Category: 59-49-4

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.

2j: 3-(3-Chloro-propyl)-3H-benzoxazol-2-one Sodium hydride (60% in oil dispersion) (155 mmol) was washed with diethyl ether under an argon atmosphere, then suspended in DMF (75 mL). 3H-Benzoxazol-2-one (148 mmol) was dissolved in DMF (150 mL) and added drop wise to the slurry. After stirring for ca. 30 min. the mixture was homogenous and was then cooled to -5 C on an acetone-ice bath. 1-Bromo- 3-chloropropane (296 mmol) was dissolved in DMF (50 mL) and added drop wise to the cold solution. The reaction mixture was allowed to come to room temperature and stirring was continued for 18h. Poured into H2O, the aqueous phase was extracted x3 with ethyl acetate.The combined organic fractions were washed x2 with NH4Cl (aq., sat.) dried on MgSO4 and the solvent was removed by evaporation to yield an oil which solidified on standing. The obtained solid was washed with diethyl ether and dried in vacuo. The product was udes without further purification.Yield = 54%1H NMR (D6-DMSO): 2.16 (qui, 2H); 3.71 (t, 2H); 3.96 (t, 2H); 7.14 (t, IH); 7.24 (t, IH);7.29-7.36 (2H)., 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; H. LUNDBECK A/S; WO2009/106534; (2009); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

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.

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Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2009/23844; (2009); A2;,
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.

Intermediate 6: 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 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¡Á20 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

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

Reference£º
Patent; Memory Pharmaceuticals Corporation; US2010/16297; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

The benzoxazole compound, name is 2-Benzoxazolinone,cas is 59-49-4, mainly used in chemical industry, its synthesis route is as follows.,59-49-4

Step 1: To a solution of benzoxazolinone (20 g, 0.148 mol) in 220 mL glacial acetic acid was added N-bromosuccinimide (NBS, 26.36 g, 0.148 mol), and the reaction mixture was stirred at room temperature for 63 hours before pouring into 1500 mL water. The precipitated product was washed thoroughly with water upon collection and recrystallized from EtOH to give 6-bromo-3H-benzoxazol-2-one (9) (25.09 g, 79%): Theory: C, 39.28; H, 1.88; N, 6.54; Br, 37.33. Found: C, 39.36; H, 2.02; N, 6.36; Br, 37.43. MP 192-194 C.

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

Reference£º
Patent; Kornberg, Brian Edward; Lewthwaite, Russell Andrew; Manning, David; Nikam, Sham Shridhar; Scott, Ian Leslie; US2003/18021; (2003); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

General procedure: To a solution of 4a or 4b (1mol equiv.) in anhydrous THF was added TEA (3mol equiv.). The mixture was added drop wise the solution of acyl chlorides (1.1mol equiv.) in anhydrous THF at 0C and stirred at 70C for 6h. The water was added to quench the reaction. The mitxure was extracted with ethyl acetate to afford the crude product that was purified by flash column chromatography on silica gel to yield the target products.

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Article; Zou, Yi; Wang, Yan; Wang, Fang; Luo, Minghao; Li, Yuezhen; Liu, Wen; Huang, Zhangjian; Zhang, Yihua; Guo, Wenjie; Xu, Qiang; Lai, Yisheng; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 199 – 211;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

Preparation of 6-Bromo-3H-benzoxazol-2-one. To a stirred suspension of 3H-benzoxazol-2-one (1.35 g, 10 mmol) in acetonitrile (23 ML) at -15 C. was added portionwise NBS (2.00 g, 11.0 mmol).Following complete addition of NBS the mixture was stirred at -15 to 0 C. for 3 h then allowed to warm to ambient temperature and stirred overnight.The solvent was evaporated in vacuo and the residue was partitioned between CH2Cl2/H2O precipitating the intermediate title compound, 6-bromo-3H-benzoxazol-2-one, (0.67 g, 31%) as a brown solid. 1HNMR(CDCl3) delta 7.0 (1H, d), 7.15 (1H.,d), 7.3 (1H, s), 11.9 (1H, s).

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

Reference£º
Patent; Bender, David Michael; Forman, Scott Louis; Jones, Winton Dennis; Smith, Daryl Lynn; Zarrinmayeh, Hamideh; Zimmerman, Dennis Michael; US2003/225127; (2003); 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

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

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

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

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

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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

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

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

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

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.; US2002/55631; (2002); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

General procedure: Intermediates 10-17 were prepared following literature methods [49] with slight modifications. 2-Benzoxazolone 8 or 2-benzothiazolone 9 (7.4mmol), appropriate 1-omega-dibromoalkane (8mmol), potassium carbonate (8mmol) and acetone (10mL) were refluxed for 4h and then allowed to stand at room temperature. The mixture was filtered to eliminate inorganic material and then evaporated under reduced pressure to obtain a residue, which was taken up in water. The solution was extracted with dichloromethane (3¡Á50 mL) and the combined extracts were washed with water, dried, and evaporated. The residue was triturated twice with light petroleum ether 40-60C to give intermediates 10-17 that were used without further purification in the subsequent steps. Analytical and spectral data are reported only for unknown compounds 13 and 17.

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Reference£º
Article; Salerno, Loredana; Pittala, Valeria; Modica, Maria N.; Siracusa, Maria A.; Intagliata, Sebastiano; Cagnotto, Alfredo; Salmona, Mario; Kurczab, Rafa?; Bojarski, Andrzej J.; Romeo, Giuseppe; European Journal of Medicinal Chemistry; vol. 85; (2014); p. 716 – 726;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem