Bromides-buliding-blocks

1073-39-8, 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 1073-39-8 as follows.

To a mixture of 3-bromobicyclo[4.2.0]octa-1,3,5-triene (569 mg, 3.1 1 mmol, 1.00 equiv) in THF (12 mL) was added n-BuLi (2.5M in hexane, 1.30 mL, 1.05 equiv) dropwise at -78C, and the mixture was stirred at -78C for 30 min. 4-(Benzyloxy)-5-bromo-2-methoxybenzaldehyde (1 g, 3.1 1 mmol, 1.00 equiv) in THF (3 mL) was then added to the solution. The reaction mixture was stirred at -78C for 2 h. NH4CI/H20 was added and the mixture was extracted with EtOAc thrice. The combined extracts were washed with brine and dried over Na2S04, then concentrated and purified by chromatography on silica gel (5:1 PE/EA) to yield 1 (4-(benzyloxy)-5-bromo-2-methoxyphenyl)(1,2- dihydrocyclobutabenzen-4-yl)methanol as a light yellow oil. MS (ES) m/z: 409.0 [M-OH]+

According to the analysis of related databases, 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

67567-26-4, name is 4-Bromo-2,6-difluoroaniline, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 67567-26-4

4-Bromo-2,6-difluoro-phenylamine (200 g, 0.961 mol) and N-isopropyl acetamide (107 g, 1.057 mol) in toluene (1000 mL) were stirring at 10-15 C. Phosphoryl chloride (177 g, 1.154 mol) and triethylamine (117 g, 1.156 moles) were slowly added. The reaction mixture was heated to reflux for 2-3 hours. The reaction mass was cooled to 10-15 C and water was slowly added into the reaction mixture which was stirred at 30-35 C for 15-20 minutes. The pH of the reaction mass was adjusted to 7.5-8.0 with a sodium hydroxide solution, stirred for 30 minutes at 30-35 C, and the layers were separated. The organic layer was washed with water and the layers were againseparated. Potassium hydroxide (161.5 g, 2.88 mol) and dimethylsulfoxide 400 mL at 30-35 Cwere charged to the organic layer. The reaction mixture was heated to reflux and water wasadded azeotropically for 2-4 hours at reflux temperature. The reaction mass was cooled to 25-30C and water was slowly added into the reaction mixture. The reaction mixture was stirred at 30-35 C for 15-20 minutes and the layers were separated. The organic layer was washed with anaqueous sodium chloride solution. The organic layer was concentrated under vacuum. Toluene (160 mL) and hexanes (1000 mL) were charged to the residue and the resulting mixture was stirred for 2-3 hours at room temperature. The mixture was filtered and the collected solid was washed with hexanes and dried at 50-55 C to yield 215 g (82.3%) of 6-bromo-4-fluoro-1- isopropyl-2-methyl-1H-benzoimidazole with a purity of 99.70%.

Statistics shows that 67567-26-4 is playing an increasingly important role. we look forward to future research findings about 4-Bromo-2,6-difluoroaniline.

Reference:
Patent; MYLAN LABORATORIES LIMITED; JETTI, Ramakoteswara Rao; INDUKURI, Anjaneyaraju; BOMMAREDDY, Aggi Ramireddy; SRINIVASARAO, Attanti Veera Venkata; JEBARAJ, Rathinapandian; CHANDUPATLA, Shivakumar; BATHARAJU, Ramesh; KUNAMNENI, Sunil; (74 pag.)WO2019/102492; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

61326-44-1, Name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene, 61326-44-1, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

General procedure: The synthesis of intermediate tetra-brominated TPE has been reported in previous literatureS1. The solid reactant 2 (100 mg, 0.15 mmol) and solid reactant 3 (0.9 mmol), catalyst palladium acetate (1.73 mg, 0.0077 mmol) and triphenylphosphine (4.04 mg, 0.0154 mmol) was added into the cube which was pumped three times, then anhydrous and anaerobic DMF (5 ml) and bubbled triethylamine(1 ml) was injected. After quickly switching the stopper, the reaction system would flux for two days. When completed, the reaction was cooled to room temperature, then poured into a large amount of water and extracted three times with dichloromethane, and finally washed with saturated saline multiple times to obtain the organic phase. After the organic phase was dried over anhydrous sodium sulfate, the dichloromethane was swirled off by rotary evaporation. TPE-Py was purified by silica gel column chromatography (petroleum ether : ethyl acetate = 1:5) to obtain the solid yellow powder, otherwise TPE-Ph was eluted by petroleum ether/dichloromethane (1:2) to acquire the orange powder.

Statistics shows that 1,1,2,2-Tetrakis(4-bromophenyl)ethene is playing an increasingly important role. we look forward to future research findings about 61326-44-1.

Reference:
Article; Ma, Xiaoxie; Hu, Linli; Han, Xie; Yin, Jun; Chinese Chemical Letters; vol. 29; 10; (2018); p. 1489 – 1492;,
Bromide – Wikipedia,
bromide – Wiktionary

626-40-4, A common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, molecular formula is C6H5Br2N, 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.

Compound II (2.25 g, 10 mmol), compound III (2.51 g, 10 mmol) and diisopropylethylamine (DIPEA,3.88 g, 30 mmol) was dissolved in 50 mL of dry xylene and then warmed under nitrogen protection until the reaction was complete (usually 5 hours). The reaction mixture was carefully poured into 200 mL of ice water, stirred, extracted with 50 mL of X3CH2C12, the combined extracts were washed successively with 1% dilute hydrochloric acid (200 mL) and brine (100 mL) and dried over anhydrous sodium sulfate. The filtrate was evaporated to dryness on a rotary evaporator to give compound IV, white solid.

The synthetic route of 3,5-Dibromoaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Sai Bo Technology Co., Ltd.; Guo Huijun; (11 pag.)CN106749370; (2017); A;,
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., 766-81-4

Step d); Preparation of Compound 6; A mixture of crude 4 (1.27 g, 4.02 mmol), 3-bromophenyl acetylene 5 (1.10 g, 6.07 mmol) dichlorobis(triphenylphosphino)palladium(II) (0.115 g, 0.164 mmol), copper(I) iodide (0.0248 g, 0.130 mmol), triethylamine (2.19 g, 21.6 mmol) in DMF (20 mL) was stirred at room temperature overnight. The reaction was then diluted with ethyl acetate (500 mL) and washed with water (2¡Á150 mL), 2% aqueous lithium chloride (150 mL), dried over sodium sulfate, filtered, and concentrated. Purification by flash chromatography (silica, 1:19 to 1:9 ethyl acetate/hexanes) afforded 6 (0.376 g, 35%) as a yellow oil: 1H NMR (500 MHz, CDCl3) delta 8.82 (d, J=2.0 Hz, 1H), 7.72 (t, J=1.7 Hz, 1H), 7.60 (d, J=2.0 Hz, 1H), 7.48-7.51 (m, 2H), 7.23 (t, J=8.0 Hz, 1H); ESI MS m/z 264 [C11H6BrNS+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; Wyeth; US2007/4786; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

201138-91-2, Adding some certain compound to certain chemical reactions, such as: 201138-91-2, name is 4,6-Dibromodibenzo[b,d]furan, 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 201138-91-2.

In a innert atmoshphere pubchem (http://pubchem.ncbi.nlm.nih.gov/) 4,6-dibromodibenzofuran(4,6-dibromodibenzofuran) 100g (307mmol) in dimethylformamide (DMF) and then dissolved in 0.9 L, here bis(pinacolato)diboron (bis (pinacolato)diboron) 78.0g (307 mmol) and (1,1′-bis (diphenylphosphine) ferrocene) palladium dichloride (II) (1,1′-bis (diphenylphosphine) ferrocene) dichloropalladium (II)), 2.51g (3.07 mmol), potassium acetate and 90.4g (921 put mmol) was heated to reflux at 100 for 3 hours. After the reaction was completed, the reaction solution into water and then filter the mixture, and dried in a vacuum oven. Thus the resulting residue was separated and purified by flash column chromatography gave Compound I-2 56.1g (49%)

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 201138-91-2.

Reference:
Patent; Cheil Industries Co., Ltd.; Lee, Han Ir; Sin, Ji Hun; Yu, Dong Gyu; Gyu, Uhn Sun; Han, Su Jin; Hong, Jin Suk; (33 pag.)KR2015/83385; (2015); A;,
Bromide – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 61613-22-7, name is 2-Bromo-N-phenylaniline, 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 61613-22-7, 61613-22-7

After dissolving 10 g of 2-bromo-N-phenylphenylamine in 100 ml of tetrahydrofuran,The reaction temperature was lowered to -78 C, 20 ml of 2.5 M butyllithium was slowly added dropwise and stirred for 1 h.15.2 g of bis (4-chlorophenyl) methanone was dissolved in 150 ml of tetrahydrofuranAfter slowly adding dropwise, the temperature was increased to room temperature and stirred for 12 h. After the reaction is completed, distilled water and water will be usedMethylene chloride and dried under anhydrous magnesium sulfate and then filtered under reduced pressure, without further purificationPure and directly dissolved in 150 ml of acetic acid, 10 ml of sulfuric acid was added dropwise and the mixture was stirred under reflux. After the reaction is over, useDistilled water and methylene chloride and the resulting solid was subjected to column purification to give compound 9-1 (10 g, yield62%).

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-N-phenylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Liu Xiqing; Cai Hui; (24 pag.)CN107400085; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

52997-43-0, The chemical industry reduces the impact on the environment during synthesis 52997-43-0, name is 7-(Bromomethyl)pentadecane, I believe this compound will play a more active role in future production and life.

In a two-necked RBF (100 mL), compound 3 (3.34 g, 10 mmol), KOH(2.81 g, 50 mmol) and KI (0.17 g, 1 mmol) were mixed in the dry THF(50 mL). The mixture was degassed with N2 flow for 20 min, and 1-bromo-2-hexyldecane (3.66 g, 12 mmol) was added. The solution wasstirred at 65 C for 12 h under N2 before it was cooled to room temperature.The organic layer was extracted with DCM and dried overNa2SO4, and the solvent was removed by rotary evaporation. The residuewas purified by silica gel chromatography (PE as the eluent) toyield the yellow viscous liquid (5.14 g, 92%). 1H NMR (400 MHz,CDCl3) delta 7.54 (d, J=8.4 Hz, 1H), 7.47 (s, 1H), 7.25 (m, 3H), 7.08 (s,1H), 7.06-7.04 (m, 1H), 4.05 (d, J=7.5 Hz, 2H), 2.04 (s, 1H),1.29-1.23 (m, 24H), 0.89-0.84 (m, 6H). 13C NMR (100 MHz, CDCl3) delta145.81, 142.05, 139.07, 138.47, 127.99, 124.58, 123.70, 122.37,120.57, 119.80, 115.82, 114.62, 113.05, 107.11, 49.77, 38.29, 31.86,31.78, 31.62, 29.90, 29.70, 29.58, 29.51, 29.27, 26.38, 26.35, 22.65,22.62, 14.09, 14.06. MALDI-TOF-MS (m/z) 559.27 for [M]+.

The chemical industry reduces the impact on the environment during synthesis 52997-43-0. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhou, Xingbao; Lu, Jurong; Huang, Hongyan; Yun, Yikai; Li, Zhaoning; You, Fei; Zhao, Baomin; Qin, Tianshi; Gao, Deqing; Huang, Wei; Dyes and Pigments; vol. 160; (2019); p. 16 – 24;,
Bromide – Wikipedia,
bromide – Wiktionary

28342-75-8, 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. 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below.

1. Add 1 mmol of 1,5-dibromo-2,4-difluorobenzene, 2.2 mmol of nitrogen-containing heterocyclic compound and 2.27 mmol of potassium carbonate to 5 mL of dimethyl sulfoxide.Then reacted for 6 h under an argon atmosphere at a temperature of 130 C.Obtaining a mixed solution I containing a reactant;The mixed solution I containing the reactant was extracted with a mixture of water and dichloromethane, and then the organic layer obtained after the extraction was dried using anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure using a rotary evaporator to give a crude reaction. Product I; using solvent I as a rinse, the crude reaction product I is purified by column chromatography to obtain 1,5-dicarbazole-2,4-dibromobenzene;The nitrogen-containing heterocyclic compound described in the first step is oxazole;The solvent I described in the first step is a mixed solution of petroleum ether and dichloromethane, the volume ratio of petroleum ether to dichloromethane in the solvent I is 5:1;The volume ratio of water to dichloromethane in the mixture of water and dichloromethane described in the first step is 1:5;

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; Heilongjiang University; Xu Hui; Duan Chunbo; Han Chunmiao; Liang Qianqian; (46 pag.)CN107325811; (2019); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 608-30-0, name is 2,6-Dibromoaniline, molecular formula is C6H5Br2N, 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. 608-30-0

EXAMPLE 42; N-[(2-(2,6-Dibromolphenyl)-1-{[4-(1,1-dimethylethyl)phenyl]methyl}-4-hydroxy-6-oxo-1,6-dihydro-5-pyrimidinyl)carbonyl]glycine; 42a) 2,6-Dibromobenzonitrile; 2,6-Dibromoaniline (0.251 g, 1.00 mmol) was added to a stirred solution of copper (I) cyanide (0.116 g, 1.30 mmol) in dimethylsulfoxide (10 mL) at 50 C. under nitrogen. tert-Butyl nitrite (0.357 mL, 3.00 mmol) was injected over 5 min and the mixture stirred for 1 h at 50 C., then cooled and poured into 1 M aqueous hydrochloric acid (100 mL). The mixture was extracted with ethyl acetate and the extracts washed with water, brine, then dried (MgSO4). The solvent was evaporated under reduced pressure and the residue chromatographed (silica gel, 1-9% methanol/dichloromethane) to give the title compound (0.100 g, 38%). 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 7.33 (t, J=8.08 Hz, 1 H) 7.67 (d, J=8.08 Hz, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 608-30-0, its application will become more common.

Reference:
Patent; Shaw, Antony N.; Duffy, Kevin J.; Tedesco, Rosanna; Wiggall, Kenneth; US2008/171756; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary