Month: June 2021

128156-54-7, 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 benzo[d]oxazole-4-carboxylate, cas is 128156-54-7,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

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.

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 Methyl benzo[d]oxazole-4-carboxylate, 128156-54-7

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 5-Fluorobenzo[d]oxazole-2-thiol, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 13451-78-0, its synthesis route is as follows.

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.

13451-78-0, 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.,13451-78-0 ,5-Fluorobenzo[d]oxazole-2-thiol, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Pharmacia & Upjohn Company; US5736545; (1998); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, Benzo[d]oxazole-2-thiol, cas is 2382-96-9 its synthesis route is as follows.

General procedure: A mixture of thiol (1 mmol), 33 % H2O2 (0.4 mL) and Fe3O4MCM-41VO-SPATB (10 mg) in ethanol (3 mL) was stirred for the specified time at ambient temperature (the progress of reaction was monitored by TLC). After completion of the reaction, the catalyst was separated by applying an external magnet and the product was washed with ethyl acetate, and then dried over anhydrous Na2SO4 (1.5 g). Finally, Evaporation of the solvent gave the disulfides invery high isolated yields

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; Nikoorazm, Mohsen; Ghorbani, Farshid; Ghorbani-Choghamarani, Arash; Erfani, Zahra; Journal of the Iranian Chemical Society; vol. 16; 3; (2019); p. 553 – 562;,
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.

To an oven dried flask equipped with a stir bar cooled under argon was added benzo[d]oxazole- 2(3H)-thione (0.375 grams, 2.48 mmol) and K2C03 (1.37, 9.92 mmol). The was taken up in 20.0 mL anhydrous acetone. After stirring for approximately minutes at room temperature, methyl iodide (0.25 mL, 3.97 mmol) was added. The solution continued to stir at room temperature overnight. The next day the solution was filtered through a plug of celite, and rinsed with dichloromethane and ethyl acetate. The solution was then concentrated. It was then taken up in ethyl acetate, filtered, and concentrated again. It was then used without further purification. Calculated mass for Chemical Formula: C8H7NOS Exact Mass: 165.02 observed 166.1 (M+l, MM API/ESI).

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：
Patent; MUSC FOUNDATION FOR RESEARCH DEVELOPMENT; U.S. DEPARTMENT OF VETERANS AFFAIRS; LINDSEY, Christopher, C.; BEESON, Craig, C.; SCHNELLMANN, Rick, G.; (51 pag.)WO2018/85491; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 2-Methylbenzo[d]oxazol-6-amine, and cas is 5676-60-8, its synthesis route is as follows.

To a solution of 3-chloro-2-methylbenzenesulphonyl chloride (163 mg, 0.723 MMOL) in dichloromethane (3 mL) was added pyridine (140 pL, 1.72 MMOL) and the mixture was stirred under N2 for 5 min, after which time 6-amino-2-methylbenzoxazole (102 mg, 0.688 MMOL) was added. The resulting mixture was stirred for 1 h at room temperature, then saturated NAHC03 solution was added (8 mL) and the mixture was extracted into ethyl acetate (15 mL). The organic phase was washed with brine, dried (Na2SO4), filtered and evaporated to give a residue that was purified using flash chromatography to afford a white solid (151 mg, 65%), single spot at Rf 0.50 (60: 40 hexane: ethyl acetate). mp 127.1-127. 5C, HPLC purity 97% (tR 2.05 min in 10% WATER-ACETONITRILE). 1H NMR (CDCl3) : O 7.85 (1H, dd, J=8.1, 1.1 Hz), 7.53 (1H, dd, J=8.1, 1.3 Hz), 7.45 (1H, d, J=8. 4 Hz), 7.27 (1H, d, J=2.2 Hz), 7.17 (1H, t, J=7.9 Hz), 6.93 (1H, s, N-H), 6.86 (1H, dd, J=8.4, 2.2 Hz), 2.71 (3H, s), 2.58 (3H, s). LCMS: 335.14 (M-). FAB-MS (MH+, C15H13CIN203S) : calcd 337.0413, found 337.0406.

5676-60-8, 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.,5676-60-8 ,2-Methylbenzo[d]oxazol-6-amine, other downstream synthetic routes, hurry up and to see

Reference：
Patent; STERIX LIMITED; WO2004/37251; (2004); A1;,
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.

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole (59a) (0300) 5-Bromobenzo[d]oxazole (500 mg, 2.53 mmol, 1.0 equiv), bis(pinacolato)diboron (706 mg, 2.78 mmol, 1.1 equiv), potassium acetate (745 mg, 7.59 mmol, 3.0 equiv) and Pd(dppf)Cl2 (55.5 mg, 75.9 mumol, 0.03 equiv) were dissolved under argon atmosphere in 7 ml DMSO and the mixture was stirred at 80 C. for 22 h. Water was added and the aqueous layer was extracted with ethyl acetate three times. The combined organic layers were dried over magnesium sulfate, filtered and concentrated to dryness. The raw product was purified by flash chromatography; yield: 37% (229 mg). 1H NMR (300 MHz, acetone-d6): delta 8.47 (s, 1H), 8.12 (s, 1H), 7.86-7.80 (m, 1H), 7.72-7.64 (m, 1H), 1.37 (s, 12H).

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; ELEXOPHARM GMBH; Hartmann, Rolf; Frotscher, Martin; Ahmed, Ahmed Saad Abdelsamie; Bey, Emmanuel; van Koppen, Chris J.; Oberwinkler-Marchais, Sandrine; Boerger, Carsten; Siebenbuerger, Lorenz; Hernandez Olmos, Victor; (72 pag.)US2016/318895; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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