Tag: M.W:100-200

7-Aminobenzo[d]oxazol-2(3H)-one, cas is 81282-60-2, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,81282-60-2

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 10-20 C. 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 10 C. 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 ml 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 ml 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 repeated 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 0-5 C. 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 50 C. and 100 mbar under a gentle nitrogen stream till dry. Yield about 76%.

As the rapid development of chemical substances, we look forward to future research findings about 81282-60-2

Reference£º
Patent; Eijgendaal, Irene; Klein, Gerrit; Terhorst-Van Amstel, Maria J.L.; Zwier, Klaas; Bruins, Nico; Rigter, Hendrikus T.; Gout, Erik; US2006/40932; (2006); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.864274-04-4,2-Methylbenzo[d]oxazole-6-carbaldehyde,as a common compound, the synthetic route is as follows.

864274-04-4, Example 61; 2-(2-Fluoro-phenylimino)-5-(2-methyl-benzooxazol-6-yl-methvlene)-thiazolidin-4-one; To the solution of 2-(2, 6-difluoro-phenylimino)-thiazolidin-4-one (105 mg, 0.5 mmol) in ethanol (5 mL) was added 2-methyl-benzooxazole-6-carbaldehyde (80 mg, 0. 5 mmol, 1 eq) followed by piperidine (0.1 mL). The reaction mixture was refluxed for 48 hours and diethyl ether (3 mL) was added. Solid was filtered to give 58 mg (33 percent yield) of pure 2-(2-fluoro-phenylimino)-5-(2-methyl-benzooxazol-6-yl-methylene)-thiazolidin-4-one. LC MS (m/e) = 354.2 (MH+). Rt = 2.11 min.

As the paragraph descriping shows that 864274-04-4 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/82901; (2005); A1;,
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5-Bromobenzo[d]oxazole, cas is 132244-31-6, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,132244-31-6

5-bromobenzoxazole (1 g, 5.05 mmol),Boronic acid pinacol ester (1.54g, 6.06mmol),Potassium acetate (1.49 g, 15.15 mmol)And Pd(dppf)Cl2 (184.76 mg, 0.25 mmol)Add the flasks one by one,Under the protection of nitrogen,Dioxane was used as a solvent and stirred at 100 C for 8 h.After cooling to room temperature,Evaporate the solvent under reduced pressure.Column-chromatography separated 1.03 g of a white powder.The yield was 83.4%.

With the rapid development of chemical substances, we look forward to future research findings about 5-Bromobenzo[d]oxazole

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Patent; Sichuan University; Li Linli; Sun Qizheng; Lin Guifeng; Jin Qianting; (94 pag.)CN108503634; (2018); A;,
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Name is Benzo[d]oxazol-6-amine, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 177492-52-3, its synthesis route is as follows.,177492-52-3

General procedure: Procedure A: The isothiocyanate compound (1 equiv) was added to the solution of amine (1 equiv) in 5 ml of a mixture of dichloromethane and acetonitrile (1:1, v/v). The mixture was cooled to 0C. Then, triethylamine (2 equiv) was added gradually. The mixture was stirred at 0C for 15 min, after which stirring was continued at room temperature for 2-10 h. The reaction mixture was concentrated, extracted with dichloromethane, and washed with brine.The organic layer was dried over MgSO4 and purified by column chromatography (MeOH/CH2Cl2) or by preparative TLC (MeOH/CH2Cl2) to afford the desired product.

With the complex challenges of chemical substances, we look forward to future research findings about Benzo[d]oxazol-6-amine

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Article; Lee, Jeewoo; Tran, Phuong-Thao; Hoang, Van-Hai; Thorat, Shivaji A.; Kim, Sung Eun; Ann, Jihyae; Chang, Yu Jin; Nam, Dong Woo; Song, Hyundong; Mook-Jung, Inhee; Lee, Jiyoun; Bioorganic and Medicinal Chemistry; vol. 21; 13; (2013); p. 3821 – 3830;,
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As a common heterocyclic compound, it belong benzoxazole compound,Benzo[d]oxazol-6-amine,177492-52-3,Molecular formula: C7H6N2O,mainly used in chemical industry, its synthesis route is as follows.,177492-52-3

General procedure: A mixture of the appropriate amine (1M-3M, 2 mmol) and the appropriate aldehyde (2.2 mmol) in ethanol (10 mL) was stirred at room temperature for 8 h.

With the synthetic route has been constantly updated, we look forward to future research findings about Benzo[d]oxazol-6-amine,belong benzoxazole compound

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Article; Zhang, Da-Jun; Sun, Wen-Fang; Zhong, Zhao-Jin; Gao, Rong-Mei; Yi, Hong; Li, Yu-Huan; Peng, Zong-Gen; Li, Zhuo-Rong; Molecules; vol. 19; 1; (2014); p. 925 – 939;,
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5-Fluorobenzo[d]oxazole-2-thiol, cas is 13451-78-0, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,13451-78-0

Step 2 The 2-mercapto-5-fluorobenzoxazole (2.0 g, 11.8 mmol) is slurried into POCl3 (9.7 mL, 104 mmol). The slurry is treated with PCl5 (3.0 g, 14.2 mmol) and 5.0 mL of anhydrous CH2 Cl2. The mixture is stirred at room temperature for 5.5 hours. After this time excess POCl3 is removed under reduced pressure. The residue is treated with saturated aqueous NaHCO3 and the mixture is poured into a separatory funnel. The mixture is extracted with EtOAc and the combined extracts are washed with brine and dried over anhydrous Na2 SO4. Filtration and concentration gives 1.76 g of 2-chloro-5-fluorobenzoxazole as a waxy solid. The crude chloride is used in the piperazine displacement reaction.

With the rapid development of chemical substances, we look forward to future research findings about 5-Fluorobenzo[d]oxazole-2-thiol

Reference£º
Patent; Pharmacia & Upjohn Company; US5736545; (1998); A;,
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As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Bromobenzo[d]oxazole, and cas is 132244-31-6, its synthesis route is as follows.,132244-31-6

General procedure: To an oven dried 25 mL round bottom flask, palladium complex (7 mg, 3 mol %), cesium carbonate (325 mg, 1 mmol), silver(I) oxide (229 mg, 1 mmol) and azole substrate (0.5 mmol) in 2 mL DMF, under air, were added. Phenyl acetylene substrate (1 mmol) in DMF (2 mL) was added to the reaction vessel slowly by dropping funnel over 2 h while stirring the reaction mixture on preheated oil bath at 85 C. The reaction was allowed to stir for 6 h at the same temperature. The reaction mixture was diluted with EtOAc then filtered through filter paper. The filtrate was quenched with Ice coldwater and then, aqueous layer was extracted with EtOAc. The organic phase was washed with NaCl (satd aq), dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography.

132244-31-6 is used more and more widely, we look forward to future research findings about 5-Bromobenzo[d]oxazole

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Article; Parsharamulu, Thupakula; Vishnuvardhan Reddy, Police; Likhar, Pravin R.; Lakshmi Kantam, Mannepalli; Tetrahedron; vol. 71; 13; (2015); p. 1975 – 1981;,
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Name is 5-Fluoro-2-methylbenzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 701-16-6, its synthesis route is as follows.,701-16-6

Reference Example 42-1 (E)-2-(5-fluorobenzo[d]oxazol-2-yl)-N,N-dimethylethen-1-amine 5-Fluoro-2-methylbenzo[d]oxazole (2.00 g, 13 mmol) and N,N-dimethylformamide dimethyl acetal (3.5 mL, 26 mmol) were dissolved in DMF (13 mL), and the solution was stirred for 23 hours at 125C. The reaction liquid was left to cool to room temperature, and the solvent was distilled off under reduced pressure. A residue thus obtained was purified by silica gel column chromatography (hexane:ethyl acetate) (concentration gradient: 28% to 49%), and the title compound (brown crystals, 2.29 g, 84%) was obtained. 1H NMR(CDCl3, 400MHz):delta=2.98(s, 6H),5.03(d, 1H, J=13Hz),6.81(ddd, 1 H, J=3,9,9Hz),7.14(dd, 1H, J=3,9Hz),7.21(dd, 1H, J=4,9Hz),7.56(d , 1H, J=13Hz).

With the complex challenges of chemical substances, we look forward to future research findings about 5-Fluoro-2-methylbenzo[d]oxazole

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Patent; Nippon Chemiphar Co., Ltd.; Kinki University; TANAKA Hiroto; OOI Isao; MOGI Yuzo; HIROSE Masaaki; ENDO Tsuyoshi; OGAWA Toru; KAWABATA Atsufumi; (171 pag.)EP3404021; (2018); A1;,
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59-49-4, 2-Benzoxazolinone is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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., 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; WO2009/23844; (2009); A2;,
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5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one, cas is 3889-13-2, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,3889-13-2

General procedure: To a stirred suspension of benzo [d]oxazol-2(3H)-ones, anhydrousK2CO3 (1.2 mmol) was added in the dry DMF solvent for20 min at 60 C. Then chloroacetylated 3a-3e (1.3 mmol) and TBAI(0.1 mmol) were added simultaneously. The reaction was stirredand heated for 5 h. After completion, the mixture was extractedwith DCM/H2O three times. The combined organic layers werewashed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purifiedby silica gel column chromatography eluting with DCM/Methanol (20:1e10:1) to afford compounds D01-D08.

3889-13-2 is used more and more widely, we look forward to future research findings about 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one

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);,
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