Month: October 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22876-22-8,5-Methylbenzo[d]oxazole-2(3H)-thione,as a common compound, the synthetic route is as follows.

INVENTIVE EXAMPLE 9 5-Methyl-2-(1-piperazinyl)benzoxazole A 100 mg portion of 5-methyl-2-mercaptobenzoxazole was suspended in 20 ml of anhydrous toluene, and the suspension was mixed with 150 mg of phosphorus pentachloride and heated under reflux for 1 hour. The reaction solution was cooled in an ice bath and, with stirring, 500 mg of piperazine was added thereto. After 30 minutes of stirring, the ice bath was removed to carry out 1 hour of stirring at room temperature, the reaction solution was mixed with saturated sodium bicarbonate aqueous solution, and then the water layer was washed with ethyl acetate and concentrated under a reduced pressure. Thereafter, the thus obtained mixture was purified by an LH-20 gel column chromatography (chloroform:methanol=1:1) to obtain the title compound (40 mg) in white color. 1 H-NMR (DCl) delta values: 2.39 (3 H, s), 3.35 (4 H, t), 4.05 (4 H, t), 3.75 (2 H, d), 7.12 (1 H, d), 7.24 (1 H, s), 7.39 (1 H, s); MS (EI): m/z 217 (M+)

22876-22-8, 22876-22-8 5-Methylbenzo[d]oxazole-2(3H)-thione 710258, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; Meiji Seika Kaisha, Ltd; Koichi Shudo; US6037342; (2000); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

7-Aminobenzo[d]oxazol-2(3H)-one, cas is 81282-60-2, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,81282-60-2

Preparation of 1-(4-(trifluoromethyl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-7-yl)urea Commercially available 4-trifluoromethylbenzylamine (1 ml, 7 mmol) was dissolved in 20 ml of AcOEt and at 0C triphosgene (2 g, 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 dropwise to a solution in DMF (10 ml) of compound 1c (700 mg, 4.66 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 4 / petroleum ether 6). 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 320 mg of a white solid. Yield = 19.5% 1HNMR (DMSO, 400 MHz) delta 4.41 (2H, d, J = 6 Hz), 6.67 (1H, dd, J = 7.6 Hz, J’ = 1.2 Hz), 7.00 (1H, t, J = 8 Hz), 7.09 (1H, t), 7.51 (2H, d, J = 8 Hz), 7.70 (3H, m), 8.73 (1H, s), 10.60 (1H, bs); [M+1] 352.1 (C16H12F3N3O3 requires 351.3).

As the rapid development of chemical substances, we look forward to future research findings about 81282-60-2

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

A common heterocyclic compound, the benzoxazole compound, name is Benzo[d]oxazol-2-amine,cas is 4570-41-6, mainly used in chemical industry, its synthesis route is as follows.,4570-41-6

2-Bromopyridine (1) (1 .Og, 6.3mmol), benzo[d]oxazol-2-amine (2) (0.871 g,6.4mmol), Xantphos (0.37g, 0.63mmol), and 052003 (3.09g, 9.4mmol) werecombined in dry 1,4-dioxane (l5mL). The reaction mixture was degassed with N2(g) and placed under vacuum for 10mm. Pd2(dba)3 (0.289g, 0.31 mmol) was then added and the resulting reaction mixture was heated at 90¡ãC for 30h. It was then poured onto demineralized water (200mL), and extracted with EtOAc (3 x lOOmL). The organic phases were combined, dried over Na2504, filtered and subsequentlyconcentrated in vacuo. The resulting residue was purified by flash chromatography with EtOAc/Hexane (1:1) to provide N-(pyridin-2-yl)benzo[d]oxazol-2-amine (3) as a yellow solid (0.8g, 60percent).LCMS (ES): Found 212.1 [M+H].

As the rapid development of chemical substances, we look forward to future research findings about 4570-41-6

Reference£º
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; TOMASSI, Cyrille Davy; CECIL, Alexander Richard Liam; MACCORMICK, Somhairle; NODES, William John; SILVA, Franck Alexandre; WO2014/181137; (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.64037-15-6,5-Methyl-2-aminobenzoxazol,as a common compound, the synthetic route is as follows.

64037-15-6, In 2500 ml of anhydrous toluene, succinic anhydride (Mol. Wt.: 100.07, 141.1 g, 1.41 mol) and 70 g (about 0.47 mol) of compound from Step 9a were added under stirred condition, and then the mixture was refluxed for overnight. After that, 100 g (0.26 mol) of HATU and 41.36 ml (0.376 mol) of 4-methylpholine were added and then the resulting mixture was refluxed for 2-3 hours. TLC showed that the major spot was product and its TLC RF value is about 0.45 in solution of acetone and hexane by the ratio of 1 to 2. After reaction was completed, the solvent was evaporated and the residues was dissolved in about 2000 ml of CH2Cl2, the solution was treated with aqueous NaHCO3 and CO2 was generated during stirring. After pH was adjusted to be about 7-8 and washed with brine, organic phase was separated and dried over MgSO4. Filtration and removal of solvent gave about 98 g of crude desired product as fine white needle crystalline. MS(ESI): m/e (M+H) 231.

As the paragraph descriping shows that 64037-15-6 is playing an increasingly important role.

Reference£º
Patent; Xu, Guoyou; Gai, Yonghua; Wang, Guoqlang; Or, Yat Sun; Wang, Zhe; US2007/207972; (2007); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

A common heterocyclic compound, the benzoxazole compound, name is 2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid,cas is 54903-16-1, mainly used in chemical industry, its synthesis route is as follows.,54903-16-1

c) Synthesis of compound (I-66) [Show Image] A compound 19 trihydrochloride (0.49 g, 1.40 mmol), and the known (J. Chem. Soc., 1921, viol.119, pp.1425-1432) compound 20 (0.25 g, 1.40 mmol) were dissolved in DMF (10 ml), HOBt monohydrate (0.21 g, 1.50 mmol), DMAP (17 mg, 0.14 mmol), N-methylmorpholine (0.69 ml, 6.30 mmol), and EDC (0.30 g, 1.50 mmol) were added, and the mixture was stirred at room temperature for 3 hours. Water (50 ml) was added, and the precipitated crystal was filtered, washed with water, and then dried. The resulting solid was recrystallized from ethyl acetate-methanol-diethyl ether to obtain a compound (I-66) (0.50 g, yield 89%). mp 156-158C 1H-NMR (DMSO-d6 / TMS) deltappm: 2.48-2.64 (m, 6H), 3.10-3.20 (m, 4H), 3.42 (q, J = 6.3Hz, 2H), 6.94 (d, J = 9.1Hz, 2H), 7.15 (d, J = 8.1Hz, 1H), 7.22 (d, J = 9.1Hz, 2H), 7.69-7.75 (m, 2H), 8.04 (t, J = 6.3Hz, 1H).

As the rapid development of chemical substances, we look forward to future research findings about 54903-16-1

Reference£º
Patent; Shionogi&Co., Ltd.; EP2184272; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

A common heterocyclic compound, the benzoxazole compound, name is Benzo[d]oxazol-2-amine,cas is 4570-41-6, mainly used in chemical industry, its synthesis route is as follows.,4570-41-6

To a solution of 3-icHcvl i>ymzx>io 3,4-(: jp rinij.din–4-aoiine (2,0 g, 7.7 mmol) and benzo[?]osazol-2-ansne (3.0 g. l i .5 ninioii in VyV dinietoylfofmamkle (20 mL) was added a solution of NaOH (0.61 g, 15,3 mmol) in water (1.0 mL). The reaction mixture was purged with nitrogen atmosphere and , ‘ (bi.sdipheny.ip.oospm^o)fen:ocenepaJjadiiini(li) dtc oride (Pd(dppf)C (0.56 g, 0.76 nrmol) s slowly added at room temperature followed by heating at 120 ¡ãC for 1 hours. The reactioii mixture was cooled, poured into ice water and was extracted wit ethyl acetate. The combined organic layer extracts were dried over anhydrous NajSO,;, filtered, and concentrated in vacuo to give a crude oil which was purified by column cinematography on silica gel (100-200 mesh), eliding with 80percent ethyl acetate: hexanes mixture to afford the title compound (0.32 g, 16percent} as a tight brown solid. NM 400 MHz): 5 13.56 is. iH>, 8.21 is. IH), 7.56 (d, J = 16.S Hz, 2H), (0920) 7.43 (dd, J, 2l .0 Hz, ^ 1.2 Hz, 2H), 7.23 (dd, J, 6.4 Hz. /> = 1.6 Hz, 1 H) 1XMS (retention time 3.6 minutes, m/e 268 |M+1) 97.5percent), Capcell pack CI 8 150*4,6, 3 mu column at 254 nm.

As the rapid development of chemical substances, we look forward to future research findings about 4570-41-6

Reference£º
Patent; SABILA BIOSCIENCES LLC; MANSOUR, Tarek, S.; EVANS, Collen, E.; (156 pag.)WO2018/49127; (2018); 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.59-49-4,2-Benzoxazolinone,as a common compound, the synthetic route is as follows.

3H-1,3-Benzoxazol-2-one (5.00?g, 37.00?mmol) was dissolved in acetic acid (50?mL) and bromine (1.9?mL, 37.0?mmol) was added dropwise. The reaction mixture was stirred at 20?C for 4?h.The reaction mixture was poured onto ice and the precipitate was collected by filtration, washed with water and air-dried to give a pink powder (7.48?g, 34.8?mmol, 94%). Mp 191.6-192.3?C. 1H NMR (300?MHz, DMSOd6): delta 11.81 (s, 1H), 7.57 (dd, J?=?1.9?Hz, J?=?0.3?Hz, 1H), 7.30 (dd, J?=?8.3?Hz, J?=?1.9?Hz, 1H), 7.04 (dd, J?=?8.3?Hz, J?=?0.3?Hz, 1H). 13C NMR (75?MHz, DMSOd6): delta 154.5, 144.5, 130.3, 126.9, 113.5, 113.2, 111.7. LCMS m/z calc for [M?-?H]+: 211.9, 213.9, found: 211.8, 213.8., 59-49-4

59-49-4 2-Benzoxazolinone 6043, abenzoxazole compound, is more and more widely used in various fields.

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 7-Aminobenzo[d]oxazol-2(3H)-one,cas is 81282-60-2, mainly used in chemical industry, its synthesis route is as follows.,81282-60-2

4-trifluoromethylphenylacetic acid (453 mg, 2.2 mmol) was dissolved in 20 ml of THF and at 0C DEPC (0.43 ml, 1.3equiv) and amine lc (400 mg, 2.66 mmol) were added to the solution. The mixture was warmed at 80C overnight, then 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 using AcOEt 3 /petroleum ether 7 as eluant gave 340 mg of a white solid. Yield = 46% 1HNMR (DMSO, 200 MHz) delta 3.86 (2H, s), 6.86 (1H, d), 7.06 (1H, t), 7.58 (3H, m), 7.70 (2H, d, J = 8.4 Hz), 10.32 (1H, bs), 8.73 (1H, bs), 1 1.80 (1H, bs); [M+1] 337.2 (C 16H11F3N2O3 requires 336.3).

As the rapid development of chemical substances, we look forward to future research findings about 81282-60-2

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

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

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%).

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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

A common heterocyclic compound, the benzoxazole compound, name is Benzo[d]oxazol-6-amine,cas is 177492-52-3, mainly used in chemical industry, its synthesis route is as follows.,177492-52-3

5-(benzyloxy)-4-chloro-6-p-tolylpyrimidine (50 mg, 0.161 mmol) was dissolved in PhMe, to this was added benzo[d]oxazol-6-amine (23.7 mg, 1.1 eq), Pd(dba)2 (4.6 mg, 0.05 eq), t-BuONa (31 mg, 2 eq), and (+/-)-BINAP (15 mg, 0.15 eq). The mixture was degassed and heated at 115C overnight. The mixture was cooled to room temperature, diluted with EtOAc and washed with H2O. Preparative TLC gave 17 mg of the title compound.

As the rapid development of chemical substances, we look forward to future research findings about 177492-52-3

Reference£º
Patent; SCHERING CORPORATION; CHELLIAH, Mariappan, V.; CHACKALAMANNIL, Samuel; GREENLEE, William, J.; EAGEN, Keith, A.; GUO, Zhuyan; CLASBY, Martin, C.; XIA, Yan; JAYNE, Charles, L.; DWYER, Michael; KEERTIKAR, Kartik, M.; CHAN, Tin-Yau; WANG, Li; WO2011/17296; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem