Tag: M.W=300-400

Application of 10016-52-1, These common heterocyclic compound, 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, 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 1 L reaction flask was added toluene solvent (450 ml), 2,8-dibromodibenzofuran (11.74 g, 36 mmol),Intermediate I-11 (32.62 g, 90 mmol), Pd2 (dba) 3 (990 mg, 1.08 mmol),BINAP (1.65 g, 16.5 mmol) and sodium tert-butoxide (9.9 g, 100.8 mmol),Dissolved by stirring, and refluxed under nitrogen for 24 hours.After completion of the reaction, the reaction solution was washed with dichloromethane and distilled water and then evaporated.The organic layer was dried over anhydrous magnesium sulfate and filtered and evaporated.Separation and purification by column chromatography using cyclohexane:ethyl acetate=10:1 as eluent.Finally, solid compound 11 (24.00 g, yield 75%) was obtained, and the solid purity was determined to be 99.5% by HPLC.

Statistics shows that 2,8-Dibromodibenzo[b,d]furan is playing an increasingly important role. we look forward to future research findings about 10016-52-1.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Zhao Qian; Liu Hui; Han Chunxue; (55 pag.)CN110407829; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 955959-84-9, 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. 955959-84-9 name is 4-(4-Bromophenyl)dibenzo[b,d]furan, 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.

Under argon atmosphere, 8 · 31g (10mmol) of Intermediate B-1, 6.46g (20mmol) 4- (4-bromophenyl) dibenzofuran, 0.28g (0.3mmol) of tris (dibenzylideneacetone yl) dipalladium, 0.174 g (0.6 mmol) of tri-tert-butylphosphine tetrafluoroborate and 3.8g (20mmol) sodium tert-butoxide into the three-necked flask, followed by addition of 50ml of dry xylene was heated under reflux for 8 hours The Cooled to 50 ° C, filtered through celite / silica gel, and the filtrate was concentrated under reduced pressure. The resulting residue was purified on a silica gel column and then recrystallized from toluene to give 6.48 g of solid, which was compound BS1 in a yield of 78percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(4-Bromophenyl)dibenzo[b,d]furan, and friends who are interested can also refer to it.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Zhou Wenting; Cai Hui; (24 pag.)CN106946865; (2017); 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. 52997-43-0, name is 7-(Bromomethyl)pentadecane, This compound has unique chemical properties. The synthetic route is as follows., Formula: C16H33Br

Compound 2. To a solution of compound 1 (1 g, 7.5 mmol) and KOH (421 mg, 7.5 mmol) in EtOH (50 mL) was stirred at 80 C for 4 h and then cooled to room temperature. After the solvent evaporated, 7-(bromomethyl)pentadecane dissolved in DMF( 50 mL) was added and the mixture was stirred at 120 C for 12 h. After reaction, dichloromethane (100 mL) and water (100 mL) were added and the layers were separated, the organic layer was collected and dried with anhydrous sodium sulfate and the solvent evaporated to afford a brownish red oil 2 (3-(2-hexyldecyl)-2-thioxothiazolidin-4-one).

According to the analysis of related databases, 52997-43-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Guo, Yiting; Zhang, Andong; Li, Cheng; Li, Weiwei; Zhu, Daoben; Chinese Chemical Letters; vol. 29; 3; (2018); p. 371 – 373;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 201138-91-2, 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. 201138-91-2, name is 4,6-Dibromodibenzo[b,d]furan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

i. Weigh 32.6 mg of 4,6-dibromobenzofuran and 121 mg of the compound of formula (8) and add it to a mixed solvent containing toluene and ethanol (the volume ratio is toluene: ethanol = 12: 1),Protected by nitrogen, heated to 80 C, and reacted for 20 minutes.Then add 2mg of tris (dibenzylideneacetone) dipalladium,13 mg of bis (2-diphenylphosphine) phenyl ether and 1 ml of potassium carbonate aqueous solution (2 mol / L), heated to 95 C, and reacted for 10 hours.Stop the reaction, extract, collect the organic phase, evaporate the organic solvent under reduced pressure to obtain the crude product, and purify by column chromatography to obtain the compound of formula (VII).The eluent was a mixed solvent of chloroform and n-hexane (the volume ratio was chloroform: n-hexane = 1: 2).

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, 4,6-Dibromodibenzo[b,d]furan, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; China Petroleum University (East China); Liu Heyuan; Yan Xinyu; Li Xiyou; (8 pag.)CN110256384; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 2789-89-1,Some common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, molecular formula is C14H8Br2, 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.

The starting material 2-aminobenzamide (0.3 mmol, 1 equiv),4,4′-dibromodiphenylacetylene (0.9 mmol,3equiv), catalyst palladium trifluoroacetate (Pd(TFA) 2, 0.03 mmol, 10%) and ligand 2,2′-bipyridine (bpy,0.06mmol, 20%) was added to the reaction vessel, and the reaction vessel was continuously subjected to three pumping-oxygenation operations, and then continued.The reaction solvent 1,4-dioxane (1,4-dioxane, 0.4 mL) was added to the reaction vessel, followed by reaction at 100 C in an oil bath.Stir at temperature until the end of the reaction (about 12h), then spin off the reaction solvent and pass column chromatography (filled with 300 mesh in column)400 mesh silica gel, separated by dichloromethane and ethyl acetate in a volume ratio of 10:1 as an eluent), after separation and purification, whiteSolid, yield 79%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,2-Bis(4-bromophenyl)ethyne, its application will become more common.

Reference:
Patent; Wenzhou University; Liu Miaochang; Liu Wei; Bi Kang; Zhu Xiaobin; Gao Wenxia; Huang Xiaobo; Wu Huayue; (11 pag.)CN108129402; (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. 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, A new synthetic method of this compound is introduced below., COA of Formula: C18H11BrO

In a stream of nitrogen, was added 2-chlorocarbazole 3.0g (14.9mmol) in 50mL three-necked flask, 1-bromo-4-(4-dibenzofuranyl)benzene, 4.8g (14.9mmol), potassium carbonate 4.1g (29.8mmol), o-xylene 25mL, palladium acetate, 67mg (0.29mmol) and tri (tert-butyl) phosphine 210mg (1.0mmol), stirred at 140 °C 6 hours. After cooling to room temperature, water was added 10mL, the organic layer was separated. The organic layer was washed with water, washed sequentially with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (mixed solvent of toluene and hexane (volume ratio = 1: 2)) was purified, isolated 2-chloro-9-(4-(4-dibenzofuran-yl)phenyl)carbazole as a white powder 5.4g (12.1mmol) (yield 81percent).

The synthetic route of 955959-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tosoh Corporation; Naoki, Matsumoto; Hirokazu, Shinya; (43 pag.)CN105531262; (2016); 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. 3344-70-5, name is 1,12-Dibromododecane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C12H24Br2

Example 11 (n=12); (a) 1,1′-[(Dodecane-1,12-diyl)dioxy]bis[(11S,11aS)-10-(tert- butyloxycarbonyl)-8-methoxy-11- (tetrahydro-pyran-2-yloxy)- 1, 2, 3, 10, 11, 11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazpeine-5- one] (8j); 1,12-Dibromododecane (73.1 mg, 0.22 mmol, 0.5 equiv) was added to the mixture of monomer 7 (0. 2 g, 0.44 mmol, 1.0 equiv) potassium carbonate (0.98 mmol, 2. 2 equiv) and a catalytic amount of potassium iodide in dry DMF (30 mL), and the resulting mixture was heated to 90°C under a nitrogen atmosphere for 5 h. Removal of excess solvent under reduced pressure afforded a crude solid, which was subjected to flash column chromatography (SiO2, 50percent EtOAc- hexane) to afford the dimerized compound 8j (208 mg, 0.19 mmol, 87percent yield, mixture of diastereomers from THP protecting group) as a solid: [alpha]20D = +50° (c = 0.20, CHC13) ; 1H NMR (CDCl3, 400 MHz): No. 1.26-1. 68 (m, 84H, 14-H, 15-H, 16-H, 17-H, Boc, THP), 1.69-1. 89 (16H, 13-H, THP), 1.93-2. 20 (m, 16H, 1-H, 2-H), 3.44-3. 75 (m, 16H, 3-H, lla-H, THP), 3.83-4. 14 (m, 24H, 12-H, 7-OMe, THP), 5.02-5. 10 (m, 2H, THP), 5.12-5. 19 (m, 2H, THP), 5.69-5. 77 (d, 2H, 11-H), 5.79-5. 89 (d, 2H, 11-H), 6.50 (s, 2H, 9-H), 6.87 (s, 2H, 9-H), 7.19 (s, 2H, 6-H), 7.22 (s, 2H, 6-H) ;”C NMR (CDCl3, 400 MHz): 5 19.9, 20.4, 23.1, 23.2, 25.2, 25.3, 25.9, 28.1, 28.2, 28.9, 29.0, 29.1, 29.2, 29.3, 29.56, 29.58, 30.9, 31.2, 46.2, 55.9, 56.2, 60.0, 60.1, 63.3, 64.4, 69.12, 69.15, 80. 9,81. 2,88. 2,91. 2, 95.8, 100.2, 111.1, 111.5, 113.4, 114.0, 126.3, 129.6, 134. 1, 138.8, 147.8, 148.1, 151.5, 155.3, 167.4, 167.6 ; IR (neat): 2932, 1703,1643, 1604,1513, 1450,1392, 1327,1218, 1164, 1022cm~1 ; MS (FAB) m/z (relative intensity) 1085 ( + Na] +, 28), 1063 (M 100), 961 (17), 861 (13).

According to the analysis of related databases, 3344-70-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SPIROGEN LIMITED; WO2005/85259; (2005); A2;,
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. 827-08-7, name is 1,2-Dibromo-3,4,5,6-tetrafluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6Br2F4

EXAMPLE 1 1,4-bis(dipentafluorophenylboryl)-2,3,5,6-tetrafluorobenzene 1.54 g (5 mmol) of dibromotetrafluorobenzene are dissolved in 40 ml of n-hexane and cooled to -78 C. 6.4 ml of n-BuLi (10 mmol) are slowly added dropwise to the solution and the mixture is stirred for 1 hour. Subsequently, 1.90 g (5 mmol) of bis(pentafluorophenyl)borylchloride are dissolved in 40 ml of n-hexane and likewise added dropwise to the above solution. The suspension obtained is slowly warmed to room temperature, forming a white precipitant. This is separated off by filtration and the filtrate obtained is evaporated to dryness under reduced pressure. The yield of the resulting 1,4-bis(dipentafluorophenylboryl)-2,3,5,6-tetrafluorobenzene obtained as a yellow oil is 81%.

According to the analysis of related databases, 827-08-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Targor GmbH; US6255531; (2001); B1;,
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. 827-08-7, name is 1,2-Dibromo-3,4,5,6-tetrafluorobenzene, A new synthetic method of this compound is introduced below., Formula: C6Br2F4

4-Bromo-5-methyl-2-phenylthiazole6 (1.2 g, 4.7 mmol) was dissolved in anhydrous THF (20 mL) under argon atmosphere. 1.6 M n-BuLi hexane solution (3.0 mL, 4.8 mmol) was slowly added dropwise to the solution at -78 C, and the mixture was stirred for 1.5 h. Tri-n-butyl borate (1.3 mL, 4.8 mmol) was slowly added to the solution at the temperature, and the mixture was stirred for 2.5 h. An adequate amount of distilled water was added to the mixture to quench the reaction. 1,2-Dibromotetrafluorobenzene (640 mg, 2.1 mmol), tetrakis(triphenylphosphine)palladium(0) (160 mg, 0.14 mmol), and 20 wt% Na2CO3 aqueous solution (7.5 mL) were added to THF (30 mL), and the mixture was refluxed for 6 h. The reaction mixture was neutralized by HCl aqueous solution, extracted with ether, washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. The crude product was purified by column chromatography on silica gel using n-hexane as the eluent to give 160 mg of 2a in 15% yield based on 1,2-dibromotetrafluorobenzene. The 1H and 13C NMR spectra of 2a are shown in Figure S1. 2a: 1H NMR (300 MHz, CDCl3, TMS) delta = 2.29 (s, 6H, CH3), 7.27-7.37 (m, 6H, Aromatic H), 7.67-7.73 (m, 4H, Aromatic H). 13C NMR (75 MHz, CDCl3) delta = 12.1, 126.3, 128.9, 129.9, 133.4, 133.5, 142.7, 164.5. HR-MS (MALDI) m/z = 497.0762 (MH+). Calcd for C26H17F4N2S2+ = 497.0764.

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; Hamatani, Shota; Kitagawa, Daichi; Kobatake, Seiya; Nakahama, Tatsumoto; Tetrahedron Letters; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 10016-52-1, 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. 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

30.0 g (92.03 mmol) of 2,8-dibromodibenzo [b, d] furan in a 1 L reactor, Add 19.1 g (138.05 mmol) of anhydrous potassium carbonate, add 300 mL of ethylene glycol under a stream of nitrogen, raise the temperature to 120 degrees, and stir for 48 hours.After completion of the reaction, the mixture was extracted with ethyl acetate, aqueous sodium bicarbonate solution, distilled water, treated with anhydrous magnesium sulfate, filtered, and purified by silica gel chromatography.9.8 g (yield 41%) of the target compound [67-1] as a off-white solid was prepared.

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, 2,8-Dibromodibenzo[b,d]furan, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Teuri L Co., Ltd.; Kang Ji-seung; Moon Bong-seok; Jin Seong-min; Hong Won-gi; Ha Min-su; Lee Gyu-seong; Jin Sang-jun; Park No-gil; Lee Hyeon-u; Byun U-geun; (50 pag.)KR2019/139404; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary