Month: September 2021

Reference of 699-03-6, These common heterocyclic compound, 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, 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.

General procedure: Amine (0.25 mmol), and bromide (0.25 mmol) were taken up in acetonitrile (0.3 mL) in a conical vial equipped with a stirrer bar. Potassium carbonate (0.5 mmol) was added followed by potassium iodide (10 mol%) if required. The vial was sealed with a screwcap and the reaction was stirred at 40 C until thin layer chromatography (TLC) indicated complete consumption of the starting materials. A precipitate was formed during the reaction which was removed by filtration and the filtrate concentrated under reduced pressure. The residue was purified by flash column chromatography and sent to the Netherlands Cancer Institute (NKI) for biological testing.

Statistics shows that 1-(4-Bromophenyl)-N-methylmethanamine is playing an increasingly important role. we look forward to future research findings about 699-03-6.

Reference:
Article; Milne, Kirsty; Sun, Jianhui; Zaal, Esther A.; Mowat, Jenna; Celie, Patrick H.N.; Fish, Alexander; Berkers, Celia R.; Forlani, Giuseppe; Loayza-Puch, Fabricio; Jamieson, Craig; Agami, Reuven; Bioorganic and Medicinal Chemistry Letters; vol. 29; 18; (2019); p. 2626 – 2631;,
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. 4263-52-9, name is Sodium 2-bromoethanesulphonate, A new synthetic method of this compound is introduced below., Product Details of 4263-52-9

A solution OF 2-BROMOETHANESULFONIC acid, sodium salt (4.2 g, 20 mmol) in water (total 12 ML) was added over 6 hours to a 42 C solution oft-butylamine (10 mL, 94 mmol) in a mixture of water (10 mL) and 1,4-dioxane (10 mL). The mixture was stirred at 42 FOR 18 hours. The mixture was then heated to 60 C for 24h. By proton NMR, 30 % of elimination product (vinylsulfonic acid) was observed. The mixture was concentrated to dryness and treated with ethanol at refluxing temperature. The solid material was collected (crop 1). The mother liquor was concentrated to dryness and the solid was again treated with ethanol at refluxing temperature, and the solid material was collected (crop 2). Both crops of the solid material were dissolved in water, and the resultant aqueous solutions passed in sequence through a Dowex 50 W X 8 ion- exchange column (100 g resin). The fractions containing the title compound were collected and concentrated to dryness. The solid material obtained was recrystallized from a mixture of ethanol (20 mL) and water (2 mL). The crystals were collected by filtration, dried in a vacuum oven at 60 C for 18 hours. Compound DU was obtained as fine white needles (860 mg, 24 % YIELD). 1H NMR (500 MHz, D20) B 1.16 (s, 9H), 3.02 (t, J= 6. 8 Hz, 2H), 3.19 (t, J= 6. 8 Hz, 2H). 13C NMR (125 MHz, D20) 8 24. 8, 37. 3,47. 0,57. 8. ES-MS 182 (M+1)

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; NEUROCHEM (INTERNATIONAL) LIMITED; WO2004/113275; (2004); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 73918-56-6,Some common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, molecular formula is C8H10BrN, 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.

Into a 1-L 3 -necked round-bottom flask was added 2-(4-bromophenyl)ethan-l -amine (80.0 g, 400 mrnol), anhydrous DCM (800 mL), and TEA (48.7 g, 67, 1 mL, 481mmol). The resulting mixture was cooled to 0 C’C and then a solution of benzyl chioroformate (68.3 g, 56.9 mL, 400 mrnol) in anhydrous DCM (20 mL) was added dropwise. The resulting solution was stirred for 2 h at 0 C and then concentrated in vacuo. The cmde product was purified via silica gel chromatography and eluted with ethyl acetate/petroleum ether (1 :3) to afford benzyl N-[2-(4- bromophenyi)ethylJcarbamate as a white solid (100 g, 75%). LCMS (ESI, m/z): 334 [M+H]+

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORMA THERAPEUTICS, INC.; GUERIN, David Joseph; BAIR, Kenneth W.; CARAVELLA, Justin A.; IOANNIDIS, Stephanos; LANCIA, JR., David R.; LI, Hongbin; MISCHKE, Steven; NG, Pui Yee; RICHARD, David; SCHILLER, Shawn E.R.; SHELEKHIN, Tatiana; WANG, Zhongguo; (113 pag.)WO2017/139779; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 55289-36-6, 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. 55289-36-6, name is 3-Bromo-2-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: 2-methylbiphenyl-3-amine A mixture of 3-bromo-2-methylaniline (Aldrich, cat#530018: 0.39 mL, 3.2 mmol), phenylboronic acid (Aldrich, cat#P20009: 0.50 g, 4.1 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (Aldrich, cat#697230: 0.13 g, 0.16 mmol) and potassium carbonate (1.32 g, 9.57 mmol) in 1,4-dioxane (20.0 mL) and water (7 mL) was sparged with nitrogen for 5 min. The mixture was then heated and stirred at 110 C. for 1.5 h. The reaction mixture was cooled to room temperature, quenched with saturated aqueous NaHCO3, and extracted with ethyl acetate (3*10 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column eluting with ethyl acetate in hexanes (0?15%) to afford the desired product. LC-MS calculated for C13H14N (M+H)+: m/z=184.1; found 184.1. 1H NMR (400 MHz, DMSO) delta 7.40 (dd, J=7.6, 6.8 Hz, 2H), 7.32 (dd, J=7.6, 7.2 Hz, 1H), 7.29-7.14 (m, 2H), 6.92 (dd, J=7.6, 7.6 Hz, 1H), 6.64 (d, J=7.2 Hz, 1H), 6.40 (d, J=7.2 Hz, 1H), 4.89 (s, 2H), 1.92 (s, 3H).

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

Reference:
Patent; Incyte Corporation; Lajkiewicz, Neil; Wu, Liangxing; Yao, Wenqing; (58 pag.)US2017/174679; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1073-06-9, 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. 1073-06-9, name is 1-Bromo-3-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

An argon filled 50 mL two-necked flaskequipped with a stir bar and a gas condenser was charged withmagnesium turnings (129 mg, 5.300 mmol). After three successivevacuum/argon cycles, THF (15 mL) and one grain of iodine wereadded, and the brownish suspensionwas stirred for 15 min at roomtemperature. Subsequently fluorinated bromobenzene(5.200 mmol) was added. An exothermic reaction was followed bychanges of the color of the reaction mixture from original brown,through colorless to final grayish. This suspensionwas stirred 2 h atroom temperature and then 3-phenylisobenzofuran-1(3H)-one(19) (1.000 g, 4.757 mmol) was added and stirring continued for16 h. Then Ac2O (4 mL) was added dropwise and the reactionmixture was refluxed at the temperature of the oil bath 70 C foradditional 30 min. A dense yellowish precipitate was formed. Theyellow suspension was cooled to room temperature, diluted withether (100 mL), and washed with a saturated aqueous solution ofNaHCO3 (3 15 mL). The deep yellow organic phase was dried overMgSO4. Solvents were removed under reduced pressure and columnchromatography on silica gel (hexane/ethyl-acetate – 4:1)afforded products as yellow crystalline solids. 1-(3-Fluorophenyl)-3-phenylisobenzofuran (3) was synthesizedfrom 1-bromo-3-fluorobenzene (14) (581 mL, 5.200 mmol),magnesium (129 mg, 5.300 mmol), and 19 (1.000 g, 4.757mmol) inTHF (15 mL) according to GP1. Compound 3 was obtained as abright yellow crystalline solid (1.216 g, 4.218 mmol, 89%).Mp 130.9e132.0 C. 1H NMR (400 MHz, CDCl3): delta 6.94e7.01 (m,1H), 7.01e7.10 (m, 2H), 7.29e7.35 (m, 1H), 7.40e7.47 (m, 1H),7.47e7.53 (m, 2H), 7.60e7.65 (m, 1H), 7.71e7.74 (m, 1H), 7.80e7.87(m, 2H), 7.93e7.97 (m, 2H). 13C {1H} NMR (125 MHz, CDCl3): delta 111.3(d, JC,F 23.6 Hz), 113.5 (d, JC,F 21.5 Hz), 119.8, 120.2 (d,JC,F 2.8 Hz), 120.3, 122.1, 122.7, 125.0, 125.2, 125.8, 127.2, 129.0,130.5 (d, JC,F 8.6 Hz), 131.3, 133.5 (d, JC,F 8.6 Hz), 142.3 (d,JC,F 3.2 Hz), 144.4, 163.3 (d, JC,F 245.1 Hz). 19F NMR (470 MHz,CDCl3): delta 108.92 (ddd, 1JF,H 10.3 Hz, 2JF,H 8.6 Hz, 3JF,H 6.0 Hz,1F). IR (KBr): 3051, 3039, 1625, 1608, 1579, 1543, 1518, 1503, 1491,1458, 1451, 1443, 1414, 1397, 1315, 1274, 1259, 1213, 1194, 1160, 1141,1111, 1096, 1067, 1028, 1007, 994, 963, 951, 902, 877, 860, 854, 838,829, 773, 762, 747, 744, 736, 723, 678, 665, 659, 599, 554, 523,490 cm1. MS, m/z (%): 288.1 (100, M), 270.1 (5), 259.1 (23), 239.1(11), 183.1 (10), 165.1 (9), 144.0 (10). HRMS, (EI) for (C20H13FO):calcd 288.0950, found 288.0948. Anal. Calcd. for C20H13FO: C, 83.32;H, 4.54. Found: C, 83.01; H, 4.45.

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, 1-Bromo-3-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kaleta, Ji?i; ?imkova, Ludmila; Li?ka, Alan; Bim, Daniel; Madridejos, Jenica M.L.; Pohl; Ruli?ek, Lubomir; Michl; Ludvik, Ji?i; Electrochimica Acta; vol. 321; (2019);,
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. 72678-19-4, name is 2,6-Dibromo-4-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Quality Control of 2,6-Dibromo-4-(trifluoromethyl)aniline

A mixture of 2,6-dibromo-4-trifluoromethylaniline (1.61 g, 5.04 mmol), acetic acid (4.8 ml) and propionic acid (2.4 ml) was cooled to an internal temperature of -5 C. or lower, and 40% nitrosylsulfuric acid (1.76 g, 5.54 mmol) was dropwise added thereto. After the addition and still at -5 C. or lower, this was stirred for 30 minutes to give a diazo liquid. In a separate vessel, a mixture of the intermediate A-3 (2.10 g, 5.04 mmol), tetrahydrofuran (10 mL), methanol (10 mL) and sulfamic acid (0.073 g, 0.76 mmol) was cooled to -5 C., and the diazo liquid was dropwise added thereto. This was stirred for 30 minutes still at -5 C., then restored to room temperature, and water was added thereto, and extracted with hexane. The hexane layer was dried with anhydrous sodium sulfate, concentrated under reduced pressure, and purified through silica gel column chromatography to give an intermediate C-3 (1.71 g, yield 46%) as an oily substance.

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; MITSUBISHI CHEMICAL CORPORATION; SHIGA, Yasushi; AOBA, Mitsuya; TANAKA, Yuki; ISHIDA, Mio; US2015/191601; (2015); 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. 58971-11-2, name is 3-Bromophenethylamine, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-Bromophenethylamine

To an ice-cooled solution of 2-(3-bromophenyl)ethanamine (30.0 g, 0.15 mol) in pyridine (100 mL) was added isobutyryl chloride (19.2 g, 0.18 mol) dropwise. Then the mixture was stirred at rt for 17 h. The mixture was poured into ice, filtered and dried in vacuum to give N-(3-bromophenethyl)isobutyramide (30.0 g, 74%) as a white solid. 1H NMR (CDC13 400 IVIHz): (57.39-7.33 (m, 2H), 7.18 (t, J 7.6 Hz, 1H), 7.12 (d, J= 7.6 Hz, 1H), 5.50 (brs, 1H), 3.52-3.45 (m, 2H), 2.80 (t, J= 7.2 Hz, 2H), 2.32-2.28 (m, 1H), 1.12 (d, J=6.8 Hz, 6H).

According to the analysis of related databases, 58971-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; FAN, Yi; JIA, Lanqi; SINGH, Suresh, B.; TICE, Colin, M.; XU, Zhenrong; YUAN, Jing; ZHUANG, Linghang; (172 pag.)WO2017/87608; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 108-85-0, The chemical industry reduces the impact on the environment during synthesis 108-85-0, name is Bromocyclohexane, I believe this compound will play a more active role in future production and life.

General procedure: To a flame-dried Schlenk tube equipped with a magnetic stir bar was loaded alkyl bromide (0.15 mmol, 100 mol%, solid), halogenated pyridine (0.30 mmol, 300 mol%, solid), ligand (0.015 mmol, 10 mol%), zinc powder (0.45 mmol, 300 mol%). The tube was capped with a rubber septum and moved to a dry glove box, at which NiBr2 (0.015 mmol, 10 mol%), MgCl2 (0.15 mmol, 100 mol%) and Bu4NBr (0.075 mmol, 50 mol%) were added. Then the tube was moved out of the glove box. Alkyl bromide (0.15 mmol, 100 mol%, liquid), halogenated pyridine (0.30 mmol, 300 mol%, liquid), pyridine (0.15 mmol, 100 mol%) and DMA(1.0 mL) were added via syringe. After the reaction mixture was allowed to stir overnight under N2 atmosphere at 30 C, it was directly loaded onto a silica column without work-up. The residue in the reaction vessel was rinsed with small amount of DCM or eluent. Flash column chromatography provided the product as solid or oil.

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, Bromocyclohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Liu, Huiyan; Liang, Zhuye; Qian, Qun; Lin, Kunhua; Synthetic Communications; vol. 44; 20; (2014); p. 2999 – 3007;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 4549-33-1, 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. 4549-33-1, name is 1,9-Dibromononane, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred solution of n-dibromoalkane (1 equiv.) in anhydrous THF (0.1M) under an argon atmosphere was added tert-BuOK (1.15 equiv.) in portionwise over 30 min. After being stirred under reflux for 16h, the reaction was cooled and subsequently quenched with water. The resulting mixture was then diluted with diethylether, and the layers were separated. The aqueous layer was extracted several times with diethylether, and the combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The resultant crude product was purified by flash column chromatography over silica gel using petroleum ether as eluent to afford the desired product.

The chemical industry reduces the impact on the environment during synthesis 1,9-Dibromononane. I believe this compound will play a more active role in future production and life.

Reference:
Article; Saied, Essa M.; Le, Thuy Linh-Stella; Hornemann; Arenz, Christoph; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 4047 – 4057;,
Bromide – Wikipedia,
bromide – Wiktionary

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 67567-26-4 as follows. Computed Properties of C6H4BrF2N

10 kg of 4-bromo-2,6-difluoroaniline (48.08 mol) and 67 L of toluene were charged into a reactor under nitrogen atmosphere and stirred at 20 C. until complete dissolution. 1.67 kg of Pd(PPh3)4 (1.44 mol) were charged and stirred for 10 min. 48 L of a 20 wt. % aqueous solution of Na2CO3 were then charged, followed by the addition of a solution of 3-methoxyboronic acid (8.77 kg, 57.7 mol) in methanol (32 L) over 20 minutes. The mixture was heated at 72 C. for 4 hours and then cooled to 20 C.2) Purification of 3,5-difluoro-3′-methoxybiphenyl-4-amine2.1. A solution of 123 L of a 10% aqueous solution of Na2CO3, 1.5 L of a 25 wt. % aqueous solution of ammonia and 2.0 kg of a filtration resin (Dicalite) were charged to the reactor and the mixture stirred for 5 minutes. The mixture was recirculated through a filter until clarification of the liquors (35 min) and charged into a reactor. 60 L of isopropyl acetate were added and the mixture was stirred for 10 minutes and the phases (A1+O1) were allowed to separate. The aqueous phase (A1) was transferred to a different reactor and 60 L of isopropyl acetate were charged. The mixture was stirred and the phases (A2+O2) were allowed to separate. Both organic phases (O1+O2) were charged into a reactor and 108 L of a 10 wt. % aqueous solution of Na2CO3 were added. The mixture was stirred and the phases (A3+O3) were allowed to separate. The organic phase (O3) was stirred with 108 L of a 10 wt. % aqueous solution of Na2CO3 and the phases (A4+O4) were allowed to separate. The organic phase (O4) was stirred with 100 L demineralised water and the phases (A5+O5) were allowed to separate. The organic phase (O5) was filtered over a filtration resin (Dicalite) in a filter and charged in to a reactor.2.2. Distillation: The organic phase (O5) was distilled during 2 hours under reduced pressure (approx. 750 mm Hg) keeping the distilled mixture at temperature below 65 C.3) Preparation of the Aminium Salt (Step b)The distillation residue was dissolved in 100 L of isopropyl acetate, the mixture was cooled to 0-5 C. and 4.2 L of a 35 wt. % aqueous solution of HCl were added drop-wise until the pH was lower than 2. The aminium salt precipitated as a white solid from the dark brown coloured solution. The slurry was stirred for 2 hours at 0-5 C., filtered and the cake washed twice with 50 L of previously cooled isopropyl acetate. The cake was pulled dry under reduced pressure. 3,5-difluoro-3′-methoxybiphenyl-4-aminium chloride was isolated as beige solid. The weight of the wet-cake was 13.83 kg, equivalent to 10.25 kg of dry product (37.73 mol) which corresponds to a yield of 78.5%.

According to the analysis of related databases, 67567-26-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boix Bernardini, Maria Carmen; US2012/245359; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary