Category: 19932-85-5

Name is 6-Bromobenzo[d]oxazol-2(3H)-one, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 19932-85-5, its synthesis route is as follows.,19932-85-5

General procedure: 6-bromobenzo[d]thiazol-2(3H)-one, 6-bromobenzo[d]xazol-2(3H)-one or 5-bromobenzo[d]thiazol-2(3H)-one (10 mmol) wasdissolved in 10mL dry DMF. Cesium carbonate (20 mmol) and thecorresponding haloalkane (2-bromopropyl, 1-bromobutyl, 1-bromopentyl, 1-bromohexyl, 2-dimethylaminopropyl chloride, 4-(2-chloroethyl)morpholine) (24 mmol) were added to the solution.The mixture was stirred at 80 C overnight. The solvent was evaporatedunder reduced pressure. The residue was dissolved in ethylacetate (50 mL) and washed with water (2X50 mL). The organiclayer was dried over MgSO4 and evaporated under reducedpressure

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromobenzo[d]oxazol-2(3H)-one

Reference£º
Article; Leleu-Chavain, Natascha; Baudelet, Davy; Heloire, Valeria Moas; Rocha, Diana Escalante; Renault, Nicolas; Barczyk, Amelie; Djouina, Madjid; Body-Malapel, Mathilde; Carato, Pascal; Millet, Regis; European Journal of Medicinal Chemistry; vol. 165; (2019); p. 347 – 362;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

6-Bromobenzo[d]oxazol-2(3H)-one, cas is 19932-85-5, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,19932-85-5

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.

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

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

6-Bromobenzo[d]oxazol-2(3H)-one, cas is 19932-85-5, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,19932-85-5

Intermediate 4. 2- oxo-2,3-dihydro-1 ,3-benzoxazole-6-carbaldehyde To a suspension of 6-bromobenzo[d]oxazol-2(3H)-one (6.12g, 28.6mmol) in THF (60ml_) was added, at -78 C and under argon atmosphere, methylmagnesium bromide (10.6ml_ of a 3M solution in diethyl ether, 31 .8mmol) and the reaction mixture was stirred at this temperature fro 30 min. The, an additional amount of THF (240 mL) was added at a rate that the internal temperature was below -50 C. Then, tert-butyllithium (60.6ml_ of a 1.7 M solution in pentane, 103mmol) was slowly added and stirred for 45 min at -78 C. To the yellow suspension DMF (13.4ml_, 181 mmol) was then added, and the reaction mixtures was allowed to warm up to room temperature and stirring wasa continued for 3 additional hours. Water (300ml_) was then added to the crude mixture and the organic solvent was removed under reduced pressure. To the remaining aqueous phase, ethyl acetate (500ml_) and 1 N HCI (150ml_) were added and the the mixture was vigorously stirred and the organic phase was separated. The aqueous phase was further extracted with ethyl acetate (3 x 100 mL) and the combined organic extracts were washed with water, brine, dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure to yield the title compound (4.75g, 96%, 94% purity by UPLC). The compound was used as this without further purification. LRMS (m/z): 162 (M-1 )-

With the rapid development of chemical substances, we look forward to future research findings about 6-Bromobenzo[d]oxazol-2(3H)-one

Reference£º
Patent; ALMIRALL, S.A.; PUIG DURAN, Carlos; AIGUADE BOSCH, Jose; GUAL ROIG, Silvia; PRAT QUINONES, Maria; (149 pag.)WO2016/46390; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

6-Bromobenzo[d]oxazol-2(3H)-one, cas is 19932-85-5, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,19932-85-5

General procedure: 6-bromo-3H-1,3-benzoxazol-2-one 1 (5.00 g, 23.36 mmol) wassuspended in ACN (150 mL) and K2CO3 (9.69 g, 70.09 mmol) wasadded. The reaction mixture was stirred at 80 C for 30 min. 1-(2-Chloroethyl)piperidine hydrochloride (4.30 g, 23.36 mmol) or 3-chloropropylpiperidine hydrochloride (5.5 g, 28 mmol) was addedand the reaction mixture was stirred at 80 C for another 12 h. Theinorganics were removed by filtration and the solvent was evaporated.The residue was purified by flash chromatography (DCM/MeOH(NH3), 9.8:0.2 (v/v)) to afford compounds 2 and 3.4.1.3 6-Bromo-3-[2-(piperidin-1-yl)ethyl]-1,3-benzoxazol-2-one (2) Beige solid (7.58?g, 23.1?mmol, 99%). Mp 85.1-85.8?C. 1H NMR (300?MHz, CDCl3): delta 7.36 (d, J?=?1.8?Hz, 1H), 7.31 (dd, J?=?8.3, 1.8?Hz, 1H), 6.92 (d, J?=?8.3?Hz, 1H), 3.90 (t, J?=?6.6?Hz, 2H), 2.64 (t, J?=?6.6?Hz, 2H), 2.51-2.38 (m, 4H), 1.60-1.35 (m, 6H). 13C NMR (75?MHz, CDCl3): delta 154.1, 143.1, 130.7, 126.6, 114.4, 113.5, 109.9, 56.0, 54.7, 40.3, 26.0, 24.2. LCMS m/z calc for [M+H]+: 325.1, 327.1 found: 325.1, 327.1.

19932-85-5 is used more and more widely, we look forward to future research findings about 6-Bromobenzo[d]oxazol-2(3H)-one

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

A common heterocyclic compound, 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

Intermediate 6. 2-oxo-2,3-dihydro-1 ,3-benzoxazole-6-carbonitrileA mixture of 6-bromo-1 ,3-benzoxazol-2(3H)-one (2 g ; 9.34 mmol) and copper (I ) cyan ide (1 .42 g; 1 5.86 mmol) in 6 m l D M F is heated at 1 50C u nder nitrogen atmosphere for 22 hr. After cooling to room temperature, a solution of 1 .55 g (31 .6 mmol) of sodium cyanide in 32 ml water is added followed by 1 hr stirring. The system is extracted thoroughly with ethyl acetate, washed with brine, dried and concentrated in vacuo to provide 1 .5 g (93 % yield) of the title compound enough pure as to prosecute the syntesis.

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

Reference£º
Patent; ALMIRALL, S.A.; AIGUADE BOSCH, Jose; GUAL ROIG, Silvia; PRAT QUINONES, Maria; PUIG DURAN, Carlos; WO2013/68554; (2013); 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: 6-bromo-3H-1,3-benzoxazol-2-one 1 (5.00 g, 23.36 mmol) wassuspended in ACN (150 mL) and K2CO3 (9.69 g, 70.09 mmol) wasadded. The reaction mixture was stirred at 80 C for 30 min. 1-(2-Chloroethyl)piperidine hydrochloride (4.30 g, 23.36 mmol) or 3-chloropropylpiperidine hydrochloride (5.5 g, 28 mmol) was addedand the reaction mixture was stirred at 80 C for another 12 h. Theinorganics were removed by filtration and the solvent was evaporated.The residue was purified by flash chromatography (DCM/MeOH(NH3), 9.8:0.2 (v/v)) to afford compounds 2 and 3., 19932-85-5

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

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

As a common heterocyclic compound, it belong benzoxazole compound,6-Bromobenzo[d]oxazol-2(3H)-one,19932-85-5,Molecular formula: C7H4BrNO2,mainly used in chemical industry, its synthesis route is as follows.,19932-85-5

[Reference Example 20] (0470) (0471) To the solution of 100 mg of 6-bromobenzo[d]oxazol-2(3H)-one in 1.0 mL of tetrahydrofuran, 57.7 mg of potassium tert-butoxide was added under ice-cooling, and the resultant was stirred under ice-cooling for 10 minutes, followed by addition of 61.1 muL of benzyl bromide. The reaction mixture was stirred at room temperature for 20 minutes and at an external temperature of 50C for two hours, then cooled to room temperature and allowed to stand overnight. Water and ethyl acetate were added to the reaction mixture. The organic layer was separated and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to give 133 mg of 3-benzyl-6-bromobenzo[d]oxazol-2(3H)-one as a white solid. 1H-NMR (CDCl3) delta: 4.99 (2H, s), 6.55-6.92 (1H, m), 6.98-7.98 (7H, m).

With the synthetic route has been constantly updated, we look forward to future research findings about 6-Bromobenzo[d]oxazol-2(3H)-one,belong benzoxazole compound

Reference£º
Patent; Toyama Chemical Co., Ltd.; FUJIFILM Corporation; TANAKA, Tadashi; KONISHI, Yoshitake; KUBO, Daisuke; FUJINO, Masataka; DOI, Issei; NAKAGAWA, Daisuke; MURAKAMI, Tatsuya; YAMAKAWA, Takayuki; EP2915804; (2015); 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.19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,as a common compound, the synthetic route is as follows.

General procedure: To a stirred suspension of benzo [d]oxazol-2(3H)-one derivative,or benzimidazole, or 2H-benzo [b] [1,4]oxazin-3(4H)-one(1.0 mmol), anhydrous K2CO3 (1.2 mmol) was added in the DMFsolvent for 20 min at 70 C. Then bromoacetylated 1a-1f or 2a-2c(1.3 mmol) and TBAI (0.1 mmol) were added simultaneously. Thereaction was stirred and heated for 4 h. After completion, themixture was extracted with EtOAc/H2O three times. The combinedorganic layers were washed with brine, dried over anhydrousNa2SO4, filtered and concentrated under reduced pressure. Thecrude product was purified by silica gel column chromatographyeluting with EtOAc/PE (3:1e8:1) to afford compounds B01-B29,C01-C03., 19932-85-5

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

Reference£º
Article; Yang, Lixin; Liu, Yongqing; Fan, Minghua; Zhu, Guiwang; Jin, Hongwei; Liang, Jing; Liu, Zhenming; Huang, Zhuo; Zhang, Liangren; European Journal of Medicinal Chemistry; vol. 182; (2019);,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 6-Bromobenzo[d]oxazol-2(3H)-one, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 19932-85-5, its synthesis route is as follows.,19932-85-5

Intermediate 1.3-al IyI-2-oxo-2,3-dihydro-1 ,3-benzoxazole-6-carbonitrileTo a solution of 2-oxo-2,3-dihydrobenzo[d]oxazole-6-carbonitrile (210mg, 1.31 mmol, that product was synthesized by a mixture of 6-bromo-1 ,3-benzoxazol-2(3H)-one (2 g; 9.34 mmol) and copper (I) cyanide (1.42 g; 15.86 mmol) in 6 ml DMF, heated at 150C under nitrogen atmosphere for 22 hr. After cooling to room temperature, a solution of 1 .55 g (31 .6 mmol) of sodium cyanide in 32 ml water is added followed by 1 hr stirring. The system is extracted thoroughly with ethyl acetate, washed with brine, dried and concentrated in vacuum) in acetonitrile (4mL) was added potassium carbonate (362mg, 2.62mmol) and potassium iodide (43mg, 0.26mmol) in a sealed tub. Then 3- bromoprop-1-ene (0.9mL, 10.4mmol) was added to the reaction. The mixture was stirred overnight at 70C. The solid residue was filtrated through Celite. The solvent of the filtrate was removed under reduced pressure and the crude obtained was treated with ether giving a solid (1 50mg, 57% yield), which was used in the next step without further purification.LRMS (m/z): 201 (M+1)+.

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromobenzo[d]oxazol-2(3H)-one

Reference£º
Patent; ALMIRALL, S.A.; SOLE FEU, Laia; CARRANCO MORUNO, Ines; AIGUADE BOSCH, Jose; PUIG DURAN, Carlos; FONQUERNA POU, Silvia; WO2014/95920; (2014); 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: The crude product above (2.0mmol) was dissolved in DMF (20mL). The corresponding benzo[d]oxazol-2(3H)-one (2.4mmol) and Cs2CO3 (782mg, 2.4mmol) was added to the solution. The reaction mixture was stirred at 50C for 5h and then cooled to room temperature. The mixture was diluted with water (40mL) and then was extracted with ethyl acetate (20mL¡Á3). The combined organic layer was washed by saturated sodium chloride solution for three times, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography to afford 11. White solid (35%, 4 steps). 1H NMR (300MHz, CDCl3) delta 8.64 (d, J=5.3Hz, 1H), 7.82 (d, J=9.2Hz, 1H), 7.37 (ddd, J=9.3, 5.7, 2.3Hz, 3H), 7.13-7.02 (m, 2H), 6.60 (t, J=5.7Hz, 1H), 4.49 (dd, J=9.0, 3.9Hz, 2H), 4.35 (t, J=5.0Hz, 2H), 3.92 (s, 3H). MS (ESI): 415.0, 417.1 [M+H]+. Purity: >95%

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

Reference£º
Article; Lu, Dong; Shen, Aijun; Liu, Yang; Peng, Xia; Xing, Weiqiang; Ai, Jing; Geng, Meiyu; Hu, Youhong; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 191 – 200;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem