Category: 19932-85-5

19932-85-5, 6-Bromobenzo[d]oxazol-2(3H)-one is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: General Procedure III: Synthesis of compounds of Formula II (Scheme 2b) VI, e.g. bromo-substituted 3H-l,3-benzoxazol-2-one, (1 eq.) was suspended in a 1:1 toluene/EtOH mixture (10 mL per mmol VI). The boronic acid VII (1.5 eq.) was added followed by aq. Na2C03 (2 M, 0.55 mL per mmol VI, 1.1 eq.). The resulting suspension was degassed under nitrogen for 10 min, followed by addition of tetrakis(triphenylphosphine) palladium(O) (0.1 eq.) and heating under microwave irradiation at 100 C for 30 min. The reaction mixture was diluted with EtOAc (40 mL per mmol VI), and water (40 mL per mmol VI) was added. The two phases were separated and the aqueous layer was extracted with EtOAc (2 chi 40 mL per mmol VI). The combined organic phases were dried over Na2S04, evaporated on celite, and the compound was purified by column chromatography using the Teledyne ISCO apparatus (cyclohexane:EtOAc).

19932-85-5, 19932-85-5 6-Bromobenzo[d]oxazol-2(3H)-one 29859, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; PIOMELLI, Daniele; PAGLIUCA, Chiara; PIZZIRANI, Daniela; BACH, Anders; REALINI, Natalia; DE VIVO, Marco; (112 pag.)WO2015/173168; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

The benzoxazole compound, name is 6-Bromobenzo[d]oxazol-2(3H)-one,cas is 19932-85-5, mainly used in chemical industry, its synthesis route is as follows.,19932-85-5

General procedure: One equivalent of appropriate heterocyclic derivative was dissolved in DMF. Three equivalents of potassium carbonate and 1.2 equivalent of the appropriate 3-chloropropan-1-amine derivative were added. The resulting mixture was heated at 70C until disappearance of the starting material. The reaction was monitored by TLC. After 24-96 h, the solvent was removed under reduced pressure, and water added to the residue. The crude product was extracted with dichloromethane. The combined organic fractions were washed with water and dried over magnesium sulphate. Purification by thick layer chromatography or column chromatography was performed.

As the rapid development of chemical substances, we look forward to future research findings about 19932-85-5

Reference£º
Article; Donnier-Marechal, Marion; Carato, Pascal; Le Broc, Delphine; Furman, Christophe; Melnyk, Patricia; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 575 – 582;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

19932-85-5, 6-Bromobenzo[d]oxazol-2(3H)-one is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: Bromide 1 (12.8 g, 59.6 mmol) was dissolved in anhydrous THF (220 mL), and the solution was cooled to ?78 C. Solutions of MeMgBr (21.9 mL of a 3.0 M solution in Et2O, 65.6 mmol), sec-BuLi (50.4 mL of a 1.3 M solution in cyclohexane, 65.6 mmol), and 1,4-Cyclohexanedione mono-ethylene ketal (11.2 g, 71.5 mmol) in anhydrous THF (10 mL) were added sequentially at 30-minute intervals. After the final addition, the reaction mixture was allowed to warm to room temperature. The reaction was quenched by the addition of 1N HCl (25 mL). The reaction mixture was diluted with EtOAc (500 mL), washed with saturated NaCl (250 mL), dried (Na2SO4), filtered, and concentrated under reduced pressure to provide a mixture of 2 and 3, as a brown oil.

19932-85-5, As the paragraph descriping shows that 19932-85-5 is playing an increasingly important role.

Reference£º
Patent; Nikam, Sham Shridhar; Scott, Ian Leslie; Sherer, Brian Alan; Wise, Lawrence David; US2003/236252; (2003); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

The benzoxazole compound, cas is 19932-85-5 name is 6-Bromobenzo[d]oxazol-2(3H)-one, mainly used in chemical industry, its synthesis route is as follows.,19932-85-5

To a solution of 1-bromo-4-chlorobutane (2.17?mL, 18.7?mmol), K2CO3 (3.87?g, 28.04?mmol) in ACN (1?mL) was added dropwise at a solution of 6-bromo-3H-1,3-benzoxazol-2-one (1) in ACN (3?mL). The mixture was heated at 80?C for 12?h. The inorganics were removed by filtration and the solvent was evaporated. The residue was purified by column chromatography (cyclohexane/ethyl acetate), 9:1 (v:v)) to afford 6-bromo-3-(4-chlorobutyl)-1,3-benzoxazol-2-one as a white solid (1.2?g, 3.94?mmol). Mp 61.9-62.4?C. 1H NMR (300?MHz, CDCl3): delta 7.39 (d, J?=?1.8?Hz, 1H), 7.34 (dd, J?=?8.3, 1.8?Hz, 1H), 6.88 (d, J?=?8.3?Hz, 1H), 3.87 (t, J?=?6.8?Hz, 2H), 3.60 (t, J?=?6.1?Hz, 2H), 2.27-1.74 (m, 4H). 13C NMR (75?MHz, CDCl3): delta 154.1, 143.1, 130.2, 126.9, 114.8, 113.8, 109.2, 77.5, 77.0, 76.6, 44.0, 41.6, 29.2, 25.0. LCMS m/z calc for [M + ACN + H]+: 345.6, 347.6, found: 345.1, 347.1.

As the rapid development of chemical substances, we look forward to future research findings about 19932-85-5

Reference£º
Article; Gay, Marion; Evrard, Caroline; Descamps, Florian; Carato, Pascal; Renault, Nicolas; Coevoet, Mathilde; Eddarkaoui, Sabiha; Baud, Catherine; Larchanche, Paul-Emmanuel; Buee, Luc; El Bakali, Jamal; Vingtdeux, Valerie; Sergeant, Nicolas; Melnyk, Patricia; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 104 – 125;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

The benzoxazole compound, cas is 19932-85-5 name is 6-Bromobenzo[d]oxazol-2(3H)-one, mainly used in chemical industry, its synthesis route is as follows.,19932-85-5

Step 1: 6-bromo-3-methyl-1, 3-benzoxazol-2(3H)-one A mixture of 6-bromo-1,3-benzoxazol-2(3H)-one (Aldrich, catNo.697036: 0.32 g, 1.5 mmol), methyl iodide (0.28 mL, 4.5 mmol) and potassium carbonate (210 mg, 1.5 mmol) in acetone (3 mL) was heated to 80 C. and stirred for 3 h. The reaction mixture was cooled to room temperature then diluted with water and extracted with EtOAc. The combined extracts were dried over Na2SO4, filtered and concentrated. The residue was used in the next step without further purification. LC-MS calculated for C8H7BrNO2 (M+H)+: m/z=228.0. found 227.9.

As the rapid development of chemical substances, we look forward to future research findings about 19932-85-5

Reference£º
Patent; Incyte Corporation; He, Chunhong; Li, Zhenwu; Wu, Liangxing; Yao, Wenqing; Zhang, Fenglei; (84 pag.)US2016/289238; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

19932-85-5, 6-Bromobenzo[d]oxazol-2(3H)-one is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 6-bromo-3H- benzooxazol-2-one (47) (400 mg, 1.87 mmol, 1 eq), copper cyanide (3.3 g, 37 mmol, 20 eq), in DMF( 10 ml) was stirred at 175 C for 3 hours. The reaction mixture was diluted with ethyl acetate, filtered to remove the precipitated solid material, and the organic phase was washed with water, purified by flash chromatography to give 2-oxo-2,3-dihydro- benzooxazole-6-carbonitrile (48)., 19932-85-5

The synthetic route of 19932-85-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHEMOCENTRYX, INC.; WO2007/22257; (2007); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

19932-85-5, 6-Bromobenzo[d]oxazol-2(3H)-one is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0156j Triethylamine (0.72 g, 1.0 mL, 7.1 mmol) was added to a stirring a mixture of 6- bromo-2benzoxazilinone (0.89 g, 4.2 mmol) and trityichioride (1.21 g, 4.4 mmol) in CH2C12 (10 mL) for a period of 10 mm. The reaction was monitored by TLC (silica gel) and concentrated after 1 h. The concentrate was diluted with water and sonicated to form a heterogeneous solution. The resulting off-white solid was suction filtered and dried to provide 1 -trityl-6-bromo-2- benzoxazilinone (2.0 g). LCMS: rt 9.45 mm (A), purity 96 %, MS (mle) 456 (MHj.

19932-85-5, As the paragraph descriping shows that 19932-85-5 is playing an increasingly important role.

Reference£º
Patent; RIGEL PHARMACEUTICALS, INC.; SINGH, Rajinder; BHAMIDIPATI, Somasekhar; DING, Pingyu; PAYAN, Donald; GELMAN, Marina; KINSELLA, Todd; WO2015/157093; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

19932-85-5, 6-Bromobenzo[d]oxazol-2(3H)-one is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: IV, e.g. bromo-substituted 3H-1,3-benzoxazol-2-one, (1 eq.) was suspended in a 1:1 toluene/EtOH mixture (10 mL per mmol IV). The boronic acid V (1.5 eq.) was added followed by aq. NaCO3 (2 M, 0.55 mL per mmcl IV, 1.1 eq.). The resulting suspension was degassed undernitrogen for 10 mm, followed by addition of Pd(PPh3)4 (0.1 eq.) and heating under microwave irradiation at 100 C for 30 mm. The reaction mixture was diluted with EtOAc (40 mL per mmcl IV), and water (40 mL per mmcl IV) was added. The two phases were separated and the aqueous layer was extracted with EtOAc (2 x 40 mL per mmcl IV). The combined organic phases were dried over Na2SO4, evaporated on silica, and the compound was purified by column chromatography using the Teledyne ISCO apparatus (cyclohexane:EtOAc).The title compound was obtained according to the General Procedure II, starting from 6-bromobenzoxazolone (500 mg, 2.34 mmol) and (4-fluorophenyl)boronic acid (490 mg, 3.50mmol). White solid (450 mg, 42%). 1H NMR (400 MHz, CDCI,) 6 7.08 (m, 3H), 7.33 (dd, J = 8.1, 1.6 Hz, 1H), 7.39 (d, J = 1.4 Hz, 1H), 7.47 -7.52 (m, 2H), 7.91 (s, 1H). MS (ESI) m/z: 228 [M-H]., 19932-85-5

As the paragraph descriping shows that 19932-85-5 is playing an increasingly important role.

Reference£º
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNIVERSITA’ DEGLI STUDI DI PARMA; PIOMELLI, Daniele; PIZZIRANI, Daniela; BACH, Anders; SCARPELLI, Rita; MELZIG, Laurin; MOR, Marco; (72 pag.)WO2015/173169; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem