Category: 96558-78-0

Electric Literature of 96558-78-0, The chemical industry reduces the impact on the environment during synthesis 96558-78-0, name is 3-Bromo-5-chlorophenylamine, I believe this compound will play a more active role in future production and life.

Preparation of starting material 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (SM-17) This material was prepared from 3-bromo-5-chloroaniline following a similar procedure used for SM-9, step 3. The crude product was purified by flash chromatography (RediSep Cyano, Teledyne ISCO, 0-50% EtOAc in hexanes) to afford 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (48%) as a pale orange solid: LCMS(m/z) 172.1 (MH+), tR=0.33 minute.

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, 3-Bromo-5-chlorophenylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Costales, Abran Q.; Huang, Shenlin; Jin, Jeff (Xianming); Liu, Zuosheng; Pecchi, Sabina; Poon, Daniel; Tellew, John; US2011/52578; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 96558-78-0,Some common heterocyclic compound, 96558-78-0, name is 3-Bromo-5-chlorophenylamine, molecular formula is C6H5BrClN, 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 solution of 3-bromo-5-chloro-aniline (10 g, 48.4 mmol, 1 eq) and tert- butoxycarbonyl tert-butyl carbonate (12.7 g, 58.1 mmol, 13.4 mL, 1.2 eq) in 100 mL of THF was added K2CO3 (20.1 g, 145.3 mmol, 3 eq). The mixture was stirred at 40C for 12 hrs. The reaction mixture was concentrated under reduced pressure to remove THF. The residue was purified by column chromatography (S1O2, eluting with a gradient of petroleum ether/ethyl acetate=l/0 to 0/1) to give 6.1 g of compound 1 (19.90 mmol, 41.1% yield) as a white solid

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

Reference:
Patent; AQUINNAH PHARMACEUTICALS, INC.; VACCA, Joseph, P.; WAGER, Travis, T.; (383 pag.)WO2020/117877; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 96558-78-0, 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. 96558-78-0, name is 3-Bromo-5-chlorophenylamine, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3-bromo-5-chloro-aniline (280 mg, 1.36 mmol) in l,4-dioxane (5 ml) and H20 (0.5 ml) was added 4,4,5,5-tetramethyl-2- [ 1 -methylprop- 1 -enyl]- 1 ,3 ,2-dioxaborolane (296 mg, 1.63 mmol), Pd(dppf)Cl2 (99 mg, 0.14 mmol) and Cs2C03 (1.33 g, 4.07 mmol) under N2. The mixture was heated at 130 C for 12 h under N2. The solution was filtered and concentrated in vacuo. The residue was purified by FCC (25 % EtOAc in petroleum ether) to give the title compound as a green oil (Y = 81 %). LC- MS (ESI): m/z: [M+H]+ = 182.1

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-5-chlorophenylamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NODTHERA LIMITED; HARRISON, David; WATT, Alan Paul; BOCK, Mark G.; (334 pag.)WO2019/121691; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

96558-78-0, name is 3-Bromo-5-chlorophenylamine, belongs to chlorides-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. HPLC of Formula: C6H5BrClN

To a solution of compound 1 (50 g, 242.2 mmol, 1 eq ) in 1 L of toluene and 100 mL of H2O was added potassium cyclopropyl(trifluoro)boranuide (39.4 g, 266.4 mmol, 1.1 eq), t- BuOK (81.5 g, 726.5 mmol, 3 eq) and Pd(dppf)Cl2.CH2Cl2 (19.8 g, 24.2 mmol, 0.1 eq) and purged with N2 for 3 times. The mixture was stirred at 90C for 16 hours. Then it was filtered and concentrated under reduced pressure to give the crude product, which was purified by column chromatography (S1O2, eluting with a gradient of petroleum ether:ethyl acetate =1:0 to 3:1) to get 37.5 g of compound 2 (223.7 mmol, 92.4% yield) as a yellow oil.

The synthetic route of 96558-78-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AQUINNAH PHARMACEUTICALS, INC.; VACCA, Joseph, P.; WAGER, Travis, T.; (383 pag.)WO2020/117877; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 96558-78-0, name is 3-Bromo-5-chlorophenylamine, A new synthetic method of this compound is introduced below., SDS of cas: 96558-78-0

General procedure: A mixture of CuI (190mg, 1mmol), 4-methyl-1H-imidazole (1.64g, 20mmol), Cs2CO3(3.25g, 10mmol), 3-bromo-5-(trifluoromethyl)aniline (2.40g, 10 mmol), 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethanone (350mg, 2mmol) and DMF (30mL) was added to a bottom, the bottom was evacuated and backfilled with argon (this procedure was repeated three times), then the mixture was heated to 130 C for 24 h under argon. After cooling to room temperature, the solvent was removed under vacuum and the residue was purified by column chromatography on silica gel to afford the crude product. The crude product was recrystallized as a white solid (1.7 g, 71%)

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; Wang, Deping; Zhang, Zhang; Lu, Xiaoyun; Feng, Yubing; Luo, Kun; Gan, Jirong; Yingxue, Liu; Wan, Junting; Li, Xiang; Zhang, Fengxiang; Tu, Zhengchao; Cai, Qian; Ren, Xiaomei; Ding, Ke; Bioorganic and Medicinal Chemistry Letters; vol. 21; 7; (2011); p. 1965 – 1968;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 96558-78-0, The chemical industry reduces the impact on the environment during synthesis 96558-78-0, name is 3-Bromo-5-chlorophenylamine, I believe this compound will play a more active role in future production and life.

Preparation of starting material 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (SM-17) This material was prepared from 3-bromo-5-chloroaniline following a similar procedure used for SM-9, step 3. The crude product was purified by flash chromatography (RediSep Cyano, Teledyne ISCO, 0-50% EtOAc in hexanes) to afford 3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (48%) as a pale orange solid: LCMS(m/z) 172.1 (MH+), tR=0.33 minute.

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, 3-Bromo-5-chlorophenylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Costales, Abran Q.; Huang, Shenlin; Jin, Jeff (Xianming); Liu, Zuosheng; Pecchi, Sabina; Poon, Daniel; Tellew, John; US2011/52578; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 96558-78-0, 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. 96558-78-0 name is 3-Bromo-5-chlorophenylamine, 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.

To a solution of 3-bromo-5-chloro-aniline (2 g, 9.7 mmol, 1 eq), 2,3-dihydrofuran (1.4 g, 19.4 mmol, 1.5 mL, 2 eq), PPI13 (508.3 mg, 1.9 mmol, 0.2 eq) and K2CO3 (4.0 g, 29.1 mmol, 3 eq) in 20 mL of DMF was added Pd(OAc)2 (217.6 mg, 969.0 pmol, 0.1 eq) at 20C under N2. The mixture was stirred at 110C for 12 hours. Then it was partitioned between 20 mL of water and 40 mL of ethyl acetate. The organic phase was separated, washed with 60 mL of brine, dried over Na2SC>4, filtered and concentrated under reduced pressure to give the crude product, which was purified by column chromatography (S1O2, Petroleum ether : Ethyl acetate = 100: 1 to 10: 1) to give 780 mg of compound 2A (4.0 mmol, 41.1% yield) as a yellow oil and 470 mg of compound 2B (2.4 mmol, 24.8% yield) as a yellow oil

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

Reference:
Patent; AQUINNAH PHARMACEUTICALS, INC.; VACCA, Joseph, P.; WAGER, Travis, T.; (383 pag.)WO2020/117877; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 96558-78-0, 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 96558-78-0 as follows.

3-Bromo-5-chloroaniline (20 g, 96.87 mmol) was added dropwise to 103 N-chlorosuccinimide (12.93 g, 96.87 mmol) in 52 DMF (100 mL) at rt. The resulting solution was stirred at rt for 16 h. The solvent was removed in vacuo. The crude product obtained was purified by flash silica chromatography (5 to 10% 57 EtOAc in 148 petroleum ether) to afford 687 3-bromo-4,5-dichloroaniline (8 g, 34%) as a brown solid; 1H NMR (300 MHz, DMSO, 30 C.) 6.02 (2H, s), 6.83 (1H, d), 6.94 (1H, d); m/z: ES+ [M+H]+=242.

According to the analysis of related databases, 96558-78-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; Kettle, Jason Grant; Bagal, Sharanjeet; Robb, Graeme Richard; Smith, James Michael; Goldberg, Frederick Woolf; Cassar, Doyle Joseph; Feron, James Lyman; US2019/177338; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 96558-78-0, 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 96558-78-0 as follows.

To a solution of 3-bromo-5-chloro-aniline (150 mg, 726.5 pmol, 1 eq ), 4-pyridylboronic acid (107.2 mg, 871.9 pmol, 1.2 eq) and K2CO3 (200.9 mg, 1.5 mmol, 2 eq) in 2 mL of dioxane and 0.2 mL of H2O was added Pd(dppf)Cl2 (53.2 mg, 72.7 pmol, 0.1 eq) and purged with N2 for 3 times. The mixture was stirred at 100C for 12 hour. The reaction mixture was partitioned between 15 mL of water and 25 mL of ethyl acetate. The organic phase was separated, washed with 15 mL of brine, dried over Na2SC>4, filtered and concentrated under reduced pressure to give the crude product, which was purified by prep- TLC (S1O2, eluting with a gradient of petroleum ether:ethyl acetate =1 : 1) to give 79 mg of compound 2 (386.0 pmol, 53.1% yield) as a yellow solid.

According to the analysis of related databases, 96558-78-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AQUINNAH PHARMACEUTICALS, INC.; VACCA, Joseph, P.; WAGER, Travis, T.; (383 pag.)WO2020/117877; (2020); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

96558-78-0, 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. 96558-78-0, name is 3-Bromo-5-chlorophenylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of intermediate 459 and intermediate 460 (1 g) in acetone ( 10 mL) was added a solution of oxone ( 1 .25 g 2.03 mmol) in H20 ( 10 mL ) dropwise under N2 at 0 C. The reaction mixture was stirred at 0 C for 1 hour. Water (20 ml ) was added and the mixture was extracted with EtOAc (3 x 30 ml ). The organic layer was combined, dried over Na2S04, filtered and concentrated. The residue was triturated under EtOAc/ petroleum ether (1/10). The precipitate was filtered off and dried give a mixture of intermediate 220a and intermediate 220b ( 1 50 mg ) as a yellow solid.A mixture of intermediate 457 and intermediate 458 (750 mg), bi.s( pi naco lato )d iboron (942.5 mg, 3.7 mmol ), Pd(dppf)Cl2 (1 13.1 mg, 0. 1 55 mmol ) and KOAc ( 910.6 mg, 9.28 mmol) in THF (20 niL) was stirred at 60C for 2 hours unde N2. Water (30 ml ) was added and extracted with EtOAc (30 niL x 3 ). The organic layers were combined, dried over Na2S04, filtered and concentrated to give a mixture of intermediate 459 and intermediate 460 (1.0 g) as a yellow oil. Step 3 A mixture of intermediate 457 and intermediate 458 (750 mg), bi.s( pi naco lato )d iboron (942.5 mg, 3.7 mmol ), Pd(dppf)Cl2 (1 13.1 mg, 0. 1 55 mmol ) and KOAc ( 910.6 mg, 9.28 mmol) in THF (20 niL) was stirred at 60C for 2 hours unde N2. Water (30 ml ) was added and extracted with EtOAc (30 niL x 3 ). The organic layers were combined, dried over Na2S04, filtered and concentrated to give a mixture of intermediate 459 and intermediate 460 (1.0 g) as a yellow oil. Step 3 3-chloro-5-bromoaniline (1 g, 4.84 mmol) was dissolv ed in 75% I LSO ( 10 mL). Then glycerol (1.1 1 g, 12.1 mmol ) and nitrobenzene (0.59 g. 4.84 mmol ) were added. The reaction mixture was stirred at 150C for 3 hours under N2. EtOAc (50 ml ) was added and the mixture was adjusted to pH to 6-7 with a 30% solution of NaOH in water. The solid was filtered off over celite and the organic layer was separated and ev aporated. The residue was purified by flash column chromatograph over silica gel (gradient eiuent: petroleum ether EtOAc from 20/ 1 to 5/1). The desired fractions were collected and the solvent was evaporated to give a mixture of intermediate 457 and intermediate 458 (750 mg) as a white solid.

The synthetic route of 96558-78-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WU, Tongfei; BREHMER, Dirk; BEKE, Lijs; BOECKX, An; DIELS, Gaston, Stanislas, Marcella; GILISSEN, Ronaldus, Arnodus, Hendrika, Joseph; LAWSON, Edward, Charles; PANDE, Vineet; PARADE, Marcus, Cornelis, Bernardus, Catharina; SCHEPENS, Wim, Bert, Griet; THURING, Johannes, Wilhelmus, John, F; VIELLEVOYE, Marcel; SUN, Weimei; MEERPOEL, Lieven; (375 pag.)WO2017/32840; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics