Day: June 15, 2021

3889-13-2, 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. 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one, cas is 3889-13-2,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

To a stirring solution of Intermediate 32A (5.00 g, 27.80 mmol) in DMSO (55 mL) wasadded potassium carbonate (4.22 ,3 0.50 mmol), followed by methyl iodide (5.21 mE, 8300mmol) and stirring was continued at ambient temperature for 12 h. The reaction mixture was cooled to 0C and diluted with ice water (150 mE). The resulting suspension was stirred at ambient temperature for 1 h. The solid that formed was filtered, dried under reduced pressure, to obtain intermediate 3211 (4.50 g, 83.00%) as a yellow solid. ?I-i NMR (300 Mhz, I)MSO-d6) 6 ppm 7.57 (d, J= 8.69 Hz, 1 H), 809 (dd, J= 8.69, 2.27 Hz, I H), 8 .21 (d, J= 2.64 Hz, I H), 343 (s, 3 H). LCMS Method II): retention time 1.23 miii, [M-F-H] 195.2.

The chemical industry reduces the impact on the environment during synthesis,3889-13-2,5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one,I believe this compound will play a more active role in future production and life.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; PANDA, Manoranjan; YADAV, Navnath Dnyanoba; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (321 pag.)WO2018/93569; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

17200-30-5, 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. 6-Nitrobenzo[d]oxazole, cas is 17200-30-5,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

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.

The chemical industry reduces the impact on the environment during synthesis,17200-30-5,6-Nitrobenzo[d]oxazole,I believe this compound will play a more active role in future production and life.

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

73101-74-3, 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. 2-(Bromomethyl)benzo[d]oxazole, cas is 73101-74-3,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

To 9.1 g (0.043 mol) of 2-bromomethyl-benzooxazole in CH3CN (300 mL) were added 7.39 g (0.045 mol, 1.05 eq) of benzenesulfinic acid sodium salt and 2.27 g (8.6 mmol, 0.2 eq) of 18-crown-6. Stirring was continued overnight, solvent evaporated and a column chromatography afforded 8. 1 g (70%) of 2-benzenesulfonylmethyl-benzooxazole as a white solid, MS: 274 (H+). (Y. Nagao, S. Yamada, E. Fujita, Tet. Lett., 1983,24, 2291)

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 73101-74-3, 2-(Bromomethyl)benzo[d]oxazole

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/92856; (2005); 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.

Oxalyl chloride (1.20 g, 9.4 mmol) was added dropwise to a stirred suspension of 2- mercapto-5-chlorobenzoxazol (1.28 g, 6.9 mmol) in CH2C12(37 mL) at The solution of 2,5-Dichlorobenzoxazol was added to a solution of (7-Methyl-l ,4- diazepan-l-yl)(5-methyl-2-(2H-l ,2,3-triazol-2-yl)phenyl)methanone (1.88 g, 6.3 mmol) and NEt3(3.18 g, 6.3 mmol) in DMF (24 mL) at room temperature. The reaction mixture was then stirred at 70 C for 19 hours and at 90 C for 20 hours. The reaction mixture was then cooled to room temperature and quenched with a saturated solution of NaHC03(50 mL). The organic phase was separated and washed with H20 (50 mL) followed by brine (50 mL). The organic phase was dried over MgS04, filtered and concentrated to give crude Suvorexant (3.58 g).

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; SANDOZ AG; BARTH, Roland; KAUFMANN, Marius; (97 pag.)WO2016/20404; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 5-Methylbenzo[d]oxazole-2(3H)-thione, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 22876-22-8, its synthesis route is as follows.

INVENTIVE EXAMPLE 9 5-Methyl-2-(1-piperazinyl)benzoxazole A 100 mg portion of 5-methyl-2-mercaptobenzoxazole was suspended in 20 ml of anhydrous toluene, and the suspension was mixed with 150 mg of phosphorus pentachloride and heated under reflux for 1 hour. The reaction solution was cooled in an ice bath and, with stirring, 500 mg of piperazine was added thereto. After 30 minutes of stirring, the ice bath was removed to carry out 1 hour of stirring at room temperature, the reaction solution was mixed with saturated sodium bicarbonate aqueous solution, and then the water layer was washed with ethyl acetate and concentrated under a reduced pressure. Thereafter, the thus obtained mixture was purified by an LH-20 gel column chromatography (chloroform:methanol=1:1) to obtain the title compound (40 mg) in white color. 1 H-NMR (DCl) delta values: 2.39 (3 H, s), 3.35 (4 H, t), 4.05 (4 H, t), 3.75 (2 H, d), 7.12 (1 H, d), 7.24 (1 H, s), 7.39 (1 H, s); MS (EI): m/z 217 (M+)

22876-22-8, 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.,22876-22-8 ,5-Methylbenzo[d]oxazole-2(3H)-thione, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Meiji Seika Kaisha, Ltd; Koichi Shudo; US6037342; (2000); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

[0004031 To a stirred solution of compound 1 (0.6 g, 1 eq) in methanol (10 mL), Raney nickel (0.1 g) was added. The reaction mixture was stirred at room temperature under hydrogen atmosphere (balloon pressure) for 3 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was filtered through celite and evaporated under reduced pressure to afford the title compound 6. LCMS (mlz): 135.00 (M + 1).

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：
Patent; BIOMARIN PHARMACEUTICAL INC.; BHAGWAT, Shripad; WANG, Bing; LUEDTKE, Gregory R.; SPYVEE, Mark; (490 pag.)WO2016/57834; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

Step 4:To a solution of 4-[1-carboxy-2-(4-fluoro-phenyl)-ethyl]-benzoic acid ethyl ester (650 mg, 2.05 mmol) and 2-aminobenzoxazole (290 mg, 2.16 mmol) in CH2Cl2 (25 mL) was added DMAP (75 mg, 0.615 mmol) and EDC.HCl (472 mg, 2.46 mmol).The reaction mixture was stirred at room temperature overnight and then concentrated in vacuo.Purification by chromatography (silica, 20percent ethyl acetate/hexanes) afforded 4-[1-(benzooxazol-2-ylcarbamoyl)-2-(4-fluorophenyl)-ethyl]-benzoic acid ethyl ester (722 mg, 82percent): m.p. 122-125° C., LC/MS-ESI observed [M+H]+ 433.

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

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.

General procedure: Commercially available 5-chloro-2-mercapto benzoxazole or benzothiazole (10 mmol) and K2CO3 (15mmol) were added to 50 mL of acetone. After 10 min, appropriate 1-bromo–bromoalkane (12 mmol) was added and the mixture was stirred at room temperature for 24 h. After this time the suspension was filtered from inorganic material and the solvent was evaporated under reduced pressure. The residue was suspended in water and extracted with diethyl ether (3 × 50 mL). The combined extracts were washed with water, dried over anhydrous Na2SO4, and evaporated under reduced pressure to givein termediates 9-12 that were used without further purification for the final step. For analytical purpose,a little amount was purified by means of flash chromatography, using cyclohexane/ethyl acetate 9.5:0.5v/v as eluent. Analytical and spectral data are reported for novel compounds 9-12. 2-[(3-Bromopropyl)thio]-5-chlorobenzo[d]oxazole (9)The title compound was obtained as pink oil (96%); 1H NMR (500 MHz, DMSO-d6): delta7.76 (d, J = 1.9Hz, 1H, benzoxazole), 7.68 (d, J = 8.5 Hz, 1H, benzoxazole), 7.36 (dd, J = 8.5, 1.9 Hz, 1H,benzoxazole), 3.66 (t, J = 6.5 Hz, 2H, CH2Br), 3.44 (t, J = 7.0 Hz 2H, SCH2), 2.37-2.32 (m, 2H,CH2CH2CH2). 13C NMR (125 MHz, DMSO-d6): delta165.99, 150.02, 142.50, 128.86, 124.14, 117.98,111.41, 32.72, 31.61, 30.26. Anal. (C10H9BrClNOS) C, H, N, S.

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：
Article; Romeo, Giuseppe; Prezzavento, Orazio; Intagliata, Sebastiano; Pittala, Valeria; Modica, Maria N.; Marrazzo, Agostino; Turnaturi, Rita; Parenti, Carmela; Chiechio, Santina; Arena, Emanuela; Campisi, Agata; Sposito, Giovanni; Salerno, Loredana; European Journal of Medicinal Chemistry; vol. 174; (2019); p. 226 – 235;,
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.

To a stirred solution of 5,7-dimethylpyrazolo[l,5-a]pyrimidine-3-carboxylic acid 2 (50 mg, 0.262 mmol), 2-methyl-l,3-benzoxazol-6-amine (47 mg, 0.314 mmol) and HATU (149 mg, 0.393 mmol) in DMF (1 mL) was added DIPEA (0.1 mL, 0.524 mmol), and the reaction mixture was stirred at room temperature for 16 hours until the reaction was complete. The suspension was diluted with H20 (3 mL), and the precipitated solid was collected by filtration, washed with minimum DCM and Et20, and dried in vacuo to provide the title compound (60 mg, 71%) as a white solid.XH NMR (400 MHz, DMSO-i/6) delta 10.36 (s, 1H), 8.66 (s, 1H), 8.31 (d, J= 2.0 Hz, 1H), 7.64 (d, J= 8.4 Hz, 1H), 7.47 (dd, J= 8.4 Hz, 2.0 Hz, 1H), 7.21 (s, 1H), 2.78 (s, 3H), 2.73 (s, 3H), 2.60 (s, 3H). ES-MS m/z: 322.0 [M+H]+. LC-MS Purity (254 nm): >99%; tR= 1.74 min.

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：
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse, Marie Josee; (139 pag.)WO2016/73895; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 4-Aminobenzo[d]oxazol-2(3H)-one, and cas is 81900-93-8, its synthesis route is as follows.

Commercially available p-chlorobenzylamine (1.6 g, 1 1.4 mmol) was dissolved in 60ml of AcOEt and at 0C triphosgene (3.38 g, lequiv.) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 30 ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound lb (1.7 g, 1 1.4 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 7 / petroleum ether 3). The solvent was evaporated and the crude was dissolved in AcOEt (80 ml) and washed with water (1 X 50 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 500mg of a white solid. Yield = 14% ‘HNMR (DMSO, 200 MHz) delta 4.57 (2H, d, J = 5.8 Hz), 6.53 (2H, m), 7.04 (1H, m), 7.41 (4H, s), 9.88 (1H, t), 1 1.53 (1H, s), 1 1.80 (1H, bs); [M+1] 318.5 (C15H12ClN3O3 requires 317.73).

81900-93-8, 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.,81900-93-8 ,4-Aminobenzo[d]oxazol-2(3H)-one, other downstream synthetic routes, hurry up and to see

Reference：
Patent; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem