Category: 132244-31-6

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Bromobenzo[d]oxazole, and cas is 132244-31-6, its synthesis route is as follows.,132244-31-6

10.0 grams (g) (50.5 millimoles, mmol) of 5-bromobenzo[d]oxazole, 15.4 g (60.6 mmol) of bis(pinacolato)diboron, 2.06 g (2.52 mmol) of PdCl2(dppf)¡¤CH2Cl2, and 14.9 g (152 mmol) of potassium acetate were dissolved in 168 milliliters (mL) of dimethylformamide (DMF), and stirred at a temperature of 100 C. for 20 hours. After the reaction was completed, the reaction product was cooled to room temperature and filtered through silica gel under reduced pressure, and a filtrate was concentrated under reduced pressure. The product obtained therefrom was separated by silica gel column chromatography. The product was recrystallized with dichloromethane (DCM)/n-hexane as an eluent to obtain 8.91 g (yield: 72%) of Intermediate (A). (0346) LC-Mass (calc: 245.12 g/mol, found: M+1=246 g/mol).

With the complex challenges of chemical substances, we look forward to future research findings about 132244-31-6,belong benzoxazole compound

Reference£º
Patent; Samsung Electronics Co., Ltd.; Samsung SDI Co., Ltd.; JUNG, Yongsik; KWON, Eunsuk; MIN, Minsik; BAE, Hyejin; RAI, Virendra Kumar; SON, Jhunmo; Lee, Hasup; KIM, Jongsoo; KIM, Joonghyuk; (340 pag.)US2019/36039; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 5-Bromobenzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 132244-31-6, its synthesis route is as follows.,132244-31-6

To a suspension of 5-bromobenzo[d]oxazole (LIX) (10.06 g, 50.8 mmol, 1 eq) in dioxane (200 mL) and water (10 mL) was added potassium (ethenyl)trifluoroborate (8.17 g, 61 mmol, 1.2 eq), cesium carbonate (13.8 g, 101.6 mmol, 2 eq) and tetrakis(triphenylphosphorus) palladium(0) (2.9 g, 2.54 mmol, 0.05 eq). The mixture was stirred at reflux under nitrogen for 5 h. The mixture was then poured onto ice-water (200 mL) and extracted with EtOAc (3¡Á300 mL). The organic phases were combined, dried over anhydrous Na2SO4, filtered and concentrated in vacuo, the residue was purified by chromatography on silica gel (PE:EtOAc=20:1>10:1) to afford 5-vinylbenzo[d]oxazole (LX) (6.11 g, 42.1 mmol, 82.9%) as an oil. Used in the next reaction directly without additional purification.

With the complex challenges of chemical substances, we look forward to future research findings about 5-Bromobenzo[d]oxazole

Reference£º
Patent; Kumar KC, Sunil; Wallace, David Mark; Hood, John; Barroga, Charlene F.; US2014/243349; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.132244-31-6,5-Bromobenzo[d]oxazole,as a common compound, the synthetic route is as follows.

General procedure: To an oven-dried 10 mL vial were added the heteroarene 1 (0.40 mmol, 1.0 equiv), 1-adamantanecarboxylic acid (2; 216 mg, 1.20 mmol, 3.0 equiv), K2HPO4 (209 mg, 1.20 mmol, 3.0 equiv), 9-mesityl-10-methylacridinium perchlorate (8.2 mg, 5.0 mol%), and [Co(dmgH)(dmgH2)Cl2] (11.6 mg, 8.0 mol%). After the vial was capped with a septum, it was evacuated and refilled with N2 for three times before DCE (1.5 mL) and H2O (0.5 mL) were added sequentially. If the heterocyclic substrate 1 was a liquid, it was added at this point. The mixture was degassed and stirred for 24 h under visible light irradiation (Kessil A360N, see Figure S-1 in the Supporting Information). After 24 h, the mixture was diluted with CH2Cl2 (10 mL) and H2O (10 mL), and the phases were separated. The aqueous layer was extracted with CH2Cl2 (2 ¡Á 10 mL), the combined organic phases were dried (Na2SO4), and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (n-pentane or n-hexane/Et2O 20:1 to 2:1) affording the corresponding product 3., 132244-31-6

The synthetic route of 132244-31-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Koeller, Julian; Gandeepan, Parthasarathy; Ackermann, Lutz; Synthesis; vol. 51; 5; (2019); p. 1284 – 1292;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

A common heterocyclic compound, the benzoxazole compound, name is 5-Bromobenzo[d]oxazole,cas is 132244-31-6, mainly used in chemical industry, its synthesis route is as follows.,132244-31-6

In the reaction flask, Under argon, a catalyst (9.9 mg, 0.025 mmol, 5 mol%), potassium tert-butoxide (0.0672 g, 0.6 mmol) DMF (3.0 ml), 5-bromobenzoxazole (99.01 mg, 0.5 mmol) was added to the carbon dioxide gas, and the reaction was stirred at 80 C for 18 hours under normal pressure. Cooled to 65 C, methyl iodide (93 mul, 1.5 mmol) was added, The reaction was stirred at 65 C for 1 hour. Cooled to room temperature, the reaction was terminated with deionized water, The reaction product was extracted with ethyl acetate and purified by column chromatography (Using a mixed solvent of ethyl acetate / petroleum ether in a volume ratio of 1:10 as a developing solvent) The yield was 85%.

As the rapid development of chemical substances, we look forward to future research findings about 132244-31-6

Reference£º
Patent; Soochow University (Suzhou); Sun Hongmei; Liu Ling; Zhu Fan; Zhou Qiaoyun; (10 pag.)CN106565623; (2017); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.132244-31-6,5-Bromobenzo[d]oxazole,as a common compound, the synthetic route is as follows.

Benzoxazole (1.0 mmol), N,N-disubstituted formamide (15 mmol), TBAI (0.2 equiv/74 mg), TBHP (70% aqueous solution, 10 mmol/1.37 mL), and acetic acid (5.0 equiv) in 1,2-dichloroethane (3.0 mL) were added to a reaction vessel in air. The reaction mixture was heated in an oil bath at 90 C for 12 h. After completion of the reaction, the mixture was quenched by addition of a saturated solution of sodium disulfite (4.0 mL, for removal of excess TBHP) and a saturated solution of sodium hydrogen carbonate (4.0 mL). Then the mixture was extracted with ethyl acetate (3 ¡Á 15 mL), combined organic phases were dried over anhydrous Na2SO4 and the organic solvent was removed under vacuum. The crude residue was purified by chromatography on a silica gel column affording the desired product.

132244-31-6, The synthetic route of 132244-31-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Rui; Liu, Hong; Yue, Liang; Zhang, Xiao-Ke; Tan, Qiu-Yuan; Pan, Ruo-Lin; Tetrahedron Letters; vol. 55; 14; (2014); p. 2233 – 2237;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.132244-31-6,5-Bromobenzo[d]oxazole,as a common compound, the synthetic route is as follows.

A solution of [5-FORMYL-2-METHOXYBENZENEBORONIC] acid (1 g, 5.6 mmol), 2- methyl-5-bromobenzoxazole (1 g, 4.72 mmol) and [K2CO3] (1.63 g, 11.8 mmol) in ethanol (20 mL) and toluene (40 mL) was degassed prior to addition of Pd [(PH3)] 4 (55 mg, 0.047 mmol). The mixture was refluxed for 20 hours then cooled and filtered through diatomaceous earth. The filtrate was concentrated in vacuo, extracted with ethyl acetate, washed with water and the organic layer dried over sodium sulphate. The crude was purified by column chromatography (heptane/ethyl acetate 7/3 to [6/4)] to give 1.13 g of title compound. [CL5HLLNO3] Mass (calculated): [253]; (found): [[M+H+]] : 254,295. [NMR (400 MHZ, CDC13) : 2.6 (3H, S, CH3) ; 3.95 (3H, S, CH30) ; 7.15 (1H, D, , J = 8 HZ, ARYL-H); 7.55 (1H, D, , J = 8 HZ, ARYL-H); 7.65 (1H, D, , J = 8 HZ, ARYL-H);] 7.85-7. 95 (2H, aryl-H); 8 [(1H,] s, aryl-H); 8.15 [(1H,] s, aryl-H); 10.0 [(1H,] s, CHO)., 132244-31-6

132244-31-6 5-Bromobenzo[d]oxazole 21749504, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; WO2003/99776; (2003); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

132244-31-6, 5-Bromobenzo[d]oxazole is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of 5-bromobenzo[d]oxazole (LIX) (10.06 g, 50.8 mmol, 1 eq) in dioxane (200 mL) and water (10 mL) was added potassium (ethenyl)trifluoroborate (8.17 g, 61 mmol, 1.2 eq), cesium carbonate (13.8 g, 101.6 mmol, 2 eq) and tetrakis(triphenylphosphorus) palladium(0) (2.9 g, 2.54 mmol, 0.05 eq). The mixture was stirred at reflux under nitrogen for 5 h. The mixture was then poured onto ice-water (200 mL) and extracted with EtOAc (3¡Á300 mL). The organic phases were combined, dried over anhydrous Na2SO4, filtered and concentrated in vacuo, the residue was purified by chromatography on silica gel (PE:EtOAc=20:1>10:1) to afford 5-vinylbenzo[d]oxazole (LX) (6.11 g, 42.1 mmol, 82.9%) as an oil. Used in the next reaction directly without additional purification., 132244-31-6

132244-31-6 5-Bromobenzo[d]oxazole 21749504, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; Kumar KC, Sunil; Wallace, David Mark; Hood, John; Barroga, Charlene F.; US2014/243349; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

132244-31-6, 5-Bromobenzo[d]oxazole is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-bromobenzo[d]oxazole (1.2 g, 6.06 mmol, 1 eq.) in DMF (10 mL) was added 5-(4,4,5,5-Bis(pinacolato)diboron (1.68 g, 1.66 mmol, 1.1 eq.), KOAc (1.7 g, 18.09 mmol, 3 eq.), and PdCl2(dppf)?DCM complex (247 mg, 0.23 mmol, 0.05 eq.). The reaction mixture was deoxygenated with N2 and the reaction mixture was stirred at 80 C. for 18 h. The progress of the reaction was monitored by LCMS The reaction mixture was cooled to RT, diluted with water (50 mL) and extracted with ethyl acetate (2*50 mL). Combined organic layer was washed with brine (20 mL) and dried over sodium sulfate. Removal of solvent under reduced pressure gave crude which was purified by flash chromatography(0-100% Hexane-EtOAc) to afford 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (0.900 g, 60%) as off white solid. LCMS: 245, 247 [M+1]+

132244-31-6, 132244-31-6 5-Bromobenzo[d]oxazole 21749504, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; GiraFpharma LLC; PHAM, Son Minh; CHEN, Jiyun; ANSARI, Amantullah; JADHAVAR, Pradeep S.; PATIL, Varshavekumar S.; KHAN, Farha; RAMACHANDRAN, Sreekanth A.; AGARWAL, Anil Kumar; CHAKRAVARTY, Sarvajit; (120 pag.)US2019/23666; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

A common heterocyclic compound, the benzoxazole compound, name is 5-Bromobenzo[d]oxazole,cas is 132244-31-6, mainly used in chemical industry, its synthesis route is as follows.,132244-31-6

In the reaction flask, Under argon, a catalyst (9.9 mg, 0.025 mmol, 5 mol%), potassium tert-butoxide (0.0672 g, 0.6 mmol) DMF (3.0 ml), 5-bromobenzoxazole (99.01 mg, 0.5 mmol) was added to the carbon dioxide gas, and the reaction was stirred at 80 C for 18 hours under normal pressure. Cooled to 65 C, methyl iodide (93 mul, 1.5 mmol) was added, The reaction was stirred at 65 C for 1 hour. Cooled to room temperature, the reaction was terminated with deionized water, The reaction product was extracted with ethyl acetate and purified by column chromatography (Using a mixed solvent of ethyl acetate / petroleum ether in a volume ratio of 1:10 as a developing solvent) The yield was 85%.

As the rapid development of chemical substances, we look forward to future research findings about 132244-31-6

Reference£º
Patent; Soochow University (Suzhou); Sun Hongmei; Liu Ling; Zhu Fan; Zhou Qiaoyun; (10 pag.)CN106565623; (2017); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.132244-31-6,5-Bromobenzo[d]oxazole,as a common compound, the synthetic route is as follows.

132244-31-6, General procedure: To an oven dried 25 mL round bottom flask, palladium complex (7 mg, 3 mol %), cesium carbonate (325 mg, 1 mmol), silver(I) oxide (229 mg, 1 mmol) and azole substrate (0.5 mmol) in 2 mL DMF, under air, were added. Phenyl acetylene substrate (1 mmol) in DMF (2 mL) was added to the reaction vessel slowly by dropping funnel over 2 h while stirring the reaction mixture on preheated oil bath at 85 C. The reaction was allowed to stir for 6 h at the same temperature. The reaction mixture was diluted with EtOAc then filtered through filter paper. The filtrate was quenched with Ice coldwater and then, aqueous layer was extracted with EtOAc. The organic phase was washed with NaCl (satd aq), dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography.

The synthetic route of 132244-31-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Parsharamulu, Thupakula; Vishnuvardhan Reddy, Police; Likhar, Pravin R.; Lakshmi Kantam, Mannepalli; Tetrahedron; vol. 71; 13; (2015); p. 1975 – 1981;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem