Day: March 18, 2021

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.

To benzoxalinone (1.35 g, 1.00 mmol) in water (20 mL) was added NaOH (0.500 g, 1.25 mmol)and the mixture was stirred at room temperature until it became homogeneous. Dimethyl sulfate (1.51 g,1.20 mmol) was added dropwise to the mixture, and the reaction mixture was stirred rapidly at roomtemperature until precipitation was observed. Then, the reaction mixture was stirred for additional 2 h.The reaction mixture was neutralized with 1 M HCl, and the precipitate was collected by filtration anddried over P2O5 under vacuum to afford 2 as a light brown solid (1.162 g, 78%): 1H NMR (300 MHz,CDCl3) delta 7.34 – 7.07 (m, 3H), 6.99 (d, J = 7.3 Hz, 1H), 3.43 (s, 3H). The data were consistent withliterature values.

59-49-4, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,59-49-4 ,2-Benzoxazolinone, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Zhou, Yuchen; McGillick, Brian E.; Teng, Yu-Han Gary; Haranahalli, Krupanandan; Ojima, Iwao; Swaminathan, Subramanyam; Rizzo, Robert C.; Bioorganic and Medicinal Chemistry; vol. 24; 20; (2016); p. 4875 – 4889;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

4570-41-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Benzo[d]oxazol-2-amine, cas is 4570-41-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Example P (0342) 4-((Benzo[d]oxazol-2-yl(5-fluoropyridin-2-yl)amino)methyl)-N- (0343) 2-Bromo-5-fluoropyridine (1 ) (1.0g, 5.71 mmol), benzo[d]oxazol-2-amine (2) (766mg, 5.71 mmol), Xantphos (0.33g, 0.57mmol) and Cs2C03 (2.79g, 8.56mmol) were combined in dry 1 ,4-dioxane (15mL). The reaction mixture was degassed with N2(g) and placed under vacuum for 10min. Pd2(dba)3 (0.261 g, 0.28mmol) was then added and the resulting reaction mixture was heated at 90¡ãC for 30h. It was then poured onto demineralised water (200ml_) and extracted with EtOAc (3 x 100ml_). The organic phases were combined, dried over Na2S04, filtered and subsequently concentrated in vacuo. The resulting residue was purified by flash chromatography with EtOAc/Hexane (1 :1) to provide N-(5-fluoropyridin-2-yl)benzo[d]oxazol-2-amine (3) as a yellow solid (0.6g, 46percent). (0344) LCMS (ES): Found 230.1 [M+H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Benzo[d]oxazol-2-amine, 4570-41-6

Reference£º
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; WHALE, Andrew David; COLMAN, Lucy Mary; ROGERS, Helen Louise; (117 pag.)WO2017/208032; (2017); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Bromo-2-ethylbenzo[d]oxazole, and cas is 938458-80-1, its synthesis route is as follows.

The intermediate 12 22.0 g (97.3 mmol), Bis(pinacolato)diboron 49.4 g (194.6 mmol), Pd(dppf)Cl2.CH2Cl2 3.97 g (4.87 mmol), potassium acetate (KOAc) 19.0 g (291.9 mmol), and dioxane 486 mL were input into a one-neck 500 mL flask to obtain a mixture. Then, the mixture was refluxed and stirred at 100 C. for 12 hours. After completion of the reaction, the reaction product was subjected to distillation under reduced pressure to remove the solvent from the reaction product. A thus-resulting solid was dissolved in dichloromethane, and filtered using Celite, and washed with dichloromethane. A thus-resulting product was crystallized using hexane, to obtain a solid compound (intermediate 13) 18.0 g (yield: 67.7%).

938458-80-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,938458-80-1 ,5-Bromo-2-ethylbenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; LG Display Co., Ltd.; Ryu, Daewon; Kim, Dohan; Kang, Hyeseung; HAN, Sang Bae; Moon, Seong-Shik; KIM, Kyousic; (211 pag.)US2020/10460; (2020); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Benzo[d]oxazol-6-amine, and cas is 177492-52-3, its synthesis route is as follows.

5-(benzyloxy)-4-chloro-6-p-tolylpyrimidine (50 mg, 0.161 mmol) was dissolved in PhMe, to this was added benzo[d]oxazol-6-amine (23.7 mg, 1.1 eq), Pd(dba)2 (4.6 mg, 0.05 eq), t-BuONa (31 mg, 2 eq), and (+/-)-BINAP (15 mg, 0.15 eq). The mixture was degassed and heated at 115C overnight. The mixture was cooled to room temperature, diluted with EtOAc and washed with H2O. Preparative TLC gave 17 mg of the title compound.

177492-52-3, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,177492-52-3 ,Benzo[d]oxazol-6-amine, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; SCHERING CORPORATION; CHELLIAH, Mariappan, V.; CHACKALAMANNIL, Samuel; GREENLEE, William, J.; EAGEN, Keith, A.; GUO, Zhuyan; CLASBY, Martin, C.; XIA, Yan; JAYNE, Charles, L.; DWYER, Michael; KEERTIKAR, Kartik, M.; CHAN, Tin-Yau; WANG, Li; WO2011/17296; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

22876-19-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 5-Chlorobenzo[d]oxazole-2(3H)-thione, cas is 22876-19-3,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

2-mercapto-5-chlorobenzoxazole (100 g, 0.54 mol) and 1200 ml of dichloromethane were added to a 3 L four-necked reaction flask, Stir, Oxalyl chloride (102.6 g, 0.81 mol) was added, After adding DMF 395 ml, Room temperature reaction for 30 minutes, Triethylamine (192 g, 1.89 mol) with 1- (tert-butyl carbamate)Ethylenediamine (103.7 g, 0.65 mol), Room temperature reaction for 1 hour. Add water 1200ml, Separate the organic layer, Dried under reduced pressure to obtain a solid-liquid mixture, Purification with acetonitrile / water gave a yellow solid 110 g, yield 65.5%

The chemical industry reduces the impact on the environment during synthesis,22876-19-3,5-Chlorobenzo[d]oxazole-2(3H)-thione,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Tianjin Pharmaceutical Institute Co., Ltd.; Kang Jiangpeng; Pan Yi; Chen Wei; Su Mujun; Fang Simeng; Tao Yong; (7 pag.)CN106632121; (2017); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

2382-96-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Benzo[d]oxazole-2-thiol, cas is 2382-96-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Example 1: Preparation of a benzoxazole sulfonamide compound A benzoxazole sulfonamide represented by compound c-6 in the below provided Scheme C, can be prepared as follows. The intermediate c-2 was prepared by adding 2-MERCAPTOBENZOXAZOLE (C-1 which is equal to compound of formula (1) above) (1200 g; 7.94 mol) to 8500 ml ethylacetate in a 20 L flask. Then 1420 g (10.29 mol) potassium carbonate was added at rt. iodomethane (1243 g; 8.76 mol) was added dropwise to this reaction mixture maintaining the internal temperature below 40C. This mixture was stirred for 24 hours while the internal temperature decreased to 20C. The reaction mixture was then treated with 4000 ml water and 138 G NH40H at rt for about 20 minutes. The organic layer was separated and filtered. The aqueous phase was extracted with 1200 ml ethylacetate. The organic layers were collected and washed with 1500 ml water. The organic phase was evaporated under reduced pressure until a final volume of about 2000ML. Magnesium sulphate was added and the mixture was filtered. The filtrate was evaporated under reduced pressure yielding 1288 g of the intermediate c-2 (98 % yield /HPLC purity 99.6 %).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Benzo[d]oxazole-2-thiol, 2382-96-9

Reference£º
Patent; TIBOTEC PHARMACEUTICALS LTD.; WO2005/30739; (2005); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

5676-60-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2-Methylbenzo[d]oxazol-6-amine, cas is 5676-60-8,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

The synthetic route for 1 was outlined in Scheme 1, and the detailed procedures were presented as follows: (a) To a solution of 2-amino-5-nitrophenol (7.70g, 50.0mmol) and pyridine (3.96g, 50.0mmol) in dry xylene (150mL) at 0C was added dropwise acetyl chloride (4.32g, 55.0mmol). The solution was stirred at ambient temperature for 2h. To above solution was added p-toluenesulfonic acid (1.72g, 10.0mmol), the solution was refluxed till no water was discharged. After cooling to room temperature, the solution was washed with water (100mL¡Á3) and a saturated solution of NaCl (50.0mL), respectively. The organic solution was collected and dried over Na2SO4, after evaporation of the solvent, the crude 2-methyl-6-nitrobenzoxazole (pale solid, 8.80g, 95% yield) was obtained for next step without purification. (b) To a solution of 13 2-methyl-6-nitrobenzoxazole (3.92g, 22.0mmol) in 14 methanol (60.0mL) at 70C was added 15 NH4Cl (11.77g, 220mmol) in 16 H2O (40.0mL) and Fe (4.48g, 80.0mmol). The mixture solution was stirred at 70C for 4h till the starting material disappeared (TLC detection). The mixture solution was cooled to ambient temperature and filtered, the solution was extracted with ethyl acetate (30.0mL¡Á3). The combined organic solution was dried over Na2SO4, after evaporation of the solvent, the crude 17 2-methylbenzoxazol-6-amine (2.77g, 85% yield) was obtained for next step reaction without purification. (c) To a solution of 2-methylbenzoxazol-6-amine (2.66g, 18.0mmol) in methanol (30.0mL) was added 18 formaldehyde (37%, 12mL, 144mmol) and 19 NaBH3CN (2.27g, 36.0mmol). The solution was stirred at ambient temperature for 36h till the starting material disappeared (TLC detection). The solution was poured into H2O (30.0mL), and the mixture solution was extracted with ethyl acetate (30.0mL¡Á3). The combined organic solution was dried over Na2SO4, the solution is concentrated and 20 2-methyl-6-(N, N-dimethylamino) benzoxazole (2.50g, 79% yield) is obtained by flash column chromatography (elute: petroleum ether / ethyl acetate=10 / 1, v/v, Rf =0.11).

The chemical industry reduces the impact on the environment during synthesis,5676-60-8,2-Methylbenzo[d]oxazol-6-amine,I believe this compound will play a more active role in future production and life.

Reference£º
Article; Qu, Cong; Gao, Zheng; Chen, Yi; Journal of Photochemistry and Photobiology A: Chemistry; vol. 361; (2018); p. 62 – 66;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

132244-31-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 5-Bromobenzo[d]oxazole, cas is 132244-31-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

In the reaction flask, Under argon, a catalyst (9.9 mg, 0.025 mmol, 5 mol%), potassium tert-butoxide (0.0672 g, 0.6 mmol) DMF (3.0 ml), 5-bromobenzoxazole (99.01 mg, 0.5 mmol) was added to the carbon dioxide gas, and the reaction was stirred at 80 C for 18 hours under normal pressure. Cooled to 65 C, methyl iodide (93 mul, 1.5 mmol) was added, The reaction was stirred at 65 C for 1 hour. Cooled to room temperature, the reaction was terminated with deionized water, The reaction product was extracted with ethyl acetate and purified by column chromatography (Using a mixed solvent of ethyl acetate / petroleum ether in a volume ratio of 1:10 as a developing solvent) The yield was 85%.

The chemical industry reduces the impact on the environment during synthesis,132244-31-6,5-Bromobenzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Soochow University (Suzhou); Sun Hongmei; Liu Ling; Zhu Fan; Zhou Qiaoyun; (10 pag.)CN106565623; (2017); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

81282-60-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 7-Aminobenzo[d]oxazol-2(3H)-one, cas is 81282-60-2,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Step 4 3-Ethoxy-4-(2-oxo-2,3-dihydrobenzooxazol-7-ylamino)cyclobut-3-ene-1,2-dione A mixture of 0.247 g of 7-amino-3H-benzooxazol-2-one (1.6 mmol, 1 eq) and 0.36 ml of 3,4-diethoxycyclobut-3-ene-1,2-dione (2.5 mmol, 1.5 eq) in 9 ml of ethanol was stirred at ambient temperature for 2 days (formation of a precipitate). Ethanol was added in order to promote the fall of the precipitate, which was filtered off, washed with diethyl ether and dried under vacuum at 45 C. 0.35 g of product was obtained in the form of a light khaki solid. Yield=78%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 7-Aminobenzo[d]oxazol-2(3H)-one, 81282-60-2

Reference£º
Patent; Musicki, Branislav; Aubert, Jerome; Boiteaux, Jean-Guy; Clary, Laurence; Rossio, Patricia; Schuppli-Nollet, Marlene; US2014/309208; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

72752-81-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate, cas is 72752-81-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of Compound 2a (1 g, 4.78 mmol) in thionyl dichloride (5 mL) was added DMF (0.1 mL). The resulting solution was stirred for 15 min at 80C. The reaction solution was (0261) concentrated under vacuum. The crude was diluted with DCM and washed successively with saturated NaHC03 solution, water and brine. The residue was concentrated under vacuum after dried over anhydrous sodium sulfate. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (23 :77). This resulted in 520 mg (51%) of the title compound as a white solid.

The chemical industry reduces the impact on the environment during synthesis,72752-81-9,Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; HEPAGENE THERAPEUTICS, INC.; XU, Xiaodong; (104 pag.)WO2018/85148; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem