Month: June 2021

Electric Literature of 66417-30-9, The chemical industry reduces the impact on the environment during synthesis 66417-30-9, name is 2-Bromo-1-methyl-4-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

[00155] A mixture of 2-bromo-4-trifluoromethyl toluene (1 equivalent), n- butyl vinyl ether (5 equivalents), palladium acetate (0.1 equivalents), DPPP (0.22 equivalents), K2CO3 (1.2 equivalents), and DMF-H20 (0.3 M to bromide) was stirred under N2 for 18 hours at 100C. The reaction mixture was then cooled to room temperature and hydrolyzed with 5% HCI for 30 min. Extraction with EtOAc, washing with H20, sat aq. NaCi, drying (MGS04), and concentration gave an oil. Purification of the crude material by silica gel flash chromatography using an 0% hexanes to 50% HEXANES-ETOAC gradient gave 2′-methyl-5′- trifluoromethylacetophenone : the compound prepared showed a molecular ion M-= 201. 1.

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-1-methyl-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CYTOKINETICS, INC.; WO2005/5382; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 61326-44-1, A common heterocyclic compound, 61326-44-1, name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene, molecular formula is C26H16Br4, 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.

Under the protection of high purity nitrogen,In the 50ml schleckThe reaction flask was charged with 15 ml of tetrakis (4-bromophenyl) ethane (648 mg, 1 Ommol, 1. eqq), Pd (PPh3) 4 (116 mg, 0 lmmol, 0 leq) and re-distilled toluene After dissolving, 3 ml of an ethanol solution dissolved in 4-methoxyphenylphenylborate borane (1170 mg, 5 O Ommol, 5 Oeq) and 1 ml of an aqueous solution of 2MNa2C03 were added to the reaction flask by means of a syringe, and the reaction solution was heated to 50 to 70 C was refluxed for 12 h, cooled to room temperature, extracted with dichloromethane / water. The combined organic layers were dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and recrystallized from ethanol to give 545 mg of a white solid in 72percent yield.

The synthetic route of 61326-44-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TECHNICAL INSTITUTE OF PHYSICS AND CHEMISTRY, CHINESE ACADEMY OF SCIENCES; LI YI, LI YI; HAO, QINGSHAN; CHEN, JINPING; ZENG, YI; YU, TIANJUN; (14 pag.)CN104557552; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1195-33-1,Some common heterocyclic compound, 1195-33-1, name is 4-Bromobenzenesulfinic acid, molecular formula is C6H5BrO2S, 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.

General procedure: To an oven-dried 3-neck round-bottom flask (10 mL) equipped with a stir bar were added the olefin (0.50 mmol), sulfinic acid (1.25 mmol), nBu4NBF4 (82.3 mg, 0.25 mmol), and acetonitrile (10 mL). The flask was equipped with a platinum electrode (1.0 cm ×1.0 cm × 0.3 mm) and a graphite rod electrode. The reaction mixture was stirred and electrolyzed at a constant current (10 mA) at room temperature for 4.5 h. Next, the reaction mixture was concentrated, and the residue was purified by silica gel chromatography to afford the pure product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromobenzenesulfinic acid, its application will become more common.

Reference:
Article; Zhang, Zhefan; Yan; Ma, Dengke; Sun, Jianwei; Chinese Chemical Letters; vol. 30; 8; (2019); p. 1509 – 1511;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 21524-34-5, These common heterocyclic compound, 21524-34-5, name is 2-Bromo-1,3,5-triisopropylbenzene, 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.

To a 50 mL oven-dried flask was added 2-bromo-1,3,5-triisopropylbenzene (10.14 g, 0.036 mol, 1.0 equiv.), (4-(trifluoromethyl)phenyl)boronic acid (7.32 g, 0.06 mol, 1.6 equiv.), K3PO4 (17.0 g, 0.80 mol, 2.2 equiv), Pd2(dba)3 (0.366 g, 0.4 mmol) and SPhos (0.328 g, 0.8 mmol). The flask was evacuated and back-filled with argon three times prior to 40 mL of dry THF and 40 mL of dry toluene was added via syringe. The mixture was then stirred and heated in a 100 C. oil bath for 16 hr. Upon reaction completion, as determined by GC-MS, the mixture was filtered through silica and washed with EtOAc. The filtrate was collected and the solvent was removed under vacuum. The crude residue was purified by flash chromatography on silica gel using an EtOAc/hexanes mixture (0 to 10% EtOAc) as the eluent to get a white solid (11.1 g, 89%). 1H NMR (600 MHz, Chloroform-d) delta 7.42 (dd, J=8.1, 6.8 Hz, 2H), 7.39-7.34 (m, 1H), 7.23-7.19 (m, 2H), 7.09 (s, 1H), 2.97 (p, J=7.0 Hz, 1H), 2.62 (ddd, J=12.7, 7.7, 6.4 Hz, 2H), 1.34 (dd, J=7.0, 0.9 Hz, 5H), 1.11 (dd, J=6.9, 0.9 Hz, 11H) ppm. 13C NMR (151 MHz, CDCl3) delta 147.82, 146.51, 140.84, 137.08, 129.80, 127.91, 126.40, 120.53, 77.26, 77.05, 76.84, 34.28, 30.28, 24.25, 24.13 ppm.

The synthetic route of 21524-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Agency for Science, Technology and Research; Johannes, Charles W.; Robins, Edward G.; Jong, Howard; Lim, Yee Hwee; Chia, Saei Weng; Yang, Yong; Podichetty, Anil; (84 pag.)US2016/207034; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, 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. Recommanded Product: 22034-13-5

To a flask equipped with a reflux device, 3.3 g (29.0 mmol) of t-butoxypotassium, 0.3 g (0.5 mmol) of PEPPSI?-IPr (manufactured by Sigma-Aldrick corporation, product name) as a Pd catalyst, 150 mL of toluene, 5.2 g (24.1 mmol) of the compound (b), and 8.0 mL (26.5 mmol) of bis(2-ethylhexyl)amine were added, and it was refluxed at 120° C. for five hours under a nitrogen atmosphere. After a reaction was finished, solids in a reaction solution were removed by filtration, the filtrate was condensed, and then refinement was performed by column chromatography using hexane/ethyl acetate (99:1, volume ratio) as a developing solution, to thereby obtain a compound (c) (5.3 g, 14 mmol, yield: 58percent).

The synthetic route of 22034-13-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGC Inc.; MIYAKE, Noriaki; Okada, Satoshi; Irisawa, Jun; Konishi, Teppei; Matsuura, Keigo; US2018/346729; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 22034-13-5, 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. 22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, This compound has unique chemical properties. The synthetic route is as follows.

2000mL 1-neck flask (one neck flask) for 4-bromo-benzo [c] [1,2,5] thiadiazole (10g, 46.5 mmol), NaBH4 (17.6g, 465 mmol) were placed into a 900mL EtOH after stirring at room temperature for 16 hours. When the reaction is complete, remove the solvents by rotary evaporation the drier and extracted with CHCl3. Thus extracted organic layer was washed with brine solution. Thereafter, the dried organic layer was again put on MgSO4 and the solvent removed by evaporation dryer to give the title compound C-2-1 (8.0g, 47.6 mmol, 92percent).

The chemical industry reduces the impact on the environment during synthesis 4-Bromobenzo[c][1,2,5]thiadiazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hee SungMaterial Co., Ltd; Lee, Gyung Uhn; Kim, Sin Tae; Kim, Yeong Woo; Uhm, Sung Jin; Lee, Ju Dong; (54 pag.)KR101612903; (2016); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 67567-26-4, These common heterocyclic compound, 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, 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.

4-bromo-2,6-difluoro-phenylamine (1 g, 4.80 mmol) was dissolved in tetrahydrofuran (15 mL) and sodium hydrogen carbonate (483 mg, 5.76 mmol) was added dropwise at 0 C. Benzyl chloroformate (800 mg, 5.76 mmol) was added dropwise and the mixture was stirred at room temperature for 12 hours. Water was added to terminate the reaction and the mixture was washed with diethylether, water and saturated aqueous solution of sodium chloride. The organic layer was dried with anhydrous magnesium sulfate, distilled under reduced pressure and separated by column chromatography using 6:1 mixture solution of hexane and ethyl acetate to obtain the title compound (1.3 g, 81 % yield).[407] NMR: 1H-NMR(CDCl3) 7.39~7.34(5H, m), 7.17~7.13(2H, m), 6.07(1H, s), 5.21(2H, s)

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

Reference:
Patent; LG LIFE SCIENCES LTD.; KIM, Young Kwan; JOO, Hyun Woo; KIM, Myoung Yeol; PARK, Heui Sul; LEE, Tae Hee; KWAK, Hyo Shin; SHIM, Dong Sup; CHOI, Eun Sil; WO2012/111995; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

4117-09-3, name is 7-Bromo-1-heptene, 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: 7-Bromo-1-heptene

(a) 1-Bromo-6,7-epoxyheptane STR24 37.3 g of 1-bromo-6-heptene were added dropwise with 40 minutes, with stirring and flushing with nitrogen, to 50.9 g of m-chloroperbenzoic acid (85% pure) in 300 ml of methylene chloride at room temperature. After standing overnight, the precipitate was filtered off with suction and the filtrate was washed with 10% strength Na2 S2 O4 solution, with saturated sodium bicarbonate solution and with water and (after drying) evaporated under reduced pressure. 42.2 g of crude 1-bromo-6,7-epoxyheptane were obtained.

The synthetic route of 4117-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US4616020; (1986); 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. 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Bromo-2-fluorobenzotrifluoride

5-[4-Fluoro-3-(trifluoromethyl)phenyl]spiro[cyclohexane-1,3-[3H]indol]-2(1H)-one was prepared from (2′-oxo-2,3-dihydrospiro[cyclohexane-1,3′-[3H]indol]-5′-yl)boronic acid (2.5 g, 10 mmol) and 5-bromo-2-fluoro-trifluoromethylbenzene (2 g, 8 mmol) as described for Example 5, to afford the title compound (0.87 g, 30%) as a solid: mp. 222 C.; 1H NMR (DMSO-d6) delta 1.5-1.8 (m, 8 H), 1.8-2.0 (m, 2 H), 6.92 (d, 1 H, J=8.13 Hz), 7.51 (dd, 1 H, J=8.13, 1.76 Hz), 7.55 (dd, 1 H, J=10.54, 9.01 Hz) 7.72 (d, 1 H, J=1.76 Hz), 7.90 (dd, 1 H, J=7.03, 2.20 Hz), 7.98 (m, 1 H) and 10.39 (s, 1 H); MS (EI) m/z 363 (M+).

According to the analysis of related databases, 142808-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; Ligand Pharmaceuticals, Inc.; US6355648; (2002); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 101417-40-7, 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. 101417-40-7, name is 4-(Bromomethyl)benzo[d][1,3]dioxole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2,4-dimethyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)oxazole-5-carboxamide (0.050 g, 0.136 mmol) in anhydrous dimethylformamide (3 mL) in a flamed dried flask under argon atmosphere at 0 C. was added sodium hydride (60% in mineral oil, 0.014 g, 0.339 mmol) was added in one portion. The reaction was stirred for 10 min at 0 C. then 4-(bromomethyl)benzo[d][1,3]diozole (0.031 g, 0.142 mmol) was added as a solid in one portion. The mixture was stirred for 90 minutes, then 1 hour at room temperature. After consumption of starting material, the reaction mixture was quenched with saturated ammonium chloride (25 mL) and extracted with ethyl acetate (2*25 mL). The combined organics were washed once with saturated sodium bicarbonate (50 mL) and dried over anhydrous sodium sulfate. The concentrated residue was purified by flash chromatography over silica gel using 95:5 dichloromethane/methanol to give N-(4-(1-(benzo[d][1,3]dioxol-4-ylmethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)-2,4-dimethyloxazole-5-carboxamide (0.063 g, 92%) as light yellow solid. 1H NMR (400 MHz, DMSO-d): delta 12.52 (s, 1H), 7.80 (d, 1H, J=1.6 Hz), 7.70 (dd, 1H, J=8.4, 2.0 Hz), 7.56 (bs, 1H), 6.97 (d, 1H, J=8.4 Hz), 6.80 (dd, 1H, J=8.0, 1.6 Hz), 6.75 (m, 1H), 6.59 (dd, 1H, J=8.0, 1.6 Hz), 6.05 (s, 2H), 5.10 (s, 2H), 2.99 (m, 2H), 2.71 (m, 2H), 2.48 (s, 3H), 2.40 (s, 3H). MS (ESI): Calcd. for C26H22N4O5S: 502, found 503 (M+1)+.

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-(Bromomethyl)benzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nantbio, Inc.; Tao, Chunlin; Nallan, Laxman; Ho, David G.; Wang, Qinwei; Weingarten, Paul; Juncker-Jensen, Anna B.; (121 pag.)US2018/201610; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary