81282-60-2 | Page 2 of 5 | Heterocyclic Building Blocks-Benzoxazole

Extracurricular laboratory: Synthetic route of 81282-60-2

81282-60-2, 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.,81282-60-2 ,7-Aminobenzo[d]oxazol-2(3H)-one, other downstream synthetic routes, hurry up and to see

It is a common heterocyclic compound, the benzoxazole compound, 7-Aminobenzo[d]oxazol-2(3H)-one, cas is 81282-60-2 its synthesis route is as follows.

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 600 ml of methylethylketone at 10-20 C. 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 10 C. 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 ml 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 ml of methylethylketone and added to the reaction mixture followed by 60 ml of methylethylketone. The reaction mixture was heated to reflux and refluxed for 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 repeated 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 0-5 C. 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 50 C. and 100 mbar under a gentle nitrogen stream till dry. Yield about 76%.

Reference£º
Patent; Eijgendaal, Irene; Klein, Gerrit; Terhorst-Van Amstel, Maria J.L.; Zwier, Klaas; Bruins, Nico; Rigter, Hendrikus T.; Gout, Eric; Boon, Caroline; De Vries, Michiel H.; US2006/194812; (2006); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

The important role of 81282-60-2

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

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%.

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

The important role of 81282-60-2

Name is 7-Aminobenzo[d]oxazol-2(3H)-one, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 81282-60-2, its synthesis route is as follows.

Commercially available 4-trifluoromethylbenzylamine (1 ml, 7 mmol) was dissolved in 20 ml of AcOEt and at 0C triphosgene (2 g, 7 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 5 ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound lc (700 mg, 4.66 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 4 / petroleum ether 6). 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 320 mg of a white solid. Yield = 19.5% ‘HNMR (DMSO, 400 MHz) delta 4.41 (2H, d, J = 6 Hz), 6.67 (1H, dd, J = 7.6 Hz, J’ = 1.2 Hz), 7.00 (1H, t, J = 8 Hz), 7.09 (1H, t), 7.51 (2H, d, J = 8 Hz), 7.70 (3H, m), 8.73 (1H, s), 10.60 (1H, bs); [M+1] 352.1 (C16H12F3N3O3 requires 351.3).

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

Analyzing the synthesis route of 81282-60-2

Name is 7-Aminobenzo[d]oxazol-2(3H)-one, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 81282-60-2, its synthesis route is as follows.

Step 3 7-(Piperazin-1-yl)benzo[d]oxazol-2(3H)-one: In a 100 mL of round-bottom flask was added a solution of 7-aminobenzo[d]oxazol-2(3H)-one (800 mg, 5.33 mmol), bis-(2-chloro-ethyl)-amine (900 mg, 6.34 mmol), and chlorobenzene (30 ml). The solution was stirred at about 85 C. for about 12 hours. The resulting precipitant was collected by filtration, and washed with ethyl acetate. The filter cake was dried in vacuo to give the title product (0.82 g, yield=70%). LC-MS: m/z=220 (MH)+; H NMR (300 MHz, DMSO) delta 11.67 (s, 1H), 9.34 (s, 1H), 7.04-7.09 (t, J=8.1 Hz, 1H), 6.68-6.73 (t, J=8.1 Hz, 2H), 3.17-3.43 (m, 8H).

Reference£º
Patent; AUSPEX PHARMACEUTICALS, INC.; US2010/119622; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Application of 81282-60-2

The chemical industry reduces the impact on the environment during synthesis,81282-60-2,7-Aminobenzo[d]oxazol-2(3H)-one,I believe this compound will play a more active role in future production and life.

4-trifluoromethylphenylacetic acid (453 mg, 2.2 mmol) was dissolved in 20 ml of THF and at 0C DEPC (0.43 ml, 1.3equiv) and amine lc (400 mg, 2.66 mmol) were added to the solution. The mixture was warmed at 80C overnight, then 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 using AcOEt 3 /petroleum ether 7 as eluant gave 340 mg of a white solid. Yield = 46% 1HNMR (DMSO, 200 MHz) delta 3.86 (2H, s), 6.86 (1H, d), 7.06 (1H, t), 7.58 (3H, m), 7.70 (2H, d, J = 8.4 Hz), 10.32 (1H, bs), 8.73 (1H, bs), 1 1.80 (1H, bs); [M+1] 337.2 (C 16H11F3N2O3 requires 336.3).

Extracurricular laboratory: Synthetic route of 81282-60-2

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 7-Aminobenzo[d]oxazol-2(3H)-one, and cas is 81282-60-2, its synthesis route is as follows.

Example 57: 2-(4-(trifluoromethyl)phenyl)-N-(2,3-dihydro-2-oxobenzo[d]oxazol-7-yl)acetamide (scheme 10) Preparation of 2-(4-(trifluoromethyl)phenyl)-N-(2,3-dihydro-2-oxobenzo[d]oxazol-7-yl)acetamide 4-trifluoromethylphenylacetic acid (453 mg, 2.2 mmol) was dissolved in 20 ml of THF and at 0C DEPC (0.43 ml, 1.3equiv) and amine 1c (400 mg, 2.66 mmol) were added to the solution. The mixture was warmed at 80C overnight, then 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 using AcOEt 3 /petroleum ether 7 as eluant gave 340 mg of a white solid. Yield = 46% 1HNMR (DMSO, 200 MHz) delta 3.86 (2H, s), 6.86 (1H, d), 7.06 (1H, t), 7.58 (3H, m), 7.70 (2H, d, J = 8.4 Hz), 10.32 (1H, bs), 8.73 (1H, bs), 11.80 (1H, bs); [M+1] 337.2 (C16H11F3N2O3 requires 336.3).

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

New learning discoveries about 81282-60-2

4.91 g (32.7 mmol) of the anilin was suspended in 75 ml of 48% of HBr/water, while it was cooled to -5 C. Subsequently 2.27 g (33 mmol) of sodium nitrite dissolved in 4 ml of water, were added dropwise during 15 minutes. Stirring was continued at 0 C. for 15 minutes. Subsequently, the reaction mixture was added, in one time, to a 0 C. solution of 2.42 g (16.9 mmol) CuBr in 20 ml of 48% HBr/water. After 30 minutes the reaction mixture was heated to 85 C. for one hour, after which it was allowed to reach room temperature, stirring was continued for 14 hours. To the mixture diethyl ether and water were added, after shaking the organic layer was isolated which was washed with water. The organic layer, together with some silica, was concentrated in vacuo, and the residue was put on top of a flash chromatography column (SiO2) using Et2O/petroleum ether (1/1), and later on pure Et2O as the eluent. The combined product containing fractions yielded after concentration in vacuo 3.3 g (47%) of the desired corresponding bromo product.

Reference£º
Patent; SOLVAY PHARMACEUTICALS B.V.; US2006/122189; (2006); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Extracurricular laboratory: Synthetic route of 81282-60-2

Name is 7-Aminobenzo[d]oxazol-2(3H)-one, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 81282-60-2, its synthesis route is as follows.

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 10-20 C. 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 10 C. 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 ml 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 ml 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 repeated 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 0-5 C. 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 50 C. and 100 mbar under a gentle nitrogen stream till dry. Yield about 76%.

Reference£º
Patent; Eijgendaal, Irene; Klein, Gerrit; Terhorst-Van Amstel, Maria J.L.; Zwier, Klaas; Bruins, Nico; Rigter, Hendrikus T.; Gout, Erik; US2006/40932; (2006); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Extracurricular laboratory: Synthetic route of 81282-60-2

As the rapid development of chemical substances, we look forward to future research findings about 81282-60-2

7-Aminobenzo[d]oxazol-2(3H)-one, cas is 81282-60-2, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,81282-60-2

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 10-20 C. 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 10 C. 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 ml 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 ml 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 repeated 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 0-5 C. 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 50 C. and 100 mbar under a gentle nitrogen stream till dry. Yield about 76%.

As the rapid development of chemical substances, we look forward to future research findings about 81282-60-2

The important role of 81282-60-2

With the complex challenges of chemical substances, we look forward to future research findings about 7-Aminobenzo[d]oxazol-2(3H)-one

Name is 7-Aminobenzo[d]oxazol-2(3H)-one, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 81282-60-2, its synthesis route is as follows.,81282-60-2

Example 36: 1-(4-(trifluoromethyl)-2-(piperidin-1-yl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-7-yl)urea (scheme 1) Preparation of 1-(4-(trifluoromethyl)-2-(piperidin-1-yl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-7-yl)urea Amine 2c (1 g, 3.8 mmol) was dissolved in 20 ml of AcOEt and at 0C triphosgene (1.13 g, 3.8 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 5 ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound 1c (390 mg, 2.6 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt1 / petroleum ether 1). 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 160 mg of a white solid. Yield = 14% 1HNMR (DMSO, 200 MHz) delta 1.56 (2H, bs), 1.69 (4H, bs), 2.85 (4H, m), 4.42 (2H, d, J = 5.6 Hz), 6.66 (1H, dd, J = 8 Hz, J’ = 0.8 Hz), 7.01 (2H, m), 7.32 (1H, s), 7.44 (2H, dd, J = 7.6 Hz), 7.72 (1H, dd, J = 8.6 Hz, J’ = 1 Hz), 8.73 (1H, bs), 11.68 (1H, bs); [M+1] 435.2 (C21H21F3N4O3 requires 434.4).

With the complex challenges of chemical substances, we look forward to future research findings about 7-Aminobenzo[d]oxazol-2(3H)-one

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