Month: March 2021

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. 583-70-0, name is 2,4-Dimethylbromobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 583-70-0

General procedure: To a flask containing Mg turnings (0.29 g, 12 mmol) was added1-bromo-4-methylbenzene (1.37 g, 8.0 mmol) in THF (8 mL) at room temperature. After being stirred for 2 h, DMF (1.3 mL,12 mmol) was added to the reaction mixture. The obtained mixturewas stirred for 2 h at 0 C. Then, aq NH3 (7 mL, 28-30%) and I2 (4.06 g, 16 mmol) were added to the reaction mixture. After beingstirred for 2 h at room temperature, the reaction mixture waspoured into satd aq Na2SO3 solution and was extracted with CHCl3 (3*30 mL). The organic layer was dried over Na2SO4 and filtered.After removal of the solvent, the residue was purified by shortcolumn chromatography on silica gel (eluent: hexane/ethylacetate=9:1, v/v) to provide pure 4-methyl-1-benzonitrile (0.77 g) in 82% yield.

The synthetic route of 583-70-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ishii, Genki; Harigae, Ryo; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; 5; (2013); p. 1462 – 1469;,
Bromide – Wikipedia,
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These common heterocyclic compound, 1003-98-1, name is 2-Bromo-4-fluoroaniline, 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. Safety of 2-Bromo-4-fluoroaniline

The title compound was prepared by a modified procedure reported in the literature (Org. Lett., 2014, 16, 2916-2919). A mixture of 2-bromo-4-fluoroaniline (20 g, 105 mmol), PdCl2(PPh3)2 (7.39 g, 10.53 mmol), 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (40.4 g, 316 mmol) and Et3N (58.7 mL, 421 mmol) in dioxane (400 mL) was stirred at 110C for 16 h under nitrogen atmosphere. It was cooled to rt and poured into a saturated aqueous solution of ammonium chloride (300 mL). The mixture was extracted with DCM (300 mL). The organic layer was separated, dried over sodium sulfate, and filtered. The filtrate was concentrated and the residue was purified by flash column chromatography on silica gel (eluting with EtOAc/petroleum ether = 10: 90 v/v) to give the title compound.1H NMR (400 MHz, CDCl3): delta 7.25 (m, 1H), 6.92 (m, 1H), 6.54 (m, 1H), 4.42 (brs, 2H), 1.34 (s, 12H).

The synthetic route of 2-Bromo-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; XU, Jiayi; ALI, Amjad; ZHOU, Wei; GAO, Ying-Duo; EDMONDSON, Scott, D.; MERTZ, Eric; NEELAMKAVIL, Santhosh, F.; LIU, Weiguo; SUN, Wanying; SHEN, Dong-Ming; HARPER, Bart; ZHU, Cheng; BARA, Thomas; LIM, Yeon-Hee; YANG, Meng; (227 pag.)WO2017/74832; (2017); A1;,
Bromide – Wikipedia,
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72678-19-4, name is 2,6-Dibromo-4-(trifluoromethyl)aniline, 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. Quality Control of 2,6-Dibromo-4-(trifluoromethyl)aniline

General procedure: A suspension of potassium hydride (3 equiv) in THF (0.6 M) was cooled in an ice-water bath. A solution of sulfonamide, sulfonamide or aniline (1.0 equiv) in THF (0.20 M) was added dropwise, and the suspension was stirred for 15 min. 1,1′-Carbonyldiimidazole (1.0 equiv) was dissolved in 1:1 THF/dioxane (0.20 M) and added dropwise to the reaction mixture, resulting in the formation of a white precipitate. The ice-water bath was removed, and the reaction mixture was allowed to warm to ambient temperature and was stirred for 2 h. A solution of diamine S-1 (1.0 equiv) in THF (1.0 M) was added dropwise, and the suspension was stirred at room temperature for 20 h. The reaction was quenched with a solution of acetic acid (3 equiv) in THF (1.0 M). The crude product was concentrated in vacuo and purified by silica gel chromatography.

The synthetic route of 72678-19-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kimmel, Kyle L.; Robak, Maryann T.; Thomas, Stephen; Lee, Melissa; Ellman, Jonathan A.; Tetrahedron; vol. 68; 12; (2012); p. 2704 – 2712;,
Bromide – Wikipedia,
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Synthetic Route of 59907-13-0, 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 59907-13-0 as follows.

General procedure: To a mixture of the appropriate amine E (1 eq), the appropriate halide (1.05 to 1.2 eq) and sodium ferf-butoxide (2 eq) in toluene (3 mL/mmol) under N , was added BINAP (0.2 eq) and Pd2(dba)3 (0.1 eq). The rxn mixture was flushed with N , heated to a given temperature in a sealed vial and stirred for a given time (see Table 27). It was partitioned between water and EtOAc and the org. phase was washed with brine, dried over MgSCh and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc.

According to the analysis of related databases, 59907-13-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (266 pag.)WO2019/137927; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 65896-11-9, These common heterocyclic compound, 65896-11-9, name is 2-Bromo-6-fluoroaniline, 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.

Stage 1: N-[1-(2-Bromo-6-fluorophenyl)-1H-1,2,4-triazol-3-yl]benzamide Ethyl [5-phenyl-1,2,4-oxadiazol-3-yl]imidoformate (2.00 g) and 2-bromo-6-fluoroaniline were heated to 150 C. for 4 h, the reaction mixture was cooled down to room temperature, the residue was stirred with 20 ml of ethanol for 45 minutes and the remaining solids were filtered off with suction. This left 2.0 g of the desired title compound. HPLC-MS: log P (neutral)=1.79; mass (m/z): 361 (M+H)+; 1H NMR (DMSO-D6) 7.587 (m, 2H), 7.638 (m, 3H), 7.768 (m, 1H), 8.002 (m, 2H), 8.891 (s, 1H), 11.053 (s, 1H).

Statistics shows that 2-Bromo-6-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 65896-11-9.

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; HEILMANN, Eike Kevin; WROBLOWSKY, Heinz-Juergen; TRAUTWEIN, Axel; GREUL, Joerg; DEMBSKI, Hardwin; ILG, Kerstin; PORTZ, Daniela; GOERGENS, Ulrich; (85 pag.)US2017/73318; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 591-19-5, name is 3-Bromoaniline, 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. SDS of cas: 591-19-5

In the preparation method of the trifluoromethyl aromatic amine of the present embodiment, the aromatic amine is m-bromoaniline, and the other reactions and post-treatment processes are the same as those in Example 28, and three kinds of trifluoromethyl aromatic amine products are obtained. The preparation method of the trifluoromethyl aromatic amine of the present embodiment, the aromatic amine is aniline, and the nickel compound is nickel hydroxide.The base is potassium carbonate, and the reaction process parameters are: 1-trifluoromethyl-1,2-phenyliodo-3(H)-one (0.5 mmol, 1.0 eq).Aromatic amine (1.5 mmol, 3.0 eq), nickel hydroxide 10 mol%, potassium carbonate (1.5 mmol, 3.0 eq),DMSO (2 mL) was reacted at 35 C for 2 h, and the other reactions and workup procedures were the same as in Example 1.

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

Reference:
Patent; Zhengzhou Taijihongnuo Pharmaceutical Co., Ltd.; Wu Yusheng; Gao Xianying; Geng Yang; Han Shuaijun; Liang Apeng; Li Jingya; Zou Dapeng; Wu Yangjie; (19 pag.)CN108503552; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 3814-30-0, name is (Bromomethyl)cyclopentane, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 3814-30-0, Quality Control of (Bromomethyl)cyclopentane

To a solution of 20.6 g (0.1 mol) of 4-(3,5-difluorophenyl)phenol in 200 mL of N,N-dimethylformamide in a 500 mL of three-necked flask, 4.8 g (0.12 mol) of 60% sodium hydride was added portionwise under nitrogen with stirring at 30 C., and then 16.3 g (0.1 mol) of cyclopentyl methyl bromide was added dropwise. After the reaction was stuffed for 20 hours, it was poured into 500 mL of water, and was extracted with hot petroleum ether (200 mL¡Á2). The combined organic phases was washed with water to neutral, and the solvent was then distilled off under reduced pressure. 15 g of 4-a as white crystals was obtained by recrystallization from ethanol. GC purity: 98.9%.

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, (Bromomethyl)cyclopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shijiazhuang Chengzhi Yonghua Display Materials Co.,Ltd.,; Yun, Kuol Liang; Liang, Jian; Wang, Kwei; Hua, RuiMao; Wen, Kang; Jang, Fang Miao; Meng, Jin Song; (30 pag.)KR101530834; (2015); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 2695-48-9, name is 8-Bromo-1-octene, 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. HPLC of Formula: C8H15Br

General procedure: To a vigorously stirred mixture of tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate (47), (0.2 g, 1.0 mmol), bromide 48-49 (2.0 mmol) or mesylate (51, 2.00 mmol) and TBAB (32.2 mg, 0.1 mmol) in toluene (1.5 mL) were added. KOH (solid, 0.5 g, excess) was added in one portion and stirring was continued at 20C for 30 min. The mixture was then diluted with DCM (5 mL) and poured into water (5 mL). Organic phases were separated and water phase was extracted with DCM (2×5 mL). Combined organic extracts were concentrated Purification of the crude product by column chromatography on silica gel using ethyl acetate/petroleum ether mixture as an eluant afforded ethers 56-59.

The synthetic route of 8-Bromo-1-octene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bello, Claudia; Bai, Jianfei; Zambron, Bartosz K.; Elias-Rodriguez, Pilar; Gajate, Consuelo; Robina, Inmaculada; Caffa, Irene; Cea, Michele; Montecucco, Fabrizio; Nencioni, Alessio; Nahimana, Aimable; Aubry, Dominique; Breton, Caroline; Duchosal, Michel A.; Mollinedo, Faustino; Vogel, Pierre; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 457 – 478;,
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 76153-06-5 as follows. Application In Synthesis of 5-Bromo-3-methylbenzene-1,2-diamine

7-bromo-5-methylquinoxaline. To a solution of 5-bromo-3-methylbenzene-1,2-diamine (Bioorg. Med. Chem. 2000, 2591.) (3.63 g, 18.05 mmol) in ethanol (50 ml) was added glyoxal 40 wt. % in water (8.0 ml, 69.7 mmol). The mixture was heated to reflux for 1.5 hours and an aliquot was removed, concentrated and analyzed by LC/MS. Many overlapping peaks were observed, including a major peak corresponding to desired mass 225 ([M+H]+ for 81Br isotope). The mixture was removed from heat and allowed to stir overnight. Reflux was resumed for 1.5 hours and another aliquot was taken. LC/MS showed a higher ratio of desired to other peaks by integration. Analysis after 6 hours showed no appreciable change. The mixture was concentrated to remove most of the ethanol then diluted with water and dichloromethane. The layers were shaken and separated and the aqueous portion was extracted 2* with dichloromethane. Combined organics were washed with brine, dried over MgSO4, filtered and concentrated to give 4.96 g of a black thick residue. The crude material was purified via column chromatography (SiO2) eluding with 10% ethyl acetate/hexane to give the product as a white solid (1.70 g, 7.62 mmol, 42%). 1H NMR (400 MHz, MeOD) delta ppm 8.80-8.84 (2H, m), 8.07 (1H, d, J=2.27 Hz), 7.39 (2H, dd, J=9.07, 5.29 Hz), 7.34 (1H, s), 7.07 (2H, t, J=8.81 Hz), 5.47 (1H, q, J=6.30 Hz), 3.47 (1H, d, J=8.81 Hz), 3.29-3.31 (1H, m), 2.75-2.92 (2H, m), 2.34 (3H, s), 2.31-2.55 (3H, m), 2.07-2.29 (2H, m), 1.96-2.06 (1H, m), 1.36 (3H, d, J=6.30 Hz). Mass 225 [M+H]+ (81Br).

According to the analysis of related databases, 76153-06-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US2009/18163; (2009); 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. 50548-45-3, name is 1-Bromodibenzo[b,d]furan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: bromides-buliding-blocks

General procedure: 0.6 mmol of tri-o-tolylphosphine and then 0.1 mmol of palladium(II) acetate or 0.3 mmol of tetrakis(triphenylphosphino)palladium(0) are added to a suspension of 10 mmol of a borylated complex, 12-20 mmol of aryl bromide per (RO)2B function and 60-100 mmol of the base (potassium fluoride, tripotassium phosphate (anhydrous, monohydrate or trihydrate), potassium carbonate, caesium carbonate, etc.) and 100 g of glass beads (diameter 3 mm) in 100 ml-500 ml of an aprotic solvent (THF, dioxane, xylene, mesitylene, dimethylacetamide, NMP, DMSO, etc.), and the mixture is heated under reflux for 1-24 h. Alternatively, other phosphines, such as triphenylphosphine, tri-tert-butylphosphine, S-Phos, X-Phos, Ru-Phos, XanthPhos, etc. can be employed, where, in the case of these phosphines, the preferred phosphine:palladium ratio is 3:1 to 1.2:1. The solvent is removed in vacuo, the product is taken up in a suitable solvent (toluene, dichloromethane, ethyl acetate, etc.) and purified as described under Variant A.

The synthetic route of 50548-45-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Patent GmbH; STOESSEL, Philipp; EHRENREICH, Christian; (218 pag.)US2019/315787; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary