (THF) is added dropwise over 20 min, while the bath temperature is raised to 70 C. The mixture is stirred and refluxed for 40 additional min. The solution is cooled in an ice-water bath and cyclohexanone (2.0 mL, 19 mmol) in 10 mL of dry THF is added dropwise over 15 min. The ice bath is removed and the mixture is allowed to warm to ambient temperature over 1 h. The solution is decanted into aqueous saturated NH4C1 and combined with an ether wash of the residual magnesium turnings. The organic phase is washed twice more with aqueous NH4CI, dried over anhydrous sodium sulfate, filtered and concentrated. Chromatography on silica gel, eluting with 10% ethyl acetate in heptane, affords 2.7 g (12 mmol, 60%) of 1- (3-isopropylphenyl) cyclohexanol 5 as an oil : 1H NMR (CDC13) 8 7.39 (m, 1 H), 7.3 (m, 2 H), 7.12 (m, 1 H), 2.92 (m, 1 H), 1.84-1. 54 (m, 10 H), 1.26 (d, J = 7 Hz, 6 H).

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; ELAN PHARMACEUTICALS, INC.; WO2005/70407; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 28342-75-8,Some common heterocyclic compound, 28342-75-8, name is 1,5-Dibromo-2,4-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 stirred solution of 1,5-dibromo-2,4-difluorobenzene (20.0 g, 73.6 mmol) in diethyl ether (400 mL) in a dry ice bath was added n-butyl lithium in hexanes (31 ml, 2.5 M, 77 mmol) so that the temperature of the reaction mixture stayed between -65¡ã C and -70¡ã C and then the mixture was stirred at -70¡ã C for further 0.5 h. N,N-dimethylformamide (7.1 ml, 92 mmol) was slowly added so that the temperature of the reaction mixture stayed between -65¡ã C and -70¡ã C and then the mixture was stirred at -70¡ã C for fu rther 0.5 h. The dry ice bath was removed and the mixture was allowed to warm up to 0¡ã C. A m ixture of water (180 mL) and acetic acid (1 1 ml, 200 mmol) was added and the mixture was stirred for 15 min. The phases were separated and the aqueous phase was extracted with ethyl acetate. The organic phases were combined and washed with saturated sodium chloride solution, dried (sodium sulfate), filtered and the solvent was removed in vacuum. Silicagel chromatography gave 12.6 g (77 percent yield) of the title compound. LC-MS (Method 1 ): Rt = 1 .09 min; MS (ESIpos): m/z = 220 [M+H]+ 1H-NMR (400 MHz, DMSO-d6) d [ppm]: 2.518 (0.45), 7.716 (4.55), 7.738 (4.98), 7.742 (4.92), 7.765 (4.71 ), 8.141 (4.86), 8.159 (6.75), 8.179 (4.87), 10.079 (16.00).

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

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; CHRIST, Clara; BRIEM, Hans; FARIA ALVARES DE LEMOS, Adelaide, Clara; BADER, Benjamin; HOLTON, Simon; BOeMER, Ulf; LIENAU, Philip; KUHNKE, Lara, Patricia; (122 pag.)WO2019/185525; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 103-64-0, The chemical industry reduces the impact on the environment during synthesis 103-64-0, name is (2-Bromovinyl)benzene, I believe this compound will play a more active role in future production and life.

An oven-dried vial equipped with a stir bar was dessicated. To a solution of CoBr2 (22 mg, 0.10 mmol, 10 mol%), bis-1,2-diphenylphosphinohexane (43.2 mg, 0.10 mmol, 10 mol%), and manganese powder (165 mg, 3 mmol, 3 equiv) in acetonitrile (5 mL) was added the alkenyl bromide (1.5 mmol, 1.5 equiv) at 50 oC. A solution of the chlorodehydropiperidine (1 mmol, 1 equiv) in acetonitrile (5 mL) was added slowly. After completion (as judged by TLC and GC-MS), the reaction mixture was treated with a mild acid such as 10% H3PO4 (aq) and extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure to afford the desired coupling product as an oil. Purification was carried out by flash chromatography on silica (pretreated with 1% Et3N).

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-Bromovinyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Farah, Abdikani Omar; Archibald, Ryan; Rodriguez, Morgan J.; Moreno, Antonio; Dondji, Blaise; Beng, Timothy K.; Tetrahedron Letters; vol. 59; 38; (2018); p. 3495 – 3498;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2550-36-9,Some common heterocyclic compound, 2550-36-9, name is (Bromomethyl)cyclohexane, molecular formula is C7H13Br, 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: The 7-alkoxy-1-methyl-beta-carbolines (3a-o) were synthesized according to a previously reported procedure.13 The appropriate alkyl halide (by portion) or 1-tosyl-4,4,4-trifluorobutane (for compound 3e) and cesium carbonate were added to harmol (2) dissolved in anhydrous dimethylformamide (DMF). Then, the reaction mixture was stirred at room temperature or heated for several hours. At the end of the reaction, the mixture was cooled and diluted with dichloromethane, washed once with water and three times with brine. The organic layer was dried over MgSO4 and concentrated. The crude product was purified by liquid chromatography.

The synthetic route of 2550-36-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reniers; Robert; Frederick; Masereel; Vincent; Wouters; Bioorganic and Medicinal Chemistry; vol. 19; 1; (2011); p. 134 – 144;,
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. 185122-74-1, name is 5-Bromo-2,3-dihydro-1H-inden-1-amine, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-2,3-dihydro-1H-inden-1-amine

[B]1-(2,2,2-Trifluoro-acetylamino)-cyclopropanecarboxylic acid ((rac)-5-bromo-indan-1-yl)-amide 1-(2,2,2-Trifluoroacetamido)cyclopropanecarboxylic acid (390 mg, 1.98 mmol) and HATU (753 mg, 1.98 mmol) were dissolved in DMF (12 ml), then Et3N (601 mg, 828 mul, 5.94 mmol) was added and the reaction mixture was stirred for 30 minutes. Subsequently, (rac)-5-bromo-indan-1-ylamine (0.42 g, 1.98 mmol), dissolved in DMF (3 ml), was added and the mixture stirred at RT for 15 h. It was then poured into H2O (50 ml) and extracted with CH2Cl2 (2*25 ml). The organic layers were dried over MgSO4, filtered and concentrated in vacuo to give a crude product (0.876 g) which was purified by flash chromatography (silica gel, 20 g, 0% to 5% MeOH in CH2Cl2) to give the title compound (0.64 g, 83%) as light brown oil. MS: 389.0 (M-H-, 1Br).

The synthetic route of 185122-74-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aebi, Johannes; Binggeli, Alfred; Hertel, Cornelia; Konkar, Anish Ashok; Kuehne, Holger; Kuhn, Bernd; Maerki, Hans P.; Wang, Haiyan; US2013/18055; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary