Month: January 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. 586-61-8, name is 1-Bromo-4-isopropylbenzene, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-4-isopropylbenzene

Under a stream of nitrogen, 2.55 g (105 mmol) of magnesium and 50 ml of anhydrous THF were put into a nitrogen-replaced 300 ml capacity reaction flask, followed by stirring. At room temperature, a 30 ml THF solution of 19.91 g (100 mmol) of 4-t-propylphenylbromobenzene was added dropwise thereto, followed by stirring at room temperature for 1 hour (synthesis of a Grignard compound).Next, the above-mentioned solution was cooled to 5 C. or less, and 10.05 g (50 mmol) of the (S)-proline-N-ethyl carbamate methyl ester obtained in Synthesis Example 2 was added dropwise thereto at 10 C. or less and allowed to undergo the reaction. Thereafter, this was heated under reflux for 3 hours and then cooled, and the reaction solution was added to 100 ml of saturated ammonium chloride aqueous solution, mixed with 100 ml of toluene for extraction, followed by stirring for 1 hour. This was transferred to a separating funnel, and the organic layer was separated and washed twice with saturated brine. After drying the organic layer with anhydrous sodium sulfate, the solvent was evaporated to obtain 16.22 g of (5S)-[3,3,0]-1-aza-2-oxo-3-oxa-4,4-bis-(4′-i-propylphenyl)-bicyclooctane.

The synthetic route of 586-61-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKASAGO INTERNATIONAL CORPORATION; US2010/324338; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 4333-56-6, A common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, molecular formula is C3H5Br, 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.

In a microwave reaction vial, 4-hydroxybenzaldehyde (1.20 g), K2CO3 (2.04 g), and NaI(49.0 mg), bromocyclopropane (1.02 mL), and DMF (9.80 mL) were mixed and the vialwas sealed. The mixture was stirred for 3 h at 200 oC with microwave irradiation. Aftercooled to room temperature, the mixture was poured into water and extracted with Et2O3 times. Combined organic layers were washed with brine, passed through PhaseSeparator, and concentrated under reduced pressure. The residue was purified by flashcolumn chromatography (gradient from hexane to hexane/EtOAc = 1:1) to give 3h (510mg) as a colorless oil. 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 0.76 – 0.91 (m, 4 H) 3.77 – 3.88 (m, 1 H) 7.12 – 7.19 (m, 2 H) 7.80 – 7.87 (m, 2 H) 9.90 (s, 1 H).MS ESI/APCI Dual posi: 163[M+H]+, 185[M+Na]+.

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:
Article; Hamada, Makoto; Takayama, Tetsuo; Shibata, Tsuyoshi; Hiratate, Akira; Takahashi, Masato; Yashiro, Miyoko; Takayama, Noriko; Okumura-Kitajima, Lisa; Koretsune, Hiroko; Kajiyama, Hiromitsu; Naruse, Takumi; Kato, Sota; Takano, Hiroki; Kakinuma, Hiroyuki; Bioorganic and Medicinal Chemistry Letters; vol. 28; 10; (2018); p. 1725 – 1730;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 22385-77-9,Some common heterocyclic compound, 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, molecular formula is C14H21Br, 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.

A solution of 1-bromo-3,5-di-tert-butylbenzene (3.380 g, 12.55 mmol, 3 equiv) in THF (25mL) was added dropwise under stirring to magnesium turnings (0.366 g, 15.05 mmol, 3.2equiv), activated with iodine (?0.1 mg). The reaction was stirred for 4 h under reflux, thencooled to ambient temperature and the unreacted Mg was filtered off. The Grignard solutionwas added dropwise to a solution of BiCl3 (1.312 g, 4.16 mmol, 1 equiv) in THF (20 mL) at0 C, and the reaction mixture was stirred overnight at ambient temperature. The solvent wasremoved under vacuum and the green residue was extracted with n-pentane (3 ¡Á 20 mL). After the removal of the solvent, 4 was isolated a colorless solid. Yield: 2.362 g (73percent basedon BiCl3). Single crystals suitable for X-ray analyses were grown from CH2Cl2 solution.

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-3,5-di-tert-butylbenzene, its application will become more common.

Reference:
Article; Preda, Ana-Maria; Krasowska, Ma?gorzata; Wrobel, Lydia; Kitschke, Philipp; Andrews, Phil C.; MacLellan, Jonathan G.; Mertens, Lutz; Korb, Marcus; Rueffer, Tobias; Lang, Heinrich; Auer, Alexander A.; Mehring, Michael; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2125 – 2145;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 67567-26-4, 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. 67567-26-4, name is 4-Bromo-2,6-difluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Potassium acetate (3.54g, 36.1 mmol) and the boronate (3.36g, 13.2 mmol) were added as solids to a flask then placed under N2. 4-bromo-2,6-difluoroaniline (2.5Og, 12.0mmol) in DMSO (3OmL) was then added to the flask. The reaction was taken through three purge-fill cycles using high vacuum then nitrogen. Pd(dppf)CH2Cl2 (0.129g, 0.159mmol) was added.The reaction was again placed under vacuum then blanketed with nitrogen. The reaction was heated at 80 0C until TLC showed the complete consumption of starting bromide (approximately 90 minutes). The reaction was cooled to room temperature. ETOAc was added, the reaction was then partitioned between EtOAc and saturated aqueous bicarbonate. The organic layer was washed with brine seven times to remove DMSO. The material was then dried with Na2SO4 and concentrated under vacuum. . The residue was chromatographed with eluent 0-100% v/v CEbCVHexanes. Pure product was obtained in 62% yield. 1H-NMR (OMSO-d6) delta 7.03 (dd, J = 6.6Hz, 1.8Hz, 2H), 5.76 (s, 2H) 1.26 (s, 12H); MS [M+H]+ = 256.3, LCMS RT = 3.30 min; R/= 0.37 in 40% CH2Cl2/ Hexanes.

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, 4-Bromo-2,6-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2007/64931; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6911-87-1, name is 4-Bromo-N-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 6911-87-1, Recommanded Product: 6911-87-1

2 mmol of trifluoroethylamine hydrochloride, 1 mL of water, 34 uL of acetic acid, and 1 mL of dichloroethane were placed in a reaction tube, and a rubber stopper was placed and fixed on a stirrer. Take 42 mg of sodium nitrite in a 1.5 mL sample tube, add 1 mL of water to the sample tube, and shake the sample.The tube is dissolved in sodium nitrite. dissolving the dissolved sodium nitrite solution into the reaction tube with a syringe, Stir for half an hour at room temperature.Dissolve the iron porphyrin of formula 3 with 1 mL of dichloromethane (R1 = calixarene, R2 = R3 = CN, L = OAc)(catalytic amount, 9/1000 of the molar amount of secondary amine), 0.24 mmol of 4-bromo-N-methylaniline was taken in the sample tube. After half an hour, put the sample tube the internal mixed solution is added dropwise to the reaction tube, and stirred while being added.The temperature was raised to 80 C for 12 hours. The reaction solution is cooled to room temperature and passedPart of the impurities are removed by filtration, concentrated and purified by column chromatography to obtain the desired product. The column chromatography eluent is petroleum ether andA mixed solvent of acetone. The structure of 4-bromo-N-methyl-N-(2,2,2-trifluoroethyl)aniline is as follows:The compound was a pale yellow liquid with a yield of 73% and its nuclear magnetic data was as follows:

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, 4-Bromo-N-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yuanjiang Hualong Catalysis Technology Co., Ltd.; Liu Qiang; Xu Guiming; Guo Cancheng; (16 pag.)CN108997145; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

2695-48-9, name is 8-Bromo-1-octene, 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. name: 8-Bromo-1-octene

THF (21 mL) was coolecd to -50 C, n-BuLi (2.5 M, 10.3 mL) was added dropwise. After addition, i-Pr2 H (2.6 g, 25.7 mmol, 3.6 mL) was added to the solution dropwise. After addition, the solution was stirred at -50 C for 0.5 hr. Then the solution was warmed up to -30 C, and a solution of compound 14A (1.4 g, 10.3 mmol, 1.4 mL) in THF (10 mL) and Heptane (10 mL) was added. Then a solution of compound 14B (2.4 g, 12.4 mmol, 2.1 mL) in THF (8 mL) was added. The reaction was stirred at -30 C for lhr. The mixture was quenched with H20 (100 mL). The organics were separated and extracted with H20 (50 mL x 2). The aqueous phase was acidified with IN HCl to pH ~ 2 and then extracted with EtOAc (100 mL x 2). The organics were collected, dried with Na2S04, filtered and concentrated to afford compound 14C (4.4 g, crude) as light yellow oil, which was used directly for the next step without further purification. 1H NMR (CDCI3, 400 MHz): delta 7.90 – 7.88 (m, 1H), 7.34 – 7.31 (m, 1H), 7.15 – 7.09 (m, 2H), 5.72 – 5.63 (m, 1H), 4.87 – 4.76 (m, 2H), 2.90 – 2.86 (m, 2H), 1.92 – 1.87 (m, 2H), 1.50 – 1.47 (m, 2H), 1.26 – 1.14 (m, 8H).

The synthetic route of 2695-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; MA, Jingyuan; EMAYAN, Kumaraswamy; ADLER, Marc; (327 pag.)WO2018/9417; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 59907-13-0, These common heterocyclic compound, 59907-13-0, name is 2-Bromo-1-fluoro-3-methylbenzene, 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.

2-bromo-3-fluorotoluene (1.89 g, 10 mmol),Carbazole (1.67 g, 10 mmol) and cesium carbonate (6.52 g, 20 mmol)Add 15mL dimethylformamide (DMF),The mixture was stirred at 150C for 12 hours, poured into 200 ml of water, and the precipitate was collected by filtration.After column purification, white solid 9-(2-bromo-3-methylphenyl)carbazole (3.1 g) was obtained with a yield of 92%.

The synthetic route of 59907-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Fujian Structure Of Matter Institute; Lu Canzhong; Chen Xulin; Jia Jihui; (22 pag.)CN107698613; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 114078-88-5, name is 5-Bromo-1,2,3-triazine, molecular formula is C3H2BrN3, 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. Recommanded Product: 5-Bromo-1,2,3-triazine

Weigh 5-bromo-1,2,3-triazine (4.4g, 27.5mmol) was dissolved in chloroform (40 mL), and cooled to 0 deg.] C, was added 1-(cyclopentan-1-en-1-yl)pyrrolidine with stirring -1 After the addition, the reaction mixture was stirred at 0 C for 5 minutes, and raised to 45 C for 45 minutes. The crude product was purified by column chromatography on silica gel (petroleum ether: ethyl acetate = 5: 1 (1: 1) ) to give the title compound (1.86g, yield 34.2%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 114078-88-5, its application will become more common.

Reference:
Patent; XuanZhu Pharma Co.,Ltd.; Wu, Yongqian; (49 pag.)CN105884752; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 656-64-4, 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. 656-64-4, name is 3-Bromo-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

Mix 3-bromo-4-fluoro-aniline (415 mg, 2.18 mmol), cyclopropylboronic acid (244 mg, 2.84 mmol), K3P04 (1.62 g, 7.64 mmol), triphenylphosphine (61 mg, 0.22 mmol), Pd(OAc)2 (25 mg, 0.11 mmol), toluene (12 mL) and water (1 mL) under N2, stir at 100C for 16 hrs. Cool the reaction to 25C, add water (10 mL), extract with EtOAc (10 mLx2). Combine the organic layers; wash with brine (15 mL), dry over anhydrous Na2S04. Concentrate under reduced pressure to give the crude product. Purification by chromatography (silica gel, PE_EtOAc=2:l) affords the target compound (200 mg, 61%).

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-4-fluoroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 176317-02-5, A common heterocyclic compound, 176317-02-5, name is 1-Bromo-2,3,4-trifluorobenzene, molecular formula is C6H2BrF3, 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.

[0510] To a solution of diisopropylamine (10.14 g, 100.20 mmol) in THF (100 mL) was added -BuLi (40.08 mL, 2.5 M in hexane, 100.20 mmol) at -78 C under nitrogen atmosphere. The stirring was maintained at this temperature for 1 h. Then a solution of l-bromo-2,3,4- trifluorobenzene (17.62 g, 83.50 mmol) in THF (120 mL) was added. After stirring for 1 h at -78 C, the mixture was transferred to a bottle with dry ice. The mixture was stirred overnight at room temperature. The reaction was quenched with 10% aqueous HCl and pH was adjusted to 1- 2. The mixture was extracted with ethyl acetate (100 mL x 3). The combined organic extracts were washed with water (100 mL) and brine (100 mL) sequentially, dried over Na2S04, filtered and concentrated under reduced pressure to afford the desired product (20.12 g, 94.5% yield). 1H NMR (400 MHz, DMSO-d6): delta 13.95 (s, 1H), 7.97 (m, 1H).

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; TIANJIN BINJIANG PHARMA, INC.; TIAN, Hongqi; JI, Conghui; LIU, Chunlei; KONG, Li; CHENG, Ying; HUANG, Gongchao; WO2013/107283; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary