Tag: 16263-54-0

As a common heterocyclic compound, it belongs to Benzisoxazole compound, name is 3,6-Dichlorobenzo[d]isoxazole, and cas is 16263-54-0, its synthesis route is as follows.,16263-54-0

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%.

With the complex challenges of chemical substances, we look forward to future research findings about 16263-54-0,belong Benzisoxazole compound

Reference£º
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

Name is 3,6-Dichlorobenzo[d]isoxazole, as a common heterocyclic compound, it belongs to Benzisoxazole compound, and cas is 16263-54-0, its synthesis route is as follows.,16263-54-0

To a solution of l-Boc-5-trifluoromethoxybenzimidazole-2-one (5 g, 15.7 mmol) in DMF (20 ml) was added 3,6-dichlorobenzoisoxazole (3.0 g, 15.7 mmol) and Cs2CO3 (11 g, 31.4 mmol). The suspension was heated to 15O0C in an oil bath and stirred overnight. The mixture was then cooled to room temperature, diluted with water (30 ml) and extracted with ethyl acetate (2×20 ml). The organic extracts were combined, dried over anhydrous Mg2SO4, and concentrated to dryness. The residue was purified by silica gel column chromatography using hexane/ethyl acetate (4:1) as solvent system. Fractions containing earlier eluted product were combined and concentrated to obtain l-[3-(6-chloro)-benzisoxazoyl]-5- trifluoromethoxylbenzimidazole-2-one as a white solid. 1H NMR (DMSO, 500 MHz) delta 8.28 (d, J=9.0Hz, IH), 8.12 (s, IH), 7.74 (d, J=9.0Hz, IH), 7.54 (d, J=8.5, IH), 7.14 (d, J=8.5, IH), 7.13 (s, IH). Fractions containing later eluted product were combined and concentrated to obtain l-[3-(6-chloro)-benzisoxazoyl]-6-trifluoromethoxylbenzimidazole-2-one as a white solid. 1H NMR (DMSO, 500 MHz) delta 8.28 (d, J=9.0Hz, IH), 8.12 (s, IH), 7.74 (d, J=9.0Hz, IH), 7.66 (brs, IH), 7.54 (d, J=8.5, IH), 7.13 (brs, IH).

With the complex challenges of chemical substances, we look forward to future research findings about 3,6-Dichlorobenzo[d]isoxazole

Reference£º
Patent; MERCK & CO., INC.; WO2006/22954; (2006); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Name is 3,6-Dichlorobenzo[d]isoxazole, as a common heterocyclic compound, it belongs to Benzisoxazole compound, and cas is 16263-54-0, its synthesis route is as follows.,16263-54-0

To a solution of benzimidazole-2-one (Aldrich, 1.1 g, 7.5 mmol) in DMF (20 ml) was added 3,6-dichlorobenzoisoxazole (1.5 g, 7.5 mmol) and Cs2CO3 (4.8 g, 15 mmol). The suspension was heated to 15O0C in an oil bath and stirred overnight. The mixture was then cooled to room temperature, diluted with water (30 ml) and stirred in a ice bath for 2 hours. The mixture was then filtered. The solid was washed with water and dried under high vacuum to obtain 2.0 g (93%) of a yellow solid as l-(6-chlorobenzisoxazol-3-yl)benzimidazole-2-one. To a solution of the above product (1.0 g, 3.5 mmol) in DMF (15 ml) was added NaOMe solution in methanol (30% wt/wt, 10 ml). The mixture was heated to 8O0C under vacuum to remove residual methanol and then stirred at 11O0C under nitrogen overnight. The mixture was then cooled to room temperature, diluted with water (50 ml), adjusted to pH 6 with 10% aqueous HCl. The resulting suspension was stirred in an ice bath for 2 hours and filtered. The solid was washed with water and dried in an oven (900C) for 2 hours and then under high vacuum at room temperature for 3 hours to obtain a slightly yellow solid. LC-MS m/e: (M+ 1) = 282

With the complex challenges of chemical substances, we look forward to future research findings about 3,6-Dichlorobenzo[d]isoxazole

Reference£º
Patent; MERCK & CO., INC.; WO2006/22954; (2006); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

3,6-Dichlorobenzo[d]isoxazole, cas is 16263-54-0, it is a common heterocyclic compound, the Benzisoxazole compound, its synthesis route is as follows.,16263-54-0

(a) 3-(1-Piperazinyl)-6-chloro-1,2-benzisoxazole. A mixture of 3,6-dichloro-1,2-benzisoxazole and piperazine is reacted according to the procedure of Example 2. The 3-(1-piperazinyl)-6-chloro-1,2-benzisoxazole intermediate is isolated in 79% yield and used without further purification.

16263-54-0 is used more and more widely, we look forward to future research findings about 3,6-Dichlorobenzo[d]isoxazole

Reference£º
Patent; Mead Johnson & Company; US4411901; (1983); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

3,6-Dichlorobenzo[d]isoxazole, cas is 16263-54-0, it is a common heterocyclic compound, the Benzisoxazole compound, its synthesis route is as follows.,16263-54-0

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%.

With the rapid development of chemical substances, we look forward to future research findings about 3,6-Dichlorobenzo[d]isoxazole

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

16263-54-0, 3,6-Dichlorobenzo[d]isoxazole is a Benzisoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of benzimidazole-2-one (Aldrich, 1.1 g, 7.5 mmol) in DMF (20 ml) was added 3,6-dichlorobenzoisoxazole (1.5 g, 7.5 mmol) and Cs2CO3 (4.8 g, 15 mmol). The suspension was heated to 15O0C in an oil bath and stirred overnight. The mixture was then cooled to room temperature, diluted with water (30 ml) and stirred in a ice bath for 2 hours. The mixture was then filtered. The solid was washed with water and dried under high vacuum to obtain 2.0 g (93%) of a yellow solid as l-(6-chlorobenzisoxazol-3-yl)benzimidazole-2-one. To a solution of the above product (1.0 g, 3.5 mmol) in DMF (15 ml) was added NaOMe solution in methanol (30% wt/wt, 10 ml). The mixture was heated to 8O0C under vacuum to remove residual methanol and then stirred at 11O0C under nitrogen overnight. The mixture was then cooled to room temperature, diluted with water (50 ml), adjusted to pH 6 with 10% aqueous HCl. The resulting suspension was stirred in an ice bath for 2 hours and filtered. The solid was washed with water and dried in an oven (900C) for 2 hours and then under high vacuum at room temperature for 3 hours to obtain a slightly yellow solid. LC-MS m/e: (M+ 1) = 282

The synthetic route of 16263-54-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2006/22954; (2006); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16263-54-0,3,6-Dichlorobenzo[d]isoxazole,as a common compound, the synthetic route is as follows.

To a solution of l-Boc-5-trifluoromethoxybenzimidazole-2-one (5 g, 15.7 mmol) in DMF (20 ml) was added 3,6-dichlorobenzoisoxazole (3.0 g, 15.7 mmol) and Cs2CO3 (11 g, 31.4 mmol). The suspension was heated to 15O0C in an oil bath and stirred overnight. The mixture was then cooled to room temperature, diluted with water (30 ml) and extracted with ethyl acetate (2×20 ml). The organic extracts were combined, dried over anhydrous Mg2SO4, and concentrated to dryness. The residue was purified by silica gel column chromatography using hexane/ethyl acetate (4:1) as solvent system. Fractions containing earlier eluted product were combined and concentrated to obtain l-[3-(6-chloro)-benzisoxazoyl]-5- trifluoromethoxylbenzimidazole-2-one as a white solid. 1H NMR (DMSO, 500 MHz) delta 8.28 (d, J=9.0Hz, IH), 8.12 (s, IH), 7.74 (d, J=9.0Hz, IH), 7.54 (d, J=8.5, IH), 7.14 (d, J=8.5, IH), 7.13 (s, IH). Fractions containing later eluted product were combined and concentrated to obtain l-[3-(6-chloro)-benzisoxazoyl]-6-trifluoromethoxylbenzimidazole-2-one as a white solid. 1H NMR (DMSO, 500 MHz) delta 8.28 (d, J=9.0Hz, IH), 8.12 (s, IH), 7.74 (d, J=9.0Hz, IH), 7.66 (brs, IH), 7.54 (d, J=8.5, IH), 7.13 (brs, IH).

As the paragraph descriping shows that 16263-54-0 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2006/22954; (2006); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16263-54-0,3,6-Dichlorobenzo[d]isoxazole,as a common compound, the synthetic route is as follows.

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%.

The synthetic route of 16263-54-0 has been constantly updated, and we look forward to future research findings.

Reference£º
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

16263-54-0, 3,6-Dichlorobenzo[d]isoxazole is a Benzisoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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%.

As the paragraph descriping shows that 16263-54-0 is playing an increasingly important role.

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