Tag: M.W=200-300

Electric Literature of 1435-51-4, These common heterocyclic compound, 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, 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.

EXAMPLE 14 6-(3-Bromo-5-fluorophenyl)-4,4-dimethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one Prepared from (1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid and 1,3-dibromo-5-fluorobenzene following Procedure B. White solid: mp 182-183 C.; 1H-NMR (DMSO-d6) delta10.36 (s, 1H, D2O exchangeable), 7.78 (s, 1H), 7.58-7.65 (m, 3H), 7.49 (dd, 1H, J=8.3, 1.8 Hz), 6.96 (d, 1H, J=8.5 Hz), 1.69 (s, 6H); 19F-NMR (DMSO-d6) delta-112.46 (m, 1F); MS (CI) m/z 352 ([M+H]+, 78%), 350 ([M+H]+, 75%). Anal. Calc. For C16H13BrFNO2: C, 54.88, H, 3.74, N, 4.00. Found: C, 54.83, H, 3.82, N, 3.95

Statistics shows that 1,3-Dibromo-5-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 1435-51-4.

Reference:
Patent; Wyeth; Ligand Pharmaceuticals, Inc.; US6444668; (2002); B1;,
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Reference of 626-40-4,Some common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, molecular formula is C6H5Br2N, 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 N2, 3,5-dibromoaniline (502 mg, 2.0 mmol), Pd (PPh3) 2Cl2 (84.0 mg, 0.12 mmol) and LiCl (672 mg, 16.0 mmol) were added to the dried pressure tube in this order, N2 sealed after pumping three times,20 mL of re-distilled toluene and 2-fluoro-6- (tributylstannyl) pyridine (1.62 g, 4.2 mmol) were injected using a syringe. After 15 minutes, N2 was bubbled and the tube was heated to 120 C for 48 hours. After the reaction is completed, the reaction The solution was cooled to room temperature and suction filtered. The residue was washed with dichloromethane (5 mL ¡Á 2). The combined organic layers were dried over MgSO 4, filtered and concentrated Purification by column chromatography (eluent: methylene chloride / ethyl acetate 1/1, v / v) afforded 340 mg of a yellow solid in a yield of 60%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dibromoaniline, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Chemical Institute; Zhong Yuwu; Gong Zhongliang; (24 pag.)CN106831882; (2017); A;,
Bromide – Wikipedia,
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Electric Literature of 608-30-0, 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. 608-30-0, name is 2,6-Dibromoaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A 200 mL flask replaced with nitrogen was charged with 10 g of 2,6-dibromoaniline, 120 g of chloroform and 4.8 g of triethylamine. To the resulting mixture was added dropwise 6 g of oxalyl chloride at 0 C. over 30 minutes. The resulting mixture was stirred at 0 C. for 2 hours and, thereafter, was stirred at room temperature for 18 hours. By adding 100 g of water to the resulting reaction mixture, a crystal was precipitated. Then, after the precipitated crystal was recovered by filtering operation, the obtained substance was washed with 10 g of water and 20 g of diethyl ether, and further dried to obtain 9.2 g of a white crystal. It was confirmed by gas chromatography/mass spectrometry (GC-MS) that the resulting white crystal is N,N?-bis(2,6-dibromophenyl)ethanediamide. Yield: 84%. [0070] MS (m/z): 555 (M+)

The synthetic route of 2,6-Dibromoaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Hagiya, Koji; US2013/281709; (2013); A1;,
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Electric Literature of 153505-37-4, A common heterocyclic compound, 153505-37-4, name is 4-Bromo-5-fluorobenzene-1,2-diamine, molecular formula is C6H6BrFN2, 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-Amino-4-bromo-5-fluoroaniline (9.2 g, 45 mmol) was dissolved in acetic acid (190 ml) and water (260 ml) before sodium nitrite (3.1 g, 45 mmol) in 10 mL of water was added dropwise. The reaction was stirred at room temperature for 1 hour before the solution was cooled to 0 C and ammonium hydroxide was added to adjust the pH to ~11. The mixture was extracted with EtOAc (3 x 500 mL), and the combined organics were dried over sodium sulfate, filtered, and concentrated to a brown solid (9.0 g, 71 %). MS (m/z) 215.9, 217.9 (M+, M+2+). 5-bromo-6-fluoro-1H-1,2,3-benzotriazole (1.0 g, 4.6 mmol), copper(I) iodide (88 mg, 0.46 mmol), and sodium iodide (2.8 g, 19 mmol) were added to a flask which was subsequently purged with argon. 1,4-Dioxane (7.0 ml) was added followed by N,N’-ethylenediamine (0.10 ml, 0.93 mmol). The reaction was heated to 120 C overnight. It was cooled to room temperature and partitioned between water and EtOAc. The organics were collected and the aqueous layer was back-extracted with EtOAc. The combined organics were dried over sodium sulfate, filtered, and concentrated (420 mg, 35 %). MS (m/z) 263.9 (M+H+).

The synthetic route of 153505-37-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GlaxoSmithKline Intellectual Property Development Limited; BURY, Michael, Jonathan; CASILLAS, Linda, N.; CHARNLEY, Adam, Kenneth; DEMARTINO, Michael, P.; DONG, Xiaoyang; HAILE, Pamela, A.; HARRIS, Philip, Anthony; LAKDAWALA SHAH, Ami; KING, Bryan, W.; MARQUIS, Robert, W., Jr.; MEHLMANN, John, F.; ROMANO, Joseph, J.; SEHON, Clark, A.; EIDAM, Patric; EP2566477; (2015); B1;,
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Adding a certain compound to certain chemical reactions, such as: 21524-34-5, name is 2-Bromo-1,3,5-triisopropylbenzene, 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 21524-34-5, Recommanded Product: 2-Bromo-1,3,5-triisopropylbenzene

Raw materials la (56 mg, 0 ¡¤ 2 mmol) and 2 j (204 mg, 0 ¡¤ 72 mmol) were sequentially added to the reaction flask, and cesium carbonate was added.(130 mg, 2.0 eq), double dilute ligand L2_l (2.6 mg, 5 mol%), tricyclohexylphosphine tetrafluoroborate (1.8 mg, 2.5 mol 1%), [Rh (cod) Cl] 2 (2.5 Mg, 2 ¡¤ 5 mol %), di-tert-butylphosphonium chloride (18 mg, 0 ¡¤ lmmol) and toluene 2 mL), stirred at 120 C for 24 hours under nitrogen atmosphere, cooled to room temperature, ethyl acetate (5 mL) Dilute, dilute 1M dilute hydrochloric acid (2 mL), and wash with saturated brine (5 mL). The organic phase is dried over anhydrous magnesium sulfate. /15), the product was 3h as a white solid 25mg, yield 18%

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1,3,5-triisopropylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; UNIV NANKAI; Nankai University; YE MENGCHUN; Ye Mengchun; YANG JINFEI; Yang Jinfei; (18 pag.)CN107840784; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, 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 1435-52-5, Recommanded Product: 1,4-Dibromo-2-fluorobenzene

50 ml three-necked flask, adding 0.01 mol of 2,5-dibromofluorobenzene, 0.012 mol of M20.02 mol of sodium carbonate and 10 ml of ethylene glycol dimethyl ether were purged with nitrogen, heated to 190 ¡ã C, and stirred for 48 hours.It was then cooled to room temperature, poured into a beaker, and stirred for 50 minutes by adding 50 ml of toluene and 50 ml of water.Filtration and evaporation of the filtrate over silica gel column afforded white intermediate 3a, purity 98.10percent, yield 77.5percent.

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, 1,4-Dibromo-2-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Ye Zhonghua; Li Chong; Zhang Zhaochao; Zhang Xiaoqing; (74 pag.)CN109575056; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 393-37-3, These common heterocyclic compound, 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, 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 solution of 4-bromo-1-fluoro-2-(trifluoromethyl)benzene (10 g), 3-hydroxypyrrolidine (3.56 g), palladium(II) acetate (462 mg), (+/-)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (2.57 g) and cesium carbonate (26.8 g) in toluene (220 ml) was stirred under an argon gas atmosphere at 90 C. for 16 hr. After cooling to room temperature, the reaction mixture was filtered through celite, and the celite was washed with ethyl acetate. The filtrate and washing were combined and the solution was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate 80:20-25:75) to give the title compound (5.91 g, yield 58%) as a pale-yellow oil.1H-NMR (300 MHz, CDCl3) delta: 1.72 (d, J=3.4 Hz, 1H), 2.00-2.29 (m, 2 H), 3.25 (d, J=10.2 Hz, 1H), 3.33 (td, J=8.8, 3.6 Hz, 1H), 3.40-3.59 (m, 2H), 4.63 (br. s, 1H), 6.54-6.70 (m, 2H), 7.05 (t, J=9.4 Hz, 1H).

Statistics shows that 5-Bromo-2-fluorobenzotrifluoride is playing an increasingly important role. we look forward to future research findings about 393-37-3.

Reference:
Patent; Kasai, Shizuo; Kamaura, Masahiro; Cho, Nobuo; US2011/251187; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, 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 18599-22-9, Formula: C4H3BrF4

General procedure: In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar and reflux condenser, was added ethyl 2-iodobenzoate (3j, 0.14 g 0.50 mmol), Cu2O (0.060 g, 0.42 mmol), and a DMF solution of 2-Zn (0.65 M, 1.54 mL, 1.0 mmol), and the mixture was stirred at 100 C for 24 h. After being cooled to room temperature, the resulting solution was subjected to a short pad of silica gel using hexanes as an eluent. The filtrate was concentrated in vacuo to give the crude materials, which was purified by silica gel column chromatography to provide the corresponding compound 4j (0.13 g, 0.48 mmol) in 96% yield as an yellow oil.

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:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1435-52-5, A common heterocyclic compound, 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, molecular formula is C6H3Br2F, 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.

General procedure: 6.3 1,4-Di(4′-ethoxyphenyl)-2-fluorobenzene (7c): Starting with 6 (100 mg, 0.39 mmol), Cs2CO3 (190 mg, 0.50 mmol), Pd(PPh3)4 (3 molpercent), 4-ethoxyphenylboronic acid (64 mg, 0.39 mmol) and 1,4-dioxane (4 mL), 7c was isolated as a colorless solid (86 mg, 65percent). Mp 96-98 ¡ãC. 1H NMR (300 MHz, CDCl3): delta = 1.39 (t, J = 7.2 Hz, 6H, CH3), 3.99 (q, J = 6.89 Hz, 4H, OCH2), 6.85-6.91 (m, 4H, CH), 7.21-7.28 (m, 3H, CH), 7.36-7.50 (m, 4H, CH). 13C NMR (75 MHz, CDCl3): delta = 14.9 (2CH3), 63.6 (2OCH2), 106.8 (d, J = 22.0 Hz, C), 114.5 (d, J = 16.5 Hz, CH), 114.7 (CH), 115.0 (CH), 123.4 (d, J = 3.8 Hz, CH), 127.7 (CH), 128.0 (CH), 131.3 (C), 133.6 (CH), 133.9 (C), 144.1 (C), 159.2 (d, 1JCF = 247.0 Hz, C). 19F NMR (282 MHz, CDCl3): delta = -114.92. IR (ATR, cm-1): , 2935 (w), 2838 (w), 1897 (w), 1597 (m), 1474 (s), 1243 (s), 1180 (m), 1027 (s), 805 (s), 751 (m), 692 (m), 412 (w). GC-MS (EI, 70 eV): m/z (percent) = 336 (100) [M]+, 307 (22), 280 (32), 279 (15), 251 (14). HRMS (EI) calcd. for C22H21FO2 [M]+: 336.15201; found 336.15196.

The synthetic route of 1435-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tama?s; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
Bromide – Wikipedia,
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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. 49764-63-8, name is 4,5-Dibromobenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Recommanded Product: 4,5-Dibromobenzene-1,2-diamine

This compound was synthesized according to a modified literature procedure. 30 Cylcohexane octahydrate SM4 (1.17 g, 3.76 mmol), 4,5-dibromo benzene-1,2-diamine QZ-IB-8 (3.00 g, 11.3 mmol) were refluxed in 450 ml of glacial acetic acid (additional volume of glacial acetic acid was added because the solution was hard to stir), for 24 hours at 140 C. The solution was then filtered and the obtained powder was washed with 120 ml of hot glacial acetic acid and was then refluxed in 200 ml of 30 % nitric acid for 23 hours. The solution was filtered to yield 3.06 g (95 %) of greenish powder. (at)H (300 MHz, DMSO-d6) 88.97 (s, 6H). MALDI-TOF MS (MH+H) : m/z 853.5, 855.5, 857.5,859.5, 861.5, 863.5; calcd for C24H7Br6N6, 858.8. An amount of 1 g was sublimed under high vacuum (ca. 10-6 torr) at ca. 400 C. An amount of 252 mg of yellow solid was isolated. Anal. Calcd. for C24H6Br6N6: C, 33.61, H, 0.71, Br, 55.89, N, 9.80. Found: C, 33.74, H, 0.75, Br, 55.66, N, 9.55.

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; GEORGIA TECH RESEARCH CORPORATION; WO2005/123737; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary