Day: November 9, 2020

864274-04-4, 2-Methylbenzo[d]oxazole-6-carbaldehyde is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

864274-04-4, d) 2- (2, 6-Dichloro-phenylimino)-5- (2-methyl-benzooxazol-6-yl-methylene) -thiazolidin-4-one; To the solution of 2- (2, 6 dichloro-phenylimino)-thiazolidin-4-one (483 mg, 1.85 mmol) in acetic acid (8 mL) was added 2-methyl-benzooxazole-6-carbaldehyde (300 mg, 1.85 mmol, 1 eq) followed by sodium acetate (0.8 g). The reaction mixture was refluxed for 48 hours and water (10 mL) was added. Solid was filtered and purified by column chromatography (1 : 5 ethyl acetate: dichloromethane) to give 110 mg (15 percent yield) of pure 2- (2, 6-dichloro-phenylimino)-5-(2-methyl-benzooxazol-6-yl-methylene)-thiazolidin-4- one. lH-NMR (CDC13) : otilde; 2.69 (s, 3H), 7.12 (t, 1H, J=8.1 Hz), 7.36 (d, 3H, J=7.8 Hz), 7.56 (s, 1H), 7.70 (d, 1H, J=8.1 Hz), 7. 88 (s, 1H), 9.69 (s, 1H). LC MS (m/e) = 404.0 (MH+). Rt = 2.36 min.

864274-04-4 2-Methylbenzo[d]oxazole-6-carbaldehyde 21333989, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/82901; (2005); A1;,
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: A mixture of thiol (1mmol) and H2O2 (37%) was stirred in solvent-free conditions at room temperature in presence of 0.006g of Fe3O4(at)L-aspartic-Gd as catalyst. Progress of the reaction was monitored by TLC. After completion, the catalyst was separated by magnetic field and crystallized to obtain pure product

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

Reference£º
Article; Nemati, Mohammad; Tamoradi, Taiebeh; Veisi, Hojat; Polyhedron; vol. 167; (2019); p. 75 – 84;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 6-Bromo-2-methylbenzo[d]oxazole, cas is 151230-42-1 its synthesis route is as follows.,151230-42-1

A mixture of 114-1 (1.00 g, 4.72 mmol), NBS (840 mg, 4.72 mmol), and AIBN (350 mg) in CCl4 (20 mL) is heated at 90 C for 16 h. The reaction is cooled to ambient temperature, diluted with DCM (100 mL), washed with H2O (2 x 75 mL), dried over Na2SO4, filtered and concentrated. The residue is purified by flash chromatography (0- 50% EtOAc in heptane) to give 114-2.

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromo-2-methylbenzo[d]oxazole

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ABEYWARDANE, Asitha; BRUNETTE, Steven Richard; BURKE, Michael Jason; KIRRANE, Thomas Martin, Jr.; MAN, Chuk Chui; MARSHALL, Daniel Richard; PADYANA, Anil Kumar; RAZAVI, Hossein; SIBLEY, Robert; SMITH KEENAN, Lana Louise; SNOW, Roger John; SORCEK, Ronald John; TAKAHASHI, Hidenori; TAYLOR, Steven John; TURNER, Michael Robert; YOUNG, Erick Richard Roush; ZHANG, Qiang; ZHANG, Yunlong; ZINDELL, Renee M.; WO2014/14874; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

2-(Bromomethyl)benzo[d]oxazole, cas is 73101-74-3, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,73101-74-3

(Step A-1) 53.2 mg of sodium hydride (as a 60% w/w dispersion in mineral oil) were added to a solution of 200.0 mg of 4-acetamido-3-methylphenol in 10 ml of dimethylformamide cooled in an ice-water bath. The resulting mixture was stirred at the same temperature for 5 minutes, and then 307.9 mg of 2-bromomethylbenzoxazole ?prepared as described in Example 28(a) above! were added. The temperature of the resulting mixture was elevated to room temperature and the mixture was stirred for 30 minutes. At the end of this time, the temperature of the reaction mixture was elevated to 50 C. and the mixture was stirred for a further 1.5 hours. At the end of this time, a saturated aqueous ammonium chloride solution was added to the reaction mixture and the resulting mixture was extracted with ethyl acetate. The resulting extract was washed consecutively with water and a saturated aqueous sodium chloride solution and then dried over anhydrous sodium sulfate. The solvent was then removed by evaporation under reduced pressure to give a crude crystalline solid which was purified by column chromatography through silica gel using a 3:1 by volume mixture of ethyl acetate and hexane as the eluent, to give 218.5 mg (yield 61%) of the title compound as a solid having a melting point of 160 C. Nuclear Magnetic Resonance Spectrum, (200 MHz, CDCl3) delta ppm: 7.78-7.74 (1H, multiplet); 7.58-7.51 (2H, multiplet); 7.39-7.34 (1H, multiplet); 6.92-6.84 (3H, multiplet); 5.30 (2H, singlet); 2.24 (3H, singlet); 2.18 (3H, singlet).

As the rapid development of chemical substances, we look forward to future research findings about 73101-74-3

Reference£º
Patent; Sankyo Company, Limited; US5736487; (1998); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4570-41-6,Benzo[d]oxazol-2-amine,as a common compound, the synthetic route is as follows.,4570-41-6

Example 7 N-Benzooxazol-2-yl-3-cyclopentyl-2(R)-(3,4-dichloro-phenyl)-propionamide A solution of triphenylphosphine (274 mg, 1.04 mmol) in methylene chloride (6 mL) was cooled to 0¡ã C. and then treated with N-bromosuccinimide (211 mg, 1.18 mmol). The resulting brownish-purple mixture was stirred at 0¡ã C. for 5 min until the reaction mixture became homogeneous. The reaction mixture was then treated with 3-cyclopentyl-2(R)-(3,4-dichloro-phenyl)-propionic acid (prepared as in Example 3, 200 mg, 0.70 mmol). The reaction mixture was stirred at 0¡ã C. for 20 min and then allowed to warm to 25¡ã C. where it was stirred for 30 min. The reaction mixture was then treated with 2-aminobenzoxazole (140 mg, 1.04 mmol) and pyridine (0.17 mL, 2.09 mmol), and the reaction mixture was allowed to stir at 25¡ã C. for 20 h. The resulting reaction mixture was diluted with water (15 mL) and then extracted with methylene chloride (3*15 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Biotage chromatography (FLASH 40S, Silica, 80/20 hexanes/ethyl acetate) afforded N-benzooxazol-2-yl-3-cyclopentyl-2(R)-(3,4-dichloro-phenyl)-propionamide (234 mg, 83percent) as a light yellow foam: [alpha]23589=-33.1¡ã (c=0.169, chloroform); EI-HRMS m/e calcd for C21H20Cl2N2O2 (M+) 402.0902, found 402.0901.

4570-41-6 Benzo[d]oxazol-2-amine 20707, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; Corbett, Wendy Lea; Grimsby, Joseph Samuel; Haynes, Nancy-Ellen; Kester, Robert Francis; Mahaney, Paige Erin; Sarabu, Ramakanth; US2002/103199; (2002); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

6-Bromobenzo[d]oxazol-2(3H)-one, cas is 19932-85-5, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,19932-85-5

6-bromo-3H-1,3-benzoxazol-2-one (8A) (1.78g, 13 mmol) was dissolved in tetrahydrofuran (15 ml), and under N2 protection, a solution of 2M isopropyl magnesium chloride in tetrahydrofuran (7 mL, 14 mmol) were added at -10C. The temperature was raised to 0C, followed by reaction for 1 hour. A solution of n-butyllithium in tetrahydrofuran (21 ml, 52 mmol) was added at -25C, followed by reaction at -10C for 30 min. N,N-dimethylformamide (9.5 g, 130 mmol) was added at -10C, and the temperature was gradually raised to room temperature, followed by reaction for 0.5 hours. The reaction solution was poured into water (50 ml) containing 5 g citric acid, and was extracted by addition of ethyl acetate (50 ml). The aqueous phase was extracted with ethyl acetate (50 mL*1). The organic phases were combined. The organic phase was dried over anhydrous sodium sulfate and filtered.The filtrate was concentrated under reduced pressure, made into a slurry with 50% (v/v) ethyl acetate/petroleum ether, and purified by silica gel column chromatography (ethyl acetate/petroleum ether (v/v) = 0:1 to 1:4) to obtain the title compound 2-oxo-3H-1,3-benzoxazole-6-carbaldehyde (8B) as a white solid (1.60 g, yield 75.4%). 1H NMR (400 MHz, DMSO-d6) delta 12.16 (s, 1H), 9.92 (s, 1H), 7.78 (dd, 1H), 7.74 (d, 1H), 7.29 (d, 1H). LCMS m/z=164.1[M+1].

As the rapid development of chemical substances, we look forward to future research findings about 19932-85-5

Reference£º
Patent; Sichuan Haisco Pharmaceutical Co., Ltd.; WEI, Yonggang; QIU, Guanpeng; LEI, Bolin; LU, Yonghua; ZHENG, Suxin; EP3375781; (2018); A1;,
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: Potassium hydroxide (46 mmol), ethanol (25 mL) and water (10 mL) were added to a dried round-bottomed flask sequentially, followed by the dropwise addition of CS2 (25 mmol), after 15 min, (un)substituted 2-aminophenol (23 mmol) was added, then the resulting solution was heated to reflux for 4 h. The reaction solution was acidified to pH~4 with dilute hydrochloric acid and then poured into water, extracted with ethyl acetate, the organic phase was washed with brine, dried over anhydrous magnesium sulfate, concentrated under reduced pressure and the residue was purified via silica gel column chromatography to obtain the intermediate the (un)substituted 2-mercaptobenzoxazole as a yellow solid. Then, the (un)substituted 2-mercaptobenzoxazole (5.5 mmol) was refluxed in SOCl2 (15 mL) for 2 h, excessive SOCl2 was removed under reduced pressure to give (un)substituted 2-chlorobenzoxazole as a yellow solid which was used in next reaction without further purification. Finally, 60 % of NaH (1.0 mmol) was added into a solution of 3,3-dichloroallyloxyphe-noxy intermediates (1.0 mmol) in THF (5 mL), after 2 h, (un)substituted 2-chloro-benzoxazole (1.0 mmol) was added, the reaction mixture was stirred for another 5 h at room temperature. The reaction mixture was poured into water and extracted with ethyl acetate, the organic phase was washed with saturated sodium bicarbonate, brine, dried over anhydrous magnesium sulfate, concentrated and the residue was purified via silica gel column chromatography to afford the title compounds.

As the rapid development of chemical substances, we look forward to future research findings about 2382-96-9

Reference£º
Article; Guan, Aiying; Qin, Yukun; Wang, Junfeng; Li, Bin; Journal of Fluorine Chemistry; vol. 156; (2013); p. 120 – 123;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belong benzoxazole compound,7-Aminobenzo[d]oxazol-2(3H)-one,81282-60-2,Molecular formula: C7H6N2O2,mainly used in chemical industry, its synthesis route is as follows.,81282-60-2

Example 1g. Preparation of bifeprunox MESYLATE (crude) A solution of 128.9 g of 3-[[BIS (2-HYDROXYETHYL) amino] METHYL]-1, 1′-biphenyl in approximately 750 ml of methylethylketone prepared according to Example 1f was stirred under mild nitrogen purge. In a separate vessel 202 g of METHANESULFONIC anhydride was dissolved in in 600 ml of methylethylketone at 10-20C. To the solution OF 3-[[BIS (2-HYDROXYETHYL) amino] METHYL]-1, 1′-biphenyl in methylethylketone 212.8 g of triethylamine was added and 60 ml of methylethylketone. The solution of methanesulfonic anhydride was added in about 45-60 minutes to the 3- [ [BIS (2- hydroxyethyl) AMINO] METHYL]-1, 1 -BIPHENYL/TRIETHYLAMINE solution, while maintaining the temperature below 10C. 60 ml of methylethylketone was added and the mixture was stirred for another 15 minutes, followed by drop wise addition of 109.7 g of METHANESULFONIC acid and addition of 60 mi of methylethylketone in order to rinse the addition vessel. 71.3 g of 7-amino-2 (3H)-BENZOXAZOLONE, prepared according to Example 1E was suspended in 100 mi of methylethylketone and added to the reaction mixture followed by 60 ml of methylethylketone. The reaction mixture was heated to reflux and refluxed during 20-24 hours. After 20-24 hours of reflux 48 ml of water was added and the mixture was refluxed again for 1 hour. 420 ml of methylethylketone was added and 490 ml of methylethylketone/water was distilled of. This last step was rep eated three times. 46. 1 G of METHANESULPHONIC acid was added, the mixture was refluxed for an additional hour and cooled down to room temperature in 1 hour. The mixture was further cooled down to 0-5C and stirred at this temperature for another hour. The solid was filtered off and, washed twice with 75 ml of cold METHYLETHYLKETONE, and dried at 50C and 100 mbar under a gentle nitrogen stream till dry. Yield about 76%.

With the synthetic route has been constantly updated, we look forward to future research findings about 7-Aminobenzo[d]oxazol-2(3H)-one,belong benzoxazole compound

Reference£º
Patent; SOLVAY PHARMACEUTICALS B.V.; WO2005/16898; (2005); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 2-(Bromomethyl)benzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 73101-74-3, its synthesis route is as follows.,73101-74-3

EXAMPLE 5 Various compounds of the formula: STR10 as listed in the following Table 4 were prepared in substantially the same manner as in Examples 3 and 4. example 6 benzoxazole-2-methanesulfonyl chloride: To a solution of 3.0 g of 2-bromomethylbenzoxazole [prepared according to the procedures described in Belgian Pat. No. 624,463] in 40 ml of methanol was added a solution of 1.9 g of sodium sulfite in 40 ml of water. The mixture was heated with stirring at 60 C. for 6 hours and concentrated under reduced pressure to give crude sodium benzoxazole-2-methanesulfonate (4.5 g).

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

Reference£º
Patent; Dainippon Pharmaceutical Co., Ltd.; US4172896; (1979); A;,
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: 2(3H)-Benzoxazolones (1 mmol), acid chloride (3mmol), K2CO3 (3 mmol), and t-BuNBr (0.05 mmol) wererefluxed in a round-bottomed flask for 3 h. The progress ofthe reaction was monitored by thin layer chromatography(silica gel, hexane: ethyl acetate, 7: 3). The crude productwas washed with water.3-(Phenylcarbonyl)-1,3-benzoxazol-2(3H)-one (3)Yield: 0.23 g (98%); m.p. 130 C; Rf = 0.56, hexane:ethyl acetate, 7: 3); 1H-NMR (300 MHz, DMSO-d6): 7.88(d, 2H, J2,3 = 7.2 Hz, J5,6 = 7.2 Hz, H-2, H-6), 7.79 (br d,1H, H-1), 7.65 (t, 1H, J2,3 = 7.2 Hz, H-2), 7.53 (t, 2H, J3,5=7.6 Hz, J5,3 = 7.6 Hz, H-3, H-5`), 7.46 (brd, 1H, H-3), 7.32(t, 2H, J3,4 = 7.6 Hz, J4,3 = 7.6 Hz, H-3, H-4); EI MS m/z (%rel. abund.): 105 (100), 77 (79), 51 (3.28), 239 (M+, 4.65).Anal. Calcd. for C14H9NO3, C = 70.29, H = 3.79, N = 5.86,Found C = 70.23, H = 3.95, N = 9.22., 59-49-4

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

Reference£º
Article; Siddiqui, Nida I.; Versiani, Muhammad A.; Jawaid, Khurshid; Shafique, Maryam; Hameed, Abdul; Ambreen, Nida; Karim, Aneela; Khan, Khalid M.; Medicinal Chemistry; vol. 13; 4; (2017); p. 384 – 390;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem