Category: Benzisoxazole

36216-80-5, 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. Benzo[d]isoxazol-3-amine, cas is 36216-80-5,the benzisoxazole compound, it is a common compound, a new synthetic route is introduced below.

(Synthesis of X-4) In a three-neck flask, after filling the inside of flask with nitrogen gas, 6.5 g of 10% Pd-C (produced by Wako Pure Chemical Industries, Ltd.) was added, and 2,000 mL of ethanol and the entire amount of the crude product of Compound (X-3) obtained above were further added. The resulting mixture was heated/refluxed, and 55 mL (3 molar equivalents) of formic acid was slowly added dropwise thereto, followed by stirring at this temperature for 5 hours. The resulting reaction mixture was cooled to an inner temperature of 25C and then subjected to Celite filtration and to the mother solution separated by filtration, 105 g of 1,5-naphthalenedisulfonic acid was added. After raising the inner temperature to 70C, the mixture was stirred for 30 minutes and then gradually cooled to room temperature, and the crystal was separated by filtration to obtain 100 g of Compound (X-4). The yield was 72% based on Compound (X-1) as the starting material. The obtained crystal was pale brown. 1H NMR (deuterated DMSO): delta6.95-6.98 (1H), delta7.02-7.04 (1H), delta7.40-7.51 (3H), delta7.90-7.95 (1H), delta8.75 (1H), delta8.85-8.88 (2H), delta9.03 (2H), delta10.89 (1H).

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 Benzo[d]isoxazol-3-amine, 36216-80-5

Reference：
Patent; FUJIFILM Corporation; EP2460799; (2012); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

239097-74-6, 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. Benzo[d]isoxazol-5-amine, cas is 239097-74-6,the benzisoxazole compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of the ester compound from the procedure above (105 mg, 0.340 mmol) in DMF (0.5 mL) was added a solution of l,2-benoxazol-5-amine (46 mg, 0.340 mmol) in DMF (0.5 mL). The reaction mixture was stirred at room temperature for 2 hours until the reaction was complete, and quenched with the addition of TFA (5 drops). The precipitated solid was collected by filtration, suspended in DCM, basified with saturated aHC03to pH ~8. The aqueous layer was extracted with DCM, dried over anhydrous a2S04, filtered andconcentrated to provide a residue. The residue was purified by prep-HPLC (MeCN/H20) to provide the title compound (40 mg, 38%) as a white solid.XH NMR (400 MHz, CDC13) delta 10.31 (s, 1H), 8.72-8.71 (m, 2H), 8.45 (d, J= 1.6 Hz, 1H), 7.67 (dd, J= 9.2 Hz, 2.0 Hz, 1H), 7.60 (d, J= 9.2 Hz, 1H), 6.79 (s, 1H), 2.84 (s, 3H), 2.74 (s, 3H). ES-MS m/z: 308.0 [M+H]+. HPLC Purity (214 nm): 98%; tR= 9.36 min.

The chemical industry reduces the impact on the environment during synthesis,239097-74-6,Benzo[d]isoxazol-5-amine,I believe this compound will play a more active role in future production and life.

Reference：
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse, Marie Josee; (139 pag.)WO2016/73895; (2016); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

It is a common heterocyclic compound, the benzisoxazole compound, 5-Methylbenzo[d]isoxazol-3-amine, cas is 89976-56-7 its synthesis route is as follows.

A solution of 2,4-dimethoxybenzene-1-sulfonyl chloride (0.0799 g, 0.337 mmol) and 5-methylbenzo[d]isoxazol-3-amine I60 (0.050 g, 0.34 mmol) in pyridine (1 ml.) was irradiated in the microwave at 110 C for 2 hours. The resultant mixture was loaded onto silica gel and the product purified by column chromatography (12 g S1O2 cartridge, 0-45% EtOAc in petroleum benzine 40-60 C) [205] to yield the title compound (55.0 mg, 42% yield) as a white solid. NMR (400 MHz, CDCb) d 7.86 – 7.82 (m,1H), 7.72 (d, J = 8.81Hz, 1H), 7.37 – 7.28 (m, 2H), 6.49 (d, J = 2.26 Hz, 1H), 6.43 (dd, J = 2.29, 8.82 Hz, 1H), 3.96 (s, 3H), 3.80 (s, 3H), 2.47 (s, 3H). LCMS-A: rt 5.66 min, m/z 348.8 [M+H]+, 347.1 [M-H]

89976-56-7, 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.,89976-56-7 ,5-Methylbenzo[d]isoxazol-3-amine, other downstream synthetic routes, hurry up and to see

Reference：
Patent; CTXT PTY LIMITED; STUPPLE, Paul, Anthony; LAGIAKOS, Helen, Rachel; MORROW, Benjamin, Joseph; FOITZIK, Richard, Charles; HEMLEY, Catherine, Fae; CAMERINO, Michelle, Ang; BOZIKIS, Ylva, Elisabet, Bergman; WALKER, Scott, Raymond; (321 pag.)WO2019/243491; (2019); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

It is a common heterocyclic compound, the benzisoxazole compound, Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, cas is 651780-27-7 its synthesis route is as follows.

10% Palladium on carbon (1.5 g) and triethylamine (7.5 g, 82.4 mmol) were added to a solution of ethyl 6-bromobenzisoxazole-3-carboxylate (20 g, 0.081 mol) in ethanol (300ml) at 0 C. under an atmosphere of nitrogen. The nitrogen atmosphere was removed by evacuation and replaced with hydrogen gas, and the reaction mixture was maintained for 1 hour. The hydrogen atmosphere was removed by evacuation and replaced with nitrogen gas, and the palladium removed by filtration through Celite. The filter cake was washed with ethanol (3×50 mL) and the filtrates were concentrated. The residue was dissolved in dichloromethane (200 mL) and the solution was washed with water (4×50 mL), dried (sodium sulfate) and evaporated to provide 13.0 g of the product as a yellow solid (96%). The ester was saponified using sodium hydroxide to provide the acid. The acid was coupled with the bicyclobase according to procedure A.

651780-27-7, 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 ,Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Xie, Wenge; Herbert, Brian; Ma, Jianguo; Nguyen, Truc Minh; Schumacher, Richard; Gauss, Carla Maria; Tehim, Ashok; US2005/250808; (2005); A1;,
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. Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, cas is 651780-27-7,the benzisoxazole compound, it is a common compound, a new synthetic route is introduced below.

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).

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：
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

719-64-2, 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. 5-Chloro-3-phenylbenzo[c]isoxazole, cas is 719-64-2,the benzisoxazole compound, it is a common compound, a new synthetic route is introduced below.

(3) According to a mass ratio of 30:2:0.08:1.7, methanol, 5-chloro-3-phenyl-2,1benzisoxazole, palladium-carbon catalyst, and ammonium formate were mixed and heated to reflux at 50C for 2 hours. After allowing to cool to room temperature, the mixture was filtered, and the resulting residue was vacuum dried at 50C for 4 hours to obtain 2-amino-5-chlorobenzophenone.

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

Reference：
Patent; Shanxi Jujiehan Chemical Co., Ltd.; Li Changying; (5 pag.)CN107698453; (2018); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Name is 3-(Bromomethyl)benzo[d]isoxazole, as a common heterocyclic compound, it belongs to benzisoxazole compound, and cas is 37924-85-9, its synthesis route is as follows.

(b) A solution containing 1-dimethylcarbamoyl-4-(3-trimethylsilyloxypropyl)-imidazole (6.7 g, 0.025 mole), and 3-bromomethyl-1,2-benzisoxazole (5.3 g, 0.025 mole) in anhydrous acetonitrile (30 mL) is stirred at reflux for 72 hours. The reaction mixture is cooled and mixed with a solution of sodium methoxide (3 g, 0.055 mole) in methanol (30 mL). The resulting solution is stirred at reflux for 26 hours. The solvents are evaporated and the residue is taken up in 1N hydrochloric acid (30 mL). This solution is allowed to stand at ambient temperature for 3 hours and is then made basic (pH 9) by addition of 50% aqueous sodium hydroxide solution. The mixture is extracted with methylene chloride (2*25 mL) and the combined extracts are washed with water (2*20 mL), dried over anhydrous sodium sulfate, filtered, and the solvent is evaporated to give crude 3-[(5-(3-hydroxypropyl)-1H-imidazol-1-yl)methyl]-1,2-benzisoxazole which is purified by trituration with acetone (15 mL), m.p. 129-131 C.

37924-85-9, 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.,37924-85-9 ,3-(Bromomethyl)benzo[d]isoxazole, other downstream synthetic routes, hurry up and to see

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

16263-54-0, 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. 3,6-Dichlorobenzo[d]isoxazole, cas is 16263-54-0,the benzisoxazole compound, it is a common compound, a new synthetic route is introduced below.

5) Preparation 6-chloro-3-piperazinyl-benzisoxazole 3,6-dichlorobenzisoxazole (5.2g, 27.8 mmol), and anhydrous piperazine (24g, 278 mmol) are placed in an egg type flask and react at 120C for 24 hours. After completion of the reaction, 52 ml of an ice-water mixture is added for quenching the reaction. Further 15 ml of 50% NaOH solution is added to the reaction solution. The reaction solution is stirred for 5 minutes and extracted with dichloromethane (30ml*3). The dichloromethane layer is combined, washed with 20 ml of saturated saline, dried over anhydrous MgSO4, evaporated to dryness, and subjected to a separation on a column of alumina (200-300mesh), eluting with dichloromethane_methanol=100:1, to obtain 4.7g of 6-chloro-3-piperazinyl-benzisoxazole, with a yield of 71%.

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 3,6-Dichlorobenzo[d]isoxazole, 16263-54-0

Reference：
Patent; Jiangsu Guohua Investment Co., Ltd; Shanghai Institute of Pharmaceutical Industry; EP2322520; (2011); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

As a common heterocyclic compound, it belongs to benzisoxazole compound, name is 3-(Bromomethyl)benzo[d]isoxazole, and cas is 37924-85-9, its synthesis route is as follows.

BIOS-Na (Compound III) was prepared in accordance with the method described in Example 1 of U.S. Pat. No. 4,172,896. A solution of sodium sulfite (24.3 grams) in water (390 ml) was added to a solution of 3-bromomethyl-1,2-benzisoxazole (24 grams, Compound II) in methanol (390 ml), stirred with heating to 50 C. for 4 hours. After completion of the reaction, the solution was concentrated under reduced pressure. The resulting crystalline residue was heated to about 50-60 C. in methanol (750 ml) and the solution filtered. The clear filtrate was concentrated under reduced pressure and the resulting crystalline residue was washed with diethyl ether to give crystalline sodium 1,2-benzisoxazole-3-methanesulfonate (18 grams, BIOS-Na, Compound III). Thc thus-produced BIOS-Na was analyzed using X-Ray powder diffraction (results depicted in FIG. 1), differential scanning calorimetry (results depicted in FIG. 2) and thermal gravimetry (results depicted in FIG. 3). The water content of the thus-produced BIOS-Na was 7% as measured by Karl-Fischer titration, indicating that the crystals were of BIOS-Na monohydrate.

37924-85-9, 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.,37924-85-9 ,3-(Bromomethyl)benzo[d]isoxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Naddaka, Vladimir; Adin, Itai; Klopfer, Eyal; Arad, Oded; Kaspi, Joseph; US2006/9644; (2006); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

719-64-2, 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. 5-Chloro-3-phenylbenzo[c]isoxazole, cas is 719-64-2,the benzisoxazole compound, it is a common compound, a new synthetic route is introduced below.

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%.

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

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