Day: October 13, 2020

1750-45-4, 5-Chloro-6-hydroxybenzo[d]oxazol-2(3H)-one is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-chloro-6-hydroxy-1,3-benzoxazol-2(3H)-one (0.93 g, 5 mmol) and imidazole (1.00 g, 15 mmol) were dissolved in dimethylformamide (10 mL) with stirring under inert atmosphere. Triisopropylsilylchloride (1.15 g, 6 mmol) was added and the resulting solution was stirred for 3 days. The reaction mixture was partitioned between water and heptane. The organic layer was washed with water and dried over magnesium sulphate, filtrated and concentrated, to give 1.45 g (85%) of the subtitled compound as a grey solid. APCI-MS: m/z 342 [MH+]

1750-45-4, The synthetic route of 1750-45-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; WO2004/5295; (2004); 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: 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., 19932-85-5

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

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

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.

To a solution of 6-bromo-1,3-benzoxazol-2(3H)-one (250 mg, 1.17 mmol) in anhydrous DMF (2 mL) at 0 C was added NaH (60% dispersion in mineral oil, 51.4 mg, 1.29 mmol) under nitrogen. The reaction mixture was stirred for 20 min. Then the reaction mixture was treated with (2-(chloromethoxy)ethyl)trimethylsilane (0.269 mL, 1.52 mmol) drop wise at 0 C and the resulting mixture was stirred for 1 h. The reaction mixture was warmed to 23 C, diluted with water (5 mL) and extracted with EtOAc. The combined organics were dried (Na2SO4), filtered, concentrated under reduced pressure. Purification (FCC, SiO2, 0 to 30% EtOAc/Hexane) afforded the title compound (383 mg, 95.3%).

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; JANSSEN PHARMACEUTICA NV; SAVALL, Bradley M.; SWANSON, Devin M.; WU, Dongpei; AMERIKS, Michael K.; (320 pag.)WO2016/176457; (2016); 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.

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. forapproximately 30 mi HPLC analysis showed reaction to becomplete. The batch was cooled to 10 C. then triethylamine (16.64 kg, 164.4 mol) was added via a sub-surface sampleline at such a rate as to maintain a batch temperature of 10C. A sub-surface addition protocol was required to preventbuild up of triethylamine hydrochloride solid on the walls ofthe vessel. The batch was cooled to 00 C., then a solution ofN-l3oc-ethylenediamine (10.5 kg, 61.2 mol)inDCM(lOkg)was added such that the batch temperature was 10 C. Thereaction was warmed to 20 C. and stirred for 2.5 h, HPLCanalysis showed the reaction to be complete. Water (63.6 kg)was charged to the batch and the mixture stirred for 5 mm.The layers were separated and the aqueous phase re-extracted with DCM (42.2 kg). The organic solutions werethen combined and approximately half of the total DCMvolume was distilled from the batch under vacuum whilstmaintaining a temperature of 40 C. MeCN (83.3 kg) wasthen added and the remaining DCM removed by distillation(0.5 mol % DCM left by ?H NMR wrt MeCN). MVK (4.61kg, 65.8 mol) was added to the batch followed by DI3U (4.17kg, 27.4 mol) such that the temperature was 20 C. Thebatch was aged for 10 h at 20 C. then analyzed by HPLC.The reaction was then diluted with water (42.4 kg) and agedfor a further 30 mm. The mixture was filtered and the slurrywashed with MeCN (33.3 kg). The solid was washed withMeCN (.-10 L) then dried in a vacuum oven (T=60 C.) for22 h. MVK adduct 10 (15.5 kg) was isolated as an off-whitesolid. mp 145-148 C. ?H NMR (400 MHz, CDC13): oe 7.24(d, 1H, J=2.3 Hz), 7.09 (d, 1H, J=8.5 Hz), 6.91 (dd, 1H,J=8.5, 2.3 Hz), 5.06 (s, 1H, br), 3.73 (t, 2H, J=6.7 Hz), 3.63(t, 2H, J=6.1 Hz), 3.37 (d, 2H, br), 2.89 (t, 2H, J=6.7 Hz),2.14 (s, 3H), 1.33 (s, 9H). ?3C NMR (100.6 MHz, CDC13):206.7, 163.0, 156.0, 147.4, 144.6, 129.2, 120.3, 116.6,109.2, 79.4, 49.3, 44.3, 41.9, 39.1, 30.2, 28.3. HRMS (ESI):mlz [M+H] calcd for C,8H24C1N304: 382.1534; found:, 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; MERCK SHARP & DOHME CORP.; Fleitz, Fred; Mangion, Ian; Yin, Jingjun; (11 pag.)US9441254; (2016); B2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19219-99-9,5-Chloro-2-methylbenzo[d]oxazole,as a common compound, the synthetic route is as follows.

19219-99-9, Commercially available 5-chloro-2-methylbenzoxazole (1.5 g), potassium cyanide (612 mg), dipiperidinomethane (720 muL), palladium diacetate (80 mg) and 1,5-bis-(diphenylphosphino)pentane (315 mg) were dissolved in dry toluene (20 mL), degassed and stirred at 160 C. in a sealed pressure tube under argon. After 24 h the mixture was diluted with ethyl acetate. The organic layer was washed with saturated ammonium chloride and brine, dried (MgSO4), concentrated and purified by column chromatography (silica, cyclohexane/EtOAc, 9:1 to 7:3) to afford the intermediate (372 mg; 26%) as a colourless solid. 1H-NMR (CDCl3) delta=2.63 (s, 3 H), 7.48-7.58 (s, 2 H), 7.90 (s, 1 H).

As the paragraph descriping shows that 19219-99-9 is playing an increasingly important role.

Reference£º
Patent; Alantos Pharmaceuticals, Inc.,; US2006/173183; (2006); 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 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 lb (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 = 1 1 % ‘HNMR (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 (C 16H1 1F4N3O3 requires 369.27).

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.19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,as a common compound, the synthetic route is as follows.,19932-85-5

The bromo compound R (1.0 g, 4.67 mmol) was taken in an oven-dried RB equipped with magnetic stir-bar and dissolved in anhydrous THF (9 mL). The solution was cooled to -78 C. and MeMgBr (1.8 mL) was added slowly. The mixture was stirred for 45 min and anhydrous THF (37.5 mL) was added slowly to maintain the internal temperature at -50 C. After the solution was cooled back to -78 C., t-BuLi (10.6 mL, 9.8 mmol, 1.6 M in pentane) was added dropwise. Next, DMF (2.2 mL, 28.1 mmol) was added slowly to the yellow solution and the dry-ice bath was removed after 15 min. After 2 h, the reaction was quenched with water and the THF was removed under vacuo on a rotary evaporator. The residue was dissolved in ethyl acetate and washed with 1N HCl (5 mL). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (3¡Á5 mL). The organic layers were combined, dried over Na2SO4 and concentrated under vacuo on a rotary evaporator. The crude was first recrystallized from hexanes/ethyl acetate and then purified via gradient silica gel column chromatography using a mixture of hexanes and ethyl acetate (10:1 to 1:1) to obtain the desired aldehyde S as a white solid (500 mg, 66%). 1H NMR (500 MHz, CDCl3): delta 9.85 (s, 1H), 7.66 (dd, J=7.9 Hz, 1.2 Hz, 1H), 7.63 (s, 1H), 7.11 (d, J=7.9 Hz, 1H). 13C NMR (125 MHz, CDCl3): delta 190.9, 155.2, 144.1, 135.9, 131.4, 128.2, 109.6, 109.5

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

Reference£º
Patent; DUTTA, Aloke K.; US2014/309427; (2014); 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.

22876-19-3, General procedure: The substituted 2-aminophenol (1eq.) in water and 95% ethanol was added potassium carbonate (1eq.) and CS2 (1eq.).The mixture was heated under reflux for 3 hours. After cooling, the solution was neutralized with 15 mL of acetic acid in 30 mL water. The precipitate was collected to give 2-thiolbenzoxazoles. Then, the substituted 2-thiolbenzoxazoles (1eq.) dissolved in toluene, PCl5 (1.5eq) was added dropwise. The mixture was heated to reflux for 2 hours. After the solvent was evaporated, the crude product was purified by silica gel column chromatography using PE-EA as an eluent.

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

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;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3889-13-2,5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one,as a common compound, the synthetic route is as follows.

Step: 23bSynthesis of 5-Amino-3H-benzooxazol-2-Procedure:Pd-c (1 1 lmg) was added to a stirred solution of 5-Nitro-3H-benzooxazol-2-one (1.1 1 lg, 6.168mmol) was dissolved in Methanol (20ml) and THF (10ml). The contents were hydrogenated with stirring for 6 hrs. The reaction was monitored by the TLC (10% CHC13: MeOH). The resulting reaction mixture was filtered through celite, concentrated and washed with hexane. The solid obtained was dried under reduced pressure to afford 930mg (100% yield) of 5-Amino-3H-benzooxazol-2-one., 3889-13-2

The synthetic route of 3889-13-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; SENGUPTA, Saumitra; RAJAGOPALAN, Srinivasan; BELAVAGI, Ningaraddi; RAMACHANDRA, Muralidhara; WO2012/59932; (2012); A1;,
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

Intermediate 33: Synthesis of 3-methyl-2-oxo-2,3-dihydrobenzo[d]oxazole-6-sulfonyl chloride.1. Synthesis of 3-methylbenzo|”d”|oxazol-2 (3H)-one.Sodium hydride (7.00 mmol) was added to a chilled (0 0C) solution of benzo[d]oxazol- 2(3H)-one (4.81 mmol) in tetrahydrofuran (20 mL) and the reaction mixture was maintained for 30 min. Methyl iodide (7.25 mmol) was added dropwise and the reaction mixture was maintained for 6 h at it. The reaction mixture was diluted with with ethanol (10 mL) and the mixture was concentrated. The residue was diluted with water (50 mL) and was extracted with dichloromethane (3 x 20 mL). The combined organic layers were dried (sodium sulfate), filtered and concentrated to afford 3-methylbenzo[d]oxazol-2 (3H)-one in 82% yield as a light red solid., 59-49-4

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

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; DANCA, Mihaela, Diana; DUNN, Robert; TEHIM, Ashok; XIE, Wenge; WO2010/21797; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem