Month: August 2021

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. 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

Set the reflux reaction device, put the stirrer into the reaction flask, Adding 4 – propyl borate, 2,6 – difluoro – 4 – bromoaniline, catalyst Pd (Pph3) 2Cl2, sodium carbonate; Sealing the reaction system, replacing the air in the sealing system into nitrogen; Immediately add isopropanol and water, stir and slowly heat reflux to ensure that the system reacts under nitrogen. After 2.5 hours, the degree of reaction was checked with TLC.

The synthetic route of 67567-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Chao Duowei Optoelectric Zi Co., Ltd.; Shenzhen Mokerui Optoelectric Zi Institute; Zhang Guoxian; Bao Rui; (19 pag.)CN106397288; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 445-02-3, 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. 445-02-3 name is 4-Bromo-2-(trifluoromethyl)aniline, 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.

To a solution of 4-bromo-2-(trifluoromethyl)aniline (500 mg, 2.083 mmol) in pyridine (10 mL) at -15 C was added (R)-2-(tert-butoxycarbonylamino)-4-methylpentanoic acid (578 mg, 2.5 mmol). The mixture was stirred for 5 mm. To this mixture was added POC13 (0.23 3 mL, 2.5 mmol) dropwise over a period of 5 mm. The reaction mixture was stirred at -15 C for 15 mm and was then warmed to room temperature and stirred for 15 mm. Upon completion of the reaction as determined by TLC, the reaction mixture was concentrated under reduced pressure,quenched with water (10 mL), and the pH adjusted to 3 using 1.5 N aq. HC1 solution. The reaction mixture was extracted with ethyl acetate (3 x 5 mL). The combined organic extracts were washed with brine solution, dried over sodium sulfate and concentrated under reduced pressure to afford (R)-tert-butyl (1 -((4-bromo-2- (trifluoromethyl)phenyl)amino)-4-methyl- 1 -oxopentan-2-yl)carbamate (480 mg, 51%yield) as a brown solid: LCMS (ESI) m/e 453.0 [(M+H), calcd for C18H25BrF3N2O3,453.1]; LC/MS retention time (method C): tR = 2.21 min.

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; BRONSON, Joanne J.; DZIERBA, Carolyn Diane; MACOR, John E.; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; WO2015/6100; (2015); 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. 73790-19-9, name is 5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., Safety of 5-Bromo-2,2-dimethylbenzo[d][1,3]dioxole

4-BROMO-1, 2-dihydroxybenzolacetonide A (160.0 g) was combined with NA2C03 (72.0 g), DPPE (12.7g), Pd (OAC) 2 (3.8 g) and acrolein ethylenacetal B (127.0 g) were suspended under an N2 atmosphere in DMF (200.0 g). The yellow suspension was heated to 105-110 C for 32-36 hours, at which time the suspension turned a brownish color. After 32-36 hours, an in process control (IPC) was performed, whereby if the amount of starting material less than 2% (HPLC), the suspension is cooled down to 25C and 320 g of ethyl acetate is added. If the amount of starting material is greater than 2%, the suspension is heated for two additional hours. The suspension was then filtered over nutsch and the residue rinsed with ethyl acetate (320.0 g). Water (640.0 g) and NaCl (19.2 g) were added and the mixture heated to 55-60 C for 10 min. The phases were then separated and the aqueous. phase was discarded. Water (334 g) and NACL (13.4 g) were added to the organic phase, the mixture was well agitated, and the phases were separated. The organic phase was then concentrated under vacuum to provide a brownish oil (208 g) which was used without further purification.

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; LYMPHOSIGN INC.; WO2005/777; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 142808-15-9,Some common heterocyclic compound, 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, molecular formula is C7H3BrF4, 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.

Preparation of 3-fluoro-4-trifluoromethylmagnesium bromide:Under nitrogen protection, add 24g of magnesium chips and 100mL of THF to a 2L four-necked flask, first add 3-fluoro-4-trifluoromethylbromobenzene 13g.The reaction was initiated at about 30 C. After the initiation, a solution of 230 g of 3-fluoro-4-trifluoromethylbromobenzene and 700 mL of THF was added dropwise at 40 C, and the mixture was dropped about 2 h.After the completion of the dropwise addition, the mixture was stirred at 50 C for 2 h, and the reaction was monitored by GC, and the raw material was converted to over 99.0%.Preparation of 2-amino-5-methyl-3′-fluoro-4′-trifluoromethyl-1,1′-biphenyl:Prepared 206 g of N-benzylidene-2-chloro-4-methylaniline and 10 g of anhydrous NiCl2 under nitrogen protection.Sphos 20g and THF 500mL were added to a 2L four-necked flask, and the prepared Grignard reagent was dropped into the reaction system at 50 C, and there was a significant exotherm. After the completion of the dropwise addition, the mixture was stirred for 3 hours.200 mL of 30% sulfuric acid was added and stirred at 50 C for 2 h.After removing THF under reduced pressure, the system was cooled to 0 C.Suction filtration to give a brown solid, the crude product is recrystallized from toluene and hepbrowne to give a slightly brown solid powder 215g, 99.0%, yield: 80.0%.

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-2-fluorobenzotrifluoride, its application will become more common.

Reference:
Patent; Shanghai Kangpeng Technology Co., Ltd.; Zeng Yuan; Zhou Yan; Li Bolan; Chen Xiaobin; Wang Daoxiang; Yang Jianhua; (19 pag.)CN108276294; (2018); 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. 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Product Details of 454-79-5

In an air atmosphere, 1.0 mmol of 5-chloro-2-hydroxybenzylalcohol was added to a 10 ml flask,1.2 mmol of 5-trifluoromethyl-2-bromoaniline, 0.01 mmol of p-cymene ruthenium dichloride dimer, 0.05 mmol of cuprous iodide, 0.1 mmol of 1,1′-bis (dicyclohexylphosphine) Ferrocene,9.0 mmol of potassium tert-butoxide, and 5 ml of toluene, and then placed on a condenser tube heated to 110 C with an oil bath under magnetic agitation and reacted for 18 hours. The oil bath was removed, 3 ml of water was added to the reaction mixture and the mixture was extracted three times with 5 ml of ethyl acetate. The organic phases were combined and dried over anhydrous magnesium sulfate for 30 minutes. The filtrate was concentrated on a rotary evaporator. The concentrated solid was extracted with methylene chloride Recrystallization gave pure product 19 in 82% yield.

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; Luoyang Normal College; Xu Chen; Li Hongmei; Wang Zhiqiang; Lou Xinhua; Fu Weijun; (11 pag.)CN105949143; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 17247-58-4, The chemical industry reduces the impact on the environment during synthesis 17247-58-4, name is (Bromomethyl)cyclobutane, I believe this compound will play a more active role in future production and life.

Step 2: (3aS,4S,65′)-2-[(1S)-1-chloro-2-cyclobutylethyl]-3a,5,5-trimethylhexahydro-4,6-methano-1,3,2-benzodioxaborole (intermediate 2)To Mg (13.60 g, 560 mmol) in THF (650 mL) was added DIBAL (1 M in toluene, 9.1 mL, 9.1 mmol) under N2, and the mixture was stirred for 30 min at room temperature. Intermediate 2 (40.6 mL, 360 mmol) was then added dropwise below 40 C. and the reaction mixture was stirred at room temperature for 2.5 h. After cooling to -78 C., the solution was transferred to a solution of intermediate 1 (70 g, 0.267 mol) in THF (400 mL) at -78 C. under N2 protection and the resulting mixture was stirred for 45 min. ZnCl2 (1 M in Et2O, 750 mL, 750 mmol) was then added in one portion, the mixture was allowed to warm to room temperature and stirred overnight. To the reaction mixture were added ethyl acetate (800 mL) and sat. NH4Cl (350 mL), the mixture was stirred for 1 h and the organic layer was washed with water (300 mL), brine (300 mL), dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography (petroleum ether: ethyl acetate=20:12:1) to afford intermediate 2 (65 g, 82% yield) as a colorless oil.

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, (Bromomethyl)cyclobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2010/81633; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 39478-78-9, name is 5-Bromo-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 39478-78-9, HPLC of Formula: C7H8BrN

2. Synthesis of 1-(6-bromo-1H-indazol-1-yl)ethanone Into a 500 mL round-bottom flask, was placed a solution of 5-bromo-2-methylbenzenamine (25 g, 134.41 mmol) in CHCl3 (60 mL). To the above was added acetic anhydride (27.97 g, 273.95 mmol) dropwise with stirring, while cooling to a temperature of 0 C. over a time period of 1 hour. The resulting solution was allowed to react, with stirring, for 3 hours while the temperature was maintained at 0-5 C. in a bath of H2O/ice. The reaction progress was monitored by TLC (ethyl acetate/petroleum ether=1:5). Addition of isoamylnitrite (37.35 g, 319.23 mmol) was next. This was followed by the addition of KOAc (4.39 g, 44.80 mmol). To the mixture was added acetic anhydride (47.6 g, 466.21 mmol). The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at reflux in a bath of oil. The reaction progress was monitored by TLC (ethyl acetate/petroleum ether=1:5). The mixture was concentrated by evaporation under vacuum using a rotary evaporator. Adjustment of the pH to 7 was accomplished by the addition of NaHCO3 (50%). The resulting solution was extracted three times with 600 mL of ethyl acetate and concentrated by evaporation under vacuum using a rotary evaporator. The residue was purified by eluding through a column with a 1:100 ethyl acetate/petroleum ether solvent system. This resulted in 26 g (81%) of 1-(6-bromo-1H-indazol-1-yl)ethanone as a orange solid.

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; MEMORY PHARMACEUTICALS CORPORATION; US2008/200471; (2008); 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. 337915-79-4, name is 5-Bromo-N1-methylbenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Bromo-N1-methylbenzene-1,2-diamine

To a cooled (0 0C) and stirred suspension of (2-amino-5-bromophenyl)methylamine (9.5g, may be prepared as described in intermediate 46) in 2M hydrobromic acid was added dropwise a cooled (5 0C) solution of sodium nitrite (4.02 g) in water (50 ml). The resultant mixture was stirred at 5 0C for 0.5 hr and then at 15-20 0C for 4 hr. The mixture was partitioned between EtOAc (500 ml) and saturated aqueous sodium bicarbonate (500 ml). The aqueous phase was separated off and extracted with EtOAc (500 ml). The organic phases were combined, washed with water and brine, dried (magnesium sulphate) and adsorbed on to silica gel prior to flash chromatography over silica gel, eluting with EtOAc / cyclohexane (1 :3). Fractions containing the target compound were combined and evaporated to give a brown solid (4.48 g). 2.61 g of this was further purified by chromatography over silica gel, eluting with 2% MeOH in chloroform. The appropriate fractions were combined and evaporated to give the target compound as a pale brown solid (1.3O g).

According to the analysis of related databases, 337915-79-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/12622; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 21865-50-9, name is 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole, 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 21865-50-9, Quality Control of 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole

A sample of 6-Bromo-2,3,4,9-tetrahydro carbazole (0.498g, 2 mmol) was dissolved in 4 ml of dry DMF. To this stirred solution, NaH (60% suspension; 0.24g, 6 mmol) was added portion wise followed by the addition of diethyl sulfate (0.79ml, 6 mmol). The reaction mixture was heated to 80 0C overnight. The TLC of mixture, with 4:6 dichloromethane/hexane, showed complete consumption of starting material and a new spot with higher Rf value. The reaction mixture was added to 60 ml of ice cold H2O, the mixture was extracted with EtOAc and washed with sat. brine solution. The organic layer was dried over anhyd.MgSO4, solvents were concentrated in vacuo and the crude was purified by column chromatography to obtain 0.4g of the pure product.1H NMR 500 MHz CDCl3: 7.57, s, IH, 7.2, d, J=8.7, IH, 7.12, d, J=8.7, IH, 4.04, q, J=7.2, 2H, 2.73-2.64, m, 4H, 1.98-1.90, m, 2H, 1.88-1.81, m, 2H, 1.30, t, J=7.3, 3H.

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, 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IMMUSOL INCORPORATED; WO2008/21745; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 40787-48-2,Some common heterocyclic compound, 40787-48-2, name is 1,4-Dibromo-2,5-diethylbenzene, molecular formula is C10H12Br2, 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.

In the glove box the mixture of 1 ,4-dibromo-2,5-diethylbenzene (7.1 1 g, 24.35mmol), 4-chloro-2-methylphenylboronic acid (8.3g,48.70mmol), Aliquat 336 (0.5g), and Pd(PPh3) (1 .4g, 1 .21 mmol, 0.05eq), and Na2CO3 (12.9g, 121 .7mmol) in degassed toluene (200mL) was prepared. Outside dry box, the degassed water (65ml_) was added to the former mixture under nitrogen, and then the resultant mixture was stirred at 88C overnight under nitrogen. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over anhydrous MgSO4. Filtration, concentration of the filtrate, and then the silica column chromatography (hexane) provided the desired product, 18, (6.7g, 72% yield) as a white solid.

The synthetic route of 40787-48-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; PARK, Kyung-Ho; RADU, Nora, Sabina; JOHANSSON, Gary, A.; FENNIMORE, Adam; DELANEY, William, J.; LECLOUX, Daniel, David; WO2011/159872; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary