Month: July 2021

Reference of 10485-09-3, 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. 10485-09-3, name is 2-Bromoindene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 9.49 g (48.7 mmol) of 2-bromo-lH-indene in 490 ml of ether, 12.3 g (46.3 mmol) of Zr(NMe2)4 was added. The reaction mixture was stirred for 12 h and then evaporated to dryness. The residue was dissolved in 500 ml of toluene, and 23.1 g (151 mmol) of bromotrimethylsilane was added. The mixture was stirred for 24 h at room temperature, evaporated to a volume equal to ca. 250 ml, and filtered through a glass frit (G4). Crystals that precipitated at a temperature of 3O0C from the filtrate were separated, washed with 3 x 20 ml of cold dichloromethane, and dried in vacuum. Yield 16.1 g (66%) of yellow crystalline product.Anal. calc. for C9H6Br4Zr: C, 20.59; H, 1.15. Found: C, 20.68; H, 1.20.1H NMR (CDCl3): delta 7.75 (dd, 2H, J = 6.5 Hz, J = 3.0 Hz, 5,6-H), 7.43 (dd, J = 6.5 Hz, J = 3.0 Hz, 2H, 4,7-H), 7.13 (s, 2H, 1,3-H).

The chemical industry reduces the impact on the environment during synthesis 2-Bromoindene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; EXXONMOBIL CHEMICAL PATENTS, INC.; WO2007/70040; (2007); 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 608-30-0 as follows. name: 2,6-Dibromoaniline

Example 51 trans-N- (6-Bromo-2, 3,4, 14b-tetrahydro-1 H-dibenzo [b, qpyrido [1, 2-d] [1,4] oxazepin- 1-yl)-2, 2, 2-trifluoroacetamide (Structure 36 of scheme IX where X = O, R1 = H, R2 = H, R3 = H, R4 = Br, R5 = H, R10 = H) 2-[(2,6-Dibromophenyl)iminomethyl]phenol (Structure 30 of scheme VIII where R2 = H) General method 19: Formation of an imine of Structure 30 out of an amine and an aldehyde. A solution of 2, 6-dibromoaniline (9 g, 35.9 mmol), salicylaldehyde (2.79 mL, 35.9 mmol) and p-toluenesulfonic acid (20 mg, 0.1 mmol) in toluene (180 mL) was heated to reflux in a Dean-Stark apparatus for 2 h. After adding some triethylamine the reaction mixture was evaporated resulting in crude compound 2- 6- dibromophenyl) iminomethyllphenol (14 g, 100%).

According to the analysis of related databases, 608-30-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AKZO NOBEL N.V.; WO2003/84963; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 5433-01-2, name is 1-Bromo-3-isopropylbenzene, 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 5433-01-2, Product Details of 5433-01-2

A. (E)-3-(3-lsorhoropyl-phenyl)-propenal; 1-Btauomo-3-isopropylbenzene (14.5 g, 69 mmol), acrolein-diethylacetal (33.5 mL, 208 mmol), Bu4NOAc (44 g, 138 mmol), K2CO3 (14.5 g, 104 mmol), KCI (5.2 g, 70 mmol) and Pd(OAc)2 (0.5 g, 2 mmol) are suspended in 290 mL DMF and heated for 24 h at 900C. The reaction mixture is cooled to ambient temperature, diluted with water (10OmL) and acidified with 2N HCI. After extraction with TBME, the organic layer is washed with water, dried over Na2SO4, filtered and concentrated. The crude product is purified by flash chromatography on silica gel (eluent: hexane/AcOEt 19/1) to give the titie compound. TLC, Rf (hexane/AcOEt 10/1) = 0.56. MS(EI+): 175 (M+1).

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; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/66896; (2006); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 111721-75-6,Some common heterocyclic compound, 111721-75-6, name is 2-Bromo-3-fluoroaniline, molecular formula is C6H5BrFN, 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 2-bromo-3-fluoro aniline (25.0 g, 131.57 mmol) in dichloromethane (500 mL) at 0 C under nitrogen was added acetic anhydride (18.65 mL, 197.36 mmol). The resulting mixture was warmed to room temperature and stirred for 16 hours. After that, the reaction mixture was diluted water and extracted with dichloromethane (2 x 500 mL). The combined organic phase was washed with brine, dried over anhydrous Na2S04 and concentrated in vacuo to get compound XlVa (crude), which was taken as such for the next step without further purification. Yield: 25 g, 81.91%. LC- MS Calc. for C8H7BrFNO, 232.05; Obs.; 232.0 [M+]; -NMR (300 MHz, DMSO-d6): delta 9.57 (s, 1H), 7.49-7.34 (m, 2H), 7.20-7.14 (m, 1H), 2.09 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-3-fluoroaniline, its application will become more common.

Reference:
Patent; BUGWORKS RESEARCH INDIA PVT LTD; PEER MOHAMED, Shahul Hameed; BHARATHAM, Nagakumar; KATAGIHALLIMATH, Nainesh; SHARMA, Sreevalli; NANDISHAIAH, Radha; RAMACHANDRAN, Vasanthi; VENKATARAMAN, Balasubramanian; (221 pag.)WO2018/225097; (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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, A new synthetic method of this compound is introduced below., SDS of cas: 138526-69-9

The format reagent is kept at a reaction temperature of 5 C.3,4,5-trifluorobromobenzene 28.476 g (0.14 mol) was previously dissolved in 70 mL of THF to prepare a 3,4,5-trifluorobromobenzene solution.Trimethyl borate (64.4 g, 0.28 mol) was previously dissolved in THF (50 mL) to form a trimethyl borate solution.In a 1000 mL dry three-necked flask equipped with a thermometer and a constant pressure dropping funnel,Add 3.8 g (0.16 mol) of magnesium, THF (30 mL),Under the protection of N2, 1 mL of 1,2-dibromoethane and 5 mL of the above-mentioned 3,4,5-trifluorobromobenzene solution were added dropwise, and the reaction was initiated at 5 to 10 C, and a large amount of bubble temperature rose rapidly. Slowly turned grayish black,And controlling the temperature to drop the remaining 3,4,5-trifluorobromobenzene solution of the above configuration at 10 C, the solution slowly turns black gray, after the addition is completed,The reaction was incubated at 5 C for 2 h (ie, the format reagent was kept at a reaction temperature of 5 C).Then the reaction solution is cooled to about -30~-27 C.The above-prepared trimethyl borate solution was slowly added dropwise dropwise.After the completion of the dropwise addition, the reaction was continued at -30 C for 2 h.After the reaction was completed, dilute hydrochloric acid (135 mL of 12% dilute hydrochloric acid) was added dropwise at room temperature, and the mixture was stirred at room temperature for 4 h.Ester extraction (50 mL × 3), the organic phase is combined, dried over anhydrous sodium sulfate, and the organic phase is distilled off under reduced pressure, and the residue is distilled.Add 20 mL of dichloromethane, stir for 5 min, filter with a white solid, wash with a small amount of dichloromethane, and dry to give a white powder3,4,5-trifluorobenzeneboronic acid 14.78 g, yield 60%.

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; Zhejiang University of Technology; Li Zhenhua; Zhang Xuchao; Tan Zhiyong; (11 pag.)CN109942433; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 583-75-5, name is 4-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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. Computed Properties of C7H8BrN

EXAMPLE 192 1,2-Dihydro-6-(3-nitrophenyl)-2,2,4,8-tetramethylquinoline (Compound 292, structure 86 of Scheme XXII, where R1 =R3-5 =H, R2 =nitro) 4-Bromo-2-methylaniline (5.58 g, 30 mmol) was treated with iodine (0.2 g, 0.9 mmol) and acetone (150 mL) in a sealed tube at. 80 C. for 24 h to provide 6-bromo-1,2-dihydro-8-methylquinoline (Compound 85 of Scheme XXII) in 9% yield as a yellow oil (0.70g). Most of the aniline (>80%) was recovered.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 583-75-5, its application will become more common.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5696130; (1997); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 112734-22-2, These common heterocyclic compound, 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, 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.

Boc20 (106.96 mg, 490.10 muiotaetaomicron) and DMAP (5.99 mg, 49.01 muiotaetaomicron) were added to a solution of Compound BD2-2 (100.00 mg, 490.10 muiotaetaomicron) and TEA (148.78 mg, 1.47 mmol) in DCM (4.00 mL). The mixture was stirred at 15C for 12 hours. LCMS showed the reaction was completed. The mixture was concentrated to get crude residue. The residue was purified by prepatory-TLC (S1O2, Petroleum ether:Ethyl acetate mixture with a ratio of 5: 1) to afford Compound BD2-3 (90.00 mg, crude) as a yellow oil.

Statistics shows that (4-Bromo-2-fluorophenyl)methanamine is playing an increasingly important role. we look forward to future research findings about 112734-22-2.

Reference:
Patent; THE BROAD INSTITUTE, INC.; VACCA, Joseph, P.; (103 pag.)WO2018/75871; (2018); 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. 766-81-4, name is 3-Bromophenylacetylene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3-Bromophenylacetylene

Step B: 4-[(3-Bromophenyl)ethynyl]-2-chloro-5-fluoropyrimidine; To an oven-dried flask under N2 was added 2,4-dichloro-5-fluoropyrimidine (1.66 g, 10 mmol), anhydrous, degassed THF (100 mL), dichlorobis(triphenyl-phosphine)palladium(II) (180 mg, 0.26 mmol), copper(I) iodide (29 mg, 0.15 mmol), and TEA (2.02 g, 20 mmol). After heating the reaction at 60 C. for 30 min, 1-bromo-3-ethynylbenzene (0.9 g, 5.0 mmol) was added dropwise as a solution in THF (25 mL) and the resulting mixture was allowed to heat overnight. The crude reaction mixture was adsorbed to silica gel and purified by column chromatography (2-10% EtOAc in hexanes) to afford the desired product (1.25 g, 78%) as an off white solid. ESIMS (M+H)+=311.

According to the analysis of related databases, 766-81-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SmithKline Beecham Corporation; US2008/51395; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 2550-36-9, 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. 2550-36-9, name is (Bromomethyl)cyclohexane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 2,6-Dihydroxyacetophenone 7 (1.0equiv.) was dissolved in acetone (10mL) and then anhydrous potassium carbonate (2.0equiv.) with corresponding alkyl bromides (1.0equiv.) were added and the reaction mixture was stirred at 80C for overnight. After evaporating the solvent under reduced pressure the reaction mixture was further diluted with dichloromethane (20mL) and washed with water (20mL×3). The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was purified by flash column chromatography to afford the title compounds 8. 6.1.1.1 1-(2-(Cyclohexylmethoxy)-6-hydroxyphenyl)ethanone (8a) Yield 50%; Yellow colored solid; 1H NMR (CDCl3) delta 13.20 (s, 1H), 7.29 (t, J = 8.4 Hz, 1H), 6.53 (d, J = 8.4 Hz, 1H), 6.40 (d, J = 8.4 Hz, 1H), 3.81 (d, J = 6.0, 2H), 2.72 (s, 3H), 1.69-1.87 (m, 5H), 1.19-1.29 (m, 6H).

The synthetic route of (Bromomethyl)cyclohexane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Hyun-Sun; Venkateswararao, Eeda; Boggu, Pulla Reddy; Sharma, Vinay K.; Kim, Youngsoo; Jung, Sang-Hun; Bioorganic and Medicinal Chemistry; vol. 25; 16; (2017); p. 4330 – 4338;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products 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.

3-(1H-imidazo1-1-y1)-5-(trfluoromethy1)anh1ine: A mixture of 3-Amino-5- bromobenzotrifluoride (4.0 g, 0.0167 mol), 8-hydroxy quinoline (0.362 g, 0.0025 mol), Cul (0.476 g, 0.025 mol), irnidazole (1.36 g, 0.0199 mol), and potassium carbonate (2.52 g, 0.0183mol) in 17 mL of DMSO (degassed with argon for 10 mm) was heated at 120C under an atmosphere of argon for 15 h; the HPLC indicated no starting material. A 14% aqueous solution of ammonium hydroxide was added to the cooled mixture and this was stirred for I h at ambient temperature. Water (50 mL) and EtOAc (200 mL) were added and the aqueous layer was extracted with EtOAc (3x3OmL). The combined organic layers were dried over Na2SO4 andconcentrated, The crude product was purified by silica gel flash chromatography (eluted with EtOAc/hexanes) to provide 2.51 g of product.

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; ARIAD PHARMACEUTICALS, INC.; GOZGIT, Joseph, M.; RIVERA, Victor, M.; SHAKESPEARE, William, C.; ZHU, Xiaotian; DALGARNO, David, C.; WO2013/162727; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary