Author: Jessica.F

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. Computed Properties of C6H5Br2N

General procedure: A flask equipped with a septum and a stirring bar was charged with aniline derivative (2.00 g, 1.00 equiv). The flask was closed andTHF (5 mL) was added by using a syringe under an argon atmosphere.The solution was cooled to -20 C and BF3*OEt2(1.50 equiv) was added. Isoamyl nitrite (1.50 equiv) was then slowly added under vigorous stirring and the solution was stirred for 2 hat this temperature. The precipitate was filtered off and washed withice-cold Et2O. Without further isolation, the precipitate was then poured (with MeCN wash) into a freshly a prepared solution containing i-Pr2NH (3.00 equiv) in a mixture of THF-pyridine (9:1, 10 mL) at -20 C. The solution was stirred and allowed to warm slowly to r.t. for an additional 16 h. The reaction was then quenched with sat. NH4Cl solution, the aqueous phase was extracted twice with EtOAc and the organic layer was dried over MgSO4. The solvent was removed in vacuum and the crude product was purified by flash column chromatography (silica gel).

The synthetic route of 608-30-0 has been constantly updated, and we look forward to future research findings.

Reference:
Review; Hafner, Andreas; Hussal, Christoph; Braese, Stefan; Synthesis; vol. 46; 11; (2014); p. 1448 – 1454;,
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. 39478-78-9, name is 5-Bromo-2-methylaniline, A new synthetic method of this compound is introduced below., Product Details of 39478-78-9

5-bromo-2-methyl-4-nitroantine Two duplicate reactions were carried out in parallel: To a 3-necked 3 L flask was added H2SO4 (1.25 L). The flask was cooled to 0C. Then, 5-bromo-2-methylaniline (250 g, 1.34 mol) was added followed by the portion- wise addition of KNO3 (135.8 g, 1.34 mol). The solution was stirred at 20C for 3 hours. The crude reaction was then added to 10 L of ice water and a solid precipitated. The solid was filtered off to afford intermediate B.l, (5-bromo-2-methyl-4-nitroaniline after combining material from the duplicate reactions. The crude material was used directly for subsequent steps without additional purification.

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; MERCK SHARP & DOHME CORP.; SIMOV, Vladimir; KAPLAN, William, P.; ACTON, John, J., III; ARDOLINO, Michael, J.; CHEN, Joanna, L.; FULLER, Peter, H.; GUNAYDIN, Hakan; LI, Derun; LIU, Ping; LOGAN, Kaitlyn Marie; METHOT, Joey; MORRIELLO, Gregori, J.; NEELAMKAVIL, Santhosh, F.; TORRES, Luis; YAN, Xin; ZHOU, Hua; (0 pag.)WO2020/92136; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 393-37-3, 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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows.

Compound 28 (200 mg, 0 . 823mmol), compound 29 (86.34 mg, 0 . 549mmol) and K2CO3(227.63 mg, 1 . 647mmol) to 25 ml in two neck bottles, the oil pump and the gas is removed using argon saturated, syringe injection 3ml THF and 1ml H2O, then re-used to remove saturated with argon gas and in the bottle. Slowly adding PdCl2(PPh3)2(38 mg, 0 . 0549mmol), water pump for removing saturated with argon gas and in the bottle. The temperature is increased to 70 C, stirring reflux 2h. The reaction solution with ethyl acetate extraction 3 time, combined with the organic layer, anhydrous Na2SO4drying, concentration. Column chromatography PE_EA= 100:1 to 120 mg white solid 3, yield 53%

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-fluorobenzotrifluoride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SICHUAN BAILI PHARMACEUTICAL CO LTD; WU, YONG; ZHU, YI; HAI, LI; LI, JIE; YU, YONGGUO; LIU, WEIJIA; (26 pag.)CN103804312; (2016); B;,
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. 7051-34-5, name is (Bromomethyl)cyclopropane, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: (Bromomethyl)cyclopropane

Preparation 4 2-Cvclopropylmethyl-ri,3″|dithiane-2-carboxylic acid ethyl esterTo a flamed dried flask is added dry toluene (80 mL) and sodium hydride (60%, 33.5 mmol, 1.34 g). The reaction is cooled in a ice bath and a solution of ethyl 1,3 dithiane carboxylate (52 mmol, 10 g) and bromomethyl cyclopropane (62.4 mmol, 8.42 g) in DMF (24 mL) are added dropwise over 10 min. The ice bath is removed and the reaction is stirred for 18 h. Water is added (50 mL) and the organic layer is separated. The organic layer is washed with brine, dried (Na2SO4), and concentrated to a yellow oil (12 g, 92 %). LC-MS: 247.0 (M+l).

According to the analysis of related databases, 7051-34-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/140183; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 2924-09-6, name is 5-Bromo-2-fluoroaniline, molecular formula is C6H5BrFN, 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. Product Details of 2924-09-6

To a stirred solution of chloral hydrate (6.28 g, 37.97 mmol, CAS RN 302-17-0) in water (40 mL) was added Na2504 (43.73 g, 473.68 mmol, CAS RN 7757-82-6) at 25C and the reaction mixture was heated to 35C. Then a warmed mixture of 5-bromo-2-fluoro-phenylamine (6.5 g, 34.21 mmol, CAS RN 2924-09-6), water (40 mL) and concentrated HC1 (6.5 mL) followed by hydroxyl amine hydrochloride (8.08 g, 116.32 mmol, CAS RN 5470-11-1) in water (20 mL)were added to reaction mixture at 35C and reaction mixture was stirred at 90C for 3 h. After cooling to 25C the reaction mixture was filtered, dried and azeotroped with toluene to get the title compound as an off-white solid (7.6 g, 85%). MS (ESI): mlz = 263.1 [M-H].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2924-09-6, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BUETTELMANN, Bernd; KOCER, Buelent; KUHN, Bernd; PRUNOTTO, Marco; RICHTER, Hans; RITTER, Martin; (217 pag.)WO2017/137334; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 2695-48-9, The chemical industry reduces the impact on the environment during synthesis 2695-48-9, name is 8-Bromo-1-octene, I believe this compound will play a more active role in future production and life.

Example 15(+>Pinanediol oct-7-ene- 1 -boronate In a freshly cleaned, flame dried, 2-neck flask equipped with a reflux condenser and charged with dry N2 gas was added Mg0 (1.4 g, 57 mmol, 1.1 eq) and anhydrous Et2O (20 rnL). To this mixture was added slowly dripped a solution of 8-bromooct-l-ene (10 g, 52.3 mmol) dissolved in dry Et2O (10 mL). After approx. 25% of the ethereal solution had been added the reaction was gently heated to reflux. The refluxing solvent was then kept refluxing by deliberate addition of the bromide solution. Upon completion the reaction was heated at reflux for 1 h, cooled to it, and added slowly to a -780C solution of trimethoxyborane (17.2 mL, 156 mmol, 3 eq) in diethyl ether. The reaction warmed to rt overnight and quenched by addition of a 10% H2SO4 solution (50 mL) and additional Et2O (60 mL). The biphasic solution was extracted with addition Et2O, washed with brine, dried over Na2SO4 and concentrated to approx Vi the original volume. To this was added (+)-pinanediol (8.94 g, 52.3 mmol, 1 eq) and after 2 h the solution was concentrated and purified by flash column chromatography (silica gel, eluted with 2% EtOAc in hexane) to afford (+)- pinanediol oct-7-ene-l-boronate (7.9 mg, 27.2 mmol, 52% yield) as a clear colorless oil.

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, 8-Bromo-1-octene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHENOMIX CORPORATION; WO2008/70733; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 345965-54-0, 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 345965-54-0 as follows.

A solution of 1-(4-bromophenyl)-cyclopropylamine (Intermediate 116,244.0 mg, 1.15 mmols) and benzyl bromide (255.0 mg, 1.50 mmols) in 4 mL DMF was stirred at 85 C. for 6 hours, cooled to room temperature and stirred overnight. The solution was diluted with H2O and the pH adjusted to 8-9 with aqueous NaOH. The solution was extracted with EtOAc and the combined organic layers were washed with H2O and saturated aqueous NaCl, dried (MgSO4) and concentrated under reduced pressure. Column chromatography (5-10% EtOAc-Hexanes) afforded 110 mg (32%) of the N-benzyl amine. 1H NMR (CDCl3) delta: 7.48 (2H, d, J=8.4 Hz), 7.30-7.23 (7H, m), 3.68 (2H, s), 1.07 (2H, m), 0.93 (2H, m); and 100 mg (22%) of the N,N-dibenzyl amine, 1H NMR (CDCl3) delta: 7.55 (2H, d, J=8.3 Hz), 7.40-7.19 (12H, m), 3.61 (4H, s), 0.87 (2H, m), 0.71 (2H, m).

According to the analysis of related databases, 345965-54-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Allergan Sales, Inc.; US6252090; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

167355-41-1, name is 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine, 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: 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine

A solution of 6-bromo-1,2,3,4-tetrahydronaphthalen-2-amine (1.8 g, 7.96 mmol), benzyl chloroformate (1.6 g, 9.55 mmol), and Cs2CO3 (3 g, 21.71 mmol) in THF (20 mL) and water (20 mL) was stirred at 60 C overnight. After cooling to room temperature, the reaction mixture was extracted with EtOAc (30 mL x 3). The combined organic layer was dried over Na2SO4, filtered, and concentrated under vacuum. Purification by silica gel chromatography (eluting with gradient 1:100 to 1:3 EtOAc/pet. ether) afforded benzyl (6-bromo-1,2,3,4- tetrahydronaphthalen-2-yl)carbamate (Intermediate 8) as a solid. MS: (ESI, m/z): 360, 362 [M+H]t

The synthetic route of 167355-41-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZABLOCKI, Mary-Margaret; GUERIN, David J.; NG, Pui Yee; WANG, Zhongguo; SHELEKHIN, Tatiana; CARAVELLA, Justin; LI, Hongbin; IOANNIDIS, Stephanos; (518 pag.)WO2019/32863; (2019); A1;,
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. 626-40-4, name is 3,5-Dibromoaniline, A new synthetic method of this compound is introduced below., name: 3,5-Dibromoaniline

EXAMPLE 15 4,5-Dibromopyrrole-2-carboxylic acid (10 g., 0.037 mole) was converted to the corresponding acid chloride by reaction with 15 ml. of thionyl chloride, and the acid chloride dissolved in 25 ml. of benzene was reacted with 9.4 g. (0.037 mole) of 3,5-dibromoaniline in 50 ml. of pyridine using the procedure described above in Example 3. The product was recrystallized from an ethyl acetate/ethanol mixture to give 14.5 g. of 3′,4,5,5′-tetrabromopyrrole-2-carboxanilide, m.p. 244-245 C.

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; Sterling Drug Inc.; US4046775; (1977); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 130723-13-6, name is 1-Bromo-3-fluoro-5-(trifluoromethyl)benzene, 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 130723-13-6, Application In Synthesis of 1-Bromo-3-fluoro-5-(trifluoromethyl)benzene

6-(3-Fluoro-5-trifluoromethylphenyl)-hex-5-ynoic Acid Methyl Ester (41). Pd(PPh3)2Cl2 (236 mg, 0.336 mmol) was added to a mixture of bromide 38 (1.677 g, 6.70 mmol) and methyl 5-hexynoate (1.025 g, 8.12 mmol) in triethylamine (5.0 mL) at room temperature. Cu(I)I (136 mg, 0.714 mmol) was added. The resulting mixture was stirred at room temperature for 1.5 h and at 80 C. for 22.5 h. The reaction mixture was cooled to room temperature, filtered through a short column of silica gel (5 g), and the column was washed with ethyl acetate. The organic solution was concentrated. The residue was purified by column chromatography on silica gel (40 g), eluting with EtOAc-hexanes (2%) to afford the product 41 (1.564 g) as a white solid in 81% yield: mp 44-45 C. IR (KBr) 3084, 2955, 2848, 2238, 1740, 1619, 1599, 1467, 1439, 1363, 1253, 1240, 1224, 1171, 1133, 1093, 1046, 995, 973, 924, 911, 875, 695 cm-1; 1H NMR (300 MHz, CDCl3) delta 7.40 (s, 1H), 7.21 (m, 2H), 3.66 (s, 3H), 2.47 (t, J=7.2 Hz, 4H), 1.90 (m, 2H); 13C NMR (75 MHz, CDCl3) delta 173.3, 163.7, 160.4, 132.8, 132.3, 126.8, 126.7, 124.7, 124.3, 121.8, 121.5, 112.3, 111.9, 79.1, 51.6, 32.7, 23.5, 18.7; ESIMS m/z (rel intensity) 288.96 (MH+, 51). Anal. (C14H12F4O2) C, H, F.

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-Bromo-3-fluoro-5-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PURDUE RESEARCH FOUNDATION; US2008/300288; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary