Heterocyclic Building Blocks-Benzoxazole

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.

The 2-mercaptobenzoxazole (20 g, 132 mmol) is refluxed in 300 mL of acetone with 18.3 g (133 mmol) of potassium carbonate and 24 g (169 mmol) of methyl iodide for 2 hours to obtain 21 g of 2-methylthiobenzoxazole (2B) which then is heated with 24.5 g (132 mmol) of methyl tosylate at 160 C. for one hour to obtain 32.7 g of 2A.

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：
Patent; Molecular Probes, Inc.; US5545535; (1996); A;,
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.

General procedure: The resulting benzoxazolone (1 equiv.), 2-dibromobutane (1.5 equiv) and potassium carbonate (1.5 equiv.) were suspended in anhydrous DMF and stirred at ambient temperature and under a nitrogen atmosphere for 8 h. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel chromatograph. See title compounds for characterisation.

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：
Article; Tieu, William; Jarrad, Angie M.; Paparella, Ashleigh S.; Keeling, Kelly A.; Soares Da Costa, Tatiana P.; Wallace, John C.; Booker, Grant W.; Polyak, Steven W.; Abell, Andrew D.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 19; (2014); p. 4689 – 4693;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 6-Nitrobenzo[d]oxazole, and cas is 17200-30-5, its synthesis route is as follows.

General procedure: A mixture of compounds 1-4 (6.13 mmol) in ethanol (30 mL) was treated with 10% Pd/C (20 wt. %of 1-4) and subjected overnight to 50 psi H2 (g) in a Parr hydrogenation apparatus. The reaction mixture was filtered and concentrated in vacuo. Pure products 1M-4M were obtained via flash chromatography by eluting with a gradient of 30%-40% EtOAc/hexanes.

17200-30-5, 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.,17200-30-5 ,6-Nitrobenzo[d]oxazole, 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

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.

To the suspension of 18 (9.40 g, 50.64 mmol) in toluene (120 mL) was added aniline(11.5 mL, 126.6 mmol) and refluxed for 48 h. The solvent was evaporated and residue was purified by silica gel column chromatography (gradient: hexanes to 30% ethyl acetate in hexanes) to afford 1-2 as an off-white solid. 1H NMR (400 MHz, CDCl3) delta 7.60 (d, J= 8.0 Hz, 2H), 7.46-7.40 (m, 3H), 7.25 (s, 2H), 7.17-7.09 (m, 2H); MS: ESI m/z 245 [M + H]+.

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：
Patent; RENOVIS, INC.; KAUB, Carl; GOWLUGARI, Sumithra; KINCAID, John; JOHNSON, Russell, James; O’MAHONY, Donogh, John Roger; ESTIARTE-MARTINEZ, Maria, de los Angeles; DUNCTON, Matthew; WO2010/39186; (2010); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 6-Bromobenzo[d]oxazol-2(3H)-one, cas is 19932-85-5 its synthesis route is as follows.

Intermediate 6. 2-oxo-2,3-dihydro-1 ,3-benzoxazole-6-carbonitrileA mixture of 6-bromo-1 ,3-benzoxazol-2(3H)-one (2 g ; 9.34 mmol) and copper (I ) cyan ide (1 .42 g; 1 5.86 mmol) in 6 m l D M F is heated at 1 50C u nder nitrogen atmosphere for 22 hr. After cooling to room temperature, a solution of 1 .55 g (31 .6 mmol) of sodium cyanide in 32 ml water is added followed by 1 hr stirring. The system is extracted thoroughly with ethyl acetate, washed with brine, dried and concentrated in vacuo to provide 1 .5 g (93 % yield) of the title compound enough pure as to prosecute the syntesis.

19932-85-5, 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.,19932-85-5 ,6-Bromobenzo[d]oxazol-2(3H)-one, other downstream synthetic routes, hurry up and to see

Reference：
Patent; ALMIRALL, S.A.; AIGUADE BOSCH, Jose; GUAL ROIG, Silvia; PRAT QUINONES, Maria; PUIG DURAN, Carlos; WO2013/68554; (2013); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, Benzo[d]oxazol-2-amine, cas is 4570-41-6 its synthesis route is as follows.

Step 2:To a solution of 2,3-bis-(4-fluoro-phenyl)-propionic acid (411 mg, 1.57 mmol) and 2-aminobenzoxazole (221 mg, 1.65 mmol) in CH2Cl2 (75 mL) was added DMAP (61 mg, 0.5 mmol) and EDC.HCl (380 mg, 2 mmol).The reaction mixture was stirred at room temperature 7 days, poured onto 0.1percent aqueous HCl and extracted 3 times with CH2Cl2.The combined organic extract was dried over Na2SO4 and concentrated in vacuo.Purification by chromatography (silica, 10-15percent ethyl acetate/hexanes stepwise gradient) followed by trituration with 5percent CH2Cl2 in ether afforded N-benzooxazol-2-yl-2,3-bis-(4-fluoro-phenyl)-propionamide (289 mg, 49percent): LC/MS-ESI observed [M+H]+ 379.

4570-41-6, 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.,4570-41-6 ,Benzo[d]oxazol-2-amine, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Brotherton-Pleiss, Christine E.; Walker, Keith A. M.; US2012/149718; (2012); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is Methyl benzo[d]oxazole-4-carboxylate, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 128156-54-7, its synthesis route is as follows.

General procedure: To a degassed solution (N2 was purged for 10 min) of methyl 1,3-benzoxazole-4-carboxylate (150 mg, 0.847mmol) and N-(2-iodophenyl)benzamide 2a (273 mg, 0.847 mmol) in anhydrous toluene (4ml) , CuI (32 mg, 0.169 mmol), xantphos (98 mg, 0.169 mmol), Pd(OAc)2 (10 mg, 0.042 mmol), Cs2CO3 (685 mg, 2.117 mmol) were added at room temperature under nitrogen atmosphere. Reaction mixture was continued for 20 hours at reflux condition. After the completetion of the reaction (monitored by TLC), Reaction mixture was filtered through celite bed and washed with methanol (10 ml),filtrate was concentrated. Crude mass which was purified by column chromatography over silica gel (230-400 mesh) using DCM-Methanol (1:9) as elutant to affordthe products 3a (284 mg) as white solid. All the other compounds 3b-3r were prepared similarly following the above procedure.

128156-54-7, 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.,128156-54-7 ,Methyl benzo[d]oxazole-4-carboxylate, other downstream synthetic routes, hurry up and to see

Reference：
Article; Sasmal, Swarnendu; Sen, Indira; Hall, Roger G.; Pal, Sitaram; Tetrahedron Letters; vol. 56; 11; (2015); p. 1374 – 1377;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

General procedure: To a stirred suspension of Fe3O4(at)Tryptophan-La in H2O2(0.5 mL) at room temperature, sulfide or thiol (1.0 mmol) was added under solvent-free condition. After the completion of reaction (monitored by TLC), the catalyst was separated using a magnet and the reaction mixture was concentrated to get pure sulfoxide or disulfide derivatives.

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; Tamoradi, Taiebeh; Irandoust, Asrin; Ghadermazi, Mohammad; Journal of the Iranian Chemical Society; vol. 16; 8; (2019); p. 1723 – 1733;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

90322-32-0, 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]oxazole-5-carboxylic acid, cas is 90322-32-0,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Step 2 – Preparation of Intermediate E 5-Carboxy-2-methylbenzoxazole (8.9 g) and methyl- p -toluenesulfonate (11.16 g) were combined and heated to 200C with stirring for 10 minutes. The mixture became a brown liquid and mild boiling occured. The reaction was cooled to room temperature and the liquid solidified. Acetone (50 ml) was added, and with constant heating at reflux, the product was broken up with a spatula. The resulting slurry was heated at reflux for 15 minutes with rapid stirring and the off-white product was collected by filtration. This product was slurried again in refluxing acetone for 30 minutes, filtered, washed with ligroin P950, and dried to yield 9.3 g of 5-carboxy-2,3-dimethylbenzoxazolium p -toluene-sulfonate (Intermediate D).

The chemical industry reduces the impact on the environment during synthesis,90322-32-0,2-Methylbenzo[d]oxazole-5-carboxylic acid,I believe this compound will play a more active role in future production and life.

Reference：
Patent; EASTMAN KODAK COMPANY, (a New Jersey corporation); EP323728; (1989); A2;,
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.

Subsequently, 5-chloro-2-mercaptobenzoxazole (3.1 g, 16.7 mmol) was dissolved in thionyl chloride (30 mL, 413 mmol). DMF (1.5 mL) was added and the reaction mixture was heated at 65 C. for 45 min. The solvent was removed under reduced pressure and to the residue was added toluene (2*60 mL) followed by evaporation each time to remove the excess SOCl2 (azetrope). The resultant crude product was dissolved in ethyl acetate (100 mL), washed with water (100 mL) and dried over Na2SO4. Evaporation of ethyl acetate gave 2,5-dichlorobenzoxazole, compound 19, as a red oil (3.2 g).

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; GALLEON PHARMACEUTICALS, INC.; US2011/224269; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem