Tag: M.W=200-300

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 3638-73-1 as follows. Safety of 2,5-Dibromoaniline

2, 5-Dibromoaniline was recrystallized from a mixture of toluene/hexane solvents. Under nitrogen, 2, 6-dibromoaniline (36.1 g, 144.0 mmol) and quinoline-6-carbonyl chloride (Precursor 1, 27.3 g, 142.0 mmol, 0.99 equivalent) were dissolved in anhydrous 1, 4-dioxane (350.0 mL) in a 1L one-neck RBF equipped with a large stirrer bar and a reflux condenser. While stirring the solution, a Huenig base (37.2 g, 288.0 mmol, 2.0 equivalents) was added to the solution. The contents in the flask were heated to about 40 by an exothermic reaction. The mixture was stirred and cooled to room temperature. The reactants were heated to 100 in an oil bath for 20 hrs. A complete consumption of 2, 5-dibromoaniline was monitored by TLC. The reactants were poured into warm water (1.5 L) and fine deposits were then formed. The solution was neutralized with sodium carbonate and filtered. The collected residue was dried by suction and rinsed with acetone (25.0 mL) and toluene (25.0 mL) . The filter cake was transported to a 1 L flask, trace water was removed by azeotropic distillation with toluene on a rotary evaporator, and the cake was kept under high-degree vacuum overnight. The dried residue was recrystallized from monochlorobenzene (1.5 L) by using activated carbon as a decolorant. The crystals were separated by filtration and dried under high-degree vacuum (45.05 g, 111.0 mmol, 77.1 , off-white needles) . Addition purification was effected by recrystallization from 1, 4-dioxane ( 0.9 L) . The final product was obtained in the form of off-white crystal (plate) (40.0 g, 98.5 mmol, 68.5) . [0102] 1H NMR (500 MHz, DMSO-d6) delta 10.38 (s, 1H) , 9.03 (dd, J 4.2, 1.7 Hz, 1H) , 8.68 (d, J 2.0 Hz, 1H) , 8.55 (ddd, J 8.3, 1.6, 0.8 Hz, 1H) , 8.28 (dd, J 8.8, 2.0 Hz, 1H) , 8.16 (d, J 8.8 Hz, 1H) , 7.87 (d, J 2.4 Hz, 1 H) , 7.71 (d, J 8.6 Hz, 1 H) , 7.65 (dd, J 8.3, 4.2 Hz, 1H) , 7.46 (dd, J 8.6, 2.4 Hz, 1 H) 13C-NMR (126 MHz, DMSO-d6) delta 119.73, 120.70, 122.78, 127.59, 128.26, 129.19, 129.77, 131.01, 131.25, 132.09, 134.78, 137.63, 138.58, 149.45, 152.86, 165.52. GC/CI+ m/z () : 404.96 (50) [M+H, 2 × 79Br] +, 406.97 (100) [M+H, 79Br, 81Br] +, 408.96 (50) [M+H, 2 × 81Br] +.

According to the analysis of related databases, 3638-73-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; CHO, Sang Hee; NA, Hong Yeop; TANG, Zhengming; FENG, Shaoguang; MOON, Doo-Hyeon; (43 pag.)WO2017/156698; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, 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 40161-54-4, HPLC of Formula: C7H3BrF4

Intermediate H: l-(2-Bromo-5-(trifluoromethyl)phenyl)-lH-imidazole A microwave vial charged with a solution of potassium tert-butoxide (0.462 g, 4.12 mmol), imidazole (0.280 g, 4.12 mmol), and l-bromo-2-fluoro-4- (trifluoromethyl)benzene (1.000 g, 4.12 mmol) in 2mL DMF was heated to 150 C in an oil bath overnight. The reaction mixture was diluted with DCM, filtered through a syringe filter, and concentrated. Purification of the resulting residue by silica gel column chromatography (0 to 100% EtOAc/heptane) gave l-(2-bromo-5- (trifluorom 291.0

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 40161-54-4, The chemical industry reduces the impact on the environment during synthesis 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

To a mixture of l-bromo-2-fluoro-4-(trifluoromethyl)benzene (5.0 g, 0.02 mol) in EtOH (10 mL) was added Pd(dppf)Ci2 (1.46 g, 0.2 mmol ) and AcONa (3.37 g, 0.041 mol), and the resulting mixture was stirred at 80 C under an atmosphere of CO (50 psi) for 8 hours. The mixture was then filtrated and the filtrate was partitioned with ethyl acetate and water. The aqueous layer was separated and extracted with ethyl acetate twice. The combined organic layers were washed with brine, dried over anhydrous Na2S04 and concentrated in vacuo. The resulting residue was purified by column chromatography on silica gel (eluting with PE_EA=10: 1) to give the title compound. NMR (400MHz, CDC13) & 8.04-8.08 (t, 1H, J= 7.6 Hz), 7.49-7.47 (d, 1H, J = 8.0 Hz), 7.43-7.40 (d, 1H, J= 10.4 Hz), 4.44-4.40 (q, 2H, J= 7.2 Hz), 1.43-1.38 (t, 3H, J= 7.2 Hz).

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-2-fluoro-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BIFTU, Tesfaye; COLLETTI, Steven L.; HAGMANN, William K.; KAR, Nam Fung; JOSIEN, Hubert; NAIR, Anilkumar; NARGUND, Ravi; BIJU, Purakkattle; ZHU, Cheng; HU, Bin; WO2015/51496; (2015); 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. 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., name: 2-Bromo-5-(trifluoromethyl)aniline

Isonicotinoyl chloride hydrochloride (427 mg, 2.39 mmol, commercially available product) and triethylamine (410 mul, 2.94 mmol) were sequentially added at 0C to a dichloromethane (5 ml) solution of 2-bromo-5-(trifluoromethyl)aniline (480 mg, 2.00 mmol; commercially available product). The resulting mixture was warmed to room temperature and stirred for 24 hours. Water was added to the mixture, and the resulting mixture was extracted three times with ethyl acetate. The obtained organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by recrystallization (ethyl acetate). Thus, N-[2-bromo-5-(trifluoromethyl)phenyl]isonicotinamide (GIF-0612) (308 mg, 44.8%) was yielded as a colorless solid. TLC Rf 0.46 (hexane/ethyl acetate = 1/1).

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; HAGIWARA, Masatoshi; EP1712242; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 24358-62-1, name is 1-(4-Bromophenyl)ethylamine, 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 24358-62-1, category: bromides-buliding-blocks

l-(4-Bromophenyl)ethanamine (3.58 ml, 25 mmol) and Et3N (4.39 ml, 31.25 mmol) was dissolved in CH2Cl2 and cooled to 00C. To this was added (Boc)2O (6.0 g, 27.5 mmol) and the resulting solution was stirred 5 minutes at 00C for 5 and then 3 h at room temperature. The reaction was washed with HCl (50 ml, IM) followed by NaHCO3 (sat) (2*50 ml). The organic phase was dried over MgSO4, filtered and evaporated. The residue was purified by precipitation from MeOH/H2O (10:1) to give 6.35 g (85%) of the title compound as a white powder.1H NMR (CDCl3) delta 7.45 (d, 2H), 7.18 (d, 2H), 4.83-4.70 (br, 2H), 1.46-1.32 (br, 12H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; RESPIRATORIUS AB; JOHANSSON, Martin; THORNQVIST-OLTNER, Viveca; TOFTERED, Joergen; WENSBO, David; DALENCE, Maria; WO2010/97410; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, 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 1435-51-4, name: 1,3-Dibromo-5-fluorobenzene

Preparation of 3-cyano-5-difluoromethyl-phenol step 8-; A solution of 10a, sodium methoxide (1 equivalent) and DMF were stirred overnight under an N2 atmosphere at RT. The volatile solvents were removed in vacuo and the residue partitioned between Et2O and water. The organic phase was washed with 5% NaOH, water and brine, dried (MgSO4), filtered and evaporated to afford 10b.

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, 1,3-Dibromo-5-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Roche Palo Alto LLC; US2006/223874; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 101417-40-7, 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. 101417-40-7, name is 4-(Bromomethyl)benzo[d][1,3]dioxole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2,4-dimethyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)oxazole-5-carboxamide (0.050 g, 0.136 mmol) in anhydrous dimethylformamide (3 mL) in a flamed dried flask under argon atmosphere at 0 C. was added sodium hydride (60% in mineral oil, 0.014 g, 0.339 mmol) was added in one portion. The reaction was stirred for 10 min at 0 C. then 4-(bromomethyl)benzo[d][1,3]diozole (0.031 g, 0.142 mmol) was added as a solid in one portion. The mixture was stirred for 90 minutes, then 1 hour at room temperature. After consumption of starting material, the reaction mixture was quenched with saturated ammonium chloride (25 mL) and extracted with ethyl acetate (2*25 mL). The combined organics were washed once with saturated sodium bicarbonate (50 mL) and dried over anhydrous sodium sulfate. The concentrated residue was purified by flash chromatography over silica gel using 95:5 dichloromethane/methanol to give N-(4-(1-(benzo[d][1,3]dioxol-4-ylmethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)-2,4-dimethyloxazole-5-carboxamide (0.063 g, 92%) as light yellow solid. 1H NMR (400 MHz, DMSO-d): delta 12.52 (s, 1H), 7.80 (d, 1H, J=1.6 Hz), 7.70 (dd, 1H, J=8.4, 2.0 Hz), 7.56 (bs, 1H), 6.97 (d, 1H, J=8.4 Hz), 6.80 (dd, 1H, J=8.0, 1.6 Hz), 6.75 (m, 1H), 6.59 (dd, 1H, J=8.0, 1.6 Hz), 6.05 (s, 2H), 5.10 (s, 2H), 2.99 (m, 2H), 2.71 (m, 2H), 2.48 (s, 3H), 2.40 (s, 3H). MS (ESI): Calcd. for C26H22N4O5S: 502, found 503 (M+1)+.

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

Reference:
Patent; Nantbio, Inc.; Tao, Chunlin; Nallan, Laxman; Ho, David G.; Wang, Qinwei; Weingarten, Paul; Juncker-Jensen, Anna B.; (121 pag.)US2018/201610; (2018); 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. 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 4-Bromo-2-fluorobenzotrifluoride

5-[4-Fluoro-3-(trifluoromethyl)phenyl]spiro[cyclohexane-1,3-[3H]indol]-2(1H)-one was prepared from (2′-oxo-2,3-dihydrospiro[cyclohexane-1,3′-[3H]indol]-5′-yl)boronic acid (2.5 g, 10 mmol) and 5-bromo-2-fluoro-trifluoromethylbenzene (2 g, 8 mmol) as described for Example 5, to afford the title compound (0.87 g, 30%) as a solid: mp. 222 C.; 1H NMR (DMSO-d6) delta 1.5-1.8 (m, 8 H), 1.8-2.0 (m, 2 H), 6.92 (d, 1 H, J=8.13 Hz), 7.51 (dd, 1 H, J=8.13, 1.76 Hz), 7.55 (dd, 1 H, J=10.54, 9.01 Hz) 7.72 (d, 1 H, J=1.76 Hz), 7.90 (dd, 1 H, J=7.03, 2.20 Hz), 7.98 (m, 1 H) and 10.39 (s, 1 H); MS (EI) m/z 363 (M+).

According to the analysis of related databases, 142808-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; Ligand Pharmaceuticals, Inc.; US6355648; (2002); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 67567-26-4, These common heterocyclic compound, 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, 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.

4-bromo-2,6-difluoro-phenylamine (1 g, 4.80 mmol) was dissolved in tetrahydrofuran (15 mL) and sodium hydrogen carbonate (483 mg, 5.76 mmol) was added dropwise at 0 C. Benzyl chloroformate (800 mg, 5.76 mmol) was added dropwise and the mixture was stirred at room temperature for 12 hours. Water was added to terminate the reaction and the mixture was washed with diethylether, water and saturated aqueous solution of sodium chloride. The organic layer was dried with anhydrous magnesium sulfate, distilled under reduced pressure and separated by column chromatography using 6:1 mixture solution of hexane and ethyl acetate to obtain the title compound (1.3 g, 81 % yield).[407] NMR: 1H-NMR(CDCl3) 7.39~7.34(5H, m), 7.17~7.13(2H, m), 6.07(1H, s), 5.21(2H, s)

The synthetic route of 67567-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG LIFE SCIENCES LTD.; KIM, Young Kwan; JOO, Hyun Woo; KIM, Myoung Yeol; PARK, Heui Sul; LEE, Tae Hee; KWAK, Hyo Shin; SHIM, Dong Sup; CHOI, Eun Sil; WO2012/111995; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 699-03-6, 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. 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To an oven dried 10 mL screw cap vial equipped with a stir-bar and charged with amine 1a (0.5 mmol) was added aldehyde 2a (84 mg, 1.5 equiv) and toluene (0.2 mL) and the mixture was stirred for 5 min at room temperature. Thereafter, heteroarene 3a (88 mg, 1.2 equiv) and CuCl (10 mg, 20 mol%) were added and the vial was sealed with a Teflon cap. The reaction mixture was irradiated for 50 min at a preselected temperature of 140 oC, with a maximum irradiation power of 200 W. After completion of the reaction, the resulting mixture was diluted with ethyl acetate (50 mL) and washed with water (50 mL) and brine (50 mL). The organic phase was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The crude sample was purified by silica gel column chromatography (10-20% ethyl acetate in heptane) to obtain compound 4a (127mg, 78% yield).

The synthetic route of 1-(4-Bromophenyl)-N-methylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vachhani, Dipak D.; Sharma, Abhishek; Van Der Eycken, Erik; Angewandte Chemie – International Edition; vol. 52; 9; (2013); p. 2547 – 2550; Angew. Chem.; vol. 125; 9; (2013); p. 2607 – 2610,4;,
Bromide – Wikipedia,
bromide – Wiktionary