Tag: M.W=100-200

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;,
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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;,
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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;,
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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;,
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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;,
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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;,
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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;,
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Synthetic Route of 1073-06-9,Some common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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.

500ml three-necked flask, magnesium turnings 5.9g (0.24mol), THF20ml,A solution of 38.5 g (0.22 mol) of 3-fluorobromobenzene in 140 mL of THF was added dropwise to prepare 3-fluorophenyl magnesium bromide.Warmed to 60 C,To maintain a steady reaction dropwise 1,4-cyclohexanedione monoethylene ketal 31.2g (0.2mol)And 120ml of toluene dubbed the solution, after the incubation temperature was stirred 3h,Cool to 0 C. Keep the temperature below 10 C slowly add 2N hydrochloric acid 200ml, the upper organic layer was separated,The aqueous layer was extracted once with 120 ml of toluene, the organic phases were combined, the solvent was evaporated to 100 C, 1 g of p-toluenesulfonic acid was added,Ethylene glycol 5g, reflux water 5h to dry out. The reaction solution was washed with aqueous sodium bicarbonate until neutral,Drying toluene,43.1 g (46.8 g) of cyclohexenyl intermediate was obtained in a yield of 92% and a GC purity of 98.6%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-fluorobenzene, its application will become more common.

Reference:
Patent; (11 pag.)CN107573212; (2018); A;,
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Related Products of 656-64-4, 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. 656-64-4, name is 3-Bromo-4-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 7. 2′,6-Difluoro-5′-(5-(2-hvdroxypropan-2-yl -lH-benzor(ilimidazoll- yl)biphenyl-2-carbonitrile (Compound 111).Scheme 18. Preparation of Compound 111.[168] Step 1. l-(4-(3-Bromo-4-fluorophenylaminoV3-nitrophenyl ethanone (31): 30 (5 g, 27.3 mmol) was mixed with 3-bromo-4-fluoroaniline (8.3 g, 44 mmol) in NMP (20 mL) and heated at 90 C. After 3 days the reaction was cooled and the mixture was poured into ice water (500 mL). The orange solid was filtered, washed with water (200 mL) and then washed with heptanes (100 mL). After drying under vacuum for 6 hours at 50 C, 11.2 g (>100%) of 31 was obtained. The sample contained residual NMP by NMR and was used directly in the next step.

The synthetic route of 3-Bromo-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CONCERT PHARMACEUTICALS, INC.; LIU, Julie, F.; HARBESON, Scott, L.; WO2011/47315; (2011); A1;,
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Synthetic Route of 17247-58-4, 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. 17247-58-4, name is (Bromomethyl)cyclobutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of KOtBu (28 g, 249.5 mmol) in THF (180mL) was slowly added drop wise to a stirred solution ofdiphenylimine protected ethyl glycinate (60 g, 224.4 mmol),cyclobutyl methyl bromide (33.5 g, 224.8 mmol) in THF(180 mL) at 50 C within 15 min and the mixture was stirredat 60 C for 6 h. After completion of reaction (monitored byTLC), reaction temperature allowed to cool to 10 C and 2NHCl (100 mL) was added to reaction mixture by maintainingthe temperature below 15 C. After being stirred at rt for 7 h, DCM (400 mL) was added and the pH adjusted to above 12.By separating both the layers aqueous layer was re-extractedusing DCM (250 mL). The combined organic layers werewashed with brine (240 mL), dried over sodium sulfate, filteredthrough a plug of cotton and concentrated under reducedpressure to obtain the desired amino ester (51.8 g,85%) as colorless oil. 1H NMR (400M Hz, CDCl3) delta (ppm):1.25 (t, 3H, J = 6.8 Hz), 1.65-2.14 (m, 8H), 2.42-2.48 (m,1H), 3.72 (q, 2H, J = 6.8 Hz), 3.87-3.93 (m, 1H); MS m/z:172.2 ([M+H]+); IR (KBr) (upsilonmax, Cm-1): 1731.5 (C=O),3314.9 (-NH2), 3379.7 (-NH2).

The synthetic route of (Bromomethyl)cyclobutane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yerrabelly, Jayaprakash Rao; Rebelli, Pradeep; Yalamanchili, Bharathi Kumari; Ghojala, Venkat Reddy; Letters in Organic Chemistry; vol. 13; 5; (2016); p. 352 – 358;,
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