Day: May 21, 2021

Name is Benzo[d]isoxazol-5-amine, as a common heterocyclic compound, it belongs to benzisoxazole compound, and cas is 239097-74-6, its synthesis route is as follows.

Synthesis of N-benzofdlisoxazol-5-vl-3-chloro-2-methvl- benzenesulfonamide, STX 918 (KRB01046):; To a solution of 3-chloro-2-methylbenzenesulphonyl chloride (176 mg, 0.783 mmol) in dichloromethane (4 mL) was added pyridine (150 iuL, 1.86 mmol) and the mixture was stirred under N2 for 5 min, after which time 5-amino-1, 2-benzisoxazole [27] (100 mg, 0.746 mmol) was added. The resulting mixture was stirred for 2 h at room temperature, then saturated NaHCO3 solution (10 mL) was added and the mixture was extracted into ethyl acetate (20 mL). The organic phase was washed with brine, dried (Na2SO4), filtered and evaporated to give a residue that was purified using flash chromatography to afford a white solid (178 mg, 74%), single spot at Rf 0.69 (1: 1 hexane: ethyl acetate). mp 111.9-112. 4C, HPLC purity 97% (tR 2.44 min in 10% water-acetonitrile).’H NMR (CDCl3) : No. 8.62 (1H, d, J=1.0 Hz), 7.81 (1H, dd, J=7.9, 1.2 Hz), 7.55 (1H, dd, J=7.9, 1.0 Hz), 7.45 (2H, m), 7.17 (2H, m), 6.77 (1H, s, N-I), 2.72 (3H, s). LCMS: 321.01 (M-). FAB-MS (MH+, C14H11CIN203S) : calcd 323.0257, found 323.0271

239097-74-6, 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.,239097-74-6 ,Benzo[d]isoxazol-5-amine, other downstream synthetic routes, hurry up and to see

Reference：
Patent; STERIX LIMITED; WO2005/42513; (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.

A solution of ethyl 6-brom-1, 2-benzisoxazole-3-carboxylate (Intermediate 55) (0.05g) and cyclopropylamine (0. 03ml) in methanol (lml) was stirred at reflux for 6h. The solvent was evaporated and the residue was triturated with ether to give the title compound as a white solid (0.04g).

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

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/10995; (2004); 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.

A mixture of benzo[d]isoxazol-3-amine and a sulfonyl chloride in pyridine (1 ml.) was stirred at room temperature for 16 hours when a second portion of benzenesulfonyl chloride was added and stirred for an additional 64 hours. The reaction was concentrated and diluted with 5% aqueous HCI (1 ml.) and sonicated for a minimum of 30 minutes. The resulting precipitate was collected by filtration and purified either by preparative mass-directed HPLC (up to 50 mg of crude material) or by silica gel column chromatography (0-40% EtOAc/petroleum benzine 40-60 C) to give the desired product. See Table C for reaction components and amounts used as well as purification conditions.

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

89976-56-7, 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. 5-Methylbenzo[d]isoxazol-3-amine, cas is 89976-56-7,the benzisoxazole compound, it is a common compound, a new synthetic route is introduced below.

The crude 5-methyl-benzo[d]isoxazol-3-ylamine was dissolved in 60 mL CH2Cl2. To this solution was added di-tert-butyl-dicarbonate (14.6 g, 66.8 mmol) and a catalytic amount of DMAP. The reaction mixture was stirred at RT overnight. The mixture was concentrated in vacuo to about 30 mL volume, treated with hexanes and filtered to yield 4.8 g of N,N-di-Boc-5-methyl-benzo[d]isoxazol-3-ylamine as a solid.

The chemical industry reduces the impact on the environment during synthesis,89976-56-7,5-Methylbenzo[d]isoxazol-3-amine,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Bolin, David Robert; Hamilton, Matthew Michael; McDermott, Lee Apostle; Qian, Yimin; US2011/112158; (2011); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Name is Ethyl 6-bromobenzo[d]isoxazole-3-carboxylate, as a common heterocyclic compound, it belongs to benzisoxazole compound, and cas is 651780-27-7, its synthesis route is as follows.

10% Palladium on carbon (1.5g) and triethylamine (7.5 g, 82.4 mmol) were added to a solution of ethyl 6-bromobenzisoxazole-3-carboxylate (20g, 0. 081mol) 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 x 50 mL) and the filtrates were concentrated. The residue was dissolved in dichloromethane (200 mL) and the solution was washed with water (4 x 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. Literature reference: Angell, R. M.; Baldwin, I. R.; Bamborough, P.; Deboeck, N. M.; Longstaff, T.; Swanson, S. W004010995A1 The following acid was prepared using this method: 1,2-Benzisoxazole-3-carboxylic acid.

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; MEMORY PHARMACEUTICALS CORPORATION; WO2005/63767; (2005); A2;,
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.

Synthesis of phenyl 1,2-benzisoxazol-3-ylcarbamate; A solution of 1,2-benzisoxazol-3-amine (1.00 g; CAS No.36216-80-5) and triethylamine (1.09 mL) in acetonitrile (5 mL) was added dropwise to at 0 C. solution of phenyl chloroformate (0.989 mL) in THF (20 mL). The reaction was stirred at 0 C. for 1 h and then allowed to warm to room temp overnight. The reaction was diluted with ethyl acetate and washed with 1N HCl and brine. The organic layer was dried over sodium sulfate, filtered, and concentrated to give the crude product as a reddish brown solid. The solid was triturated with refluxing diisopropyl ether, cooled to room temp, and filtered to give the final product as a tan solid (1.22 g, 64%). m/z 255 (MH+).

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; Pfizer Inc.; US2010/113465; (2010); 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.

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).

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

Reference：
Patent; ELI LILLY AND COMPANY; WO2007/92751; (2007); A2;,
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.

To a solution of the above crude 3-(bromomethyl)benzo[d]isoxazole (15.3 g) in CH3CN (100 mL) was added a solution of KCN (4 g, 61 mmol) in water (19 mL). The resulting solution was stirred overnight at 40C, and then quenched with water (200 mL) and extracted with ethyl acetate (4 x 200 mL). The combined organic layers were washed with brine (2 x 100 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to afford a residue, which was purified by a silica gelcolumn chromatography eluting with 1 % – 2% ethyl acetate in petroleum ether to afford 2-(benzo[d]isoxazol-3-yl)acetonitrile as a yellow solid (1.15 g, 15 ). LC/MS (ES, m/z): [M+H]+ 159.0 *H NMR (300 MHz, DMSO) delta 7.87 – 7.84 (d, / = 8.10 Hz, 1H), 7.66 – 7.61 (m, 2H), 7.47 – 7.40 (m, 1H), 4.13 (s, 2H)

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-(Bromomethyl)benzo[d]isoxazole, 37924-85-9

Reference：
Patent; BIOENERGENIX; MCCALL, John; KELLY, Robert, C.; ROMERO, Donna, L.; WO2014/66795; (2014); A1;,
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.

3,6-dichlorobenzisoxazole (5.2 g, 27.8 mmol) and piperazine anhydride (24 g, 278 mmol) were placed in an eggplant type flask and reacted at 120 C. for 24 hours. After completion of the reaction, 52 ml of ice water was added to quench , Add 15 ml of 50% NaOH solution to the solution, stir for 5 minutes, extract with 30 ml * 3 dichloromethane, combine dichloromethane layer, wash with saturated brine 20 ml, dehydrate with anhydrous MgSO 4, evaporate to dryness, Isolated by alumina (200-300 mesh) column chromatography eluting with dichloromethane: methanol = 100: 1 to obtain 4.7 g of 6-chloro-3-piperazinyl-benzisoxazole, Yield is 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 HENGYI PHARMACEUTICAL COMPANY LIMITED; SHANGHAI INSTITUTE OF PHARMACEUTICAL INDUSTRY; Li, JIANQI; PENG, SHAOPING; CAI, WANGPING; GAO, KAI; (39 pag.)JP5714152; (2015); B2;,
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.

(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.

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