Day: October 12, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.177492-52-3,Benzo[d]oxazol-6-amine,as a common compound, the synthetic route is as follows.

General procedure: HBTU (147 mg, 0.39 mmol) and DIPEA (0.13 g, 1.0 mmol) were added to a solution of 4-(quinolin-2-ylmethoxy)benzoic acid (100 mg, 0.35 mmol) in DMF (5 mL), and the mixture was stirred at room temperature for 30 min N-methylaniline (38 mg, 0.35 mmol) was added, and the resulting mixture was stirred at room temperature for 12 h. Water (15 mL) was added, the resultant mixture was extracted with EtOAc (15 mL). The organic layer was separated, dried over Na2SO4, filtered, and concentrated under vacuum. The residue was purified by preparative HPLC to afford the title compound as an off white solid (11% yield)., 177492-52-3

177492-52-3 Benzo[d]oxazol-6-amine 584120, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Article; Kilburn, John Paul; Kehler, Jan; Langgard, Morten; Erichsen, Mette N.; Leth-Petersen, Sebastian; Larsen, Mogens; Christoffersen, Claus Tornby; Nielsen, Jacob; Bioorganic and Medicinal Chemistry; vol. 21; 19; (2013); p. 6053 – 6062;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

59-49-4, 2-Benzoxazolinone is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

135.1 kg of 99.3% pure 2-benzoxazolone (VI) obtained by the procedure of Example 1 was mixed with 533.3 kg of liquid base (15%), stirred, and heated to 95-105 C,The pressure is from 0 to 0.15 MPa until the reaction is complete, and the hydrochloric acid is acidified to a pH of 7,Solid-liquid separation, 100.7 kg of o-aminophenol (VII) with a purity of 99.0%,The yield was 96.5%; the residual in the filtrate was extracted by extraction with dichloroethane., 59-49-4

As the paragraph descriping shows that 59-49-4 is playing an increasingly important role.

Reference£º
Patent; Shao Yutian; (12 pag.)CN110156712; (2019); A;,
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

EXAMPLE 121 6-Bromo-3-trityl-3 H-benzooxazol-2-one 6-Bromo-3H-benzooxazol-2-one (0.165 g, 0.77 mmol) was added portionwise into a 0 C. suspension of NaH (44.8 mg, 1 mmol, 55%) in dry DMF (4 ml). After 1 hour stirring at room temperature, a solution of triphenylmethylchloride (0.24 g, 0.85 mmol) in DMF (0.5 ml) was added. The reaction mixture was stirred 1 hour at room temperature then quenched with H2O (15 ml). The aqueous phase was extracted with ethyl acetate, the combined organic phases were washed with H2O and brine, dried over Na2SO4 and concentrated to provide 6-bromo-3-trityl-3H-benzooxazol-2-one (0.27 g, 77%) as a beige solid, MS: Mm/e=457.1 (M+H+).

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; Alanine, Alexander; Buettelmann, Bernd; Neidhart, Marie-Paule H.; Jaeschke, Georg; Pinard, Emmanuel; Wyler, Rene; US2001/47031; (2001); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

22876-19-3, 5-Chlorobenzo[d]oxazole-2(3H)-thione is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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

As the paragraph descriping shows that 22876-19-3 is playing an increasingly important role.

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;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22876-19-3,5-Chlorobenzo[d]oxazole-2(3H)-thione,as a common compound, the synthetic route is as follows.

To a suspension of 5-chloro-2-mercaptobezoxazole (5.0 g, 26.9 mmol) in POCl3 (12.6 mL, 135 mmol) was added PCl5 (6.2 g, 129.6 mmol) and about 20 mL CH2Cl2. After stirring 5 days, the solvents were removed by rotary evaporation, the residue was partitioned between EtOAc and saturated aqueous NaHCO3. The layers were separated, the organic was washed with brine, dried over Na2SO4, and concentrated. The residue was dissolved in a minimum amount of CHCl3, hexanes were added, and a small amount of solids were filtered off. The filtrate was concentrated to provide D-1 as a white solid. Data for D-1: LC/MS: rt=2.38 min; m/z (M+H)=188.0 found; 188.0 required., 22876-19-3

The synthetic route of 22876-19-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bergman, Jeffrey M.; Breslin, Michael J.; Coleman, Paul J.; Cox, Christopher D.; Mercer, Swati P.; Roecker, Anthony J.; US2008/132490; (2008); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

81282-60-2, 7-Aminobenzo[d]oxazol-2(3H)-one is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,81282-60-2

To a mixture of 14.9 g N-methyldiethanolamine (3), 44.5 g triethylamine and 120 ml methyl ethyl ketone (MEK) a mixture of 51.6 g methanesulfonic anhydride and 100 ml MEK was dosed at 0 C. Subsequently 14.5 g methanesulfonic acid was dosed at 0 C. After which, 14.5 g 7-amino-2(3H)-benzoxazolone (2) was added and the mixture was heated to reflux followed by a reflux period of 48 hours during which the product crystallized. The product was filtered off after cooling to 0 C. and washed with MEK. The product was dried at 50 C. and 100 mbar to constant weight. The overall yield of this step was about 67% (crude on crude).

81282-60-2 7-Aminobenzo[d]oxazol-2(3H)-one 11147814, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; Rheenen, Jeroen Van; Muijselaar, Wilhelmus G.H.M.; Teunissen, Hendrik; US2011/86862; (2011); 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.81900-93-8,4-Aminobenzo[d]oxazol-2(3H)-one,as a common compound, the synthetic route is as follows.

81900-93-8, Commercially available p-chlorobenzylamine (1.6 g, 1 1.4 mmol) was dissolved in 60ml of AcOEt and at 0C triphosgene (3.38 g, lequiv.) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 30 ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound lb (1.7 g, 1 1.4 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 7 / petroleum ether 3). The solvent was evaporated and the crude was dissolved in AcOEt (80 ml) and washed with water (1 X 50 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 500mg of a white solid. Yield = 14% ‘HNMR (DMSO, 200 MHz) delta 4.57 (2H, d, J = 5.8 Hz), 6.53 (2H, m), 7.04 (1H, m), 7.41 (4H, s), 9.88 (1H, t), 1 1.53 (1H, s), 1 1.80 (1H, bs); [M+1] 318.5 (C15H12ClN3O3 requires 317.73).

The synthetic route of 81900-93-8 has been constantly updated, and we look forward to future research findings.

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

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.

[001255] Part 2: A mixture of 6-bromo-2-methylbenzo[d]oxazole (1.06 g, 5.0 mmol), 4,4,4?,4?,5 ,5 ,5?,5?-octamethyl-2,2?-bi( 1,3 ,2-dioxaborolane) (1.40 g, 5.5 mmol), KOAc (1.47 g, 15 mmol) and Pd(dppf)C12.CH2C12 (122 mg, 0.15 mmol) in dioxane ( 8 mL) was degassed and heated under N2 at 85 C. After 15 hours, the mixture was diluted with EtOAc, filtered through celite and concentrated. The residue was chromatographed to give 2-methyl-6-(4,4,5,5- tetramethyl- 1,3 ,2-dioxaborolan-2-yl)benzo [d]oxazole as a light orange solid (1 .30 g, 100%), MS m/z 260.4 [M+H].

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

Reference£º
Patent; PTC THERAPEUTICS, INC.; F. HOFFMANN-LA ROCHE AG; QI, Hongyan; CHOI, Soongyu; DAKKA, Amal; KARP, Gary, Mitchell; NARASIMHAN, Jana; NARYSHKIN, Nikolai; TURPOFF, Anthony, A.; WEETALL, Maria, L.; WELCH, Ellen; WOLL, Matthew, G.; YANG, Tianle; ZHANG, Nanjing; ZHANG, Xiaoyan; ZHAO, Xin; GREEN, Luke; PINARD, Emmanuel; RATNI, Hasane; WO2013/119916; (2013); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

59-49-4, 2-Benzoxazolinone is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Intermediates 10-17 were prepared following literaturemethods [49] with slight modifications. 2-Benzoxazolone 8 or 2-benzothiazolone 9 (7.4 mmol), appropriate 1-omega-dibromoalkane(8 mmol), potassium carbonate (8 mmol) and acetone (10 mL) wererefluxed for 4 h and then allowed to stand at room temperature.The mixture was filtered to eliminate inorganic material and thenevaporated under reduced pressure to obtain a residue, which wastaken up in water. The solution was extracted with dichloromethane(3 50 mL) and the combined extracts werewashed withwater, dried, and evaporated. The residue was triturated twice withlight petroleum ether 40e60 C to give intermediates 10e17 thatwere used without further purification in the subsequent steps.Analytical and spectral data are reported only for unknown compounds 13 and 17., 59-49-4

The synthetic route of 59-49-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Salerno, Loredana; Pittala, Valeria; Modica, Maria N.; Siracusa, Maria A.; Intagliata, Sebastiano; Cagnotto, Alfredo; Salmona, Mario; Kurczab, Rafa?; Bojarski, Andrzej J.; Romeo, Giuseppe; European Journal of Medicinal Chemistry; vol. 85; (2014); p. 716 – 726;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

13673-62-6, 2-(Methylthio)benzo[d]oxazole is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

13673-62-6, In order to prepare intermediate c-3, chlorosulfonic acid (3890 g; 33.3 mol) was stirred under nitrogen. Then intermediate c-2 (1288 g; 7.80 mol) was added portionwise maintaining the internal temperature below 60C by external cooling. After complete addition of intermediate b-2 the reaction mixture was stirred overnight at 85C. The heating was removed and the reaction mixture was cooled down until 65C. SOC12 was added dropwise while maintaining a controlled release of gases by good stirring. This mixture was stirred overnight at 65C. This reaction mixture was added to a well stirred mixture of EtOAc (6.9 kg) and ice (9.2kg) while maintained the temperature below 0C. The organic layer was isolated. The aqueous phase was extracted with EtOAc (3.1 KG). The combined organic layer was washed with 7.5 % NAHC03 (210 g/2.8 L water). Because the pH of this water layer was still 1, therefore another 125 g NAHC03 was added. This mixture was stirred for 1 hour, then the phases were separated. The organic layer was dried with NA2C03 (2.5 kg). After filtration 1935 g of intermediate c-3 was obtained (yield 94%, HPLC purity 94%) and used in the preparation of compound c-6.

The synthetic route of 13673-62-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TIBOTEC PHARMACEUTICALS LTD.; WO2005/30739; (2005); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem