Month: May 2021

Application of 1798-85-2, 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. 1798-85-2, name is 1-Bromo-3-cyclopropylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A Schlenk flask was charged with an appropriate amount of complex 2b (0.016mmol, 2.0mol%) and the corresponding bromo or iodo arene (0.77mmol). The flask was cycled with nitrogen and vacuum. Afterwards a THF solution of benzylzinc bromide (2.2mL, 1.1mmol, 0.5M in THF) was added. The flask was sealed and heated at 70C for 24h. After that time, the mixture was cooled, and dichloromethane and water were added. The aqueous layer was extracted with dichloromethane and the collected organic layers were washed with water and dried with Na2SO4. The coupling product was confirmed by GC-MS (with n-dodecane as internal standard) and NMR analysis. The analytical properties of the products are in agreement with literature data [6a,24].

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

Reference:
Article; Someya, Chika I.; Irran, Elisabeth; Enthaler, Stephan; Inorganica Chimica Acta; vol. 421; (2014); p. 136 – 144;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1003-98-1,Some common heterocyclic compound, 1003-98-1, name is 2-Bromo-4-fluoroaniline, molecular formula is C6H5BrFN, 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 an ice-cooled mixture of 2-bromo-4-fluoroaniline (25.0 g, 0.132 mol), ammonium thiocyanate (40.0 g, 0.525 mol) in acetic acid (180 mL) was added dropwise a solution of bromine (13.5 mL, 0.264 mol) in acetic acid (35 mL) over 1 h. After stirring at room temperature for 2 h, the yellow insoluble material was collected by filtration. The yellow cake was suspended in water, and the pH was adjusted to 11 by adding potassium carbonate. The insoluble material was collected again, and the cake was purified by flash column chromatography on silica gel (Hexane:AcOEt = 3:1) to give the title compound as a yellow solid (29.7 g, 91%). Mp 183-185 C. 1H NMR (400 MHz, DMSO-d6) delta 7.37 (1H, dd, J = 8.5, 2.4 Hz), 7.64 (2H, dd, J = 8.5, 2.4 Hz), 7.82 (2H, brs). 13C NMR (100 MHz, DMSO-d6) delta 107.5 (d, J = 27.8 Hz), 109.4 (d, J = 11.5 Hz), 116.0 (d, J = 26.8 Hz), 131.8 (d, J = 11.5 Hz), 147.7 (d, J = 1.9 Hz), 156.2 (d, J = 239.6 Hz), 166.8. IR (ATR) nmax 3079, 1634, 1539, 1452, 1394, 1319, 1208, 1099, 1057, 940, 847 cm-1. MS (EI) 246 (M+). HRMS (EI) calcd for C7H4BrFN2S (M+) 245.9304, found 245.9263.

The synthetic route of 1003-98-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nishigaya, Yosuke; Umei, Kentaro; Watanabe, Daisuke; Kohno, Yasushi; Seto, Shigeki; Tetrahedron; vol. 72; 12; (2016); p. 1566 – 1572;,
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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

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

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

Synthetic Route of 7051-34-5, These common heterocyclic compound, 7051-34-5, name is (Bromomethyl)cyclopropane, its 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 : A mixture of 4-hydroxybenzaldehyde (1.0 g, 8.19 mmol), (bromomethyl)cyclopropane (1.33 g, 9.83 mmol) and K2CO3 (2.26 g, 16.38 mmol) in DMF (10.0 mL, anhydrous) was stirred at 20 C for 12 hours. The solution was diluted with water (20 mL). The aqueous phase was extracted with ethyl acetate (60 mL chi 3). The combined organic phase was washed with brine (20 mL * 1 ), dried over anhydrous Na2SO4 , filtered and concentrated in vacuum. The residue was purified by silica gel chromatography (petroleum ether/ethyl acetate=10/1 , 1/1 ) to give 4-(cyclopropylmethoxy)benzaldehyde (1.3 g, 87% yield).

The synthetic route of 7051-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (157 pag.)WO2018/78038; (2018); 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. 18648-66-3, name is 2-(4-Bromophenyl)-1,1-diphenylethylene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 2-(4-Bromophenyl)-1,1-diphenylethylene

For 500 ml three-necked flask was added (2-(4-bromophenyl)ethene-1,1-diyl)dibenzene (10.1g, 30mmol) and 4-aminophenylboronic acid hydrochloride (6.07g, 35mmol). Add 200 ml tetrahydrofuran, stirring to form a uniform clear solution. Add 90 ml K2CO3 solution (2M). Under Ar gas protection, raise temperature to 80 C, rapidly add 0.02g Pd(PPh3)4. Stirring reflux reaction 24h. Cooling to room temperature, separating takes organically phase, the aqueous phase is CH2Cl2Extraction two times, the combined organic phase, adding anhydrous MgSO4Drying. Pumping the filtrate, mixes the silica gel decompression turns on lathe does solvent, in order to CH2Cl2/Normal hexane as eluent for column chromatography, collecting ultraviolet ray, turns on lathe does solvent under reduced pressure, vacuum drying, be pale yellow green powder 9.61g, yield 92%.

The synthetic route of 18648-66-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sun Yat-sen University; Zhang, Yi; Zhou, Zhuxin; Xu, Jiarui; Liu, Siwei; Chi, Zhenguo; (13 pag.)CN106565617; (2017); A;,
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

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,
bromide – Wiktionary