Tag: M.W=300-400

Synthetic Route of 626-39-1, 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. 626-39-1 name is 1,3,5-Tribromobenzene, 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.

1,3,5-Tribromobenzene (20 g, 62 mmol), Pd(PPh3)4 (3.57 g, 3.1mmol) were added to 300 mL of dry THF solution, thenphenylbronic acid (32 g, 155 mmol) and 2 M K2CO3 solution (50 mL), which was dissolved in H2O, was added to the reaction mixture. The reaction mixture was heated to 65C for 5 h under nitrogen. After the reaction was finished,extracted with diethyl ether and water. The organic layer was dried with anhydrous MgSO4 and filterd. The solvent was evaporated. The product was isolated by silica gel column chromatography using CHCl3:hexane (1:15) eluent to afforda white solid (Yield 61%). 1H NMR (300 MHz, CDCl3) delta 7.7(s, 3H), 7.6 (d, 4H), 7.45 (t, 4H), 7.4 (t, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3,5-Tribromobenzene, and friends who are interested can also refer to it.

Reference:
Article; Shin, Hwangyu; Kang, Hyeonmi; Kim, Beomjin; Park, Youngil; Yu, Young-Jun; Park, Jongwook; Bulletin of the Korean Chemical Society; vol. 35; 10; (2014); p. 3041 – 3046;,
Bromide – Wikipedia,
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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. 4101-68-2, name is 1,10-Dibromodecan, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4101-68-2

To a 500 rnL rmmd-bottom flask was added L l 0-dibromodecane 223a (24. 2 g, 80.655 mmol, 3.00 equiv.), acetone (1.50 mL), 2-potassio-2,3-dihydro-lH-isoindole-1 ,3-dione 223b(5 g, 26.99 mmol, 1.00 equiv.), and potassium carbonate (l 1.2 g, 81.04 mmoL 3.00 equiv.).TI1e resulting mixture v.·as stirred at 60C for 16h and concentrated. The residue was purifiedby silica gel column chromatography eluting with ethyl acetate/petroleum ether (l. 10) to give2-(10-bromodecyl)-2,3-dihydro-lH-isoindole-1,3-dione 223c (8.5g, 86~6) as a white solid.

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 4101-68-2.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
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Synthetic Route of 1347736-74-6, 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. 1347736-74-6, name is 4,7-Dibromo-5-fluoro-2,1,3-benzothiadiazole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

the 4,6-dibromo-5-fluorobenzo [c] [1, 2, 5] thiadiazole (2.00g, 6 . 41 mmol) and ethanol (50 ml) is added to the three-hole and round-bottom flask cooled to 0 C. In slowly adding Na[BH4] (4.6g, 0 . 12 mol) later, the reaction mixture is stirred at room temperature overnight. After removing the volatile substance, the 100 distilled water added to the reaction mixture, then the mixture is extracted with ethyl ether, salt water cleaning, and the anhydrous Na2SO4dry. Removing volatile substances from the extract to obtain a light brown powder A (1.20g, 66%).

The synthetic route of 4,7-Dibromo-5-fluoro-2,1,3-benzothiadiazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SABIC Global Technology Company; Ibrahim Lafia, S·M·; Tate, C. Haug; Gillian, M · Bristol Senanayake; Amit, K · Jiefudiya; Ahmed, I. Abdul Rahman; (26 pag.)CN105531280; (2016); A;,
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Synthetic Route of 43204-63-3, A common heterocyclic compound, 43204-63-3, name is Bis(2-Bromoethyl)amine hydrobromide, molecular formula is C4H10Br3N, 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.

Add 5-amino-3,4-dihydroquinolin-2(1H)one 7 (5.00 g, 30.83 mmol) to 40 ml of water in turn, di-(2-bromoethyl)amine hydrobromide (50.57 g, 33.91 mmol), stirring to 80 C, An aqueous solution of potassium hydroxide (1.90 g, 33.91 mmol, 10 ml) was added dropwise in three portions over half an hour. After the addition is completed, the reaction is heated to 100 C. The reaction was further incubated for 3 hours. After completion of the reaction, the mixture was cooled to room temperature, filtered, and the filtrate was adjusted to pH 10 with a 10% aqueous potassium hydroxide solution to precipitate a large white solid. Filtered, washed with a suitable amount of water, dried to give a white powdery solid 8 (6.4 g, yield 61%, Mp 235-237 C);

The synthetic route of 43204-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Southwest University; Ji Qinggang; Deng Qiao; (15 pag.)CN109438344; (2019); A;,
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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 4101-68-2 as follows. name: 1,10-Dibromodecan

2.2.4 9-(10-bromodecyl)-9H-carbazole (4) Under argon atmosphere, carbazole (1.67 g, 0.01 mol), anhydrous potassium carbonate (2.77 g, 0.02 mol), and 1,10-dibromodecane (6.00 g, 0.02 mol) in 40 mL of anhydrous acetonitrile were refluxed at 95 C for 36 h. After cooling to room temperature, insoluble substance was filtered, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography on silica gel with petroleum to get 9-(10-bromodecyl)-9H-carbazole as white crystals (1.66 g, Yield 43%). 1H NMR (500 MHz, CDCl3, delta): 8.08 (d, J = 7.7 Hz, 2H, Ar-H), 7.43 (t, J = 7.8 Hz, 2H, Ar-H), 7.35 (d, J = 8.1 Hz, 2H, Ar-H), 7.20 (t, J = 7.5 Hz, 2H, Ar-H), 4.21 (t, J = 7.3 Hz, 2H, CH2), 3.33 (t, J = 6.8 Hz, 2H, CH2Br), 1.79 (m, 4H, CH2), 1.33-0.91 (m, 12H, CH2). FT-IR (cm-1, KBr): 2930, 2850 (s; CH), 1632, 1619, 1593 (m; Ar). Anal. Calcd. For C22H28BrN: C, 68.39; H, 7.30; N, 3.63; Found: C, 68.47; H, 7.25; N, 3.56.

According to the analysis of related databases, 4101-68-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Huang, Jin; Wang, Weina; Gu, Jiangjiang; Li, Weizhi; Zhang, Qiuhong; Ding, Yin; Xi, Kai; Zheng, Youxuan; Jia, Xudong; Polymer; vol. 55; 26; (2014); p. 6696 – 6707;,
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Electric Literature 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.

To a suspension of phthalimide potassium salt (5.57 g, 30 mmol) and K2CO3 (15.00 g, 100 mmol) in CH3CN (100 mL) was added1,10-dibromodecane (49.94 g, 185 mmol), then the mixture was refluxed for 11 hours. The obtained mixture was filtered and CH3CN was removed by a rotary evaporator. The crude product was purified by column chromatography (SiO2, PE/EA = 6 : 1) to give a whitesolid (10.19 g, 93 %).

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

Reference:
Article; Wang, Mengjun; Du, Xusheng; Tian, Huasheng; Jia, Qiong; Deng, Rong; Cui, Yahan; Wang, Chunyu; Meguellati, Kamel; Chinese Chemical Letters; vol. 30; 2; (2019); p. 345 – 348;,
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Related Products of 201138-91-2,Some common heterocyclic compound, 201138-91-2, name is 4,6-Dibromodibenzo[b,d]furan, molecular formula is C12H6Br2O, 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.

13.4 g phenyl boric acid and 32.6 g 4,6-dibromo-dibenzofuran were added into a 2 L three-neck flask, followed by adding 700 mL toluene and 150 mL ethanol to dissolve. The reaction mixture was aerated with nitrogen gas for 15 minutes, then 150 mL aqueous K2CO3 solution (6.0 eq., 2M) and 2.3 g Pd(PPh3)4 (2 mol %) were sequentially added. The reaction mixture was heated up to 110 C. and reacted overnight. After the reaction finished, the residual was absorbed by the added activated carbon, filtered by suction filtration and removed with solvent by rotary evaporation, then followed by drying and recrystallization with a mixture of toluene and ethanol, to produce 28.1 g Intermediate (11) at a yield of 87%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4,6-Dibromodibenzo[b,d]furan, its application will become more common.

Reference:
Patent; NANJING TOPTO MATERIALS CO.,LTD.; KIM, JIN WOO; QIAN, CHAO; GAO, PENGHUI; WANG, XIAOWEI; (157 pag.)US2018/105534; (2018); A1;,
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Synthetic Route of 927384-44-9, 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 927384-44-9 as follows.

Bromo-1-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-benzene 11 (2.40 g, 7.43 mmol), 4-(ethoxycarbonyl)phenylboronicacid 12 (2.40 g, 12.4 mmol), powdered tripotassium phosphate(3.40 g, 20.7 mmol) and 1,4-dioxane (150 cm3) were added to around-bottom flask fitted with a condenser and heated at 80 Cfor 15 min under N2. Pd(PPh3)4 (0.47 g, 0.41 mmol) was added tothe mixture which was purged with N2 for a further 15 min beforebeing stirred at 80 C for 2 days. The mixture was allowed to cool,filtered and the filtrate concentrated under reduced pressure. Theresulting residue was dissolved in chloroform (100 cm3), washedwith water (3 x 50 cm3) and brine (50 cm3) and concentratedunder reduced pressure to give a brown solid, which wasrecrystallised from chloroform and methanol to give 13 as largeyellow needles (yield 2.07 g, 71%). 1H NMR (CDCl3, 400 MHz) delta 8.25-8.04 (m, 2H), 7.85-7.67 (m, 6 H), 7.19 (dd, J = 7.3, 8.2 Hz,2H), 7.11 (d, J = 7.8 Hz, 2H), 6.48 (dd, J = 0.8, 7.3 Hz, 2H), 6.11 (s,2 H), 4.45 (q, J = 7.2 Hz, 2H), 1.46 (t, J = 7.2 Hz, 3H). ESI-TOF-MS:m/z 392.23 [M]+. Elemental Anal. Calc. for C25H21BN2O2: C, 76.55;H, 5.40; N, 7.14. Found: C, 76.51; H, 5.33; N, 7.26%. ATR-FTIR(cm-1): 3360 (s), 2900 (m), 1590 (s), 1580 (s), 1360 (m), 1260(s), 1080 (m), 756 (m, br), 728 (m).

According to the analysis of related databases, 927384-44-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Argent, Stephen P.; Tarassova, Irina; Greenaway, Alex; Nowell, Harriot; Barnett, Sarah A.; Warren, Mark R.; Tang, Chiu C.; Morris, Christopher G.; Lewis, William; Champness, Neil R.; Schroeder, Martin; Blake, Alexander J.; Polyhedron; vol. 120; (2016); p. 18 – 29;,
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Reference 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.

In a stream of argon, 185 g of 1-acetamide (manufactured by TOKYO CHEMICAL INDUSTRY CO., LTD.), 323 g of Intermediate 1-6 (manufactured by Wako Pure Chemical Industries, Ltd.), 544 g of potassium carbonate (manufactured by Wako Pure Chemical Industries, Ltd.), 12. 5 g of a copper powder (manufactured by Wako Pure Chemical Industries, Ltd.), and 2 L of decalin were loaded and subjected to a reaction at 190°C for 4 days. After the reaction, the resultant was cooled, and then 2 L of toluene were added to the resultant. The insoluble portion was taken by filtration. The product taken by filtration was dissolved in 4.5 L of chloroform, and then the insoluble portion was removed. After that, the remainder was subjected to an activated carbon treatment and concentrated. 3 liters of acetone were added to the resultant, and then 181 g of the precipitated crystal were taken by filtration. The crystal was identified as Intermediate 1-15 by FD-MS analysis.

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; Idemitsu Kosan Co., Ltd.; EP2364980; (2011); A1;,
Bromide – Wikipedia,
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10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, 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: 2,8-Dibromodibenzo[b,d]furan

250mL 2 necked flask equipped with a 10-phenyl-2 ‘- (4,4,5,5-tetra-methyl -1,3,2-dioxa-beam as is -2 yl) -10H- spiro [acridine -9,9’- fluorene] (3g, 5.62mmol), 2,8- di-bromo-modify-benzo [b, d] furan (2,8-dibromodibenzo [b, d] furan) (0.95 g, 2.25 mmol) , tetrakis (triphenylphosphine) palladium (0) (0.13g, 0.112 mmol), potassium carbonate (1.5g, 11.2mmol), tetrahydrofuran: water (3: 1) is dissolved in the mixture was stirred under reflux.After 12 hours After cooling to room temperature, extracted with dichloromethane, and then after drying the water with magnesium sulfate to remove the solvent.Hexane: ethyl acetate (10: 0.5) and the column with the solvent, to filter the resulting solid was precipitated with petroleum ether to give a white solid Compound B 1.5g (68% yield)

The synthetic route of 10016-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG DISPLAY CO., LTD.; Bae, Sook Young; Song, In Bum; Yun, Gyung Jin; Lee, Sang Ho; Noh, Hyo Jin; Yun, Dae Wei; Haw, Hay Ryong; Kim, Chun Gi; (17 pag.)KR2015/65385; (2015); A;,
Bromide – Wikipedia,
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