Day: November 13, 2020

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

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

[0004031 To a stirred solution of compound 1 (0.6 g, 1 eq) in methanol (10 mL), Raney nickel (0.1 g) was added. The reaction mixture was stirred at room temperature under hydrogen atmosphere (balloon pressure) for 3 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was filtered through celite and evaporated under reduced pressure to afford the title compound 6. LCMS (mlz): 135.00 (M + 1).

17200-30-5 is used more and more widely, we look forward to future research findings about 6-Nitrobenzo[d]oxazole

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; BHAGWAT, Shripad; WANG, Bing; LUEDTKE, Gregory R.; SPYVEE, Mark; (490 pag.)WO2016/57834; (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.81282-60-2,7-Aminobenzo[d]oxazol-2(3H)-one,as a common compound, the synthetic route is as follows.

81282-60-2, Amine 2b (795 mg, 3.3 mmol) (Scheme 7) was dissolved in 20 ml of AcOEt and at 0C triphosgene (979 mg, 3.3 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 5ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound lc (330 mg, 2.2 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 1 / petroleum ether 1). 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 240 mg of a white solid. Yield = 26% ‘HNMR (DMSO, 200 MHz) delta 1.91 (4H, m), 3.22 (4H, m), 4.38 (2H, d, J = 5.4 Hz), 6.66 (1H, dd, J = 7.6 Hz, J’ = 1.2 Hz), 7.00 (3H, m), 7.19 (1H, d, J = 8 Hz), 7.39 (1H, d), 7.72 (1H, dd, J = 8.6 Hz, J’ = 1), 8.72 (1H, bs), 1 1.63 (1H, bs); [M+1] 421.3 (C2oH19F3N4O3 requires 420.4).

The synthetic route of 81282-60-2 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

Name is 2-Benzoxazolinone, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 59-49-4, its synthesis route is as follows.,59-49-4

The step one obtained 27.2g benzooxazolone ring compound and 20ml acidic imidazole ionic liquid were added together to a 250ml neck round bottom flask and thoroughly mixed. Then the pre-mixed well 10.5ml 65% mass fraction nitric acid was added dropwise to a 250ml three-necked round bottom flask. At a temperature of 35 deg.C reacted for 2 hours. Afterwards, heating was stopped, cooled to room temperature, washed, filtration, and dried to give 6-nitrobenzooxazole 34.4g, yield was 94.4%;

With the complex challenges of chemical substances, we look forward to future research findings about 2-Benzoxazolinone

Reference£º
Patent; Jiujiang Shanshui Technology Co., Ltd.; Feng, Yu; Ye, Youyu; Ye, Pian; (10 pag.)CN105669477; (2016); A;,
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

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

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

NaH (280 mg, 7.00 mmol) was added to a chilled (0 0C) solution of benzo[d]oxazol-2(3H)- one (650 mg, 4.81 mmol) in tetrahydrofuran (20 mL). After 0.5 hours, methyl iodide (1.03 g, 7.25 mmol) was added dropwise with stirring, maintaining a temperature of 0 0C. The resulting solution was then stirred for 6 hours at room temperature. The reaction mixture was then quenched by the addition of ethanol (10 mL), and the mixture was concentrated. Water (50 mL) was then added and the resulting solution was extracted with dichloromethane (3 x 20 mL). The organic layers were combined, dried (Na2SO4), filtered and concentrated to afford 0.62 g (82%) of 3-methylbenzo [d] oxazol-2 (3H)-one as a light red solid., 59-49-4

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

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2007/98418; (2007); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 4-Aminobenzo[d]oxazol-2(3H)-one, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 81900-93-8, its synthesis 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).

With the complex challenges of chemical substances, we look forward to future research findings about 4-Aminobenzo[d]oxazol-2(3H)-one

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

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Benzo[d]oxazol-2-amine, and cas is 4570-41-6, its synthesis route is as follows.,4570-41-6

300 mg of (R)-tert-butyl 3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate obtained in Synthetic Example 1 was dissolved in 3 mL of NMP. 118 mg of benzo[d]oxazol-2-amine, 20 mg of xantphos, and 0.15 mL of N-methylmorpholine were added thereto, and a degassing operation was carried out. Thereafter, 7.6 mg of palladium acetate was added thereto, and under a carbon monoxide atmosphere, the mixture was heated to 110¡ã C. and stirred for 2 hours. After the mixture was cooled, 4.5 mL of methanol and 0.45 mL of a 5 N aqueous solution of sodium hydroxide were added thereto, and the mixture was stirred for 30 minutes at room temperature. Thereafter, the pH was adjusted to 5.3 with 2 N hydrochloric acid, and a solid thus obtained was collected by filtration. The crude product was purified by a silica gel column (chloroform-methanol), and thus 257 mg of the title compound was obtained as a white solid. (0529) Physical property value: m/z [M+H]+ 479.3

With the complex challenges of chemical substances, we look forward to future research findings about 4570-41-6,belong benzoxazole compound

Reference£º
Patent; TAIHO PHARMACEUTICAL CO., LTD.; Hosoi, Fumihito; Nakachi, Yoshinori; Kajiwara, Daisuke; (63 pag.)US9782412; (2017); B2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 2-(Chloromethyl)benzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 41014-43-1, its synthesis route is as follows.,41014-43-1

Step E Preparation of 3-[(benzoxazol-2-yl)methoxy]-2-methoxy-5-ethyl-6-methylpyridine A quantity of 60% sodium hydride in mineral oil (24 mg, 0.6 mmol) was added to a solution of 2-methoxy-3-hydroxy-5-ethyl-6-methylpyridine (77 mg, 0.46 mmol) in dry dimethylformamide (2 mL). After gas evolution ceased, 2-(chloromethyl) benzoxazole (100 mg, 0.6 mmol) was added and the reaction mixture warmed at 60 C. for one hour. The reaction was then cooled, diluted with diethyl ether, the ether extract washed with water, dried (Na2 SO4), filtered and evaporated to give 151 mg of crude mixture. This mixture was flash chromatographed on silica gel, eluding with 0.5% methanol/chloroform. Combined appropriate fractions gave 46 mg (32%) of oily product.

With the complex challenges of chemical substances, we look forward to future research findings about 2-(Chloromethyl)benzo[d]oxazole

Reference£º
Patent; Merck & Co., Inc.; US5308854; (1994); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem