Category: benzoxazole

924869-17-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.924869-17-0,Methyl benzo[d]oxazole-5-carboxylate,as a common compound, the synthetic route is as follows.

At 20 from Preparative Example 1The obtained methylbenzo [d] oxazole-5-carboxylate 354.1 mg (2.0 mmol) was dissolved in toluene (20 mL, 0.1 M)4-Bromophenol (380.6 mg, 2.2 mmol), Palladium acetate (Pd (OAc) 2, 4.5 mg, 1 mol%),Copper acetate monohydrate (Cu (OAc) 2 .H2O, 72.6 mg, 20 mol%),Tricyclohexylphosphine (PCy3, 280.4 mg, 50 mol%) And potassium carbonate (K2CO3, 552.8 mg, 4 mmol) were slowly added.The reaction mixture was reacted in a microwave at 160 C for 0.5 hour under a condition of 200W, The reaction was terminated by the addition of aqueous ammonium chloride solution, Ethyl acetate (10 mL) was extracted and extracted three times. After the water of the organic layer was removed with sodium sulfate,The solvent was concentrated with a vacuum distillation apparatus.The residue was purified by silica gel chromatography to give the title compoundMethyl 2- (4-hydroxyphenyl) benzo [d] oxazole-5-carboxylate(360.6 mg, 67%) was obtained

924869-17-0 Methyl benzo[d]oxazole-5-carboxylate 589828, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; Korea Institute of Science and Technology; Ham Jeong-yeop; Kim Tae-jeong; Park Yeong-tae; Kim Yeong-ju; Lee Jae-uk; Noh Tae-seop; Hwang Byeong-su; Kim Gyu-seon; (27 pag.)KR101792743; (2017); B1;,
Benzoxazole – Wikipedia
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4570-41-6,4570-41-6, Benzo[d]oxazol-2-amine is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 2N-Benzooxazol-2-yl-2-(4-methanesulfonyl-phenyl)-3-o-tolyl-propionamideTo a solution of 2-(4-methanesulfonylphenyl)-3-o-tolyl-propionic acid (prepared in example 1, 198 mg, 0.62 mmol) and 2-aminobenzoxazole (101 mg, 0.75 mmol) in CH2Cl2 (8 mL) was added DMAP (23 mg, 0.19 mmol) and EDC.HCl (144 mg, 0.75 mmol).The reaction mixture was stirred at room temperature overnight.Purification by chromatography (silica, 0.5-2.5percent methanol/CH2Cl2 gradient) afforded a white solid.The solid was taken up in CH2Cl2 and poured onto 0.1percent aqueous HCl and extracted 3 times with CH2Cl2 to remove the last trace of impurity.The organic layer was dried over Na2SO4 and concentrated in vacuo to afford N-benzooxazol-2-yl-2-(4-methanesulfonyl-phenyl)-3-tolylpropionamide (241 mg, 90percent) of a white solid: m.p. 105.7-108.9¡ã C., LC/MS-ESI observed [M+H]+ 435.

As the paragraph descriping shows that 4570-41-6 is playing an increasingly important role.

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Patent; Brotherton-Pleiss, Christine E.; Walker, Keith A. M.; US2012/149718; (2012); A1;,
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Name is 2-(Methylthio)benzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 13673-62-6, its synthesis route is as follows.,13673-62-6

(b) 6-Bromo-2-(methylthio)benzoxazole 2-(Methylthio)benzoxazole (5.8 g, see (a) above) was dissolved in chloroform (75 ml) and a solution of bromine (6.0 g) in chloroform (30 ml) was added dropwise, with stirring, over a period of 45 minutes. The mixture was allowed to stand overnight at room temperature and the solvent removed by distillation under reduced pressure to give a brown oil. The oil was washed with aqueous sodium metabisulfite and crystallized from ethanol/water to give the title compound as pink platelets (2.0 g), mp 95-96 C.

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

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Patent; ICI Australia Limited; US4314065; (1982); A;,
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Benzoxazole | C7H5NO – PubChem

64037-15-6, 5-Methyl-2-aminobenzoxazol is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

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Patent; Xu, Guoyou; Gai, Yonghua; Wang, Guoqlang; Or, Yat Sun; Wang, Zhe; US2007/207972; (2007); A1;,
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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

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. 1H NMR indicated the product was clean albeit contained ca. 8-9% starting material meaning the true yield of product was 26.72 g, 84%.

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

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Patent; AVENTIS PHARMACEUTICALS INC.; US2008/138413; (2008); A1;,
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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

1.34 g (10 mmol) benzo [d] oxazol-2-amine and3.07 g (10 mmol) of 1- (2,2-dibromovinyl) -2-nitrobenzene was dissolved in80 mL of dimethylformamide (DMF)Then stirred at a temperature of 120 ¡ã C for about 12 hours.The resulting reaction solution was cooled to room temperature.The organic layer was then extracted three times with 30 mL of water and 30 mL of ethyl acetate.The collected organic layer was dried with magnesium sulfate and the solvent was evaporated.The resulting residue was separated and purified by silica gel column chromatography, thereby completing the preparation of 1.87 g (75percent) of the intermediate I-1.

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

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Patent; Sanxing Display Co., Ltd.; Po Junhe; Jin Rongguo; Shen Wenji; Li Xiaorong; Zheng Enzai; Huang Xihuan; (110 pag.)CN107522719; (2017); A;,
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

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.

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

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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

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

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.

With the complex challenges of chemical substances, we look forward to future research findings about 59-49-4,belong benzoxazole compound

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Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2007/98418; (2007); A1;,
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22876-19-3, 5-Chlorobenzo[d]oxazole-2(3H)-thione is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

22876-19-3, Step 6) Synthesis of 2, 5-dichlorobenzo [d] oxazoleA mixture of 5-chlorobenzo [d] oxazole-2-thiol (3.01 g, 16.22 mmol) , sulfoxide chloride (20 mL, 272.6 mmol) and N, N-dimethylformamide (0.10 mL, 1.3 mmol) was heated to reflux and stirred for 3 hours The reaction mixture was cooled and the solvent was removed in vacuo. The resulting product was used directly in the next step.

The synthetic route of 22876-19-3 has been constantly updated, and we look forward to future research findings.

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Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; ZHANG, Ji; (90 pag.)WO2017/88759; (2017); A1;,
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Benzoxazole | C7H5NO – PubChem

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

General procedure: A 25 mL two-neck round-bottomed flask was charged with 2-aminobenzothiazole (1a, 180 mg,1.2 mmol), methyl acetoacetate (2a, 108 muL, 1.0 mmol), in 3 mL of CBrCl3/MeCN 1:9 (v/v) solvent mixture. KOt-Bu(224 mg, 2.0 mmol) was added slowly at room temperature and the reaction mixture was stirred under reflux for 16 h. Upon completion, the reaction mixture was diluted with 30 mL of ethyl acetate, filtered through a short pad of silica gel and washed down with an additional 60 mL ethyl acetate. The filtrate was washed with distilled water (3 ¡Á 30 mL) and the organic phase was dried with anhydrous Na2SO4. After filtration,the solvent was removed by rotary evaporation and the residue was purified by column chromatography using hexane and ethyl acetate (v/v = 8:1) as eluent to afford 3a with 84percentyield.

With the complex challenges of chemical substances, we look forward to future research findings about Benzo[d]oxazol-2-amine

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Article; Roslan, Irwan Iskandar; Ng, Kian-Hong; Chuah, Gaik-Khuan; Jaenicke, Stephan; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 2739 – 2750;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem