Month: May 2021

Synthetic Route of 10016-52-1,Some common heterocyclic compound, 10016-52-1, name is 2,8-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.

In a nitrogen environment 9H-carbazole(100 g, 598 mmol) was dissolved in 2,000 mL of toluene, where the 2,8-dibromodibenzofuran(292 g, 897 mmol), tris(diphenoquinone alkylpiperidinyl) dipalladium (o) (5.48 g, 5.98 mmol), tris-tertbutylphosphine(6.05 g, 29.9 mmol) and sodium tert-butoxide(69.0 g, 718 mmol) sequentially into heating by and it refluxed during100 C in 32 hours . After the reaction was completed, the reaction solution into water and extracted with dichloromethane (DCM) and then water was removed with anhydrous MgSO4, filter and was concentrated under reducedpressure. Thus separated and purified the resulting residue was purified by flash column chromatography compounds to obtain a I-7(98.6 g, 40%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,8-Dibromodibenzo[b,d]furan, its application will become more common.

Reference:
Patent; Cheil Industries Co., Ltd; Lee, Han Ir; Yu, Uhn Sun; Kang, Dong Min; Kang, Uii Soo; Yang, Yong Tak; Oh, Jae Jin; Yu, Dong Gyu; Lee, Sang Sin; Jang, Yuna; Jung, Su Young; Han, Su Jin; Hong, Jin Suk; (59 pag.)KR2015/6758; (2015); A;,
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. 959992-62-2, name is 6-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 6-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine

A Smith process vial was charged with a stir bar, compound 54B (0.33 g, 1.54 mmol), CuCN (0.276 g, 3.08 mmol) and DMF (3 mL). The reaction vessel was sealed and heated to 120 C. for 3 h under microwave irradiation. After cooling, the reaction mixture was transferred to a round bottom flask and concentrated under vacuum. Compound 55A was obtained quantitatively by continuous extraction with EtOAc in a Soxlet apparatus.

According to the analysis of related databases, 959992-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Schering Corporation and Pharmacopeia Drug Discovery, Inc.; US2007/93477; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 50548-45-3,Some common heterocyclic compound, 50548-45-3, name is 1-Bromodibenzo[b,d]furan, molecular formula is C12H7BrO, 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.

(Synthesis of Compound A) (0152) (0153) 70 mL of an anhydrous THF solution of 10.6 g (42.9 mmol) of 1-bromodibenzofuran was added to a 500 mL, three-necked flask, and stirred at about ?78° C. 27 mL (42.9 mmol) of a hexane solution of 1.58 M n-BuLi was added dropwise, followed by stirring for about 2.5 hours. 85 mL of an anhydrous THF solution of 9.30 g (35.6 mmol) of 3-bromobenzophenone was added dropwise, followed by stirring for about 2 hours and then stirring at room temperature for about 3 hours. After the reaction was complete, a 1 N aqueous hydrochloric acid solution was added thereto and stirred for about 1 hour. The resulting product was washed with water, and the organic phase was concentrated to obtain a material having a candy-like consistency. The material having a candy-like consistency, 50 mL of glacial acetic acid, and 2.4 mL of hydrochloric acid were added to a 500 mL eggplant (e.g., pear-shaped) flask, followed by heating and stirring under a nitrogen atmosphere at about 130° C. for about 2 hours. The reaction mixture was added dropwise to 350 mL of water in a flask stored over ice, thus precipitating white crystals. The solid thus produced was filtered, washed with methanol, and dried. 13.3 g of a white powder was obtained as the target material at a yield of 78percent. (0154) The molecular weight of the product was measured using fast atom bombardment-mass spectrometry (FAB-MS) to be 411, consistent with Compound A.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromodibenzo[b,d]furan, its application will become more common.

Reference:
Patent; Samsung Display Co., Ltd.; ITOI, Hiroaki; (146 pag.)US2017/170402; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 54962-75-3, 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. 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3-bromo-5-(trifluoromethyl)aniline (10 g) in pyridine (50 mL) was added acetic anhydride (5.6 g) at 0 C., and the mixture was stirred at room temperature for 16 hr. The reaction mixture was concentrated, 1M hydrochloric acid was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with 1M hydrochloric acid, saturated aqueous sodium hydrogencarbonate solution, and saturated brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated to give the title compound (12.9 g, yield quant.) as a white solid.1H-NMR (300 MHz, CDCl3) delta: 2.21 (s, 3H), 7.36 (br. s, 1H), 7.49 (s, 1 H), 7.68 (s, 1H), 7.99 (s, 1H).

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-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

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

Related Products of 556-96-7, 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. 556-96-7, name is 1-Bromo-3,5-dimethylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: CuI (0.05 mmol), aryl halide (0.5 mmol), Na3PO4 (0.5 mmol), 25-28% aqueous ammonia (1 mL), and PEG-400 (2 mL) were added to a sealed tube. The reaction mixture was stirred at 100 C (aryl iodides for 15 h and aryl bromides for 24 h) and then cooled to room temperature and extracted with diethyl ether (3 times). The combined organic phase was then dried with anhydrous Na2SO4 and the solvent was removed under reduced pressure. The remaining residue was purified by column chromatography on silica gel to provide the desired aryl amines.

The synthetic route of 1-Bromo-3,5-dimethylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Junmin; Yuan, Tangjun; Hao, Wenyan; Cai, Mingzhong; Tetrahedron Letters; vol. 52; 29; (2011); p. 3710 – 3713;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 608-30-0,Some common heterocyclic compound, 608-30-0, name is 2,6-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.

Step 1: 1,3-dibromo-2-fluorobenzene To a mixture of 2,6-dibromoaniline (5.0 g, 20 mmol) and HCl (12 N, 10 mL) was added NaNO2 (2.1 g, 30 mmol) at 0 C. The reaction mixture was stirred at 0-10 C. for 1 h, and then NH4BF4 solution (4.2 g, 40 mmol) was added dropwise. The reaction mixture was stirred at 0-10 C. for 1 h. The precipitate was filtered and dried. The residue obtained was heated to 220 C. for 2 h, cooled to rt and dissolved with EA (150 mL), washed with NaOH (2 N, 200 mL). The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure to give 1,3-dibromo-2-fluorobenzene (1.45 g, yield 29%).

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

Reference:
Patent; Anacor Pharmaceuticals, Inc.; Eli Lilly and Company; Akama, Tsutomu; Balko, Terry William; Defauw, Jean Marie; Plattner, Jacob J.; White, William Hunter; Winkle, Joseph Raymond; Zhang, Yong-Kang; Zhou, Yasheen; US2013/131016; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H7Br

To a mixture of 3-bromobicyclo[4.2.0]octa-1,3,5-triene (10 g, 54.63 mmol, 1.00 equiv) in THF (100 mL) was added n-BuLi (2.5 M in hexane, 21.9 mL, 1.00 equiv) dropwise with stirring at -78C. The reaction mixture was stirred for 20 min at -78C. To the resulting mixture was then added a solution of 5-bromo-2-methylbenzaldehyde (1 1.4 g, 57.27 mmol, 1.05 equiv) in THF (10 mL) dropwise at -78C. The reaction mixture was stirred for 1 h at -78C. NH4CI/H20 was added and the mixture was extracted with EtOAc thrice. The combined extracts were washed with brine and dried over Na2S04, then concentrated and purified by chromatography on silica gel (20: 1 PE/EA) to yield (5-bromo-2-methylphenyl)(1,2-dihydrocyclobutabenzen-4-yl)methanol as colorless oil. 1 H NMR (400 MHz, Chloroform-d) delta 7.83 (d, J = 2.2 Hz, 1H), 7.34 (dd, J = 8.0, 2.2 Hz, 1H), 7.17 (dd, J = 7.5, 1.5 Hz, 1H), 6.96 -7.07 (m, 3 H), 5.89 (s, 1H), 3.16 (s, 5 H), 2.15 (s, 3 H).

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 5003-71-4, 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. 5003-71-4, name is 3-Bromopropan-1-amine hydrobromide, This compound has unique chemical properties. The synthetic route is as follows.

Di-tert-butyl dicarbonate (3.71 g, 16 9 mmol) and triethylamine (10 mL). were added to a solution of 3-bromopropylamine hydrobromide 3 (3.72 g, 16.9 mmol) in dichloromethane (100 mL). The reaction mixture was stirred at room temperature for 12 hours. The reaction progress was monitored by TLC. After this period, the reaction was complete. The solvent was removed under reduced pressure. Saturated sodium chloride solution (100 mL) was added to this residue and the mixture was extracted with diethyl ether (2×50 mL). The organic phases were combined, washed with saturated sodium chloride solution (3×50 mL) and dried over sodium sulfate. After filtration, the solvent was removed under reduced pressure to give compound 4 in the form of a slightly brown solid. The compound was sufficiently pure to be used in the rest of the synthesis without further purification (3.50 g, 87%). 1H NMR (200 MHz, CDCl3) delta: 4.63 (s, 1H), 3.42 (t, J=6.5 Hz, 2H), 3.26 (td, J=6.5; 6.5 Hz, 2H), 2.03 (m, J=6.5 Hz, 2H), 1.43 (s, 9H). HMRS (ESI) calculated for C8H16NO2Br [M+H+], m/z 255.0703. found: 255.0695.

The chemical industry reduces the impact on the environment during synthesis 3-Bromopropan-1-amine hydrobromide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CISBIO BIOASSAYS; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; ECOLE NORMALE SUPERIEURE DE LYON; Lamarque, Laurent; Maury, Olivier; Parker, David; Zwier, Jurriaan; Walton, James W.; Bourdolle, Adrien; US2014/336373; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 502496-36-8, 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. 502496-36-8, name is 3-Bromo-5-fluoro-2-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 123 (250 mg, 0.46 mmol) and 3-bromo-5-fluoro-2-methylaniline 165 (112 mg, 0.55 mmol) in acetonitrile was added cesium carbonate (307 mg, 0.936 mmol). The reaction was degassed and purged with nitrogen for 10 min. Pd(dppf)Cl2 (16 mg, 0.0234 mmol) was added to the reaction. The reaction was degassed and purged with nitrogen for another 10 min. The reaction was heated to 90 C. under sealed condition for overnight. The reaction mixture was allowed to cool to room temperature, diluted with chloroform. The organic layer was filtered through celite plug and concentrated to get the crude. The crude was purified through flash chromatography by using 100-200 mesh silica gel. The compound was eluted in 12% ethyl acetate in hexane as half white solid 166.

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-fluoro-2-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRIEN PHARMACEUTICALS LLC; Vankayalapati, Hariprasad; Yerramreddy, Venkatakrishnareddy; Gangireddy, Paramareddy; Appalaneni, Rajendra P.; US2014/315909; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 393-36-2, name is 4-Bromo-3-(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 393-36-2

Preparation of 3-trifluoromethyl-4-vinylaniline 4-Bromo-3-(trifluoromethyl)aniline (4.0 g, 16.7 mmol) was dissolved in isopropanol (20 mL), water (10 mL), and t-butylamine (5 mL). To the solution, potassium(trifluoro)vinylborate (4.0 g, 29.9 mmol), PdCl2(dppf)2·2-dichloromethane complex (300 mg, 0.37 mmol) were added. The resulting mixture was stirred under argon atmosphere at 80C for 20 hours and then concentrated. The residue was partitioned between water and ethyl acetate, and the organic layer was washed with saturated brine and concentrated under reduced pressure. The resulting product was purified by silica-gel column chromatography (n-hexane: ethyl acetate = 6:1) to give 3-trifluoromethyl-4-vinylaniline (2.475 g, 79%) as a light-yellow oil. 1H-NMR (270MHz, CDCl3) delta (ppm): 3.84 (2H, s), 5.20 (1H, dd, J=1.8, 10.9Hz), 5.56 (1H, d, J=17.1Hz), 6.78 (1H, dd, J=10.9, 17.1Hz), 6.88-7.04 (2H, m), 7.48 (1H, d, J=8.4Hz).

The synthetic route of 393-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; The University of Tokyo; EP1921078; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary