Day: August 31, 2020

2-Methylbenzo[d]oxazole-5-carboxylic acid, cas is 90322-32-0, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,90322-32-0

Step 2 – Preparation of Intermediate E 5-Carboxy-2-methylbenzoxazole (8.9 g) and methyl- p -toluenesulfonate (11.16 g) were combined and heated to 200C with stirring for 10 minutes. The mixture became a brown liquid and mild boiling occured. The reaction was cooled to room temperature and the liquid solidified. Acetone (50 ml) was added, and with constant heating at reflux, the product was broken up with a spatula. The resulting slurry was heated at reflux for 15 minutes with rapid stirring and the off-white product was collected by filtration. This product was slurried again in refluxing acetone for 30 minutes, filtered, washed with ligroin P950, and dried to yield 9.3 g of 5-carboxy-2,3-dimethylbenzoxazolium p -toluene-sulfonate (Intermediate D).

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Reference£º
Patent; EASTMAN KODAK COMPANY, (a New Jersey corporation); EP323728; (1989); A2;,
Benzoxazole – Wikipedia
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4-Aminobenzo[d]oxazol-2(3H)-one, cas is 81900-93-8, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,81900-93-8

Commercially available 4-fluoro-2-trifluoromethylbenzylamine (0.5 ml, 3.7 mmol) was dissolved in 20 ml of AcOEt and at 0C triphosgene (1.12 g, 3.7 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 5ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (5ml) of compound lb (360 mg, 2.4 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 4 / petroleum ether 6). The solvent was evaporated and the crude was dissolved in AcOEt (30ml) and washed with water (1 X 20 ml) and brine. The organic phase was dried over sodium sulfate and concentrated under vacuum. The purification of the crude residue by chromatographic column gave 90 mg of a white solid. Yield = 10% ‘HNMR (DMSO, 200 MHz) delta 4.36 (2H, d, J = 5.6 Hz), 6.71 (1H, t, J = 6 Hz), 6.98 (2H, m), 7.56 (4H, m), 8.55 (1H, bs), 1 1.09 (1H, bs); [M+1] 370.2 (C16HnF4N3O3 requires 369.27).

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Reference£º
Patent; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Benzo[d]oxazol-2-amine, cas is 4570-41-6, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,4570-41-6

2-Bromo-5-fluoropyridine (1 ) (1 .0g, 5.71 mmol), benzo[d]oxazol-2-amine (2) (766mg, 5.71 mmol), Xantphos (0.33g, 0.57mmol), and Cs2C03 (2.79g, 8.56mmol) were combined in dry 1 ,4-dioxane (15mL). The reaction mixture was degassed with N2(g) and placed under vacuum for 10min. Pd2(dba)3 (0.261 g, 0.28mmol) was then added and the resulting reaction mixture was heated at 90¡ãC for 30h. It was then poured onto demineralized water (200ml_), and extracted with EtOAc (3 x 100ml_). The organic phases were combined, dried over Na2S04, filtered and subsequently concentrated in vacuo. The resulting residue was purified by flash chromatography with EtOAc/Hexane (1 : 1 ) to provide N-(5-fluoropyridin-2-yl)benzo[d]oxazol-2-amine (3) as a yellow solid (0.6g, 46percent). LCMS (ES): Found 230.1 [M+H]+

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Reference£º
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; WHALE, Andrew David; (145 pag.)WO2017/29514; (2017); A1;,
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5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one, cas is 3889-13-2, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,3889-13-2

To a stirring solution of Intermediate 32A (5.00 g, 27.80 mmol) in DMSO (55 mL) wasadded potassium carbonate (4.22 ,3 0.50 mmol), followed by methyl iodide (5.21 mE, 8300mmol) and stirring was continued at ambient temperature for 12 h. The reaction mixture was cooled to 0C and diluted with ice water (150 mE). The resulting suspension was stirred at ambient temperature for 1 h. The solid that formed was filtered, dried under reduced pressure, to obtain intermediate 3211 (4.50 g, 83.00%) as a yellow solid. ?I-i NMR (300 Mhz, I)MSO-d6) 6 ppm 7.57 (d, J= 8.69 Hz, 1 H), 809 (dd, J= 8.69, 2.27 Hz, I H), 8 .21 (d, J= 2.64 Hz, I H), 343 (s, 3 H). LCMS Method II): retention time 1.23 miii, [M-F-H] 195.2.

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Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; PANDA, Manoranjan; YADAV, Navnath Dnyanoba; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (321 pag.)WO2018/93569; (2018); A1;,
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4570-41-6, Benzo[d]oxazol-2-amine is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1:To a solution of 4-methylsulfonylphenylacetic acid (214 mg, 1 mmol) and 2-amino-benzoxazole (147 mg, 1.1 mmol) in CH2Cl2 (10 mL) was added DMAP (37 mg, 0.3 mmol) and EDC.HCl (230 mg, 1.2 mmol).The reaction mixture was stirred at room temperature for 6 h.The reaction mixture was concentrated in vacuo.Purification by chromatography (silica, 10-75percent ethyl acetate/hexanes gradient) afforded N-benzooxazol-2-yl-2-(4-methanesulfonyl-phenyl)acetamide (175 mg, 53percent): LC/MS-ESI observed [M+H]+ 331.

4570-41-6, The synthetic route of 4570-41-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Brotherton-Pleiss, Christine E.; Walker, Keith A. M.; US2012/149718; (2012); 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.151230-42-1,6-Bromo-2-methylbenzo[d]oxazole,as a common compound, the synthetic route is as follows.

Compound 16 (890 mg, 4.22 mmol)Was dissolved in methanol (10.0 mL)Benzaldehyde (430 [mu] L, 4.22 mmol),Sodium hydroxide (506 mg, 12.7 mmol) was added,And the mixture was heated under reflux for 13 hours under stirring.Precipitated crystals were collected by filtration,And washed with methanol and purified water to give Compound 17 in a yield of 235 m (18.6%)., 151230-42-1

As the paragraph descriping shows that 151230-42-1 is playing an increasingly important role.

Reference£º
Patent; Kyoto University; Nihon Medi-Physics Co.,Ltd.; Saji, Hideo; Ono, Masahiro; Inohara, Tadashi; Seki, Ikuya; (24 pag.)JP2016/79108; (2016); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Methyl benzo[d]oxazole-5-carboxylate, cas is 924869-17-0, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,924869-17-0

General procedure: To an oven dried 25 mL round bottom flask, palladium complex (7 mg, 3 mol %), silver(I) oxide (229 mg, 1 mmol) and aryl propiolic acid (1 mmol), under air, were added. Azole substrate (0.5 mmol) in DMF (4 mL) was added to the reaction mixture. The reaction mixture was stirred at 80 C for 6-8 h. The reaction mixture was diluted with EtOAc then filtered through filter paper. The filtrate was quenched with Ice cold water and then, aqueous layer was extracted with EtOAc. The organic phase was washed with NaCl (satd aq), dried with Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography.

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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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17200-30-5,6-Nitrobenzo[d]oxazole,as a common compound, the synthetic route is as follows.

General procedure: A mixture of VNU-11(Hf) (0.018 g, 0.01 mmol), aromatic acylchloride (0.140 g, 1 mmol) and benzoxazole (0.119 g, 1 mmol)was heated at 170 C under conventional heating for a few hoursor microwave irradiation of a CEM Discover apparatus for a fewminutes. After completion of reaction, the catalyst was filteredfrom the reaction mixture. The filtrate was diluted with ethyl acetate (50 mL), washed with H2O (3×20 mL), aqueous NaHCO3(2 x20 mL), and dried over Na2SO4. The solvent was removed ina rotary evaporator. The crude product was purified by flash chromatography(90:10 acetone/petroleum ether to give correspondingproduct. The purity and identity of the products were confirmed byGC-MS spectra, which were compared with the spectra in the NISTlibrary, and by 1H and 13C NMR spectroscopy.

17200-30-5, The synthetic route of 17200-30-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Nguyen, Linh Ho Thuy; Nguyen, Trang Thi Thu; Tran, Phuong Hoang; Kawazoe, Yoshiyuki; Le, Hung Minh; Doan, Tan Le Hoang; Journal of Catalysis; vol. 374; (2019); p. 110 – 117;,
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Benzoxazole | C7H5NO – PubChem

5-Chlorobenzo[d]oxazole-2(3H)-thione, cas is 22876-19-3, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,22876-19-3

(iv) 47.0 g 5-chlorobenzo[d]oxazole-2-thiol were dissolved in 1300 mL CH2CI2 and 175 mL dimethylformamide at room temperature and stirring was continued until a clear solution was obtained. 26.3 mL Oxalyl chloride in 25 mL CH2CI2 was added over a period of 20 minutes (gas formation). The resulting 2,5-dichlorobenzo[Patent; SANDOZ AG; BARTH, Roland; KAUFMANN, Marius; (97 pag.)WO2016/20404; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Methyl benzo[d]oxazole-5-carboxylate, cas is 924869-17-0, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,924869-17-0

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.

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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