Tag: M.W=200-300

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 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

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

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

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

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,
bromide – Wiktionary

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,
bromide – Wiktionary

Application of 129316-09-2,Some common heterocyclic compound, 129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, molecular formula is C10H12Br2, 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.

Under nitrogen protection, 33.4 g (0.20 mol) of 3-nitrophenylboronic acid and 29.2 g (0.1 mol) of 3,5-dibromo-tert-butylThe benzene was added to a 1000 ml three-necked flask, and a mixture of 350 ml by volume of 2:1 toluene and ethylene glycol dimethyl ether was added.Solvent, 2.31 g (0.002 mol) of tetrakistriphenylphosphine palladium catalyst and 200 ml of sodium carbonate lye at a concentration of 1 mol / L, room temperatureAfter stirring for half an hour, the temperature was raised to reflux state for 5 hours, and after completion of the reaction, it was filtered, dried and further recrystallized to obtain a mediumThe interstitial compound 3,5-bis(3-nitrophenyl)-tert-butylbenzene has a yield of 91% (the mass of the intermediate compound actually obtained)Obtained from the ratio of the mass of the intermediate compound obtained theoretically).

The synthetic route of 129316-09-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changzhou University; Wang Chengyi; Yu Bin; Zhao Xiaoyan; Li Jian; Ren Qiang; (6 pag.)CN108358795; (2018); A;,
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. 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Bromo-5-(trifluoromethyl)aniline

N2 was bubbled through a solution of 3-bromo-5-trifluoromethyl-phenylamine (2.38 g), 5,5,5′,5′-tetramethyl-[2,2′]bi[[l,3,2]dioxaborinanyl] (2.24g, FrontierScientific) and KOAc (2.92 g), dppf (165 mg, Aldrich) inanhydrous dioxane (50 ml) for 2 min. PdCl2 (dppf) (243 mg,Aldrich) was added and the reaction was heated to 80C for 4h. After cooling to RT, the mix was diluted with 50 mL ofEt20, filtered through Celite, and the filtrate wasconcentrated in vacua. The residue was dissolved in Et20(100 mL) , washed with sat. NaHC03 aqueous solution (50 mL)followed by brine (50 mL). The organic phase was dried overNa2SO4 and concentrated in vacua. The residue wasdissolved in 3:2 Et20/Hex (100 mL) , filtered through Celiteand the filtrate was concentrated in vacua to afford a darkbrown semi-solid.

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; AMGEN INC.; WO2006/12374; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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. Recommanded Product: 1-Bromo-3,4,5-trifluorobenzene

Synthesis of diethyl 3,4,5-trifluorophenylphosphonateTrifluorobromobenzene (1.70 mL, 14.2 mmol), diethyl phosphite (2.20 mL, 17.1 mmol), 7V,7V-dicyclohexylmethylamine (4.60 mL, 21.3 mmol) and ethanol (50 mL) were all combined in a nitrogen purged round bottom flask. After stirring for 5 minutes, triphenylphosphine (223 mg, 0.85 mmol) and palladium acetate (64 mg, 0.28 mmol) were added to the flask as one. The solution was heated to 76 0C and allowed to stir overnight. The solution started as a translucent brown color but was clearer by morning. Upon cooling, a silica plug (starting with hexanes as eluent, and increasing the polarity with ethyl acetate as needed) was run and a UV-active spot (Rf = 0.35 in 1:1 hexanes: ethyl acetate) was isolated. The final product is a clear oil (3.477 g, 91 % yield). 1B NMR (400.14 MHz, CDCl3) delta 7.44 (dt, J= 14.4, 6.50 Hz 2H), 4.19 – 4.07 (m, 4H), 1.34 (t, J= 7.07 Hz, 6H). 13C(1H) NMR (100.62 MHz, CDCl3) 5 151.1 (dddd, J= 254.7, 25.4, 10.1, 2.9 Hz, 2C), 142.5 (dtd, J= 258.6, 15.1, 3.3 Hz), 125.0 (dtd, J= 194.5, 5.8, 5.2 Hz), 116.3 – 116 (m, 2C), 62.72 (d, J= 5.63 Hz, 2C), 16.16 (d, J= 6.34 Hz, 2C). 31P(1H) NMR (161.97 MHz, CDCl3): delta 14.94. Analysis calculated (found) %: C 44.79 (44.51), H 4.51 (4.65). MS (FAB, m/z): 283 (M+, 100%). Exact mass calculated (found) for [M+H]+, m/z): 283.07109 (283.07135)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 138526-69-9, its application will become more common.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; IMPERIAL INNOVATIONS Ltd.; HOTCHKISS, Peter; MARDER, Seth; GIORDANO, Anthony; ANTHOPOULOS, Thomas, D.; SOLVAY SA; WO2010/115854; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary