Tag: M.W=200-300

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

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. 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

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. 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

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. 5279-32-3, name is 5,6-Dibromobenzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., Quality Control of 5,6-Dibromobenzo[d][1,3]dioxole

Preparation of 5-(6-bromobenzo[d][1,3]dioxol-5-yl)pyrazin-2-amine (15).; Palladium tetrakis-triphenylphosphine (31 mg, 30 mumol) was added to a degassed solution of dibromide 10 (150 mg, 54 mumol) and boronate 14 (130 mg, 59 mumol) in dioxane:acetonitrile:water (9:9:2, 2.7 mL) and potassium carbonate (171 mg, 800 mumol). The resulting mixture was heated under argon at 90 C. with stirring for 2 h. The mixture was then cooled, diluted with dichloromethane (10 mL), dried with sodium sulfate and concentrated under reduced pressure. Flash chromatography (ISCO system, silica, 0-50% ethyl acetate in hexane) provided 15 (19.6 mg, 12%) as a solid: LRESIMS m/z 294.1 [M+H]+, calcd. for C11H9Br1N3O2 294.0.

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; CalciMedica, Inc.; US2011/263612; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 58458-10-9, name is 3-Amino-2-bromobenzotrifluoride, 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 58458-10-9, Product Details of 58458-10-9

A mixture of 2-bromo-3-(tri r1uoromethyl)benzenamine (9.6 g; 40 mmol), 3,6-dihydro- 4-(4.4.5.5-tetramethyl- 1.3.2-dioxaborolan-2-yl )- 1.1-dimethylethylester- 1(2H)- pyridinecarboxilic acid (14.84 g; 48 mmol ). [l. l “-bis|bis( 1.1- dimethylethyl )phosphinoJferrocene]dichloro-palladium (652 mg; 1 mmol) and sodium carbonate (16.96 g; 160 mmol) in water (100 ml .) and THF (300 ml, ) was heated at reflux overnight. The solvent was removed under reduced pressure and the residue was solubilized with EtOAc and H20. The organic layer was separated, dried over MgSO.i, filtered and evaporated. The residue was purified by chromatography over silica gel (eluent: from 100% petrol ether to 50% petrol ether, 50% EtOAc). The pure fractions were collected and the solvent was evaporated to give 12 g (95%, white crystals) of intermediate 152

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Amino-2-bromobenzotrifluoride, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; MEERPOEL, Lieven; COUPA, Sophie; PONCELET, Virginie, Sophie; PILATTE, Isabelle, Noelle, Constance; PASQUIER, Elisabeth, Therese, Jeanne; BERTHELOT, Didier, Jean-Claude; QUEROLLE, Olivier, Alexis, Georges; MEYER, Christophe; ANGIBAUD, Patrick, Rene; DEMESTRE, Christophe, Gabriel, Marcel; MERCEY, Guillaume, Jean, Maurice; (302 pag.)WO2016/97347; (2016); 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. 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: bromides-buliding-blocks

General procedure: A 25mL Schlenk tube was charged with Cu2O(0.05mmol),ArX (0.5mmol), NHR1R2(0.75mmol), NaOH (1mmol),TBAB (0.1mmol), L1 (0.1mmol) and water (1mL). Themixture was stirred at 130C for 24h. The reaction mixturewas extracted with ethyl acetate (3 × 10mL), washed withwater and brine, dried over anhydrous Na2SO4,and concentratedin vacuo. The residue was purified by flash columnchromatograph on silica gel (ethyl acetate/petroleum etheras the eluent) to provide the target products 3a-3w.

The synthetic route of 2635-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Xiaochuang; Meng, Fei; Zhang, Jie; Xie, Jianwei; Dai, Bin; Catalysis Letters; vol. 148; 4; (2018); p. 1142 – 1149;,
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. 49764-63-8, name is 4,5-Dibromobenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Safety of 4,5-Dibromobenzene-1,2-diamine

General procedure: To a 10 mL vial were added o-diaminobenzene 2 (0.2 mmol, 1.0 equiv), DIPEA(0.24 mmol, 1.2 equiv), and toluene (2 mL), followed by the slow addition of a solution of-acetoxy allenoate 1 (0.24 mmol,1.2 equiv) in toluene (2 mL). The solution was stirred for 12 h atroom temperature. The reaction mixture was concentrated under reduced pressure, and the residuewas purified by silica gel column chromatography using petroleum ether and ethyl acetate (30:1 to15:1 v/v) as the eluent to give the corresponding annulations product 3.

The synthetic route of 49764-63-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Yi-Fan; He, Cheng-Yu; Hou, Longlei; Tian, Ping; Lin, Guo-Qiang; Tong, Xiaofeng; Synlett; vol. 29; 9; (2018); p. 1176 – 1180;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 31543-75-6, 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. 31543-75-6, name is 2,4-Dibromo-1-methylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2,4-Dibromotoluene (1.000 g, 4.00 mmol) and freshly purifiedNBS (0.925 g, 5.20 mmol) were solubilized in 12 mL of 1,2-dichloroethane under inert atmosphere. The solution wasrefluxed during 10 min and azobisisobuthyronitrile AIBN, 0.328 g,2.00 mmol) was added. The resulting suspension was stirred andrefluxed during 6 h. The reaction was monitored by TLC cyclohexane100%. Then, the reaction mixture was evaporated and asolution of cold cyclohexane/dichloromethane 1:1 was added toprecipitate side products (white solid). After the filtration andevaporation, the crude product (1.476 g, 4.49 mmol) was directlyused without purification.

The synthetic route of 2,4-Dibromo-1-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Roussel, Emile; Tran-Nguyen, Viet-Khoa; Bouhedjar, Khalid; Dems, Mohamed Abdesselem; Belaidi, Amine; Matougui, Brahim; Peres, Basile; Azioune, Ammar; Renaudet, Olivier; Falson, Pierre; Boumendjel, Ahcene; European Journal of Medicinal Chemistry; vol. 184; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary