Month: May 2021

Related Products of 50548-45-3, 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. 50548-45-3, name is 1-Bromodibenzo[b,d]furan, This compound has unique chemical properties. The synthetic route is as follows.

The experimental apparatus was thoroughly dried and 26.3 g of 1-bromodibenzofuran was added to a 2L three-necked flask.After adding 500 mL of dried tetrahydrofuran, the solution was cooled down to ?78° C., and 52.5 mL of a 2 M solution of LDA (1.05 eq.) in THF was added dropwise. End of drippingAfter stirring at this temperature for 1 hour, 28.0 g of iodine (1.1 eq.) was added at this temperature. After the addition was completed, the mixture was stirred at room temperature overnight.After the reaction is completed, 4M hydrochloric acid solution is added and extracted with dichloromethane. The organic phase is washed with saturated brine until neutral, dried and removed.The solvent was recrystallized from toluene and ethanol to obtain 38.5 g of the intermediate h in a yield of 79percent.

The chemical industry reduces the impact on the environment during synthesis 1-Bromodibenzo[b,d]furan. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Nanjing Gao Guang Semiconductor Materials Co., Ltd.; Jin Zhenyu; Qian Chao; Shen Nan; Wang Xiaowei; (87 pag.)CN107880055; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 5003-71-4, name is 3-Bromopropan-1-amine hydrobromide, 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 5003-71-4, COA of Formula: C3H9Br2N

To a mixture of 3-bromopropan-1 -amine hydrobromide (98.5 g, 45 mmol, 1 .0 eq) and Boc20 (93.3 g, 42.8 mmol, 0.95 eq) in DCM (500 ml) was added dropwise DIPEA (64.0 g, 49.5 mmol). The resulting mixture was stirred at room temperature overnight. Then, the reaction mixture was washed with water, 1 N HCI and brine, dried over Na2S04 and filtered. The solvent was evaporated to give the expected compound (95.8 g, 94% yield) as a white solid.To a suspension of NaH (60 % in mineral oil) (1 1.1 g, 278 mmol, 1 .3 eq) in DMF (150 ml) was added dropwise a solution of 2-(1 H-indol-3-yl)acetamide (37.2 g, 214 mmol, 1 .0 eq) in DMF (150 ml) at 0C under N2 and the reaction mixture was stirred for 30 min. Then a solution of the previous compound (55.9 g, 235 mmol, 1.1 eq) in DMF (100 ml) was added dropwise at 0 C. The mixture was stirred at 0 C for 30 min and at room temperature for 10 hrs. The reaction mixture was diluted in water (500 ml) and extracted with ethyl acetate. The organic phase was washed with brine, dried over Na2S04 and filtered. The solvent was evaporated under vacuum. The crude product was purified by column chromatography over silica gel eluted with MeOH/DCM (0/100 to 3/97) to give the intermediate 3 (52.8 g, 75% yield) as a solid.

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

Reference:
Patent; AMAKEM NV; LEYSEN, Dirk; DEFERT, Olivier; BOLAND, Sandro; WO2013/4709; (2013); 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. 2550-36-9, name is (Bromomethyl)cyclohexane, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H13Br

The compound prepared in Step 5 (35 mg, 0.08 mmol), (bromomethyl) cyclohexane (21 mg, 0.12 mmol), K2C03 (22 mg, 0.16 mmol), KI (2 mg) in DMF (2 mL) was stirred at 90C for 16 hours under N2. The mixture was concentrated, diluted with DCM, washed with brine, dried over Na2SC>4, filtered and the solvent was evaporated. The residue was purified by prep-HPLC to give pure product (15 mg, yield: 35%). 1H-NMR (400 MHz, CDCI3) delta 7.97-7 93 (m, 2H), 7.73 (s, 1H), 7.58 (s, 1H), 7.52-7.50 (m, 2H), 7.44-7.37 (m, 3H), 7.24-7.16 (m, 2H), 5.84 (s, 1H), 3.18-3.13 (m, 1H), 2.99-2.97 (m, 4H), 2.95 (s, 3H), 1.74-1.58 (m, 1H),1.54~1.51 (m, 2H), 1.43-1.41 (m, 2H), 1.04-0.91 (m, 4H), 0.89-0.79 (m, 2H), 0.76-0.56 (m, 1H). MS (M+H)+: 535.

The synthetic route of 2550-36-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI, SRL; MCCOMAS, Casey Cameron; LIVERTON, Nigel, J.; HABERMANN, Joerg; KOCH, Uwe; NARJES, Frank; LI, Peng; PENG, Xuanjia; SOLL, Richard; WU, Hao; WO2011/106929; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 68322-84-9, name is 2-Bromo-1-fluoro-4-(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 68322-84-9, Recommanded Product: 68322-84-9

To a flask under nitrogen, 3,4-dihydro-2H-benzo[b][1,4]oxazine (Tyger Scientific Inc., Ewing, NJ, 0.46 mL, 3.7 mmol) was dissolved in DMF (19 mL) and at room temperature, NaH (60% dispersion in mineral oil) (0.33 g, 8.1 mmol) was added, and the reaction was stirred for 15 minutes. 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene (Alfa Aesar, Ward Hill, MA, 0.790 mL, 5.6 mmol) was then added, and the reaction was stirred overnight at room temperature until complete conversion to the desired product. The reaction was then quenched with saturated aqueous ammonium chloride solution, and extracted with EtOAc (x2). The combined organics were washed with brine, dried over sodium sulfate, and concentrated to give material, which was purified via silica gel MPLC (Biotage Isolera One; PuriFlash HP, 15mu, 25 g (Biotage, Uppsala, Sweden)), eluting with 0 to 100% ethyl acetate in heptanes. Fractions containing clean product were collected and concentrated under a vacuum to yield 1.7 g of 4-(2-bromo-4-(trifluoromethyl)phenyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine as an orange oil. 1H NMR (400 MHz, DMSO-d6) d ppm 3.62 – 3.69 (m, 2 H) 4.28 (t, J=4.21 Hz, 2 H) 6.30 (dd, J=7.87, 1.71 Hz, 1 H) 6.71 (dtd, J=18.67, 7.42, 7.42, 1.71 Hz, 2 H) 6.85 (dd, J=7.78, 1.81 Hz, 1 H) 7.59 (d, J=8.41 Hz, 1 H) 7.81 (dd, J=8.41, 1.56 Hz, 1 H) 8.13 (d, J=1.66 Hz, 1 H). m/z (ESI) 357.0 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, and friends who are interested can also refer to it.

Reference:
Article; La, Daniel S.; Peterson, Emily A.; Bode, Christiane; Boezio, Alessandro A.; Bregman, Howard; Chu-Moyer, Margaret Y.; Coats, James; DiMauro, Erin F.; Dineen, Thomas A.; Du, Bingfan; Gao, Hua; Graceffa, Russell; Gunaydin, Hakan; Guzman-Perez, Angel; Fremeau, Robert; Huang, Xin; Ilch, Christopher; Kornecook, Thomas J.; Kreiman, Charles; Ligutti, Joseph; Jasmine Lin, Min-Hwa; McDermott, Jeff S.; Marx, Isaac; Matson, David J.; McDonough, Stefan I.; Moyer, Bryan D.; Nho Nguyen, Hanh; Taborn, Kristin; Yu, Violeta; Weiss, Matthew M.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3477 – 3485;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3972-64-3, 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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-amino-3,4-dichlorobenzoic acid (1.5 g, 7.3 mmol, 1.0 eq), 11a (3 g, 14.6 mmol, 2.0 eq), potassium carbonate (2.0 g, 14.6 mmol, 2.0 eq), L-proline (252.0 mg, 2.18 mmol, 0.3 eq), and Copper(i) oxide (406.0 mg, 2.19 mmol, 0.3 eq) in 2-Pentanoi (30.0 mL) was stirred at 130 °C overnight under argon atmosphere, then cooled to room temperature, water (20.0 mL) was added. The mixture was filtered through celite. The filtrate was acidified to pH=2 with 2 N HQ, then water (50.0 ml.) was added. The resulting mixture was extracted with EtOAc (50.0 mL x 3). Tire combined organic layers were washed with brine (20.0 mL x 5), dried over anhydrous NazSCL and filtered. The filtrate was concentrated vacuo to afford crude 11b (1.7 g, 69 percent). LC/MS: 338.1 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3-(tert-butyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SILICON SWAT, INC.; CHAMBERLAIN, Brian T.; RICE, James M.; JERNIGAN, Finith E., III; SHERMAN, Woody; KULKARNI, Meghana M.; SHECHTER, Sharon; ALLEN, Bryce K.; TAN, Dazhi; MARINO, Kristen A.; LIN, Zhixiong; (292 pag.)WO2019/100061; (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. 39478-78-9, name is 5-Bromo-2-methylaniline, A new synthetic method of this compound is introduced below., SDS of cas: 39478-78-9

A solution of concentrated sulphuric acid (6ml_) in distilled water (75ml_) was added to 5- bromo-2-methylaniline (1g, 5.38mmol). The resultant suspension was heated to 9O0C and stirred for 4.5h. The reaction mixture was then cooled using an ice bath and a solution of sodium nitrite (384mg, 5.57mmol) in water (5ml_) was added to the reaction mixture at O0C. The reaction was then allowed to warm to ambient temperature. The reaction mixture was then added to a solution of concentrated sulphuric acid (6ml_) in water (75ml_) which had been preheated to 9O0C. The reaction mixture was stirred for 1 h at 9O0C and allowed to cool, on standing, overnight. A precipitate was observed in the reaction mixture. The precipitate was collected by filtration, washed with water, and dried in a vacuum oven to afford 5-bromo-2-methylphenol as a brown solid (510mg, 2.73mmol, 51 %). M.S. (ESI) (m/z) 185, 187[M-H]-

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; N.V. ORGANON; WO2007/63071; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 656-64-4 as follows. Product Details of 656-64-4

A mixture of 3.8g (16.33mmol) of 4-chloro-6-nitro-quinoline-3-carbonitrile and 3.7g (20mmol) of 3-bromo-4-fluoroaniline in 200mL of ethanol was refluxed for 3hr. After the solvent was removed, the residue as dissolved in ethyl acetate and washed with sodium bicarbonate. The product was collected as a pale yellow solid, 6.5g (71 %); ESMS m/z 387.3, 389.2, mp 269-270C (dec).

According to the analysis of related databases, 656-64-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wyeth Holdings Corporation; EP1950201; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 626-39-1,Some common heterocyclic compound, 626-39-1, name is 1,3,5-Tribromobenzene, molecular formula is C6H3Br3, 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 2 Preparation of 1,3,5-tris-(5-hydroxypent-1-ynyl)-benzene 1,3,5-Tribromobenzene (10 g, 31.76 mmol), 4-pentyn-1-ol (10.69 g, 127.06 mmol) and bis(triphenylphosphine)palladium(II) dichloride were stirred in triethylamine under nitrogen for 5 minutes. Copper(I) iodide (92 mg, 0.48 mmol) was added and the mixture was stirred for 6 hours at 80 C. The mixture was cooled to room temperature, filtered through a celite pad and rinsed with ethyl acetate. The combined filtrate was evaporated to dryness under reduced pressure. The resulting residue was purified by column chromatography (CHCl3:MeOH 10:1) to afford 7.61 g of 1,3,5-tris-(5-hydroxy-1-pentynyl)-benzene. Yield: 74%. 1H NMR (300 MHz, CDCl3) delta 7.31 (3, 3 h), 3.81 (t, J=6.0 Hz, 6H), 2.52 (t, J=6.9 Hz, 6H), 1.85 (m, 6H); 13C NMR (75 MHz, CDCl3) delta 133.8, 124.2, 90.5, 80.0, 61.9, 31.5, 16.2 ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3,5-Tribromobenzene, its application will become more common.

Reference:
Patent; University of Kentucky Research Foundation; US2010/179186; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 112734-22-2, 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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows.

Step 1: To a stirred solution of (4-bromo-2-fluorophenyl)methanamine (25 g, 122.5 mmol) in pyridine (100 mL) at 0 C. in a protective gas atmosphere was added methanesulfonyl chloride (14.22 mL, 183.8 mmol) slowly in portions. After addition, the suspension was stirred at 0 C. for 1 h. The reaction mixture was diluted with ice cold water (20 mL) and pH was adjusted to ?1 using 16% aqueous HCl solution. The resulting precipitation was filtered off, washed with ethyl acetate (3×20 mL) and dried overnight. The crude N-(4-bromo-2-fluorobenzyl)methanesulfonamide (29.24 g, 85%) was used as such without further purification.

The chemical industry reduces the impact on the environment during synthesis (4-Bromo-2-fluorophenyl)methanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; US2013/79373; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, molecular formula is C7H7BrFN, 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. Computed Properties of C7H7BrFN

Into a 500 mL round-bottomed flask were added acetondimethylacetate (6.97 g, 40 mmol), acetic anhydride (7.55 ml, 80 mmol), and trimethylorthformate (4.24 g, 40 mmol). The resulted reaction mixture was stirred and heated at 120 0C for two hours, and then was cooled down to room temperature. After removing all volatile material in-vacuo, the residue was dissolved with THF (100 mL), [(4-bromo-2-fluorophenyl)methyl] amine (8.16 g, 40 mmol) was added slowly. The reaction mixture was stirred at room temperature overnight. Sodium hydride (1.92 g, 80 mmol) was added portionwise. The reaction was stirred at room temperature for 30 minutes. LCMS showed that the reaction was complete. The reaction mixture was concentrated, cooled down to 0 0C, and added ethyl acetate (100 mL) and 30 ml of 10% HCl solution (to adjuste pH of aqueous layer around 2). Two layers were separated, and aqueous layer was extracted with ethyl acetate (75mL x 2). Combined organic layers were dried and concentrated to yield desired product (1.2 g, 8 %), which was used for next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 112734-22-2, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/158315; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary