Author: Jessica.F

615-59-8, name is 1,4-Dibromo-2-methylbenzene, 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. Application In Synthesis of 1,4-Dibromo-2-methylbenzene

(1) Under nitrogen protection, 4.33 g (24 mmol) of 4-methoxycarbonylbenzeneboronic acid, 6 g (40 mmol) of cesium fluoride were placed in a 250 ml three-necked flask, and 150 ml of 1,4-dioxane and 2.754 ml (10 mmol) were added. a mixed solution of 2,5-dibromotoluene,Then 1.6 g of tetrakis(triphenylphosphine)palladium catalyst was added and refluxed at 90 C for 48 h.After the reaction was completed, an orange solution was obtained with a black precipitate. The system was evaporated to dryness under reduced pressure.A white product of 3.0 g was obtained in a yield of 82%.

The synthetic route of 615-59-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Normal University; Dong Yubin; Wang Jiancheng; Liu Congxue; (14 pag.)CN109988079; (2019); A;,
Bromide – Wikipedia,
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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., Quality Control of (Bromomethyl)cyclopropane

THF (200 mL) was added to the reaction flask, Potassium carbonate (11.0 g, 0.08 mol) and 3-hydroxy-4-difluoromethoxybenzaldehyde (10.0 g, 0.053 mol) were added and the mixture was stirred at room temperature for 1 hour. Then, methyl bromocyclopropane (10.8 g, 0.80 mol) was added and TLC Hydroxy-4-difluoromethoxybenzaldehyde was dissolved and the reaction was quenched by addition of water (100 mL) and extracted with dichloromethane. The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated to give a brown oil 3-cyclopropylmethoxy-4-difluoromethoxybenzaldehyde (10.5 g, yield 82%, purity 93.9%, HPLC chromatogram shown in Figure 3), without purification can be directly used in the next step reaction

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 7051-34-5.

Reference:
Patent; Taicang Enkang Pharmaceutical Technology Co., Ltd.; Wang Xiang; Shang Muhong; Wang Li; Zhang Feng; Yu Su; Gong Yadong; (12 pag.)CN106883118; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 15155-41-6,Some common heterocyclic compound, 15155-41-6, name is 4,7-Dibromo-2,1,3-benzothiadiazole, molecular formula is C6H2Br2N2S, 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.

1000mL 1–neck flask (one neck flask) in 4,7-di-bromo-benzo-1,2,3-thiadiazole (4,7-dibromo-1,2,3-benzothiadiazole) (25g, 85 mmol) , NaBH4 (16g, mmol) and the mixture was placed 500mL of ethanol was stirred at room temperature for 16 hours. When the reaction is complete, remove the solvents by rotary evaporation the drier and extracted with CHCl3. This oil is extractedThe base layer is washed with brine (brine) solution. Thereafter, the dried organic layer was again put on MgSO4 and the solvent removed by evaporation to give a dry objective compound C-1 (19g, 71.4 mmol, 84%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4,7-Dibromo-2,1,3-benzothiadiazole, its application will become more common.

Reference:
Patent; Hee SungMaterial Co., Ltd; Lee, Gyung Uhn; Kim, Sin Tae; Kim, Yeong Woo; Uhm, Sung Jin; Lee, Ju Dong; (54 pag.)KR101612903; (2016); B1;,
Bromide – Wikipedia,
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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