Day: June 16, 2021

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: Boehmite-SSA (0.002 g) was added to a mixture of thiol(1 mmol) and H2O2 (0.4 mL) in ethyl acetate (2 mL). Then,the mixture was stirred for the appropriate time at room temperature. The progress of reaction was monitored byTLC. After completion of the reaction, the catalyst was separated by filtration and the mixture was washed with ethyl acetate. The product was extracted with ethyl acetate.The organic layer was dried over anhydrous Na2SO4(1.5 g). The products were obtained in good to high yield.

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; Ghorbani-Choghamarani, Arash; Hajjami, Maryam; Tahmasbi, Bahman; Noori, Nourolah; Journal of the Iranian Chemical Society; vol. 13; 12; (2016); p. 2193 – 2202;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

1086378-35-9, 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. Methyl benzo[d]oxazole-7-carboxylate, cas is 1086378-35-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

A solution of methyl benzo[d]oxazole-7-carboxylate (0.5 g, 2.82 mmol), 1-iodo-4-nitrobenzene (0.88 g, 3.53 mmol), lithium tert-butoxide (0.45 g, 5.64 mmol), tetrakis(triphenyl phosphine)palladium(0) (0.16 g, 0.141 mmol) in dioxane under a nitrogen atmosphere was stirred at room temperature for 45 minutes. The resulting thick suspension was diluted with EtOAc, washed with water, organics washed with brine, dried over Na2SO4, decanted and solvent removed under vacuum. The crude was purified by column chromatography on silica gel using 20:1 to 5:1 Hexane:EtOAc as eluent to give methyl 2-(4-nitrophenyl)benzo[d]oxazole-7-carboxylate (0.4 g, 48%). UPLC-MS (Acidic Method, 2 min): rt 1.11 min, m/z 299.0 [M+H]+

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-7-carboxylate, 1086378-35-9

Reference：
Patent; JAGUAHR THERAPEUTICS PTE LTD; METE, Antonio; HITCHIN, James, R.; GRAHAM, Mark; (46 pag.)WO2020/43880; (2020); 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.

To a suspension of 5-chloro-2-mercaptobezoxazole (5.0 g, 26.9 mmol) in POCl3 (12.6 mL, 135 mmol) was added PCl5 (6.2 g, 129.6 mmol) and about 20 mL CH2Cl2. After stirring 5 days, the solvents were removed by rotary evaporation, the residue was partitioned between EtOAc and saturated aqueous NaHCO3. The layers were separated, the organic was washed with brine, dried over Na2SO4, and concentrated. The residue was dissolved in a minimum amount of CHCl3, hexanes were added, and a small amount of solids were filtered off. The filtrate was concentrated to provide D-1 as a white solid. Data for D-1: LC/MS: rt=2.38 min; m/z (M+H)=188.0 found; 188.0 required.

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; Bergman, Jeffrey M.; Breslin, Michael J.; Coleman, Paul J.; Cox, Christopher D.; Mercer, Swati P.; Roecker, Anthony J.; US2008/132490; (2008); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 2-Benzoxazolinone, cas is 59-49-4 its synthesis route is as follows.

3 -(3 -IodopropyPbenzo d] oxazol-2(3H)-one[0164]; To a solution of 2-benzoxazolinone (2.0 g, 14.8 mmol) and potassium carbonate (3.07 g, 22.2 mmol) in NN-dimethylformamide (20 mL), was added l-bromo-3-chloropropane (4.4 mL,44.4 mmol, d = 1.6). After stirring at 55C for 18 hours, the reaction mixture was diluted with ethyl acetate (100 mL), washed with dilute citric acid, water and brine. The organic phase was dried over MgS04 and concentrated to obtain 3-(3-chloropropyl)benzo[i ]oxazol-2(3H)-one (3.1 g, 99%>).

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：
Patent; ALTOS THERAPEUTICS, LLC; LUEHR, Gary, W.; SUNDARAM, Arathi; JAISHANKAR, Priyadarshini; PAYNE, Philip, W.; DRUZGALA, Pascal; WO2011/160084; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

Preparation of 1-(4-(trifluoromethyl)-2-(piperidin-1-yl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-4-yl)urea Amine 2c (350 mg, 1.33 mmol) was dissolved in 20 ml of AcOEt and at 0C triphosgene (395 mg, 1.33 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and dissolved in 5ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound 1b (100 mg, 0.66 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt). 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 40 mg of a white solid. Yield = 14% 1HNMR (DMSO, 400 MHz) delta 1.55 (2H, m), 1.68 (4H, m), 2.85 (4H, m), 4.43 (2H, d, J = 5.6 Hz), 6.88 (1H, t), 6.98 (2H, m), 7.05 (1H, m), 7.31 (1H, s), 7.42 (1H, d), 7.52 (1H, d, J = 8 Hz), 8.52 (1H, s), 11.00 (1H, bs); [M+1] 435.3 (C21H21F3N4O3 requires 434.41).

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 4-Aminobenzo[d]oxazol-2(3H)-one, 81900-93-8

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

54903-16-1, 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-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid, cas is 54903-16-1,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Example 7; 4-Benzyl-piperidine-l-carboxylicacid(2-oxo-2,3-dihydro-benzooxazoIe-6-carbonyl)-amide; 7a) 2-Oxo-2,3-dihydro-benzooxazole-6-carboxylic acid amide; To a stirred solution of 0.37 g (2.06 mmol) of 2-oxo-2,3-dihydro-benzooxazole-6-carboxylic acid [EurJ.Med.Chem.Chim. Ther., 9, 491-492. (1974)], 13 ml of 1,4-dioxane and 0.1 ml of dimethylformamide 1.35 ml (18 mmol) of thionyl chloride is added droep wise below 10 C, and the reaction mixture is stirred at room temperature for 24 h. Then 10 ml of 25 % ammonium hydroxide solution is added drop wise to the mixture. The reaction mixture is concentrated and the residue is purified by column chromatography using Kieselgel 60 aes adsorbent (Merck) and Chloroform : methanol = 3:1 aes eluent to yield 0.13 g (35.3 %) of the title compound. Mp.: 296 C (2-propanol).

The chemical industry reduces the impact on the environment during synthesis,54903-16-1,2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid,I believe this compound will play a more active role in future production and life.

Reference：
Patent; RICHTER GEDEON VEGYESZETI GYAR RT.; WO2006/10966; (2006); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

701-16-6, 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-Fluoro-2-methylbenzo[d]oxazole, cas is 701-16-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The SBOs were prepared by the base-catalysed condensation of the appropriate 5-halogeno-2-methylbenzoxazole with the requisite aromatic aldehyde under phase transfer conditions. In a typical experiment, equimolar quantities (5 mmol) of the starting materials were dissolved in dichloromethane (20-50 ml) in the presence of benzyltriethylammonium chloride (3 mmol) and stirred magnetically under a nitrogen atmosphere as an aqueous solution of sodium hydroxide (50%, w/v, 5 ml) was added dropwise over a period of 10 min. After being stirred for 2-36 h until analytical thin layer chromatography indicated that the reaction was complete, the mixture was diluted with water (50 ml) and the SBO was extracted with dichloromethane (3×20 ml), dried (MgSO4), filtered, evaporated under reduced pressure and recrystallized from aqueous methanol or ethanol.

The chemical industry reduces the impact on the environment during synthesis,701-16-6,5-Fluoro-2-methylbenzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference：
Article; Ayrton, Stephen T.; Panova, Jekaterina; Michalik, Adam R.; Martin, William H.C.; Gallagher, Richard T.; Bowen, Richard D.; International Journal of Mass Spectrometry; vol. 345-347; (2013); p. 120 – 131;,
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: Potassium hydroxide (46 mmol), ethanol (25 mL) and water (10 mL) were added to a dried round-bottomed flask sequentially, followed by the dropwise addition of CS2 (25 mmol), after 15 min, (un)substituted 2-aminophenol (23 mmol) was added, then the resulting solution was heated to reflux for 4 h. The reaction solution was acidified to pH~4 with dilute hydrochloric acid and then poured into water, extracted with ethyl acetate, the organic phase was washed with brine, dried over anhydrous magnesium sulfate, concentrated under reduced pressure and the residue was purified via silica gel column chromatography to obtain the intermediate the (un)substituted 2-mercaptobenzoxazole as a yellow solid. Then, the (un)substituted 2-mercaptobenzoxazole (5.5 mmol) was refluxed in SOCl2 (15 mL) for 2 h, excessive SOCl2 was removed under reduced pressure to give (un)substituted 2-chlorobenzoxazole as a yellow solid which was used in next reaction without further purification. Finally, 60 % of NaH (1.0 mmol) was added into a solution of 3,3-dichloroallyloxyphe-noxy intermediates (1.0 mmol) in THF (5 mL), after 2 h, (un)substituted 2-chloro-benzoxazole (1.0 mmol) was added, the reaction mixture was stirred for another 5 h at room temperature. The reaction mixture was poured into water and extracted with ethyl acetate, the organic phase was washed with saturated sodium bicarbonate, brine, dried over anhydrous magnesium sulfate, concentrated and the residue was purified via silica gel column chromatography to afford the title compounds.

The chemical industry reduces the impact on the environment during synthesis,2382-96-9,Benzo[d]oxazole-2-thiol,I believe this compound will play a more active role in future production and life.

Reference：
Article; Guan, Aiying; Qin, Yukun; Wang, Junfeng; Li, Bin; Journal of Fluorine Chemistry; vol. 156; (2013); p. 120 – 123;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

59-49-4, 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-Benzoxazolinone, cas is 59-49-4,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Step 1: N-Bromosuccinimide (26.6 g, 0.15 mol) was added to a stirred solution of 2-benzoxazolinone (20.0 g, 0.15 mol) in glacial acetic acid (220 mL), and the mixture was stirred at room temperature for 3 days. The reaction mixture was poured into H2O (1.2 L), and the white solid that formed was collected. Recrystallization from hot EtOH (300 mL) gave bromide 1 (22.1 g, 70%) as an off-white solid: mp 190-195 C.; IR (KBr): 3278, 1779, 1736, 1623 cm?1; 1H NMR (300 MHz, CD3OD): ?7.41 (d, J=2 Hz, 1H), 7.32 (dd, J=5, 2 Hz, 1H), 6.99 (d, J=5 Hz, 1H); CI MS (methane) (m/z): 215 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis,59-49-4,2-Benzoxazolinone,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Nikam, Sham Shridhar; Scott, Ian Leslie; Sherer, Brian Alan; Wise, Lawrence David; US2003/236252; (2003); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

701-16-6, 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-Fluoro-2-methylbenzo[d]oxazole, cas is 701-16-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

[0436] Compound 50: To a solution of Comp-50c (3.95 g, 26.15 mmol) in THF:iBuOH (50 mL 4: 1 ) was added t-BuOK (8.78 g, 78.47 mmol) and the reaction mixture was stirred for 10 min. Comp-3b (5.18 g, 23.54 mmol) was added portion wise and the reaction mixture was stirred at room temperature for 16h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was quenched with H20 and extracted with EtOAc. The organic layer was washed with brine, separated, dried over anhydrous Na2SO4 and concentrated in vacuo. The crude obtained was purified by column chromatography (silica, 100-200 mesh, 2-3% MeOH in ethyl acetate) to afford (E)-2-(2-(2,5-dimethyl-l-(l- me1hylpiperidin-4-yl)-lH-pyrrol-3-y])viny])-5-fluorobenzo[d]oxazole (50; 1.8 g, 20%) as yellow solid. (0756) [0437] HPLC Purity: 98.7%. (0757) [0438] MS (ESI) m/e |M+H|+/ Rt/%: 354.20/1.42/98.2%. (0758) [0439] 1H NMR (400 MHz, DMSO-c delta 1.69-1.72 (m, 2 H) 1.98 – 2.07 (m, 2 H) 2.11 – 2.17 (m, 2H) 2.20 (s, 3 H) 2.27 (s, 3H) 2.38 (s, 3 H) 2.88 (d, J=11.25 Hz, 2 H) 3.92-3.98 (m, 1 H) 6.26 (s, 1 H) 6.51 (d, J=15.65 Hz, 1 H) 7.11-7.16 (m, 1 H) 7.46 (dd, J=9.05, 2.69 Hz, 1 H) 7.62 – 7.71 (m, 2 H).

The chemical industry reduces the impact on the environment during synthesis,701-16-6,5-Fluoro-2-methylbenzo[d]oxazole,I believe this compound will play a more active role in future production and life.

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