Tag: M.W=200-300

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. 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C4H3BrF4

General procedure: In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, were placed benzoyl chloride (5a, 0.17 mL, 1.5 mmol), Cu2O (0.027 g, 0.18 mmol), 2,2′-bipyridyl (0.019 g, 0.12 mmol), and a DMF solution of 2-Zn (0.61 M, 1.0 mL, 0.61 mmol), and the whole were stirred at room temperature for 20 h. The resultant was poured into water and the organic products were extracted with Et2O three times. The combined organic layers were dried over anhydrous Na2SO4, then filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to give the corresponding 6a (0.13 g, 0.56 mmol) in 92% yield as a colorless oil.

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 18599-22-9.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
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Synthetic Route of 34950-82-8, 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. 34950-82-8, name is 7-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

10.2 N-(3,4-Dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)-5-fluoro-1-[(3-fluorophenyl)-methyl]-1H-indole-2-carboxamide (Compound 9) 0.4 g (1.4 mmol) of the amide prepared in the preceding step, 0.31 g (1.47 mmol) of 7-bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, 0.08 g (0.42 mmol) of copper iodide, 0.39 g (2.79 mmol) of potassium carbonate and 10 mL of dry dioxane are introduced into a pressure tube equipped with a magnetic stirrer. The suspension is degassed, 53 mg (0.46 mmol) of trans-1,2-cyclohexanediamine are added, and the tube is heated at 120 C. with stirring for 16 hours. After this time, 50 mL of ethyl acetate and 50 mL of water are added to the medium. The aqueous phase is separated out and then extracted with 2*30 mL of ethyl acetate. The organic phases are combined, washed with 50 mL of water, dried over sodium sulfate and then concentrated under reduced pressure. The resulting product is purified by chromatography on a column of silica, eluding with a mixture of heptane and ethyl acetate, followed by crystallization from a mixture of heptane and dichloromethane. 0.4 g of the expected product is thus isolated. m.p.: 265-266 C. 1H NMR (DMSO D6), delta (ppm): 10.22 (s, 1H); 7.98 (s, 1H); 7.58 (m, 2H); 7.34 (m, 3H); 7.18 (m, 1H); 7.06 (m, 1H); 6.91 (m, 2H); 6.58 (s, 1H); 5.9 (s, 2H); 4.14 (m, 2H); 3.4 (m, 2H).

The synthetic route of 7-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2011/9400; (2011); A1;,
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28148-04-1, name is 1,3-Dibromo-2-methylpropane, 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. HPLC of Formula: C4H8Br2

General procedure: Kinetic parameters were determined using a halide release assay. Assays were done at room temperature in 200 muL 50 mM Tris-SO4, pH 8.2. For compound 1e, 20% of DMSO was added to enhance the solubility to 0.5 mM. Samples were taken at different times and after adding mercuric thiocyanate and ferric ammonium sulfate the absorption was measured at 460 nm. [27] and [53] The initial rates of halide release at different substrate concentrations were plotted in a Michaelis-Menten graph in order to determine the kinetic parameters.Time-course experiments were done as follows. To 10 mL of a solution of compound 1 in 50 mM Tris-SO4, pH 8.2, enzyme was added and the mixture was incubated at 30 C (for details, see Table 5). At various times, 1 mL samples were taken and extracted with a solvent containing dodecane as internal standard. The samples were dried with MgSO4. The enantiomeric excess values for haloalcohols 2a-2c were determined by Chiral GC and for 2d and 2c by chiral HPLC, as described above. For the reactions with compounds 1a, 1b and 1c, the conversion was determined with the same GC program, whereas for 1d and 1e a different GC program was used. For 1d: AT5 GC column (80 C?130 C (10 C/min), 130 C for 1 min, 130 C?80 C (20 C/min), retention times 3.8 min (2d) and 4.4 min (1d)). For 1e: AT5 GC column (80 C?180 C (10 C/min), 180 C for 1 min, 180 C?80 C (20 C/min), retention times: 10.9 min (2e); 11.9 min (1e)).

The synthetic route of 28148-04-1 has been constantly updated, and we look forward to future research findings.

Reference:
Conference Paper; Westerbeek, Alja; Van Leeuwen, Jan G.E.; Szyma?ski, Wiktor; Feringa, Ben L.; Janssen, Dick B.; Tetrahedron; vol. 68; 37; (2012); p. 7645 – 7650;,
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Synthetic Route of 61613-22-7,Some common heterocyclic compound, 61613-22-7, name is 2-Bromo-N-phenylaniline, molecular formula is C12H10BrN, 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 g (42 mmol) of 2-bromo-N-phenylaniline and 150 ml of tetrahydrofuran were added to a reaction container, and the mixture was cooled to -78?C using dry ice. After 3.323 g (52 mmol) of n-butyllithium was slowly dropwise added thereto, the resulting solution was stirred for 1 hour. 17.6 g (52 mmol) of bis(4-bromophenyl)methanone was dissolved in 50 ml of tetrahydrofuran, and slowly dropwise added to the reaction container. After the reaction was completed, the solvent was evaporated and the resulting residue was thoroughly dried. 100 ml of acetic acid:hydrochloric acid (1:10 volume by volume (v/v)) was added thereto, thereby obtaining 15.2 g (yield: 77%) of Intermediate I-4-1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-N-phenylaniline, its application will become more common.

Reference:
Patent; Samsung Electronics Co., Ltd.; Samsung SDI Co., Ltd.; JEON, Soonok; KIM, Sangmo; KIM, Hyungjun; CHUNG, Yeonsook; JUNG, Yongsik; CHAE, Miyoung; HUH, Dalho; KIM, Joonghyuk; IHN, Sooghang; (87 pag.)US2017/5275; (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. 6274-57-3, name is 1-(4-Bromophenyl)-N,N-dimethylmethanamine, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H12BrN

General procedure: To a stirred solution of 10 (1.00g, 4.00mmol) and K2CO3 (1.66g, 12.00mmol) in acetonitrile (20mL) was added dropwise diethylamine solution (1.20g, 16.00mmol) at room temperature for 2h. The solvent was evaporated in vacuo and the residue was then dissolved in EtOAc (50mL) and washed with water (20mL×3), the organic layers were washed with brine, and dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure to provide the 11a (0.83g, 84.7% yield) as an off-white liquid. (0041) Then, a mixture of 11a (0.83g, 3.43mmol), bis(pinacolato)diboron (0.96g, 3.77mmol), PdCl2(dppf)-CH2Cl2 (0.084g, 0.103mmol) and potassium acetate (0.67g, 6.86mmol) in anhydrous 1,4-dioxane (15mL) was purged with argon and heated at 100C for 2.5h. The reaction was then treated with 6 (1.20g, 3.60mmol), 2.0M aqueous Na2CO3 (5mL) and another portion of PdCl2(dppf)-CH2Cl2 (0.084g, 0.103mmol), then heated at 110C for 12h under argon. The reaction mixture was cooled to room temperature, filtered, and concentrated. The final compound was purified by MPLC (ISCO CombiFlash purification system) (MeOH/DCM, eluted from 0% to 10%), The fractions were collected, concentrated to afford 12a (0.72g, 57.2% yield).

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; Han, Jinsong; Chen, Ying; Yang, Chao; Liu, Ting; Wang, Mingping; Xu, Haojie; Zhang, Ling; Zheng, Canhui; Song, Yunlong; Zhu, Ju; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 684 – 701;,
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Synthetic Route of 627871-16-3,Some common heterocyclic compound, 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, molecular formula is C7H7BrFN, 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 a nitrogen atmosphere, 5-bromo-4-fluoro-2-methylaniline (2.0 g, 9.80 mmol),Bis (pinacolato) diboron (3.73 g, 14.7 mmol),Palladium acetate (220 mg, 0.98 mmol),X-Phos (701 mg, 1.47 mmoll) and potassium acetate (2.89 g, 29.4 mmol) were suspended in 1,4-dioxane (20 mL),Under heating reflux,Stir for 1.5 hours.It was allowed to cool, diluted with water, and extracted with ethyl acetate.Wash the organic layer with saturated saline,Dried over anhydrous magnesium sulfate,The solvent was distilled off under reduced pressure.The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate),Compound 14(1.65g,Yield 67.0%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-4-fluoro-2-methylaniline, its application will become more common.

Reference:
Patent; Shionogi Co Ltd; Ogawa, Tomoyuki; (39 pag.)JP2019/182806; (2019); A;,
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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. 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Bromo-3,3,4,4-tetrafluorobut-1-ene

Under an argon atmosphere, methyl lithium-diethyl ether solution (1.0 M, 2.2 mL) without containing lithium bromide was dropped to tetrahydrofuran solution (2.0 mL) of 4-bromo-3,3,4,4-tetrafluoro-1-butene (0.23 g, 1.1 mmol) and 4- (trans-4-propylcyclohexyl) benzaldehyde (0.55 g, 2.4 mmol) at -78 C and stirred for 2 hours. After that, saturated ammonium chloride aqueous solution was poured into the reaction solution and reaction was stopped. The reaction solution was extracted three times with ethyl acetate, the obtained organic layer was dried with anhydrous sodium sulfate. After drying, filtration was carried out, and the obtained filtrate was concentrated with rotary evaporator. After that, the residue was purified by silica gel column chromatography (hexane / ethyl acetate = 7/1), compound (9-B) was obtained. (0.32 g, 0.88 mmol, 81% yield)

According to the analysis of related databases, 18599-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AGC Seimi Chemical Co., Ltd.; Konno, Tsutomu; Ishihara, Takashi; Asai, Tomoyuki; (24 pag.)JP2016/84300; (2016); A;,
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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. 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-4-fluoro-2-methylaniline

Reference Example 52a; Pyridine (1.0 mL) and acetyl chloride (0.67 mL) were sequentially added to a methylene chloride (17 mL) solution of 5-bromo-4-fluoro-2-methylaniline (1.74 g), followed by stirring at room temperature for 1 hour. Water, 1 mol/L hydrochloric acid, and chloroform were added to the reaction mixture. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. Hexane was added to the obtained residue, and the solid substance was collected by filtration to obtain 1.83 g of N-(5-bromo-4-fluoro-2-methylphenyl)acetamide as a white solid.1H-NMR (DMSO-d6) delta: 2.06 (3H, s), 2.18 (3H, s), 7.27 (1H, d, J=9.5 Hz), 7.74 (1H, d, J=6.8 Hz), 9.38 (1H, s).

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; Toyama Chemical Co., Ltd.; US2011/275797; (2011); A1;,
Bromide – Wikipedia,
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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. 771583-12-1, name is 2-(Aminomethyl)-4-bromoaniline, A new synthetic method of this compound is introduced below., Quality Control of 2-(Aminomethyl)-4-bromoaniline

In the 1000 ml three-necked bottle,5 g of 5-bromo-2-aminobenzylamine (molecular weight 200, 0.025 mol) was added, Add 150 ml of methylene chloride, stir, dissolve,Add 11 ml of triethylamine and cool to 0 C. Cooling and stirring, A solution of 20 ml of 4.75 g of beta-naphthoyl chloride dissolved in dichloromethane (molecular weight 190,0.025 moles) was slowly added. Natural to room temperature, stirring for 3 hours.Add 40 ml of water, separate the organic phase, evaporated,To obtain a solid intermediate product. The solid was dissolved in 60 ml of toluene,Add 4 ml of thionyl chloride, reflux for three days, cooling, product precipitation,Add 50 ml of concentrated aqueous ammonia, stir, and filter out 8.4 g of solid dihydro compound.The solid dihydro was dissolved in 80 ml of dichloromethane,Adding 2.3 g of manganese dioxide and stirring at room temperature for 18 hours to filter out the inorganic matter,The organic layer was evaporated to dryness and recrystallized to give 5.35 g of 6-bromo-2- (naphthalen-2-yl) quinazoline with a molecular weight of 334 in 64% yield.

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; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Fan Hongtao; Li Yinkui; Shao Shuang; Ren Xueyan; (35 pag.)CN106554319; (2017); A;,
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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. 67344-77-8, name is 1-(3-Bromophenyl)-N-methylmethanamine, A new synthetic method of this compound is introduced below., Recommanded Product: 1-(3-Bromophenyl)-N-methylmethanamine

0. 15 g of tetrakistriphenylphosphine palladium was added at room temperature to a solution having 0.8 g of N-methyl-3-bromobenzylamine dissolved in 10 ml of toluene, followed by stirring for 5 minutes. 0.76 g of 2,4, 6- trimethylphenyl boronic acid, 3 ml of ethanol and 4.5 ml of a 2M sodium carbonate aqueous solution were sequentially added to this solution, followed by stirring for 4 hours under reflux. After cooling, 50 ml of ethyl acetate and 50 ml of a 5percent ammonium chloride aqueous solution were added, followed by stirring for a while. Then, liquid separation was carried out. The water layer was further extracted with 30 ml of ethyl acetate. Then, the organic layers were put together and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained crude product was purified by silica gel (Silica gel 60N; spherical and neutral, manufactured by Kanto Kagaku) column chromatography (developing solvent of n-hexane: ethyl acetate=1 : 1) to obtain 0.55 g of the objective compound as an oily substance. Further, NMR of this compound was as follows. 1H-NMR 5 (ppm) 2.00 (s, 6H), 2.08 (bs, lH), 2.33 (s, 3H), 2.46 (s, 3H), 3.80 (s, 3H), 6.93 (s, 2H), 7.41 (d, lH; J =7. 5 Hz), 7.08 (s, lH), 7.29 (d, lH; J =7. 5 Hz), 7.38 (t, lH; J =7.5 Hz)

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; ISHIHARA SANGYO KAISHA, LTD.?; WO2005/44007; (2005); A1;,
Bromide – Wikipedia,
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