M.W:100-200 | Page 362 of 377 | Heterocyclic Building Blocks-Benzisoxazole

Extracurricular laboratory: Synthetic route of 239097-74-6

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.

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.

Synthesis of N-benzofdlisoxazol-5-yl-4-propyl-benzenesulfonamide, STX 919 (KRB01047) :; To a solution of 4n-propylbenzenesulphonyl chloride (171 mg, 0.783 mmol) in dichloromethane (4 mL) was added pyridine (150 uL, 1.86 mmol) and the mixture was stirred under N2 for 5 min, after which time 5-amino-1, 2-benzisoxazole (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 (170 mg, 72%), single spot at Rf 0.68 (1: 1 hexane: ethyl acetate). mp 130.0- 130. 6C, HPLC purity 99+% (tR 2.44 min in 10% water-acetonitrile).’H NMR (CDCI3) : No. 8.62 (1H, d, J=1.0 Hz), 7.60 (2H, d, J=8.4 Hz), 7.48 (2H, m), 7.19 (3H, m), 6.86 (1H, s, N-H), 2.58 (2H, t, J=7.5 Hz), 1.58 (2H, sextet, J=7.4 Hz), 0.88 (3H, t, J=7.4 Hz). LCMS: 315.14 (M-). FAB-MS (MH+, deHOsS) : calcd 317.0960, found 317.0962

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£º
Patent; STERIX LIMITED; WO2005/42513; (2005); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Application of Phthalazin-1(2H)-one

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

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

a) N-Benzo[d]isoxazol-3-yl-2-chloro-acetamide To a mixture of benzo[d]isoxazol-3-ylamine (1 g) and cesium carbonate (2.42 g) in dry DMF (20 mL), stirred at rt, was added bromoacetyl chloride (0.62 mL) by dropwise addition. After stirring the mixture for 8 hours, the reaction was poured into water (100 mL) and the products extracted into ether (2*200 mL). The combined extracts were dried over magnesium sulfate and concentrated to dryness. The crude product was purified on silica gel using ether/isohexane (4/6) to afford the sub-titled compound as a colourless solid (0.5 g). m/e 210 [M+H]+

Reference£º
Patent; Bull, Richard James; Skidmore, Elizabeth Anne; Ford, Rhonan Lee; Mather, Andrew Nigel; Mete, Antonio; US2011/172237; (2011); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Some tips on 3,6-Dichlorobenzo[d]isoxazole

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

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%.

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

Share a compound : 5-Methylbenzo[d]isoxazol-3-amine

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.

Benzoic isoxazol-3-bis(N,N-t-butoxycarbonyl)amine (122): To a solution of 121 (148 mg, 1 mmol) in DCM (2 mL) was added di-t-butyldicarbonate (546 mg, 2.5 mmol), DIEA (0.348 mL, 2 mmol), and DMAP (22.2 mg, 1 mmol) at O0C. The reaction was warmed up to RT and stirred for 4 hr and then diluted with ethyl acetate and treated with aqueous ammonium chloride to pH 6. The organic layer was separated and washed with brine and concentrated in vacuo. The residue purified by silica gel chromatography using 100% hexane as the eluent to yield 122 (347 mg, 100%), LC-MS (ESI) m/z 348.8.

Reference£º
Patent; DAIAMED, INC.; WO2006/108039; (2006); A2;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

The origin of a common compound about Benzo[d]isoxazol-3-amine

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,Benzo[d]isoxazol-3-amine,36216-80-5,its application will become more common.

A common heterocyclic compound, 36216-80-5,Benzo[d]isoxazol-3-amine, 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. 36216-80-5

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.

Reference£º
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

Downstream synthetic route of 37418-88-5

37418-88-5, 37418-88-5 4-Hydroxyisobenzofuran-1,3-dione 96580, abenzofuran compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.37418-88-5,4-Hydroxyisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.

In a 20 mL glass vial, a mixture of 3-hydroxyphthalic anhydride (500 mg, 3.05 mmol, 1 equiv), potassium acetate (927 mg, 9.44 mmol, 3.1 equiv) and 3-aminopiperidine-2,6-dione hydrochloride (552 mg, 3.35 mmol, 1.1 equiv) in acetic acid (10.2 mL, 0.3 M) was heated to 90 oC overnight. The black reaction mixture was cooled to room temperature and diluted to 20 mL with water, and subsequently cooled on ice for 30 min. The resulting slurry was transferred to a 50 mL Falcon tube, which was centrifuged at 3500 rpm for 5 min. The supernatant was discarded and the black solid was transferred to a 250 mL RBF with methanol and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (CH2Cl2:MeOH (9:1)) to afford the title compound as a white solid (619 mg, 74%).1H NMR (400 MHz, DMSO-d6) delta 11.07 (s, 1H), 7.65 (dd, J = 8.4, 6.8 Hz, 1H), 7.31 (d, J = 6.8 Hz, 1H), 7.24 (d, J = 8.4 Hz, 1H), 5.06 (dd, J = 12.8, 5.4 Hz, 1H), 2.94- 2.82 (m, 1H), 2.64- 2.43 (m, 2H), 2.08- 1.97 (m, 1H); MS (ESI) calcd for C13H11N2O5 [M+H]+ 275.07, found 275.26.

37418-88-5, 37418-88-5 4-Hydroxyisobenzofuran-1,3-dione 96580, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BUCKLEY, Dennis; WINTER, Georg; PHILLIPS, Andrews, J.; HEFFERNAN, Timothy, P.; BRADNER, James; ROBERTS, Justin; BEHNAM, Nabet; (544 pag.)WO2018/148443; (2018); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Downstream synthetic route of 128851-73-0

As the paragraph descriping shows that 128851-73-0 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.128851-73-0,6-Bromobenzofuran,as a common compound, the synthetic route is as follows.

The 2-position of the 6-bromobenzofuran (3.8 g) was protected with a trimethysilyl group as described in Example 5, to provide 2.4 g of 2-trimethylsilyl-6-bromobenzofuran., 128851-73-0

As the paragraph descriping shows that 128851-73-0 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; US5169860; (1992); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Analyzing the synthesis route of 10035-16-2

10035-16-2, The synthetic route of 10035-16-2 has been constantly updated, and we look forward to future research findings.

10035-16-2, Benzofuran-5-carbaldehyde is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methylamine (40 wt % aqueous, 2.0 mL, 23 mmol) was added to a stirred solution of 5-formylbenzofuran (8.2 g, 56 mmol) in MeOH (55 mL). After stirring for 20 min, the mixture was cooled with an ice-water bath for 35 min, and then NaBH4 (1.3 g, 34 mmol) was added portionwise over 15 min. After stirring for 30 min, H2O (5 mL) was added to quench any remaining hydride. After stirring for 15 min, the MeOH was removed in vacuo, the residue was dissolved in 1 N HCl, and then was extracted (2¡Á) with Et2O. The aqueous phase was made strongly alkaline (pH 11) by adding excess conc. NH4OH, then extracted (2¡Á) with Et2O. The organic phase was washed with satd. NaCl , dried over Na2SO4, filtered, and the solvent was removed in vacuo to give compound the reductive alkylation product (4.2 g, theoretical yield=3.8 g) as a clear, yellow liquid: 1H NMR (300 MHz, CDCl3) delta7.61 (d, J=2.3 Hz, 1H), 7.54 (s, 1 H), 7.45 (s, 1 H), 7.25 (dd, J=8.5, 1.7 Hz, 1 H), 6.74 (d, J=2.7 Hz, 1 H), 3.83 (s, 2 H), 2.47 (s, 3 H).

10035-16-2, The synthetic route of 10035-16-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Molino, Bruce F.; Berkowitz, Barry; Cohen, Marlene; US2006/111385; (2006); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Brief introduction of 496-16-2

496-16-2, 496-16-2 2,3-Dihydrobenzo[b]furan 10329, abenzofuran compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.

Chlorination using NCS has been found to be applicable for use with a wide range of aromatic starting materials or substrates, as is shown in Table 2. All the substrates treated with 1 equivalent of NCS and 5 mole % of ZrCU afforded the corresponding chlorinated compounds. The reaction at room temperature afforded a high yield of chlorinated product with high regioselectivity. In some cases, a small amount of regioisomers (Entry 3) or dichlorinated products (Entries 4 and 5) were observed.Table 2 ZrCIj Catalyzed Chlorination of Aromatic Compounds by NCS2-CI : 4-CI (13: 87)b EPO 1 -CI : 1 ,4-di-CI(83: 17)ba Reaction conditions. Substrate (0.5 mmol), NCS (0.5 mmol), ZrCI4 (5 mol %), CH2CI2 (4 mL). b Determined by 1H NMR. c See spectroscopic data for characterization.

496-16-2, 496-16-2 2,3-Dihydrobenzo[b]furan 10329, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITY OF CHICAGO; JAPAN SCIENCE AND TECHNOLOGY AGENCY; WO2007/27917; (2007); A2;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

Some tips on 1914-60-9

1914-60-9, As the paragraph descriping shows that 1914-60-9 is playing an increasingly important role.

1914-60-9, 2,3-Dihydrobenzofuran-2-carboxylic acid is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 9; 5-Iodo-2,3-dihydro-1-benzofuran-2-carboxylic acidTo a solution of the compound of Preparation 10 (39.5 g, 241.0 mmol) in acetic acid (395 ml) was added benzyltrimethylammonium dichloroiodate (125.0 g, 359.0 mmol) and zinc chloride (49.5 g, 363.0 mmol). The reaction mixture was stirred at room temperature for 40 h and then quenched with water (500 ml) and tert-butyl methyl ether (200 ml). The mixture was extracted with dichloromethane (6¡Á200 ml) and the combined extracts were washed with aqueous sodium thiosulphate solution (10%, 3¡Á250 ml) and brine (200 ml), dried (MgSO4) and concentrated in vacuo. To the residue was added cyclohexane (200 ml) and the solution was heated to reflux, before addition of tert-butyl methyl ether to solubilize the residue. The solution was cooled to 0 C. and the resulting precipitate was collected by filtration and dried in vacuo to give the title compound (44.1 g).Experimental (M-H+)- 289.0; expected 289.0

1914-60-9, As the paragraph descriping shows that 1914-60-9 is playing an increasingly important role.

Reference£º
Patent; PFIZER LIMITED; US2008/200540; (2008); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem