Category: benzoxazole

Name is 5-Bromobenzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 132244-31-6, its synthesis route is as follows.

General procedure: An oven-dried 10 mL reaction vial equipped with a stir bar was charged with azole heterocycles (1, 0.2 mmol, 1.0 equiv) and alkenyl bromides (2, 0.30 mmol, 1.5 equiv) in a glove box under a nitrogen atmosphere. A solution of catalytic Pd2(dba)3 (9.15 mg, 0.01 mmol, 5 mol%) and NiXantphos (11.03 mg, 0.02 mmol, 10 mol%) was stirred in 1 mL of dry tetrahydrofuran (THF) for 2 h at room temperature. Then, t-BuONa (57.7 mg, 0.6 mmol, 3.0 equiv) and reagent mixed with catalyst were added to the reaction mixture. And thenthe vial was capped. According to the temperature requirements for different products, some vials were stirred in the glove box for 24 h, but others were removed from the glove box, and stirred for 24 h at 70 or 150 . The reaction mixture was quenched with three drops of H2O, diluted with 3 mL of ethyl acetate, and filtered over a pad of silica. The pad was rinsed with ethyl acetate (15-25 mL), and the combined solutions were concentrated in vacuo. The crude material was loaded onto a deactivated silica gel column and purified by flash chromatography to afford the desired product.

132244-31-6, 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.,132244-31-6 ,5-Bromobenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Article; Yao, Yun-Xin; Fang, Dong-Mei; Gao, Feng; Liang, Xiao-Xia; Tetrahedron Letters; vol. 60; 1; (2019); p. 68 – 71;,
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.

Example 1g. Preparation of bifeprunox MESYLATE (crude) 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 10-20C. 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 10C. 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 mi 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 mi 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 rep eated 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 0-5C 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 50C and 100 mbar under a gentle nitrogen stream till dry. Yield about 76%.

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：
Patent; SOLVAY PHARMACEUTICALS B.V.; WO2005/16898; (2005); A2;,
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.

To a solution of 5-bromobenzo[d]oxazole (1.2 g, 6.06 mmol, 1 eq.) in DMF (10 mL) was added 5-(4,4,5,5-bis(pinacolato)diboron (1.68 g, 1.66 mmol, 1.1 eq.), KOAc (1.7 g, 18.09 mmol, 3 eq.), PdCl2(dppf).DCM (247 mg, 0.23 mmol, 0.05 eq.). The reaction mixture was deoxygenated with N2 and the reaction mixture was stirred at 80 C. overnight. The reaction was monitored by LCMS and found to be complete after 18 h. The reaction mixture was cooled to RT, diluted with water (50 mL) and extracted with ethyl acetate (2*50 mL). Combined organic layer was washed with brine (20 mL) and dried over sodium sulfate. Removal of solvent under reduced pressure gave crude which was purified by Combi-Flash (0-100% EtOAC-Hexane) to afford the desired product (900 mg, 60%) as off white solid.

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：
Patent; GiraFpharma LLC; PHAM, Son Minh; CHEN, Jiyun; ANSARI, Amantullah; JADHAVAR, Pradeep S.; PATIL, Varshavekumar S.; KHAN, Farha; RAMACHANDRAN, Sreekanth A.; AGARWAL, Anil Kumar; CHAKRAVARTY, Sarvajit; (314 pag.)US2019/23702; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Fluoro-2-methylbenzo[d]oxazole, and cas is 701-16-6, its synthesis route is as follows.

(b) 5-Fluoro-2-methyl-6-nitrobenzo[d]oxazole (2667) To a solution of 5-fluoro-2-methylbenzo[d]oxazole (1 .65 g) in sulfuric acid (10 ml) was added a mixture of nitric acid (2.5 m) and sulfuric acid (2.5 ml) at 0 C. The reaction was allowed to stir at room temperature for 30 minutes whereupon LCMS indicated complete conversion. After 1 hour, the reaction was slowly poured onto crushed ice then diluted with water. After stirring 20 minutes, the solids were collected, rinsed well with water, and suction dried to afford the titled compound (1 .85 g) as a pink solid. LCMS m/z = 196.9 [M+H]. NMR (400 MHz, DMSO-d6) delta ppm 2.71 (s, 3H), 7.97 (d, J=1 1 .12 Hz, 1 H), 8.64 (d, J=6.32 Hz, 1 H).

701-16-6, 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.,701-16-6 ,5-Fluoro-2-methylbenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Jerry Leroy; ATOR, Laura E.; DUFFY, Kevin J.; GRAYBILL, Todd L.; KIESOW, Terence John; LIAN, Yiqian; MOORE, Michael Lee; RALPH, Jeffrey M.; RIDGERS, Lance Howard; (370 pag.)WO2017/98421; (2017); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Chlorobenzo[d]oxazole-2(3H)-thione, and cas is 22876-19-3, its synthesis route is as follows.

Step 3: Preparation of 2, 5-dichloro-1 ,3-benzoxazole.5-chloro-1 ,3-benzoxazole-2-thiol (8.09 g, 43.6 mmol) dissolved in CHCI3 (65 mL) and stirred at ice bath for 10 minutes. Chlorine gas was bubbled into the solution for 10 minutes. The reaction mixture was further stirred at room temperature overnight. The reaction mixture was poured into ice water (70 mL) and extracted with aq. 2N NaOH (30mLx2), then ice water (30mL). The CHCI3 solution was allowed to stand for 10 minutes, then filtered through a plug of silica gel to give clear solution. The solvent was removed under reduced pressure to afford semi-oil crude product. The crude product was dissolved in CHCI3 (25 mL) and filtered through diatomaceous earth. The solvent was removed under reduced pressure to give the title compound as a solid.

22876-19-3, 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.,22876-19-3 ,5-Chlorobenzo[d]oxazole-2(3H)-thione, other downstream synthetic routes, hurry up and to see

Reference：
Patent; PFIZER INC.; SPRINGER, John, Robert; VAZQUEZ, Michael, Lawrence; WO2011/77313; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, Benzo[d]oxazol-6-amine, cas is 177492-52-3 its synthesis route is as follows.

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.

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：
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;,
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.

General procedure: 0.005 g Fe3O4-AMPD-Pd was added to a mixture including1 mmol thiol, 0.4 mL H2O2 33% and free solvent were stirred atroom temperature. The reaction was followed by TLC after completion.The nanocatalyst was isolated by a simple magnet.

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：
Article; Tamoradi, Taiebeh; Moeini, Nazanin; Ghadermazi, Mohammad; Ghorbani-Choghamarani, Arash; Polyhedron; vol. 153; (2018); p. 104 – 109;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Benzo[d]oxazole-2-thiol, and cas is 2382-96-9, its synthesis route is as follows.

General procedure: To a suspension of polyvinylpolypyrrolidone-supported hydrogen peroxide (0.175 g),silica sulfuric acid (0.1 g) and potassium iodide (0.02 mmol) in dichloromethane or ethylacetate (5 mL) was added a thiol (1 mmol), and the mixture was stirred at room temperaturefor the specified time (Table I). The progress of the reaction was monitored by TLC. Aftercompletion of the reaction, the reaction mixture was filtered and the residue washed withCH2Cl2 (20 mL), (the residue of entry 5 was washed with ethanol). Finally, the organicsolvent was evaporated and pure product was obtained as judged by TLC and 1H-NMRspectroscopy.

2382-96-9, 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.,2382-96-9 ,Benzo[d]oxazole-2-thiol, other downstream synthetic routes, hurry up and to see

Reference：
Article; Ghorbani-Choghamarani, Arash; Nikoorazm, Mohsen; Azadi, Gouhar; Journal of the Serbian Chemical Society; vol. 78; 2; (2013); p. 173 – 178;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

81900-93-8, 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. 4-Aminobenzo[d]oxazol-2(3H)-one, cas is 81900-93-8,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Preparation of 1-(4-(trifluoromethyl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-4-yl)urea Commercially available 4-trifluoromethylbenzylamine (0.5 ml, 3.5 mmol) was dissolved in 20 ml of AcOEt and at 0C triphosgene (1 g, 3.5 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 5ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (5 ml) of compound 1b (350 mg, 2.33 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 9.5 / MeOH 0.5). The solvent was evaporated and the crude was dissolved in AcOEt (30 ml) and washed with water (1 X 20 ml) and brine. The organic phase was dried over sodium sulfate and concentrated under vacuum. The purification of the crude residue by chromatographic column gave 200 mg of a white solid. Yield = 24% 1HNMR (DMSO, 400 MHz) delta 4.41 (2H, d, J = 6 Hz), 6.98 (3H, m), 7.05 (1H, m), 7.55 (2H, d), 7.70 (2H, d, J = 8 Hz), 8.49 (1H, bs), 11.00 (1H, bs); [M+1] 352.1 (C16H12F3N3O3 requires 351.28).

The chemical industry reduces the impact on the environment during synthesis,81900-93-8,4-Aminobenzo[d]oxazol-2(3H)-one,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Pharmeste S.r.l.; EP2377850; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Fluoro-2-methylbenzo[d]oxazole, and cas is 701-16-6, its synthesis route is as follows.

[0589] Compound 82: To a stirred solution of Comp-82b (0.1 g, 0.66 mmol) in mixture of THF (5 mL) and ffiuOH (1 mL) was added r-BuOK (0.2 g, 1.98 mmol) and the reaction mixture was stirred for 10 min. Comp-50c(0.1 g, 0.66 mmol) was added portion wise and the reaction mixture was stirred at room temperature for 16 h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was quenched with H20 (5 mL) and extracted with EtOAc (10 mL X 2). The organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure to get crude. The crude obtained was purified by prep HPLC to afford (E)-2-(2-(l-cyclopentyl-2,5- dimethyl-lH-pyrrol-3-yl)vinyl)-5-fluorobenzo[d]oxazole (82; 0.08 g, 40%) as white solid. (1026) [0590] HPLC Purity: 99.8% (1027) [0591] MS (ESI) m/e [M+H]+ Rt %: 325.2/2.47/99.4% (1028) [0592] 1H NMR (400 MHz, DMSO- d6) delta 1.62- 1.64 (m, 2 H), 1.82- 1.84 (m, 4 H), 1.98 – 2.08 (m, 2 H), 2.24 (s, 3 H), 2.36 (s, 3 H), 4.54 – 4.67 (m, 1 H), 6.26 (s, 1 H), 6.50 (d, J=15.65 Hz, 1 H), 7.10 – 7.19 (m, 1 H), 7.46 (dd, J=8.80, 2.45 Hz, 1 H), 7.62 – 7.64 (m, 1 H), 7.67 (d, J=15.65 Hz, 1 H).

701-16-6, 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.,701-16-6 ,5-Fluoro-2-methylbenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; ALPINE ANDROSCIENCES, INC.; PATIL, Santhosh N.; SARMA, Bugga VNBS; (148 pag.)WO2019/152731; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem