Day: May 24, 2021

Name is Benzo[d]isoxazol-3-amine, as a common heterocyclic compound, it belongs to benzisoxazole compound, and cas is 36216-80-5, its synthesis route is as follows.

Example 4: (R)-l-(Benzo[rf]isoxazol-3-yIcarbamoylmethyl)-3-(l-phenyl- cycloheptanecarbonyloxy)-l-azonia-bicyclo[2.2.2]octane bromide To a mixture of benzo[36216-80-5, 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.,36216-80-5 ,Benzo[d]isoxazol-3-amine, other downstream synthetic routes, hurry up and to see

Reference：
Patent; ASTRAZENECA AB; ARGENTA DISCOVERY LIMITED; WO2009/138707; (2009); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Name is 5-Chloro-3-phenylbenzo[c]isoxazole, as a common heterocyclic compound, it belongs to benzisoxazole compound, and cas is 719-64-2, its synthesis route is as follows.

(3) Mix tetrahydrofuran and triethylamine,Then add 5-chloro-3-phenyl-2,1 benzisoxazole,Palladium carbon catalyst mixing,Passing nitrogen,Replace the air 8 times,Then pass hydrogen to a pressure of 0.1 MPa.Magnetic stirring for 1h,Then filter,The obtained filter residue was vacuum dried at 50 C for 4 h.among them,Tetrahydrofuran,Triethylamine,5-chloro-3-phenyl-2,1 benzisoxazole,The mass ratio of the palladium carbon catalyst is 30:5:2:0.08,That is, 2-amino-5-chlorobenzophenone is obtained.

719-64-2, 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.,719-64-2 ,5-Chloro-3-phenylbenzo[c]isoxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; SHAANXI JUJIEHAN CHEMICAL CO LTD; Shanxi Jujiehan Chemical Co., Ltd.; LI CHANGYING; Li Changying; (4 pag.)CN107827763; (2018); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

37924-85-9, 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-(Bromomethyl)benzo[d]isoxazole, cas is 37924-85-9,the benzisoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To NaOMe (25% soln, 0.5 mL, 2.2 mmol) in MeOH (5 mL) was added thiosemicarbazide 9 (200 mg, 2.2 mmol). Diethyloxalate (0.3 mL, 2.2 mmol) was then added dropwise. The mixture was heated at 65 C for 2 h and then cooled to rt. 1-(Bromomethyl)-4-chlorobenzene (500 mg, 2.4 mmol) was added in one portion; stirring was continued at rt for 3 h and then heated overnight at 50 C. The reaction mixture was concentrated. The residue was dissolved in EtOAc (40 mL), washed with water (20 mL), and brine (20 mL). The organic phase was dried over Na2SO4, concentrated and purified by silica gel column chromatography (EtOAc w/ 0.2% HOAc). The product was triturated in Et2O to afford 59 mg of 6g as a light yellow solid (10% yield)

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：
Article; Hin, Niyada; Duvall, Bridget; Berry, James F.; Ferraris, Dana V.; Rais, Rana; Alt, Jesse; Rojas, Camilo; Slusher, Barbara S.; Tsukamoto, Takashi; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 2088 – 2091;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

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.

Example 24; N-1,2-Benzisoxazol-3-yl-1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperidine-4-carboxamide; [Show Image] To a solution of 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperidine-4-carboxylic acid (289 mg, 1.00 mmol) and N,N-dimethylformamide (0.010 ml) in tetrahydrofuran (5 ml) was added in water-bath, oxalyl chloride (0.174 ml, 2.00 mmol), and the mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure. The residue was added to a solution of 1,2-benzisoxazol-3-amine (134 mg, 1.00 mmol) in pyridine (0.404 ml, 5.00 mmol) under ice-cooling, followed by stirring at room temperature for 1 hour. The solvent was distilled off under reduced pressure. The residue was poured to water and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane : ethyl acetate = 1 : 1) to give the desired product as a solid. The resulting solid was recrystallized from a mixed solvent of hexane and ethyl acetate to give 60.3 mg (14.9%) of the desired product. 1H-NMR (CDCl3) delta; 2.05 – 2.22 (4H, m), 2.88 (1H, br s), 3.36 – 3.45 (2H, m), 4.11 – 4.18 (2H, m), 7.32 – 7.63 (6H, m), 8.19 – 8.27 (3H, m), 9.46 (1H, br s).

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; Takeda Pharmaceutical Company Limited; EP1813606; (2007); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

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.

Example 148: N-(benzo[d]isoxazol-3-yl)-2,4-dimethoxybenzenesulfonamide 148 A solution of 2,4-dimethoxybenzenesulfonyl chloride (0.18 g, 0.75 mmol) and benzo[d]isoxazol-3-amine (0.10 g, 0.75 mmol) in pyridine (1 ml.) was irradiated in the microwave at 1 10 C for 2 hours. The resultant mixture was loaded onto silica gel and the product purified twice by column chromatography (4 g Si02 cartridge, 0-45% EtOAc in petroleum benzine 40-60 C then 4g Si02 cartridge, 0-35% EtOAc in petroleum benzine 40-60 C) to yield two batches (78 mg and 5 mg) of [183] the title compound (total mass 83 mg, 33 % yield) as white solids. 1H NMR (400 MHz, CDCI3) d 8.1 1 (d, J = 8.05 Hz, 1H), 7.79 (s, 1H), 7.70 (d, J = 8.81Hz, 1H), 7.57 – 7.50 (m, 1H), 7.47 – 7.40 (m, 1H), 7.37 – 7.29 (m, 1H), 6.50 (d, J = 2.27 Hz, 1H), 6.42 (dd, J = 2.25, 8.81Hz, 1H), 3.98 (s, 3H), 3.81 (s, 3H). LCMS-B: rt 3.20 min, m/z = 356.8 [M+Na]+, 334.8 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis,36216-80-5,Benzo[d]isoxazol-3-amine,I believe this compound will play a more active role in future production and life.

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, Benzo[d]isoxazol-3-amine, cas is 36216-80-5 its synthesis route is as follows.

To prepare a-5, a-4 (2.1 g, 0.015 mol) was added to chlorosulfonic acid (4.1 ml, 0.060 mol) at room temperature (RT). Said reaction mixture was stirred overnight under an inert atmosphere such as nitrogen at 60C. The mixture was then poured in ice/water. The precipitate was filtered and dried with toluene in a Buchi-apparatus (2.1 g, yield 60%).

36216-80-5, 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.,36216-80-5 ,Benzo[d]isoxazol-3-amine, other downstream synthetic routes, hurry up and to see

Reference：
Patent; TIBOTEC PHARMACEUTICALS LTD; WO2003/97616; (2003); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

As a common heterocyclic compound, it belongs to benzisoxazole compound, name is 5-Chloro-3-phenylbenzo[c]isoxazole, and cas is 719-64-2, its synthesis route is as follows.

(2) Take 10.0g of intermediate (II) into a three-necked bottle.50ml ethanol, 4.8g iron powder,After refluxing for 0.5 h, 1 ml of sulfuric acid (6 mol/L) was added dropwise.After the completion of the dropwise addition, the reaction was refluxed for 1 h.After the reaction is completed, a NaOH solution is added to adjust the pH to 8,Cool down to 50 C, add 0.2g activated carbon,Reflux for 0.5h,Thermal filtration into the crystallization bottle, cooling and crystallization,Ethanol washing, drying to obtain intermediate (III) 9.60g, The yield is 95.1%.The melting point is 96.3-98.2 C.

719-64-2, 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.,719-64-2 ,5-Chloro-3-phenylbenzo[c]isoxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Qilu Tianhe Huishi Pharmaceutical Co., Ltd.; Yuwen Li; Guan Qinghua; Zhao Xudong; Li Baoyong; (6 pag.)CN108250091; (2018); A;,
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.

1) Weigh 180 g of raw material 5-chloro-3-phenyl-2,1-benzisoxazole into 1.5 L of anhydrous methanol and 1.5 L of acetonitrile,After stirring and dissolving, add 10g Pd/C catalyst with Pd content of 3%, stir and mix to form material I,The flow rate of the slurry pump was adjusted so that the flow rate of the material I was 40.0 g/min and entered the preheating module of the microreactor. 2) Adjust the flow rate of the H2 gas flowmeter to 350ml/min, and directly enter the reaction module group and material I to undergo catalytic hydrogenation reaction without preheating.As shown in Figure 2, the molar ratio of 5-chloro-3-phenyl-2,1-benzisoxazole to hydrogen is 1:1.2, the reaction temperature is 80C, the residence time of the reaction is 35s, and the reaction pressure is 1.0Mpa; then enter the cooling module, cooling module temperature is 30 C,Collect the reaction solution from the outlet of the cooling module, recover the catalyst by filtration, and recover the solvent by distillation under reduced pressure.The residue was recrystallized from 80% ethanol solution to obtain the target product 2-amino-5-chlorobenzophenone, 168.96g, yield 92.79%, purity 99.68%.

The chemical industry reduces the impact on the environment during synthesis,719-64-2,5-Chloro-3-phenylbenzo[c]isoxazole,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Heilongjiang Xinchuang Bio-technology Development Co., Ltd.; Ren Jiqiu; Yang Kun; Li Haitao; (10 pag.)CN107935872; (2018); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

As a common heterocyclic compound, it belongs to benzisoxazole compound, name is 6-Chlorobenzo[d]isoxazole-3-carboxylic acid, and cas is 28691-49-8, its synthesis route is as follows.

Example 54 (6-Chlorobenzo[d]isoxazol-3-yl)(2-methyl-3-phenyl-2,4,5,7-tetrahydro-6H-pyrazolo[3,4-c]pyridin-6-yl)methanone To a solution of 6-chlorobenzo[d]isoxazole-3-carboxylic acid (52 mg, 0.263 mmol) in dichloromethane (600 muL) was added N,N-dimethylformamide (10 muL, 0.13 mmol, 0.948 g/mL) and oxalyl chloride (25 muL, 0.287 mmol, 1.45 g/mL) at 0 C. The reaction mixture was stirred at 0 C. for 5 min. To the reaction mixture was added 2-methyl-3-phenyl-4,5,6,7-tetrahydropyrazolo[3,4-c]pyridine, Intermediate 1 (55 mg, 0.258 mmol) at 0 C. The reaction mixture was allowed to warm to room temperature and stirred for 18 h. The reaction mixture was diluted with water (2 mL) and extracted with ethyl acetate (2*5 mL). The combined organic layers were washed with 10% potassium bisulfate (1*5 mL), 1 M sodium carbonate (1*5 mL) and brine (1*5 mL), dried over magnesium sulfate, filtered and evaporated. The residue was purified by reverse phase HPLC to afford the title compound (14 mg, 0.036 mmol, 13%) as an off-white powder. MS (ESI): mass calcd. for C21H17ClN4O2, 392.1; m/z found, 393.1 [M+H]+. 1H NMR (500 MHz, DMSO-d6) delta 8.15-8.12 (m, 1H), 7.96 (d, J=8.5 Hz, 1H), 7.58-7.42 (m, 6H), 4.86 (s, 2H), 3.88-3.83 (m, 2H), 3.79 (s, 3H), 2.67-2.60 (m, 2H).

28691-49-8, 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.,28691-49-8 ,6-Chlorobenzo[d]isoxazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Janssen Pharmaceutica NV; Ameriks, Michael K.; Chen, Gang; Huang, Chaofeng; Laforteza, Brian Ngo; Ravula, Suchitra; Southgate, Emma Helen; Zhang, Wei; US2020/102303; (2020); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

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.

General procedure: To a stirred solution of pyridin-2-amine (1.0 g, 10.6 mmol) and pyridine (1.01 mL, 12.7 mmol) in THF (35 mL) was added 2,2,2- trichloroethyl chloroformate (1.76 mL, 12.7 mmol) dropwise at 0 C. The mixture was stirred at 0 C for 1.5 h, poured into water, and extracted with EtOAc. The organic layer was washed with water, dried over anhydrous MgSO4, and concentrated in vacuo. The residue was triturated with Et2O-hexane to give 36 (1.76 g, 62%) as a colorless powder.

The chemical industry reduces the impact on the environment during synthesis,36216-80-5,Benzo[d]isoxazol-3-amine,I believe this compound will play a more active role in future production and life.

Reference：
Article; Kono, Mitsunori; Matsumoto, Takahiro; Kawamura, Toru; Nishimura, Atsushi; Kiyota, Yoshihiro; Oki, Hideyuki; Miyazaki, Junichi; Igaki, Shigeru; Behnke, Craig A.; Shimojo, Masato; Kori, Masakuni; Bioorganic and Medicinal Chemistry; vol. 21; 1; (2013); p. 28 – 41;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics