Month: March 2021

Reference of 61613-22-7, 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. 61613-22-7, name is 2-Bromo-N-phenylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a vacuum dried 250 ml three-neck round bottom flask was added compound 9-1 (16 g),Anhydrous tetrahydrofuran (120 ml) was added and stirred under argon atmosphereThe temperature of the mixture was lowered to -78.Butyllithium (56.75 ml) was added slowly and stirred at the same temperature for 1 hour.Xanthone (15.18 g) was added at the same temperature and stirred for 12 hours.After concentration under reduced pressure, the residue was extracted with chloroform (320 ml) to obtain 8 g of the title compound.

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

Reference:
Patent; Dae Joo Electronic Materials Co., Ltd.; Park Jeong-gyu; Jang Sun-uk; Lee Hyeon-seok; Kim Min-yeong; Jeon Yeong-min; (29 pag.)KR2017/126059; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 54879-20-8, 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. 54879-20-8, name is 2-Bromo-3-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-bromo-3-methylaniline (1.0 eq.) in tetrahydrofuran (0.2 M) at 0¡ã C. under N2 atmosphere was added dropwise 1M NaHMDS (2.5 eq.). The reaction was stirred for 15 minutes at 0¡ã C., and a solution of di-tert-butyl dicarbonate in tetrahydrofuran was added. The reaction was warmed to room temperature overnight. The solvent was evaporated, and the resulting residue was quenched with 0.1N HCl aqueous solution. The aqueous suspension was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH? system (ISCO) using 0-5percent ethyl acetate in hexane to give product as light yellow oil.

The synthetic route of 2-Bromo-3-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GlaxoSmithKline Biologicals SA; Skibinski, David; Jain, Siddhartha; Singh, Manmohan; O’Hagan, Derek; (124 pag.)US9408907; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 4101-68-2,Some common heterocyclic compound, 4101-68-2, name is 1,10-Dibromodecan, molecular formula is C10H20Br2, 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.

1.23 g of compound 3, 2.97 g of 1,10-dibromodecane, 0.43 g of potassium hydroxide and 0.16 gTetrabutylammonium bromide was added to 10 ml of methylene chloride and 6.5 ml of water, and the mixture was stirred at room temperature for 24 hours under a nitrogen atmosphere.Washed twice with 30 ml of water, washed with 15 ml of saturated brine, the organic layer was separated,After drying with anhydrous sodium sulfate, the solvent was removed by rotary evaporator,Purification with 200-300 mesh silica gel column chromatography (eluent is ethyl acetate / petroleum ether, volume ratio of 1: 30-1:20) to give 1.41 g of compound 4 as a colorless solid in 89% yield

The synthetic route of 4101-68-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guilin University of Technology; Kong, Xiangfei; Dai, Shengping; Zhang, Laiqi; Liao, Peihai; Wang, Guixia; (10 pag.)CN106117225; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 203302-95-8, 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. 203302-95-8, name is 4-Bromo-3,5-difluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of cyclopropylamine (33 muL, 0.47 mmol) was added Et3N (200 muL, 1.41 mmol), followed by dropwise addition of acid chloride in anhydrous CH2Cl2. The solution was stirred for 2 h at room temperature, then it was washed successively with 10 % HCl, 5 % NaOH, water and brine, dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to afford compounds 7a (85 %) as a white solid.

The synthetic route of 4-Bromo-3,5-difluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Shao-Mei; Huang, Zhi-Ning; Zhou, Zhong-Shi; Hou, Jin; Zheng, Man-Yi; Wang, Li-Juan; Jiang, Yu; Zhou, Xin-Yi; Chen, Qiu-Yue; Li, Shan-Hua; Li, Fu-Nan; Archives of Pharmacal Research; vol. 38; 10; (2015); p. 1761 – 1773;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 58971-11-2, name is 3-Bromophenethylamine, 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 58971-11-2, Product Details of 58971-11-2

Di-tert-butyl dicarbonate (0.30 g, 1.38 mmol) and triethylamine (0.44 mL, 3.13 mmol) were added to a stirred solution of [2-(3-bromophenyl)ethyl]amine (0.25 g, 1.25 mmol) in tetrahydrofuran (2 mL) and the mixture was stirred at room temperature. After 3 hours ethyl acetate and water were added to the mixture. The organic layer was washed with brine, dried (Na2SO4) and evaporated. Purification of the residue by flash chromatography (8:2 hexanes/ethyl acetate) gave the title compound (0.29 g, 77%) as a solid.LRMS (m/z): 300/302 (M+1)+.1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.44 (s, 9 H) 2.75-2.80 (m, 2 H) 3.36-3.41 (m, 2 H) 4.56 (br. s., 1 H) 7.10-7.20 (m, 2 H) 7.35 – 7.40 (m, 2 H)

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, 3-Bromophenethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Almirall, S.A.; Vidal Juan, Bernat; Forns Berenguel, Maria Pilar; Castillo Mcquade, Marcos; Erra Sola, Montserrat; Mir Cepeda, Marta; EP2441755; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 327-52-6, These common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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.

20.0 g (61.7 mmol) of (S)-3-((benzyloxycarbonyl)amino)-4-(methoxy (methyl)amino)-4-oxobutanoic acid methylester obtained in Step 1-2(3) was put in a flask filled with nitrogen, and 80 mL of dry THF was added and dissolved. 16.26 g (77 mmol) of the compound of Chemical Formula 2 was added thereto. The mixture was cooled to -10C, and 77.1 mL (154 mmol) of 2 M isopropyl magnesium chloride was added thereto over a period of 2 hours. The temperature of the mixture was raised to room temperature, and stirred for 12 hours. The reaction mixture was cooled to -10C, and 50 mL of 6N hydrochloric acid was added dropwise over a period of 2 hours. 200 mL of ethyl acetate was added for phase-separation. After phase-separation, the organic layer was washed with saturated sodium hydrogen carbonate and dried over magnesium sulfate, followed by concentration under reduced pressure to give 22 g of residual concentrate (yield 90.2%). It was used in the next step without further purification. 1H NMR(300MHz, CDCl3)delta7.65(m, 1H), 7.35(m, 5H), 6.98(m, 1H), 5.90(d, 1H), 5.18-5.08(m, 1H. s, 2H), 3.64(s, 3H), 2.97(dd, 2H)

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAEWOONG PHARMACEUTICAL CO., LTD.; CHOI, Soo Jin; LEE, Byung Goo; OH, Seong Soo; KIM, Yong Tae; EO, Jin Yong; KIM, Hung Sop; WO2012/148246; (2012); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1647-23-0,Some common heterocyclic compound, 1647-23-0, name is 1-Bromo-3,3-dimethylbutane, molecular formula is C6H13Br, 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.

Ste S; The grignard reagent was made as follows: Magnesium turnings (2.4 g, 100 mmol) were suspended in dry Et2O (150 ml) under N2. A few iodine crystals were added to the mixture. The 1 -bromo-3,3-diemthyl butane (16.5 g, 100 mmol) in Et20 (50 ml) was added in portions over ~ 45 minutes to maintain gentle reflux. After the addition of all of the 1-bromo-3,3-diemthyl butane, the reaction was refluxed for 2 nr. The gringnard solution was used as is in the next step.The grignard reagent (100 mmol in 200 ml of Et20) was added to a solution of the imine (9.9 g, 33.5 mmol) at -78C. The solution was siowly warmed to RT. After stirring at RT for 2 h, the reaction was quenched with sat. NH4CI(aq.) at 0 C. Ethyl acetate was added, and the mixture was stirred at RT for 1 h. The layers were separated, and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine and dried (MgS04). The mixture was filtered and concentrated. The residue was purified via gradient flash chromatography (0-40% EtOAc in hexanes, SiO2). The major fraction was recrystallized from heptane/IPA which yielded 2.8 g of the desired product. The mother liquor was recrystallized once again to provide an additional 1.3 g (32 % total).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3,3-dimethylbutane, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WONG, Michael, K.; LAVEY, Brian, J.; YU, Wensheng; KOZLOWSKI, Josheph, A.; DEMONG, Duane, E.; DAI, Xing; STAMFORD, Andrew, W.; MILLER, Michael, W.; ZHOU, Guowei; YANG, De-Yi; GREENLEE, William, J.; WO2011/119559; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1073-06-9,Some common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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.

Step 1: 2-Bromo-6-fluorobenzaldehydeTo a stirred solution of diisopropylamine (1.4 mL, 0.00571 mol) in dry tetrahydrofuran (7.2 mL) was added dropwise n-butyllithium (1.6M in hexane) (3.56 mL, 0.00571 mol) at 0C and stirring was continued for 15 min at 0C. The reaction mixture was cooled to -78C and l-bromo-3-fluorobenzene (1 g, 0.00571 mol) was added over 10 min. After stirring for 1 h at -78C, anhydrous N,N-dimethylformamide (7.2 mL) was added dropwise over 5 min and the resulting mixture was stirred for another 20 min at -78C. The reaction was quenched with addition of acetic acid (0.6 mL) followed by water (15 mL) and the mixture was warmed to room temperature. The mixture was extracted with ethyl acetate (2×20 mL) and the combined organic layers were washed with water (2×10 mL) followed by brine solution and dried over anhydrous sodium sulfate. The solvent was evaporated under vacuum to afford the title compound as a pale yellow solid (850 mg, 73%). H NMR (400 MHz, DMSO-d6) : delta 10.21 (s, 1H), 7.66-7.61 (m, 2H), 7.45-7.42 (m, 1H). ESI-MS: Calculated mass: 201.94; Observed mass: 202.0 [M]+.

The synthetic route of 1073-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott, K.; SMITH, Roger, A.; REDDY, Sanjeeva; JOHN, Tyler, M.; NYAVANANDI, Vijay, Kumar; SUBRAMANYA, Hosahalli; POTLURI, Vijay; PANIGRAHI, Sunil, Kumar; NADIPALLI, Prabhakara, Rao; SENGUPTA, Saumitra; WO2014/169167; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 699-03-6, 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. 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, This compound has unique chemical properties. The synthetic route is as follows.

a) 4-(4-Methylaminomethyl)phenyl-4-hydroxycyclohexanone-ethylene ketal A solution of 94 g (0.47 mol) of 4-bromo-(N-methyl)-benzylamine in 460 ml of dry tetrahydrofuran is combined first with 300 ml (0.48 mol) of a 1.6 molar solution of n-butyl lithium in hexane and then with 52.5 g (0.48 mol) of trimethylchlorosilane, under a nitrogen atmosphere and at to -25 C. The reaction mixture is stirred for a further 15 minutes at this temperature and then cooled to -75 C. Then another 320 ml (0.51 mol) of a 1.6 molar solution of n-butyllithium in hexane are added so that the temperature does not exceed -70 C. The mixture is stirred for a further 20 minutes at -75 C. and then, within 20 minutes, mixed with a solution of 76 g (0.47 mol) of 1,4-cyclohexanedione-monoethylene ketal in 200 ml of tetrahydrofuran, whilst the temperature should not exceed -65 C. The reaction mixture is then stirred first for 30 minutes at -70 C. and then without external cooling until a temperature of +20 C. is reached. It is then decomposed in ice cold aqueous ammonium chloride solution and extracted several times with methylene chloride. The combined organic extracts are dried with sodium sulphate, the solvent is eliminated and the residue remaining is recrystallized from diisopropylether. 77 g (59% of theory) of 4-(4-methylaminomethyl)phenyl-4-hydroxycyclohexanone-ethylene ketal are obtained, melting point 95-97 C.

The chemical industry reduces the impact on the environment during synthesis 1-(4-Bromophenyl)-N-methylmethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Karl Thomae GmbH; US5726205; (1998); 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. 18648-66-3, name is 2-(4-Bromophenyl)-1,1-diphenylethylene, A new synthetic method of this compound is introduced below., Quality Control of 2-(4-Bromophenyl)-1,1-diphenylethylene

Under the atmosphere of argon, 4-(2,2-diphenylvinyl)bromobenzene (10 g, 30 mmole, 3 eq) was dissolved into a mixed solvent composed of anhydrous toluene (45 ml) and anhydrous THF (45 ml), and the resultant solution was cooled to -20C in a dry ice/methanol bath. To the cooled solution, a hexane solution of n-butyllithium (1.59 mmole/liter, 20 ml, 32 mmole, 1.06 eq) was added, and the obtained solution was stirred at -20C for 1 hour. To the resultant solution, 2-(2-phenyl-2-)propylanthraquinone (3.5 g, 11 mmole) was added, and the obtained mixture was stirred at the room temperature for 3 hours and then left standing for one night. To the resultant reaction mixture, a saturated aqueous solution of ammonium chloride (50 ml) was added. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride and dried with magnesium sulfate. After the solvent was removed by distillation, the product was purified in accordance with the column chromatography (silica gel; hexane+50% dichloromethane, dichloromethane and finally dichloromethane+3% methanol), and a light yellow amorphous solid was obtained (5.7 g; the yield: 67%).

The synthetic route of 18648-66-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; EP1440959; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary