Category: benzoxazole

As a common heterocyclic compound, it belong benzoxazole compound,4-Aminobenzo[d]oxazol-2(3H)-one,81900-93-8,Molecular formula: C7H6N2O2,mainly used in chemical industry, its synthesis route is as follows.,81900-93-8

Example 25: 1-(2-fluoro-4-(trifluoromethyl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-4-yl)urea (scheme 1) Preparation of 1-(2-fluoro-4-(trifluoromethyl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-4-yl)urea Commercially available 2-fluoro-4-trifluoromethylbenzylamine (0.5 ml, 3.7 mmol) was dissolved in 20ml 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 5 ml of DMF. The solution of the isocyanate was added drop wise to a solution in DMF (5 ml) of compound 1b (360 mg, 2.4 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt). The solvent was evaporated and the crude was dissolved in AcOEt (30 ml) 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 100 mg of a white solid. Yield = 11% 1HNMR (DMSO, 400 MHz) delta 4.43 (2H, d, J = 6 Hz), 6.99 (3H, m), 7.05 (1H, m), 7.62 (3H, m), 8.53 (1H, bs), 10.98 (1H, bs); [M+1] 370.1 (C16H11F4N3O3 requires 369.27).

With the synthetic route has been constantly updated, we look forward to future research findings about 4-Aminobenzo[d]oxazol-2(3H)-one,belong benzoxazole compound

Reference£º
Patent; Pharmeste S.r.l.; EP2377850; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

153403-53-3, 2-Chloro-6-fluorobenzo[d]oxazole is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

153403-53-3, General procedure: The mono Boc-protected diamines (1eq.) in DMF were added potassium carbonate (2eq.) and intermediates 2 or 3 (2eq). The mixture was heated at 120 oC for 2h. After cooling, the solution was taken up in ethyl acetate and washed with 1M HCl,1 M NaHCO3 and brine each for twice. The organic layer was dried and evaporated to give the crude final product. The product compound 5 was purified by silica gel column chromatography using PE-EA as an eluent.

As the paragraph descriping shows that 153403-53-3 is playing an increasingly important role.

Reference£º
Article; Ouyang, Liang; Huang, Yuhui; Zhao, Yuwei; He, Gu; Xie, Yongmei; Liu, Jie; He, Jun; Liu, Bo; Wei, Yuquan; Bioorganic and Medicinal Chemistry Letters; vol. 22; 9; (2012); p. 3044 – 3049;,
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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

Thiol 9a (10.5 kg, 54.6 mol) was added to a vessel and suspended in DCM (141 kg), Oxalyl chloride (10.4 kg, 82.3 mol) was added (slightly endothermic) followed by DMF (40.0 kg, 547 mol) over 1.25 h, such that the batch temperature was < 25 C. The batch was aged at 20 C for approximately 30 min, HPLC analysis showed reaction to be complete. The batch was cooled to 10 C then triethyiamine (16.64 kg, 164.4 mol) was added via a sub-surface sample line at such a rate as to maintain a batch temperature of < 10 C. A sub-surface addition protocol was required to prevent build up of triethyiamine hydrochloride solid on the walls of the vessel. The batch was cooled to 0 C, then a solution of N-Boc-ethylenediamine (10.5 kg, 61.2 mol) in DCM (10 kg) was added such that the batch temperature was < 10 C. The reaction was warmed to 20 C and stirred for 2.5 h, HPLC analysis showed the reaction to be complete. Water (63,6 kg) was charged to the batch and the mixture stirred for 5 min. The layers were separated and the aqueous phase re-extracted with DCM (42.2 kg). The organic solutions were then combined and approximately half of the total DCM volume was distilled from the batch under vacuum whilst maintaining a temperature of < 40 C. MeCN (83.3 kg) was then added and the remaining DCM removed by distillation (0.5 mol % DCM left by .H NMR wrt MeCN). MV (4.61 kg, 65,8 mol) was added to the batch followed by DBU (4.17 kg, 27.4 mol) such that the temperature was < 20 C. The batch was aged for 10 h at 20 C then analyzed by HPLC. The reaction was then diluted with water (42.4 kg) and aged for a further 30 min. The mixture was filtered and the slurry washed with MeCN (33.3 kg). The solid was washed with MeCN (~10 L) then dried in a vacuum oven (T - 60 C) for 22 h. MVK adduct 10 (15.5 kg) was isolated as an off-white solid, mp 145-148 C. NMR (400 MHz, CDC13): delta 7.24 (d, 1 H, J = 2.3 Hz), 7.09 (d, 1 H, J - 8.5 Hz), 6.91 (dd, 1 H, J = 8.5, 2.3 Hz), 5.06 (s, 1 H, br), 3.73 (t, 2 H, J = 6.7 Hz), 3.63 (t, 2 H, J = 6.1 Hz), 3.37 (d, 2 H, br), 2.89 (t, 2 H, J = 6.7 Hz), 2.14 (s, 3H), 1.33 (s, 9 H). I3C NMR (100.6 MHz, CDC13): 6 206.7, 163.0, 156.0, 147.4, 144.6, 129,2, 120,3, 1 16.6, 109.2, 79.4, 49.3, 44.3, 41.9, 39.1, 30.2, 28.3. HRMS (ESI): m/z [M+ + H] calcd for CI8H24C1N304: 382.1534; found: 382.1544. 22876-19-3 is used more and more widely, we look forward to future research findings about 5-Chlorobenzo[d]oxazole-2(3H)-thione Reference£º
Patent; MERCK SHARP & DOHME CORP.; MERCK SHARP & DOHME LIMITED; BAXTER, Carl, A.; CLEATOR, Edward; KRSKA, Shane, W.; SHEEN, Faye; STEWART, Gavin; STROTMAN, Neil; WALLACE, Debra, J.; WRIGHT, Timothy; WO2012/148553; (2012); A1;,
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Benzoxazole | C7H5NO – PubChem

Benzo[d]oxazol-6-amine, cas is 177492-52-3, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,177492-52-3

A solution of benzo[djoxazol-6-amine (0.500 g, 3.727 mmol), methanesulfonyl chloride (0.317 mL, 4.100 mmol) and triethylamine (0.779 mL, 5.591 mmol) in dichloromethane (3 mL) was stirred at the room temperature for 3 hr. Then, water was added to the reaction mixture, followed by extraction with dichloromethane. The organic layer was washed with aqueous saturated sodium chloride solution, dried with anhydrous Mg504, filtered, and concentrated in vacuo. The residue was chromatographed (5i02, 4 g cartridge; ethyl acetate / hexane = 0 % to 50 %) to give N(benzo[djoxazol-6-yl)methanesulfonamide as purple solid (0.351 g, 44.4 %).

With the rapid development of chemical substances, we look forward to future research findings about Benzo[d]oxazol-6-amine

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Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; HAN, Younghue; KIM, Yuntae; CHOI, Daekyu; MIN, Jaeki; BAE, Miseon; YANG, Hyunmo; KIM, Dohoon; (644 pag.)WO2017/18803; (2017); A1;,
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Benzoxazole | C7H5NO – PubChem

6-Nitrobenzo[d]oxazole, cas is 17200-30-5, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,17200-30-5

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.

As the rapid development of chemical substances, we look forward to future research findings about 17200-30-5

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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;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

5-Methyl-2-aminobenzoxazol, cas is 64037-15-6, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,64037-15-6

A solution of succinic anhydride (141.1 g, 1.41 mol) and 70 g (about 0.47 mol) of compound of step 1a (70 g, 0.47 mol) in 2500 ml of anhydrous toluene was refluxed for overnight. After that, HATU (10 g, 0.26 mol) and 4-methylmorpholine (41.36 ml, 0.376 mol) were added and the resulting mixture was refluxed for 2-3 hours. TLC showed that the major spot was product (Rf=0.35, acetone_hexane=1:2). After reaction was completed, the solvent was evaporated and the residue was dissolved in about 2000 ml of CH2Cl2. The solution was washed with aqueous NaHCO3. After pH was adjusted to 7-8 and washed with brine, organic phase was separated and dried over MgSO4. Filtration and removal of solvent gave the title compound (98 g) as fine white needle crystalline ESI MS m/e: 231 (M+H)+.

64037-15-6 is used more and more widely, we look forward to future research findings about 5-Methyl-2-aminobenzoxazol

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Patent; Wang, Guoqiang; Phan, Ly Tam; Or, Yat Sun; Qiu, Yao-Ling; Niu, Deqiang; Peng, Yulin; Busuyek, Marina; Wang, Yanchun; Nakajima, Suanne; US2006/252710; (2006); A1;,
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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

Iodoethane (100 muL, 1 mmol) was added to a mixture of 6-bromo-1,3-benzoxazol-2(3H)-one (Acros, catCC75710DA, 150 mg, 0.70 mmol) and potassium carbonate (0.3 g, 2 mmol) in Acetone (3 mL). The reaction mixture was stirred at 80 C. for 2 h then cooled to room temperature and filtered. The filtrate was concentrated and the residue was purified by flash chromatography on a silica gel column eluting with 0 to 30% EtOAc in Hexanes to give the desired product. LC-MS calculated for C9H9BrNO2 (M+H)+: m/z=242.0. found 242.0.

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

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Patent; Incyte Corporation; Wu, Liangxing; Konkol, Leah C.; Lajkiewicz, Neil; Lu, Liang; Xu, Meizhong; Yao, Wenqing; Yu, Zhiyong; Zhang, Colin; He, Chunhong; (107 pag.)US2016/9712; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Benzo[d]oxazole-2-thiol, and cas is 2382-96-9, its synthesis route is as follows.,2382-96-9

General procedure: A mixture of thiol (1 mmol), hydrogen peroxide (0.5 mL) and the catalyst (0.005 g) in ethanol (2 mL) was stirred at ambient temperature. Reaction progress was monitored by TLC (acetone: n-hexane, 2:8). After completion of the reaction, catalyst was separated by an external magnet and washed with ethyl acetate; next, the product was extracted with ethyl acetate (5 mL 9 4). The organic layer was dried over anhydrous Na2SO4 (1.5 g). Finally, the organic solvents were evaporated, and the corresponding disulfides were obtained in high to excellent yields (88-98%).

With the complex challenges of chemical substances, we look forward to future research findings about Benzo[d]oxazole-2-thiol

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Article; Shiri, Lotfi; Ghorbani-Choghamarani, Arash; Kazemi, Mosstafa; Research on Chemical Intermediates; vol. 43; 5; (2017); p. 2707 – 2724;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Benzo[d]oxazole-2-thiol, cas is 2382-96-9, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,2382-96-9

General procedure: 0.005 g Fe3O4-AMPD-Pd was added to a mixture including1 mmol thiol, 0.4 mL H2O2 33% and free solvent were stirred atroom temperature. The reaction was followed by TLC after completion.The nanocatalyst was isolated by a simple magnet.

With the rapid development of chemical substances, we look forward to future research findings about Benzo[d]oxazole-2-thiol

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Article; Tamoradi, Taiebeh; Moeini, Nazanin; Ghadermazi, Mohammad; Ghorbani-Choghamarani, Arash; Polyhedron; vol. 153; (2018); p. 104 – 109;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO356,mainly used in chemical industry, its synthesis route is as follows.,4570-41-6

Step 4:To a solution of 3-(4-fluorophenyl)-2-(3-methanesulfonylphenyl)propionic acid (200 mg, 0.62 mmol) and 2-aminobenzoxazole (87 mg, 0.65 mmol) in CH2Cl2 (10 mL) was added DMAP (23 mg, 0.19 mmol) and EDC.HCl (144 mg, 0.75 mmol).The reaction mixture was stirred at room temperature overnight and then concentrated in vacuo.Purification by chromatography (silica, 0-50percent ethyl acetate/hexanes stepwise gradient)) afforded N-benzooxazol-2-yl-3-(4-fluorophenyl)-2-(3-methanesulfonyl-phenyl)propionamide (62 mg, 23percent): m.p. 99-100¡ã C., LC/MS-ESI observed [M+H]+ 439.

With the synthetic route has been constantly updated, we look forward to future research findings about Benzo[d]oxazol-2-amine,belong benzoxazole compound

Reference£º
Patent; Brotherton-Pleiss, Christine E.; Walker, Keith A. M.; US2012/149718; (2012); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem