Month: June 2021

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 3638-73-1 as follows. Safety of 2,5-Dibromoaniline

2, 5-Dibromoaniline was recrystallized from a mixture of toluene/hexane solvents. Under nitrogen, 2, 6-dibromoaniline (36.1 g, 144.0 mmol) and quinoline-6-carbonyl chloride (Precursor 1, 27.3 g, 142.0 mmol, 0.99 equivalent) were dissolved in anhydrous 1, 4-dioxane (350.0 mL) in a 1L one-neck RBF equipped with a large stirrer bar and a reflux condenser. While stirring the solution, a Huenig base (37.2 g, 288.0 mmol, 2.0 equivalents) was added to the solution. The contents in the flask were heated to about 40 by an exothermic reaction. The mixture was stirred and cooled to room temperature. The reactants were heated to 100 in an oil bath for 20 hrs. A complete consumption of 2, 5-dibromoaniline was monitored by TLC. The reactants were poured into warm water (1.5 L) and fine deposits were then formed. The solution was neutralized with sodium carbonate and filtered. The collected residue was dried by suction and rinsed with acetone (25.0 mL) and toluene (25.0 mL) . The filter cake was transported to a 1 L flask, trace water was removed by azeotropic distillation with toluene on a rotary evaporator, and the cake was kept under high-degree vacuum overnight. The dried residue was recrystallized from monochlorobenzene (1.5 L) by using activated carbon as a decolorant. The crystals were separated by filtration and dried under high-degree vacuum (45.05 g, 111.0 mmol, 77.1 , off-white needles) . Addition purification was effected by recrystallization from 1, 4-dioxane ( 0.9 L) . The final product was obtained in the form of off-white crystal (plate) (40.0 g, 98.5 mmol, 68.5) . [0102] 1H NMR (500 MHz, DMSO-d6) delta 10.38 (s, 1H) , 9.03 (dd, J 4.2, 1.7 Hz, 1H) , 8.68 (d, J 2.0 Hz, 1H) , 8.55 (ddd, J 8.3, 1.6, 0.8 Hz, 1H) , 8.28 (dd, J 8.8, 2.0 Hz, 1H) , 8.16 (d, J 8.8 Hz, 1H) , 7.87 (d, J 2.4 Hz, 1 H) , 7.71 (d, J 8.6 Hz, 1 H) , 7.65 (dd, J 8.3, 4.2 Hz, 1H) , 7.46 (dd, J 8.6, 2.4 Hz, 1 H) 13C-NMR (126 MHz, DMSO-d6) delta 119.73, 120.70, 122.78, 127.59, 128.26, 129.19, 129.77, 131.01, 131.25, 132.09, 134.78, 137.63, 138.58, 149.45, 152.86, 165.52. GC/CI+ m/z () : 404.96 (50) [M+H, 2 × 79Br] +, 406.97 (100) [M+H, 79Br, 81Br] +, 408.96 (50) [M+H, 2 × 81Br] +.

According to the analysis of related databases, 3638-73-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; CHO, Sang Hee; NA, Hong Yeop; TANG, Zhengming; FENG, Shaoguang; MOON, Doo-Hyeon; (43 pag.)WO2017/156698; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 955959-84-9, A common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, 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.

A mixture of 3.6 g (4.3 mmol) N4,N4?-di(biphenyl-4-yl)-N4-(10,10-dimethyl-10H-indeno[2,1-b]triphenylen-12-yl)biphenyl-4,4?-diamine, 1.6 g (5.0 mmol) of 4-(4-bromophenyl)dibenzo[b,d]furan, 0.025 g (0.1 mmol) of palladium(II)acetate, 0.07 g (0.19 mmol) of 2-(dicyclohexylphosphino)biphenyl, 0.65 g (7 mmol) of sodium tert-butoxide and 50 ml of toluene was refluxed under nitrogen overnight. After finishing the reaction, then cooled to room temperature. The organic layer was extracted with dichloromethane and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica gel (hexane-dichloromethane) to give product 2.8 g (yield 61percent) as a yellow solid. MS (m/z, FAB+):1072.1

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; YEN, FENG-WEN; (36 pag.)US2016/343941; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 61326-44-1, name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene, 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. Safety of 1,1,2,2-Tetrakis(4-bromophenyl)ethene

Mixture of 1 (3 g, 4.63 mmol), potassium acetate (4.56 g, 46.50 mmol), bis(pinacolato)diboron(5.30 g, 20.4 mmol), and anhydrous dioxane (90 mL) was put into a three-neckedflask and argon gas was bubbled for 30 min. [1,10-Bis(diphenylphosphino)ferrocene]dichloropalladium (II) in dichloromethane (180 mg, 0.22 mmol) were added to the flaskunder argon. The mixture was charged with argon gas for 30 min and then stirred at110 C for 3 days. After cooling to room temperature, the reaction mixture was pouredinto cold water. The precipitate was isolated by filtration and dried in a vacuum oven.The residue was dissolved in chloroform and purified by column chromatography (eluent:chloroform: ethyl acetate 1:1). The resulting white solid was washed with methanol anddried (yield 3.16 g, 82%). 1H NMR (300MHz, CDCl3) 7.5 (8H, d), 7.0 (8H, d) ppm, 1.3(24H, s) ppm. FT-IR (KBr pellet, cm1): 2981 (C-H), 1606 (CC), 1359 (B-O).

The synthetic route of 1,1,2,2-Tetrakis(4-bromophenyl)ethene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lee, Jeong Jun; Lee, Taek Seung; Molecular Crystals and Liquid Crystals; vol. 686; 1; (2019); p. 1 – 8;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 68322-84-9, A common heterocyclic compound, 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF4, 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.

Cul (186 mg, 0.98 mmol) and N,/V-dimethylethylenediamine (0.17 mL, 1.58 mmol) were added to a mixture of 3-bromo-4-fluorobenzotrifluoride (580 mg, 3.91 mmol), intermediate 35 (282 mg, 0.98 mmol), and Cs2C03 (796 mg, 2.44 mmol) in DMF (3 mL). The r.m. was heated at 170 C for 90 min, the r.m. was cooled, EtOAc was added and the mixure was washed with a IM aq. H4OH solution, water and brine. The organic layer was dried (MgS04), filtered and the solvent was evaporated in vacuo. The residue was purified by flash column chromatography (eluent: DCM/MeOH from 100/0 to 98/2). The product fractions were collected and concentrated in vacuo. The residue was crystallized from CH3CN, filtered off and dried. Yield: 92 mg of compound 15 (21 %).

The synthetic route of 68322-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 955959-84-9,Some common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, 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.

475 mg (1.00 mmol) of Intermediate (H), 388 mg (1.20 mmol) of 4-(4-bromophenyl)dibenzo[b,d]furan, 91.6 mg(0.100 mmol) of Pd2(dba)3, 100 mL (50percent in toluene, 0.200 mmol) of tri-tert-butylphosphine (ttbp), and 192 mg (2.00mmol) of sodium tert-butoxide were added to 10 mL of xylene, and then, the mixture was heated at a temperature of145 °C while stirring. When the reaction stopped, the reaction product was cooled to room temperature and then subjectedto silica gel to perform filtering under a reduced pressure, and the filtration solution was concentrated under a reducedpressure. The product was subjected to silica gel column chromatography (ethylacetate: n-hexane = 1: 4 volume tovolume). The product was refined by recrystallization using toluene/methanol to obtain 508 mg (yield of 71 percent) of Compound4 as a target compound. LC-Mass (calculated: 715.26 g/mol, found: M+1 = 716 g/mol)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(4-Bromophenyl)dibenzo[b,d]furan, its application will become more common.

Reference:
Patent; Samsung Electronics Co., Ltd; Samsung SDI Co., Ltd.; Jung, Yongsik; Son, Jhunmo; Lee, Seungjae; Kim, Youngkwon; Kim, Hyungsun; Chung, Yeonsook; EP2878599; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 452-92-6,Some common heterocyclic compound, 452-92-6, name is 5-Bromo-2,4-difluoroaniline, molecular formula is C6H4BrF2N, 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 solution of 5-bromo-2,4-difluoro-aniline (1.0 g, 4.81 mmol) in acetone (25.0 mL) was added drop wise benzoyl isothiocyanate (0.71 mL, 5.29 mmol) and the mixture stirred at RT for 30 min. The solvent was evaporated and the residue washed with hexane and Et2O to get i(1.70 g). 1H-NMR (400 MHz, CDCl3): delta 7.02-7.06 (m, 1H), 7.56 (t, J=8.0 Hz, 2H), 7.68 (t, J=7.60 Hz, 1H), 7.91 (d, J=7.60 Hz, 2H), 8.67 (t, J=7.60 Hz, 1H), 9.15 (br s, 1H) and 12.65 (br s, 1H).

The synthetic route of 452-92-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Biota Europe Ltd.; Lunniss, Christopher James; Palmer, James T.; Pitt, Gary Robert William; Davies, David; Axford, Lorraine Claire; US2013/252938; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline, 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 10546-67-5, Recommanded Product: 2,6-Dibromo-4-(tert-butyl)aniline

41.0 g (133.54 mol) of Intermediate 14, 22.7 g (133.54 mol) of 2-methoxybenzoyl chloride and 500 mL of THF were added and the mixture was stirred at room temperature for 3 hours. After the reaction was completed, the solvent was distilled off under reduced pressure. And solidified with diisopropyl ether (IPE) to obtain 38.2 g (yield: 64.8%) of a white solid compound (Intermediate (15)).

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; Samsung Display Co., Ltd.; Raepto Co., Ltd.; Cho Hwan-hui; Bae Seong-su; Oh Yu-jin; Kim Gyu-ri; Jeong Hye-in; Han Gap-jong; Kim Nam-ho; Kim Hye-jeong; (64 pag.)KR2019/25788; (2019); A;,
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. 58971-11-2, name is 3-Bromophenethylamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H10BrN

General procedure: Amine (1 equiv.) and aldehyde (5 equiv.) were dissolved in a 1:1 mixture of methanol/phosphatebuffer (10 mL, 0.25 M solution at pH 6). The resulting solution was stirred at 100 C for 12 h. The crudemixture was cooled to r.t. and purified by preparative HPLC (Gradient 1). Fractions containing thedesired product were combined, concentrated under vacuum and co-evaporated with methanol(3 x 20 mL).

The synthetic route of 58971-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pesnot, Thomas; Gershater, Markus C.; Edwards, Martin; Ward, John M.; Hailes, Helen C.; Molecules; vol. 22; 4; (2017);,
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. 50548-45-3, name is 1-Bromodibenzo[b,d]furan, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Bromodibenzo[b,d]furan

Into a 1 L four-necked round bottom flask equipped with a stirrer, a Liebig condenser fitted with a calcium chloride tube, a nitrogen inlet tube, a 200 mL isobaric dropping funnel and a thermometer, 34.5 g of the bromide obtained in the above (139.6 mmol) of dehydrated THF and 325 mL of dehydrated THF, and the mixture was cooled to -60 ° C. or lower in an acetone-dry ice bath under a nitrogen stream. Subsequently, 106 mL (167.6 mmol) of n-BuLi was added dropwise at -50 ° C. or lower, then the isobaric dropping funnel was washed with 100 mL of THF and added to the reaction solution. Subsequently, after postreaction at -50 ° C. or lower for 1 hour, 43 mL (181.6 mmol) of [B (i-PrO) 3] was added dropwise at -45 ° C. or lower. Subsequently, the isobaric dropping funnel was washed with 80 mL of THF and added to the reaction solution, followed by stirring at -45 ° C. or lower for 30 minutes. The acetone-dry ice bath was removed, the temperature was returned to room temperature, and the reaction was continued for additional 20 hours to obtain boron To obtain a reaction solution.Next, 24 mL of concentrated hydrochloric acid and 241 mL of water were placed in a 1 L four-necked round bottom flask equipped with a stirring device, a Liebig condenser (not required), a 1 L dropping funnel and a thermometer, ° C. Subsequently, the boron reaction solution was dropped at a temperature not exceeding 10 ° C., and the mixture was stirred at 10 ° C. or less for 1 hour, then returned to room temperature and stirred for 3 hours.The obtained reaction solution was transferred to a 1 L separating funnel, the organic layer was separated, and the aqueous layer was extracted with 340 mL of ethyl acetate. Next, the organic layers were combined and washed with saturated brine 240 mL, dried over magnesium sulfate, magnesium sulfate was removed by suction filtration, and the solvent was distilled off under reduced pressure. Subsequently, 220 mL of n-heptane was added to the obtained crude crystals, rinsed at 50 ° C. for 1 hour, cooled to room temperature and filtered by suction to obtain 21.6 g of the desired boronic acid (yield 72.8percent)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 50548-45-3.

Reference:
Patent; YAMAGATA UNIVERSITY; CHEMIPRO KASEI KAISHA LIMITED; KIDO, JUNJI; SASABE, HISAHIRO; TAKAHASHI, JUN; NAGAI, NAGAI; (723 pag.)JP2018/90561; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 4549-33-1, These common heterocyclic compound, 4549-33-1, name is 1,9-Dibromononane, 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.

2,2, 12, 12-Tetramethyltridecanedioic acid diethyl ester (153).; Under N2 atmosphere and at-78 C, a solution of lithium diisopropylamide (2 M in heptane/THF/ethylbenzene, 52.5 mL, 105 mmol) was added dropwise to a solution of ethyl isobutyrate (17.4 g, 150 mmol) in THF (50 mL). The mixture was stirred for 1 h and 1, 9-dibromononane (151, 14.3 g, 50 mmol) was added, followed by DMPU (4.4 g, 34.3 mmol). The mixture was stirred for 30 min and the cooling bath was removed. After 30 min, the THF was evaporated under reduced pressure. The residue was diluted with saturated NH4CI ‘bluti6’n” (300 mL) aSd’-exti’Scted with ethyl acetate (3 x l00 mL). The combined organic layers was washed with brine (200 mL), 5 % aqueous HC1 (100 mL) and saturated NaHC03 solution (50 mL), and dried over Na2S04. The solvent was removed under reduced pressure and the residue was distilled in high vacuo to give 153 (14.0 g, 79 %) as an oil. Bp 150-151 C/0. 1 mmHg. 1H NMR (CDC13) : 8 (ppm): 4.08 (q, J= 7. 2, 4 H), 1.48-0. 98 (m, 18 H), 1.21 (t, J= 7.2, 6 H), 1.12 (s, 12 H). 13C NMR (CDCl3) : 5 (ppm) : 178.1, 60.0, 42.1, 40.7, 30.0, 29.4, 25.1, 24. 8, 14.2.

The synthetic route of 4549-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ESPERION THERAPEUTICS, INC.; WO2005/68410; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary