Author: Jessica.F

Related Products of 2606-51-1, 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. 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 3 (870 mg, 3.36 mmol) in DMF (8 mL) was treated with 60% NaH dispersion in mineral oil (134 mg, 3.36 mmol) under N2. The mixture was stirred at r.t. for 10 min, then 4-(bromomethyl)-1-fluoro-2-methoxybenzene (700 mg, 3.20 mmol) was added. The resulting mixture was stirred at 20 C under N2 for 2 h. The mixture was diluted with H2O (80 mL) and extracted with EtOAc (80 mL). The organic layer was dried (MgSO4), filtered and evaporated. The crude product was purified by flash silica gel chromatography (eluent: gradient 20 to 25% EtOAc in heptane). Pure fractions were evaporated to dryness and dried under high vacuum to afford the title compound 4, containing 32 mol% EtOAc (1.20 g, 88%, allowing for solvent residues) as a colourless oil. 1H NMR (500 MHz, CDCl3): delta = 7.73 (d, J = 8.1Hz, 2 H), 7.31 (d, J = 8.1Hz, 2 H), 6.96 (dd, J = 11.1, 8.2 Hz, 1H), 6.82 (dd, J = 8.2, 2.1Hz, 1H), 6.71 (ddd, J = 8.2, 4.2, 2.1Hz, 1H), 4.42 (s, 2 H), 4.36 (t, J = 5.3 Hz, 1H), 3.78 (s, 3 H), 3.26 (s, 6 H), 3.21 (d, J = 5.3 Hz, 2 H), 2.43 (s, 3 H). 13C NMR (126 MHz, CDCl3): delta = 151.9 (J = 245.6 Hz), 147.7 (J = 11.0 Hz), 143.4, 137.5, 132.6 (J = 3.7 Hz), 129.7, 127.2, 120.9 (J = 6.8 Hz), 115.7 (J = 18.5 Hz), 113.4 (J = 1.7 Hz), 104.0, 56.1, 54.7, 52.3, 48.8, 21.5. MS (ES+): m/z = 334 [M + H – 2 MeOH]+. [CAS Reg. No. 1036711-00-8] A solution of 4 (1.18 g, 2.96 mmol) in 1,4-dioxane (12 mL) was treated with 6 N aq HCl (3.94 mL, 23.7 mmol) under N2. The resulting mixture was stirred under vigourous reflux for 24 h. The mixture was evaporated and the residue partitioned between EtOAc (50 mL) and 0.1 M aq NaHCO3 (70 mL). The aqueous layer was extracted with EtOAc (70 mL) and the extracts combined with the organic layer. The combined organic extracts were washed with sat. brine (50 mL), dried (Na2SO4), filtered and evaporated. The crude product was purified by flash silica gel chromatography (eluent: gradient 20 to 50% EtOAc in heptane). Pure fractions were evaporated to dryness to afford the title compound 17 (376 mg, 72%) as a beige solid

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, 5-(Bromomethyl)benzo[d][1,3]dioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Pearson, Stuart E.; Fillery, Shaun M.; Goldberg, Kristin; Demeritt, Julie E.; Eden, Jonathan; Finlayson, Jonathan; Patel, Anil; Synthesis; vol. 50; 24; (2018); p. 4963 – 4981;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 927384-44-9, 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 927384-44-9 as follows.

Bromo-1-(2,3-dihydro-1H-naphtho[1,8-de]-1,3,2-diazaborinyl)-benzene 11 (2.40 g, 7.43 mmol), 4-(ethoxycarbonyl)phenylboronicacid 12 (2.40 g, 12.4 mmol), powdered tripotassium phosphate(3.40 g, 20.7 mmol) and 1,4-dioxane (150 cm3) were added to around-bottom flask fitted with a condenser and heated at 80 Cfor 15 min under N2. Pd(PPh3)4 (0.47 g, 0.41 mmol) was added tothe mixture which was purged with N2 for a further 15 min beforebeing stirred at 80 C for 2 days. The mixture was allowed to cool,filtered and the filtrate concentrated under reduced pressure. Theresulting residue was dissolved in chloroform (100 cm3), washedwith water (3 x 50 cm3) and brine (50 cm3) and concentratedunder reduced pressure to give a brown solid, which wasrecrystallised from chloroform and methanol to give 13 as largeyellow needles (yield 2.07 g, 71%). 1H NMR (CDCl3, 400 MHz) delta 8.25-8.04 (m, 2H), 7.85-7.67 (m, 6 H), 7.19 (dd, J = 7.3, 8.2 Hz,2H), 7.11 (d, J = 7.8 Hz, 2H), 6.48 (dd, J = 0.8, 7.3 Hz, 2H), 6.11 (s,2 H), 4.45 (q, J = 7.2 Hz, 2H), 1.46 (t, J = 7.2 Hz, 3H). ESI-TOF-MS:m/z 392.23 [M]+. Elemental Anal. Calc. for C25H21BN2O2: C, 76.55;H, 5.40; N, 7.14. Found: C, 76.51; H, 5.33; N, 7.26%. ATR-FTIR(cm-1): 3360 (s), 2900 (m), 1590 (s), 1580 (s), 1360 (m), 1260(s), 1080 (m), 756 (m, br), 728 (m).

According to the analysis of related databases, 927384-44-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Argent, Stephen P.; Tarassova, Irina; Greenaway, Alex; Nowell, Harriot; Barnett, Sarah A.; Warren, Mark R.; Tang, Chiu C.; Morris, Christopher G.; Lewis, William; Champness, Neil R.; Schroeder, Martin; Blake, Alexander J.; Polyhedron; vol. 120; (2016); p. 18 – 29;,
Bromide – Wikipedia,
bromide – Wiktionary

3638-73-1, name is 2,5-Dibromoaniline, 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. COA of Formula: C6H5Br2N

The 2,5-dibromo-aniline (3.74g, 14.9mmol), 4- methoxycarbonyl phenyl boronic acid (8.08g, 44.9mmol), palladium acetate (240mg, 1.07mmol) placed in 250mL round bottom flask, then added 40mLN , of N- dimethylformamide solvent, the addition of sodium carbonate (5.66g, 44.9mmol) was dissolved in 46mL of water dubbed aqueous sodium carbonate, aqueous sodium carbonate was added to the above 250mL round bottom flask. Then under nitrogen at a temperature of 60 , 18 hours. After the reaction was cooled to room temperature, suction filtered and washed with copious amounts of water. With ethyl acetate (100mL × 3) after the spin dry the solid solvent extraction, and finally washed with acetone to give the product as a gray solid.

The synthetic route of 3638-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wuhan University; Wang, Cheng; Meng, Xiangshi; Gui, Bo; (12 pag.)CN105503929; (2016); 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. 40422-70-6, name is 1-Bromo-3-(2-bromoethyl)benzene, A new synthetic method of this compound is introduced below., name: 1-Bromo-3-(2-bromoethyl)benzene

To a solution of 3-bromophenethylbromide (1 g, 3.83 mmol) in DMF (10 mL) was added 40% aqueous methylamine (2.97 mL, 38.3 mmol), followed by Cs2CO3 (1.625 g, 5 mmol). After the reaction mixture was refluxed for 1 h, it was cooled to room temperature and the solvent was removed. The residue was dissolved in ethyl acetate (30 mL), and the organic layer was washed with water (3 × 20 mL) and dried over Na2SO4. The solvent was removed in vacuo, and the oily residue was further purified using flash column chromatography (CHCl3/MeOH 5:2) yielding in 2 (100 mg, 12%) as a colorless liquid. 1H NMR (300 MHz, CDCl3): delta 7.26-7.23 (m, 2H, ArH), 7.06-7.04 (m, 2H, ArH), 2.78-2.74 (m, 4H), 2.30 (s, 3H, NCH3); TLC Rf: 0.2 (CHCl3/MeOH 5:2); GC-MS (EI) m/z (% rel Int.): 214 (100.0 [M]+), rt: 7.240 min (full analytical data are reported in27).

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:
Article; Herth, Matthias M.; Hansen, Hanne D.; Ettrup, Anders; Dyssegaard, Agnete; Lehel, Szabolcs; Kristensen, Jesper; Knudsen, Gitte M.; Bioorganic and Medicinal Chemistry; vol. 20; 14; (2012); p. 4574 – 4581;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1435-51-4, A common heterocyclic compound, 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, molecular formula is C6H3Br2F, 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: Palladium reagents were synthesized following the scheme of Figure 14 for generalprocedure A. In a nitrogen-filled glovebox, an oven-dried scintillation vial (1 0 mL), whichwas equipped with a magnetic stir bar and fitted with a Teflon screwcap septum, vascharged with RuPhos (2.5 equiv), a dihaloaryl compound (1 equiv) and cydohexane (1.2mL). Solid [(1,5-COD)Pd(CH2Si:Me3)] (2.5 equiv) was added rapidly in one portion and theresulting solution vvas stirred for 16 hat Jt. After this time, pentane (3 mL) was added andthe resulting mixture vas placed into a -20 C freezer for 3 h. The vial was then takenoutside of the glove box, and the resulting precipitate was filtered, washed with pentane (3 X3 mL), and dried under reduced pressure to afford the oxidative addition complex (Figure14)

The synthetic route of 1435-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; BUCHWALD, Stephen, L.; PENTELUTE, Bradley, L.; ZHANG, Chi; (170 pag.)WO2017/151910; (2017); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, 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. name: 2,8-Dibromodibenzo[b,d]furan

1b) 2,8-Bis-((E)-styryl)-dibenzofuran Tetrethylamine hydroxide (13.6 g, 18.4 mmol), tetrakis(triphenylphosphine)palladium(0) (142 mg) and trans-2-phenylvinylboronic acid (2.3 g, 15.3 mmol) are added to a solution of the product from example 1a) (2.00 g, 6.14 mmol) in N,N’-Dimethylacetamide (DMA) (30 ml). The mixture is then stirred at 110 C. for 24 hours. The reaction mixture is cooled to room temperature and poured into H2O. A gray crude product is obtained after filtration and washing with n-hexane. The crude product is purified by silicagel column chromatography with CH2Cl2, which result in a white solid (71% yield, mp.: 226 C.). 1H-NMR (CDCl3, ppm): 7.26-7.30 (m, 6H), 7.39 (t, 4H), 7.54-7.58 (m, 6H), 7.65 (dd, 2H), 8.12 (d, 2H)

The synthetic route of 2,8-Dibromodibenzo[b,d]furan has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tanabe, Junichi; Oka, Hidetaka; Yamamoto, Hiroshi; US2009/131673; (2009); 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. 337915-79-4, name is 5-Bromo-N1-methylbenzene-1,2-diamine, A new synthetic method of this compound is introduced below., name: 5-Bromo-N1-methylbenzene-1,2-diamine

To a round bottom flask was added 4-bromo-N2-methylbenzene-1,2-diamine (1-2) (9.07 g, 45.1 mmol), sulfamide (8.84 g, 92 mmol), and finally anhydrous pyridine (75 mL). The reaction mixture was then heated to 125C while stirring in a hot oil bath with a water cooled reflux condenser attached under an atmosphere of nitrogen for 14 hours. The crude reaction mixture was then allowed to cool to room temperature, suspended in ethyl acetate and added 6N HCl until pH <3. Crude mixture was then filtered. Filtrate organics were separated, then washed with 6N HCl twice dried over sodium sulfate, filtered, and concentrated to give 6- bromo-1 -methyl- 1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide (1-3). HRMS (M+H)+:observed = 262.9486, calculated = 262.9484. The synthetic route of 337915-79-4 has been constantly updated, and we look forward to future research findings. Reference:
Patent; MERCK SHARP & DOHME CORP.; LAYTON, Mark, E.; KELLY, Michael, J.; HARTINGH, Timothy, J.; WO2011/109277; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 65185-58-2,Some common heterocyclic compound, 65185-58-2, name is 2-Bromophenethylamine, 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.

10.1.2: Methyl[2-(2-bromophenyl)ethyl]carbamate 5 g of 2-(2-bromophenyl)ethanamine and 10 g of potassium carbonate in 30 cm3 of anhydrous tetrahydrofuran are stirred under an inert atmosphere at a temperature close to 10 C. 2.5 cm3 of methyl chlorocarbonate in solution in 10 cm3 of tetrahydrofuran are poured into the reaction mixture. After returning to a temperature close to 20 C., the reaction mixture is heated for 2 h at the reflux of the solvent. The potassium carbonate is filtered and washed with tetrahydrofuran. The filtrate is concentrated using a rotary evaporator under reduced pressure (5 kPa). 3.43 g of methyl[2-(2-bromophenyl)ethyl]carbamate are obtained in the form of a colorless thick oil NMR: 2.85 (t, J=6.5 Hz, 2H); 3.22 (q, J=6.5 Hz, 2H); 3.51 (s, 3H); 7.18 (m, 1H); 7.22 (broad t, J=6.5 Hz, 1H); 7.31 (m, 2H); 7.59 (d, J=8.0 Hz, 1H)

The synthetic route of 65185-58-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2010/197725; (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. 10269-01-9, name is (3-Bromophenyl)methanamine, A new synthetic method of this compound is introduced below., Formula: C7H8BrN

To a solution of commercially available 3-bromo-benzylamine (938 mg) in dry dichloromethane (10 mL) was added added di-tert-butyl dicarbonate (1.10 g). The resulting clear solution was stirred at room temperature for 15 h and then concentrated to afford the title compound (1.42 g; 99%). [(M-isobutene)H]+=230/232, [MNa]+=308/310.

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; Alantos Pharmaceuticals, Inc.,; US2006/173183; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

4263-52-9, A common compound: 4263-52-9, name is Sodium 2-bromoethanesulphonate, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Potassium O-ethylxanthate (3 x 95mg, O.deltaOmmol) is added portion wise every 1 .5 hours to a solution of sodium 2-bromoethanesulphonate (0.42g, 2.00mmol) in acetonitrile (15ml). The reaction mixture is heated at 850C, under a nitrogen atmosphere, for a total of 6 hours. Upon cooling the suspension is filtered, washed with acetonitrile and air-dried affording an off-white solid.1 H NMR (DMSO d6) delta (ppm) 4.67 (q, 2H), 3.40 (2H, m), 3.26 (m, 2H), 1 .39 (t, 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, Sodium 2-bromoethanesulphonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UCB PHARMA S.A.; WO2009/19119; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary