Category: 59-49-4

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

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.

As the rapid development of chemical substances, we look forward to future research findings about 59-49-4

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

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

Sodium hydride (7.00 mmol) was added to a chilled (0 C.) 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 rt. The reaction mixture was diluted with ethanol (10 mL) and the mixture was concentrated. The residue was diluted with water (50 mL) and was extracted with dichloromethane (3*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.

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

Reference£º
Patent; Memory Pharmaceuticals Corporation; US2010/22581; (2010); 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.

Example 251A 6-bromo-1,3-benzoxazol-2(3H)-one A mixture of 2-benzoxazolinone (3.00 g, 22.2 mmol), 1,3-dibromo-5,5-dimethylhydantoin (3.49 g, 12.2 mmol), and trifluoromethanesulfonic acid (5.00 g, 33.3 mmol) in dichloromethane (100 mL) at room temperature was protected from light, stirred for 1 hour, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 50% ethyl acetate/hexanes to provide the desired product., 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; Augeri, David J.; Baumeister, Steven A.; Bruncko, Milan; Dickman, Daniel A.; Ding, Hong; Dinges, Jurgen; Fesik, Stephen W.; Hajduk, Philip J.; Kunzer, Aaron R.; McClellan, William; Nettesheim, David G.; Oost, Thorsten; Petros, Andrew M.; Rosenberg, Saul H.; Shen, Wang; Thomas, Sheela A.; Wang, Xilu; Wendt, Michael D.; US2002/86887; (2002); 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

Intermediate 33: Synthesis of 3-methyl-2-oxo-2,3-dihydrobenzo[d]oxazoIe-6-sulfonyl chloride.NaH , MeI HSOXI 1. Synthesis of 3-methylbenzo[dloxazol-2 (3H)-one.Sodium hydride (7.00 mmol) was added to a chilled (0 C) 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 rt. 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

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

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; SCHUMACHER, Richard, A.; TEHIM, Ashok; XIE, Wenge; WO2010/24980; (2010); 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

To a mixture of 3H-benzooxazol-2-one (20 g, 0.15 mol) in DCM (500 mL) was added bromine (8.34 mL, 0.16 mol). After stirring at room temperature for 19.5 h, the orange precipitate that had formed was filtered off and washed with DCM until the orange color was washed out. The filtrate was concentrated to approximately 33% of its original volume and filtered and washed as before. The combined solids weighed 28.36 g and contained ca. 8-9% starting material., 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; AVENTIS PHARMACEUTICALS INC.; WO2006/86705; (2006); 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

K2CO3(9.2 g, 66.6 mmol) and 1,4-dibromobutane (21.0 mL, 177.6 mmol) were added, under stirring, to a solution of benzo[d]oxazol-2(3H)-one (3.0 g, 22.2 mmol) in anhydrous DMF (30 mL). The reaction mixture was heated at 60 C for 3 h. After cooling, the reaction mixture was poured into 100 mL water and extracted with ethyl acetate (3 x 70 mL). The combined organic layers were washed with saturated aqueous NaCl and dried over sodium sulfate. The solvent was removed in vacuo, and the residue was purified by flash column chromatography (SiO2) using hexane/ethyl acetate (8:2) as eluent to give 3.6 g (62%) of 2e as a white solid.

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

Reference£º
Article; Abdelazeem, Ahmed H.; Khan, Shabana I.; White, Stephen W.; Sufka, Kenneth J.; McCurdy, Christopher R.; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3248 – 3259;,
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.

70% Nitric acid (50?mL, 0.80?mol) was cooled to 0?C and 3H-1,3-benzoxazol-2-one (5.00?g, 37?mmol) was added. The reaction mixture was stirred at rt for 4?h and then poured in ice.The resulting precipitate was collected by filtration, washed with water and dried to give a pink solid (5.80?g, 32.5?mmol, 87%). Mp?>?250?C. 1H NMR (300?MHz, DMSOd6): delta 12.41 (s, 1H), 8.20 (d, J?=?2.2?Hz, 1H), 8.13 (dd, J?=?8.6?Hz, J?=?2.2?Hz, 1H), 7.28 (d, J?=?8.6?Hz, 1H).13C NMR (300?MHz, DMSOd6): delta 154.7, 143.2, 142.5, 137.2, 121.2, 109.8, 105.8. LCMS m/z calc for [M?-?H]+: 179.0, found: 179.0., 59-49-4

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

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

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.

A reactor was charged with l,3-benzoxazol-2(3H)-one (309 mg) and a 2.5M solution of sodium hydroxide (1.5 g) in water (15 ml). The reactor heated to 100 C and held for 16 hours. The reaction mixture was cooled to ambient temperature then acidified to pH 1 with concentrated hydrochloric acid. The organics were then extracted with ethyl acetate (20 ml). The aqueous phase was basified with 10% aqueous sodium bicarbonate solution to pH 9 and then the organics were extracted with ethyl acetate (3 x 20 ml). The combined organic phase was dried (MgS04), filtered and reduced to an oil by rotary evaporation. This was purified by flash chromatography, eluting with n-hexane and ethyl acetate.Appropriate fractions were collected for the product peak and were reduced by rotary evaporation to obtain the desired product as orange oil (180 mg, 72%). The structure was confirmed as 2-aminophenol by 1H NMR, 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; NEDERLANDSE ORGANISATIE VOOR TOEGEPAST-NATUURWETENSCHAPPELIJK ONDERZOEK TNO; CROCKATT, Marc; URBANUS, Jan Harm; KONST, Paul Mathijs; DE KONING, Martijn Constantijn; (58 pag.)WO2016/114668; (2016); 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

6-chloro-3-methylbenzo[d]oxazol-2(3H)-one (S8). 60% sodium hydride (1.44 g, 36 mmol) wasadded to a solution of benzoxindolidinone (3.38 g, 25 mmol) in THF (20 mL) at 0 C, and stirredat 0 C for 30 minutes. Iodomethane (2.30 mL, 37.5 mmol) was added dropwise and stirred at room temperature for 9 hours. The reaction mixture was diluted with ethanol and concentrated.The residue was diluted with water and extracted with dichloromethane. The organic layers werecombined, dried over sodium sulfate, filtered, and concentrated. The product was purified bycolumn chromatography eluting with 25% ethyl acetate/hexanes to yield S8 (1.62 g, 43%) as anoff white solid.Rf: 0.25 (25% ethyl acetate/hexanes)1H NMR (400 MHz, CDCl3): delta = 7.22 – 7.17 (m, 2H), 7.15 – 7.09 (m, 1H), 6.98 – 6.95 (m, 1H),3.41 (s, 3H)13C NMR (101 MHz, CDCl3): delta = 154.9, 142.8, 131.9, 124.0, 122.6, 110.1, 108.2, 28.2

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

Reference£º
Article; Fosu, Stacy C.; Hambira, Chido M.; Chen, Andrew D.; Fuchs, James R.; Nagib, David A.; Chem; vol. 5; 2; (2019); p. 417 – 428;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

General procedure: The resulting benzoxazolone (1 equiv.), 2-dibromobutane (1.5 equiv) and potassium carbonate (1.5 equiv.) were suspended in anhydrous DMF and stirred at ambient temperature and under a nitrogen atmosphere for 8 h. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel chromatograph. See title compounds for characterisation.

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

Reference£º
Article; Tieu, William; Jarrad, Angie M.; Paparella, Ashleigh S.; Keeling, Kelly A.; Soares Da Costa, Tatiana P.; Wallace, John C.; Booker, Grant W.; Polyak, Steven W.; Abell, Andrew D.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 19; (2014); p. 4689 – 4693;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem