Tag: M.W:200-300

37924-85-9,A common heterocyclic compound, 37924-85-9,3-(Bromomethyl)benzo[d]isoxazole, 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.

(b) Sodium hydride (50% in mineral oil, 3.4 g, 0.071 mole) is washed free of mineral oil with hexane (3*30 mL) and suspended in dimethylformamide (100 mL). This suspension is well stirred and maintained near room temperature (water bath) during the dropwise addition of a solution of imidazole (4.8 g, 0.071 mole) in dimethylformamide (25 mL). The reaction mixture is stirred at room temperature for 1 hour when 3-bromomethyl-1,2-benzisoxazole (15.0 g, 0.071 mole) is added all at once. The mixture is then heated at 85 C. for 8 hours. The solvent is evaporated in vacuo and the residue is taken up in methylene chloride (200 mL) and washed with water (3*50 mL). The organic solution is dried over anhydrous sodium sulfate, filtered and evaporated to give 3-[(1H-imidazol-1-yl)methyl]-1,2-benzisoxazole, which is purified by recrystallisation from isopropanol, m.p. 52-55 C.

The chemical industry reduces the impact on the environment during synthesis, 37924-85-9,3-(Bromomethyl)benzo[d]isoxazole,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Ciba-Geigy Corporation; US4859691; (1989); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

719-64-2 A common heterocyclic compound, 719-64-2,5-Chloro-3-phenylbenzo[c]isoxazole, 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.

719-64-2, (3) 5-Chloro-3-phenyl-2,1 benzisoxazole,Iron powder,The concentration of 95% ethanol,Heat reflux at 35C for 30 minutes,Then, ethanol was added dropwise to the system.among them,The volume ratio of hydrochloric acid to ethanol is 1:5.After refluxing, reflux at 35C for 2 hours.Sodium hydroxide solution was added dropwise to adjust the pH of the system to 7,Add activated carbon to the systemContinue refluxing for 20 minutes,filter,The filter residue is vacuum dried at 50C for 4 hours.among them,5-chloro-3-phenyl-2,1benzoxazole,Iron powder,95% ethanol,Ethanol solution of hydrochloric acid,The mass ratio of activated carbon is 2:1.2:15:2:0.2,That is, 2-amino-5-chlorobenzophenone is obtained.

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 5-Chloro-3-phenylbenzo[c]isoxazole reaction routes.

Reference£º
Patent; Shanxi Jujiehan Chemical Co., Ltd.; Li Changying; (5 pag.)CN107698454; (2018); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

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 651780-27-7,Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, as follows.651780-27-7

To a mixture of ethyl 6-bromobenzisoxazole-3-carboxylate (2.0 g, 7.4 mmol) and t- butyl 5-cyanoanthranilate (1.62 g, 7.4 mmol) in toluene (27 [ML)] is added NaH (1.5 g of a 60% mineral oil dispersion, 3.8 mmol) under N2. The reaction mixture is stirred overnight at rt. This mixture is diluted with aq 1 N [HCI,] extracted with EtOAc (0.2 L). The EtOAc solution is dried and concentrated to give Preparation Pb as a solid : 1H NMR (300 MHz, CDC13) [8] 12.8 (1H), 9.05 [(1H),] 8.38 (1H), 8.18 (1H), 7.92 (1H), 7.82 (1H), 7.61 [(1H),] [1.] 69 [(9H).]

According to the analysis of related databases, Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18428; (2004); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 651780-27-7,Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, 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 651780-27-7,651780-27-7

Toluene (40 mL) was added to a flask containing ethyl [6-BROM-1,] 2-benzisoxazole-3-carboxylate (3.15 g, 11.7 mmol), tetrakis (triphenylphosphine) palladium [(0)] (835 mg, 0.723 mmol, Strem), cesium carbonate (4.12 g, 12.6 mmol, Aldrich), and 2- (trifluoromethyl) phenylboronic acid (2. [38] g, 12.5 mmol, Aldrich) under argon. This mixture was heated in a 100 C oil bath for 35 hours. The mixture was diluted with EtOAc (250 mL) and washed with 4: 1 water: brine (250 [ML)] followed by brine (250 mL). The organics were filtered through a [1″PLUG] of silica gel and evaporated. Product was split in two, adsorbed onto silica gel, and purified on Biotage Flash 40 M+ silica cartridges using 20% EtOAc in heptane. Yield was 2.08 g of orange solid. [‘H] NMR (400 MHz, DMSO-d6) [5] ppm 1.42 (t, [J=7.] 15 Hz, 3 H) 4.51 (q, [J=7.] 05 Hz, 2 H) 7.52 (d, J=7. 46 Hz, [1] H) 7.51 (d, [J=8.] 09 Hz, 1 H) 7.71 (t, J=7. 57 Hz, [1] H) 7.79 (t, [J=7.] 36 Hz, 1 H) 7.91 (d, [J=7.] 67 Hz, [1] [H)] 7.93 (s, 1 H) 8.14 (d, J=8. 09 Hz, 1 H).

According to the analysis of related databases, 651780-27-7, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18428; (2004); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a downstream synthesis route of the compound 37924-85-9,37924-85-9

3-Bromomethyl-benzo[d]isoxazole-5-sulfonyl chloride Chlorosulfonic acid (1.5 ml, 22 mmol) was slowly added to 3-Bromomethyl-benzo[d]isoxazole (1.0 g, 4.7 mmol) at RT under argon. The reaction was heated at 90 C. for 12 h and then left at RT for 6 h. The resulting viscous oil was quenched over ice, extracted with EtOAc, dried over MgSO4 and concentrated in vacuo to a brown oil (1.17 g, 80% yield).; 3-Bromomethyl-benzo[d]isoxazole-5-sulfonyl chloride Chlorosulfonic acid (1.5 ml, 22 mmol) was slowly added to 3-Bromomethyl-benzo[d]isoxazole (1.0 g, 4.7 mmol) at RT under argon. The reaction was heated at 90 C. for 12 h and then left at RT for 6 h. The resulting viscous oil was quenched over ice, extracted with EtOAc, dried over MgSO4 and concentrated in vacuo to a brown oil (1.17 g, 80% yield). After reaction of this material with the core the aliphatic bromine may be displaced by an appropriate nucleophile.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 37924-85-9.

Reference£º
Patent; Sequoia Pharmaceuticals; US2005/267074; (2005); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

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 719-64-2,5-Chloro-3-phenylbenzo[c]isoxazole, as follows.719-64-2

(3) 5-Chloro-3-phenyl-2,1 benzisoxazole,Iron powder,The concentration of 95% ethanol,Heat reflux at 35C for 30 minutes,Then, ethanol was added dropwise to the system.among them,The volume ratio of hydrochloric acid to ethanol is 1:5.After refluxing, reflux at 35C for 2 hours.Sodium hydroxide solution was added dropwise to adjust the pH of the system to 7,Add activated carbon to the systemContinue refluxing for 20 minutes,filter,The filter residue is vacuum dried at 50C for 4 hours.among them,5-chloro-3-phenyl-2,1benzoxazole,Iron powder,95% ethanol,Ethanol solution of hydrochloric acid,The mass ratio of activated carbon is 2:1.2:15:2:0.2,That is, 2-amino-5-chlorobenzophenone is obtained.

According to the analysis of related databases, 5-Chloro-3-phenylbenzo[c]isoxazole, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; Shanxi Jujiehan Chemical Co., Ltd.; Li Changying; (5 pag.)CN107698454; (2018); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

651780-27-7,A common heterocyclic compound, 651780-27-7,Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, 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.

To a solution of ethyl ^- fomo-l ,2-benzoxazole-3-caioxyiate (540.16 rag, 2 mmol, J .0 eq.) in THF ( iO mL) at -78 “C was added a solution of methyltnagncsiuja bromide in diethyl ether (3M, 3.33 HiL 10 mmol, 5.0 eq..). The resulting mixture was stirred at -78 C for 3 h. Sat. solo NH CI was added. The mixture was warmed to rt and extracted with EiOAc (3x). The combined extracts were washed with brine, dried over ajSO*, filtered and concentrated, under reduced pressure. The crude material was purified using normal phase flash chromatography on silica gel (0-50% EtOAc/hexanes) to provide die title compound (410 mg? 85.4% yield) as a white powder. H- MR (400 MHz, DMSO~<}: S 8.33 (s, IH), 8.06 (d, J=- 8.4 Hz, IH), 7,71 (dd, ,/ - 8.5, 1 A Hz, H), 2.73 (s 3H). The chemical industry reduces the impact on the environment during synthesis, 651780-27-7,Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate,I believe this compound will play a more active role in future production and life. Reference£º
Patent; VANDERBILT UNIVERSITY; CONN, P. Jeffrey; HOPKINS, Corey R.; LINDSLEY, Craig W.; NISWENDER, Colleen M.; ENGERS, Darren W.; PANARESE, Joe; BOLLINGER, Sean; ENGERS, Julie; (157 pag.)WO2016/115282; (2016); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

719-64-2,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. 5-Chloro-3-phenylbenzo[c]isoxazole,719-64-2, This compound has unique chemical properties. The synthetic route is as follows.

A, in a reaction vessel equipped with a stirrer, a reflux condenser, 5-chloro-3-phenyl-benzisoxazole 0.26 mol, the mass fraction of 30% 2-bromo-5-fluoronitrobenzene solution 390ml, nickel chloride powder 0.46 mol, control the stirring speed at 190 rpm, raise the solution temperature to 78 C, reflux reaction 120 min; B, adding 90% of 4-chlorophenethylamine solution with a mass fraction of 21% slowly add the ethylene glycol dimethyl ether solution with a mass fraction of 37% adding time to control at 110min, continue to reflux reaction 5h. C, add the mass fraction of 27% sodium bicarbonate solution 200ml, reduce the solution temperature to 16 C, molecular sieve bleaching, filtration, the filtrate was concentrated, again lowering the solution temperature to 5 C, the mass fraction of 70% triethylamine solution washing, calcium oxide dehydrating agent dehydration, to give crystals of 2-amino-5-chlorobenzophenone 55.59 g, yield 92%.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 719-64-2.

Reference£º
Patent; Chengdu Qiesite Technology Co., Ltd.; Peng Fei; (9 pag.)CN106083621; (2016); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

651780-27-7, 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.651780-27-7,Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, it is a common compound, a new synthetic route is introduced below.

Step 3 6-(4-Hvdroxy-2-methyl-phenyl’)-benzordlisoxazole-3-carboxylic acid ethyl esterA solution of 3-methyl-4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenol (0.624 g, 2.67 mmol) and 6-bromo-benzo[d]isoxazole-3-carboxylic acid ethyl ester (0.360 g, 1.33 mmol) in 1,4-dioxane (20 mL) is added to a flask. The flask is evacuated and re-filled with N2 3 times. To this solution, Pd2(dba)3 (0.010 g), tricyclohexyl phosphine (10 mg), and aqueous K3PO4 (1.5 mL, 1.30 M) are added. The resulting mixture is heated to 50 C for 2 hours under N2. The reaction mixture is cooled to room temperature and filtered through a pad of diatomaceous earth. The filtrate is concentrated under reduced pressure. The residue is purified via silica gel chromatography eluting with 25% ethyl acetate in hexanes to give the title compound (0.366 g, 93%). ES/MS m/e 298.0 (M+l); 296.0 (M-I).

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. 651780-27-7, other downstream synthetic routes, hurry up and to see.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2007/92751; (2007); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

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.651780-27-7,A new synthetic method of this compound is introduced below.651780-27-7

To a stirred solution of ethyl 6-bromo-1,2-benzoxazole-3-carboxylate (1.1 g) in THF (10 ml) and EtOH (3 ml), LiBH4 (0.133 g) was added drop wise at 0oC under inert atmosphere. The re- action mixture was stirred at 0oC for 2 h. Reaction was monitored by TLC. After the completion, the reaction mixture was diluted with Water (20 ml), quenched with 5% NaOH solution and ex- tracted with Ethyl acetate (30 ml x 2). The combined organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by flash chro- matography (eluting in 15-20% ethyl acetate in heptane as a mobile phase) to afford (0.8 g) of the title compound. HPLC/MS (method 1): Rt : 1.587 min; MS: m / z = 229 (M+1).

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, Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate.

Reference£º
Patent; BASF SE; NARINE, Arun; ADISECHAN, Ashokkumar; VYAS, Devendra; DATTA, Gopal Krishna; VALLINAYAGAM, Ramakrishnan; CHAUDHURI, Rupsha; SAMBASIVAN, Sunderraman; (127 pag.)WO2018/177781; (2018); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics