Day: March 16, 2021

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).

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

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

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 6-Bromobenzo[d]oxazol-2(3H)-one, and cas is 19932-85-5, its synthesis route is as follows.

General procedure: IV, e.g. bromo-substituted 3H-1,3-benzoxazol-2-one, (1 eq.) was suspended in a 1:1 toluene/EtOH mixture (10 mL per mmol IV). The boronic acid V (1.5 eq.) was added followed by aq. NaCO3 (2 M, 0.55 mL per mmcl IV, 1.1 eq.). The resulting suspension was degassed undernitrogen for 10 mm, followed by addition of Pd(PPh3)4 (0.1 eq.) and heating under microwave irradiation at 100 C for 30 mm. The reaction mixture was diluted with EtOAc (40 mL per mmcl IV), and water (40 mL per mmcl IV) was added. The two phases were separated and the aqueous layer was extracted with EtOAc (2 x 40 mL per mmcl IV). The combined organic phases were dried over Na2SO4, evaporated on silica, and the compound was purified by column chromatography using the Teledyne ISCO apparatus (cyclohexane:EtOAc).The title compound was obtained according to the General Procedure II, starting from 6-bromobenzoxazolone (500 mg, 2.34 mmol) and (4-fluorophenyl)boronic acid (490 mg, 3.50mmol). White solid (450 mg, 42%). 1H NMR (400 MHz, CDCI,) 6 7.08 (m, 3H), 7.33 (dd, J = 8.1, 1.6 Hz, 1H), 7.39 (d, J = 1.4 Hz, 1H), 7.47 -7.52 (m, 2H), 7.91 (s, 1H). MS (ESI) m/z: 228 [M-H].

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£º
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNIVERSITA’ DEGLI STUDI DI PARMA; PIOMELLI, Daniele; PIZZIRANI, Daniela; BACH, Anders; SCARPELLI, Rita; MELZIG, Laurin; MOR, Marco; (72 pag.)WO2015/173169; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

Example 2N-Benzooxazol-2-yl-2-(4-methanesulfonyl-phenyl)-3-o-tolyl-propionamideTo a solution of 2-(4-methanesulfonylphenyl)-3-o-tolyl-propionic acid (prepared in example 1, 198 mg, 0.62 mmol) and 2-aminobenzoxazole (101 mg, 0.75 mmol) in CH2Cl2 (8 mL) was added DMAP (23 mg, 0.19 mmol) and EDC.HCl (144 mg, 0.75 mmol).The reaction mixture was stirred at room temperature overnight.Purification by chromatography (silica, 0.5-2.5percent methanol/CH2Cl2 gradient) afforded a white solid.The solid was taken up in CH2Cl2 and poured onto 0.1percent aqueous HCl and extracted 3 times with CH2Cl2 to remove the last trace of impurity.The organic layer was dried over Na2SO4 and concentrated in vacuo to afford N-benzooxazol-2-yl-2-(4-methanesulfonyl-phenyl)-3-tolylpropionamide (241 mg, 90percent) of a white solid: m.p. 105.7-108.9¡ã C., LC/MS-ESI observed [M+H]+ 435.

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

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.

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.

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.

Reference£º
Patent; SOLVAY PHARMACEUTICALS B.V.; US2006/122189; (2006); A1;,
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.

General procedure: A mixture of VNU-11(Hf) (0.018 g, 0.01 mmol), aromatic acylchloride (0.140 g, 1 mmol) and benzoxazole (0.119 g, 1 mmol)was heated at 170 C under conventional heating for a few hoursor microwave irradiation of a CEM Discover apparatus for a fewminutes. After completion of reaction, the catalyst was filteredfrom the reaction mixture. The filtrate was diluted with ethyl acetate (50 mL), washed with H2O (3×20 mL), aqueous NaHCO3(2 x20 mL), and dried over Na2SO4. The solvent was removed ina rotary evaporator. The crude product was purified by flash chromatography(90:10 acetone/petroleum ether to give correspondingproduct. The purity and identity of the products were confirmed byGC-MS spectra, which were compared with the spectra in the NISTlibrary, and by 1H and 13C NMR spectroscopy.

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£º
Article; Nguyen, Linh Ho Thuy; Nguyen, Trang Thi Thu; Tran, Phuong Hoang; Kawazoe, Yoshiyuki; Le, Hung Minh; Doan, Tan Le Hoang; Journal of Catalysis; vol. 374; (2019); p. 110 – 117;,
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.

To a RBF was added at 0 C, under nitrogen, 4-(methoxycarbonyl) cyclohexanecarboxylic acid (0.484 g, 2.60 mmol), dry DCM (10 mL), dry DMF (0.040 mL, 0.520 mmol), and dropwise oxalyl chloride (0.854 mL, 5.72 mmol). The ice-bath was removed and the mixture was stirred for 45 minutes under nitrogen. The volatiles were removed on the rotovap, the crude oil diluted with dry DCM and evaporation repeated to give crude methyl 4-(chlorocarbonyl)cyclohexanecarboxylate. To a vial was added freshly synthesized methyl 4-(chlorocarbonyl)cyclohexane- carboxylate (2.60 mmol assummed), PhCl (2mL), 5-bromobenzoxazole (257 mg, 1.3 mmol) and potassium carbonate (27.6 mg, 0.200 mmol) in water (0.667 mL). The vial was sealed and the mixture stirred overnight at 140C. The mixture was cooled and volatiles were removed. The crude product was taken up in 1 : 1 ethylacetate/DCM, washed with minimal water, brine, dried over soudium sulfate, filtered, and evaporated. The crude reaction mixture was then taken up in 6 mL of acetonitrile/DMF and purified using a Shimadzu preparative HPLC employing acetonitrile/water/ammonium acetate where solvent A was 5% acetonitrile / 95% water / 10 mM ammonium acetate and solvent B was 5% water / 95% acetonitrile / 10 mM ammonium acetate with a Waters Sunfire 5mupiiota CI 8 30x100mm column at a gradient of 25-100% B and a flow rate of 40 mL/min. over 15 minutes with a 5 minute hold. Methyl 4-(5-bromobenzo[d]oxazol-2-yl)cyclohexanecarboxylate was obtained as a ~1 : 1 mixture of cis and trans isomers by NMR analysis and as a peach colored solid (100.8mgs, 23% yield). The LC/MS data was obtained on a Shimadzu analytical LCMS (ESI+) at 220nm using the following set of conditions: Waters Aquity BEH 1.7muiotaeta C18, 2.1 x 50mm column, with a gradient of 2-98%B (B = 100% HPLC grade acetonitrile/ 0.05% trifluoroacetic acid), (A = 100% HPLC grade water / 0.05% trifiuoroacetic acid), in 2 minutes with a gradient time of 1.5 minute at a flow rate of 0.8 mL/minute. LCMS Rt = 1.334 mia, m/z 337.9 & 339.9 (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 5-Bromobenzo[d]oxazole, 132244-31-6

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; YEUNG, Kap-Sun; GRANT-YOUNG, Katharine A.; SUN, Li-Qiang; LANGLEY, David R.; ST. LAURENT, Denis R.; SCOLA, Paul Michael; (126 pag.)WO2018/118848; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

300 mg of (R)-tert-butyl 3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate obtained in Synthetic Example 1 was dissolved in 3 mL of NMP. 118 mg of benzo[d]oxazol-2-amine, 20 mg of xantphos, and 0.15 mL of N-methylmorpholine were added thereto, and a degassing operation was carried out. Thereafter, 7.6 mg of palladium acetate was added thereto, and under a carbon monoxide atmosphere, the mixture was heated to 110¡ã C. and stirred for 2 hours. After the mixture was cooled, 4.5 mL of methanol and 0.45 mL of a 5 N aqueous solution of sodium hydroxide were added thereto, and the mixture was stirred for 30 minutes at room temperature. Thereafter, the pH was adjusted to 5.3 with 2 N hydrochloric acid, and a solid thus obtained was collected by filtration. The crude product was purified by a silica gel column (chloroform-methanol), and thus 257 mg of the title compound was obtained as a white solid. (0529) Physical property value: m/z [M+H]+ 479.3

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£º
Patent; TAIHO PHARMACEUTICAL CO., LTD.; Hosoi, Fumihito; Nakachi, Yoshinori; Kajiwara, Daisuke; (63 pag.)US9782412; (2017); B2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

13673-62-6, 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. 2-(Methylthio)benzo[d]oxazole, cas is 13673-62-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

(b) 6-Bromo-2-(methylthio)benzoxazole 2-(Methylthio)benzoxazole (5.8 g, see (a) above) was dissolved in chloroform (75 ml) and a solution of bromine (6.0 g) in chloroform (30 ml) was added dropwise, with stirring, over a period of 45 minutes. The mixture was allowed to stand overnight at room temperature and the solvent removed by distillation under reduced pressure to give a brown oil. The oil was washed with aqueous sodium metabisulfite and crystallized from ethanol/water to give the title compound as pink platelets (2.0 g), mp 95-96 C.

The chemical industry reduces the impact on the environment during synthesis,13673-62-6,2-(Methylthio)benzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; ICI Australia Limited; US4314065; (1982); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid, and cas is 54903-16-1, its synthesis route is as follows.

Into a 25-mL round-bottom flask was placed 2-oxo-2,3-dihydro-1,3-benzoxazole- 6-carboxylic acid (100 mg, 0.56 mmol, 2.35 equiv), N,N-dimethylformamide (10 mL), HOBT (135 mg, 2.00 equiv) and EDCI (191 mg, 2.00 equiv). Then benzyl 4- [[(1R,3r,5S)-3-amino-8-azabicyclo[3.2.1]octane-8-sulfonyl]methyl]piperidine-1- carboxylate (100 mg, 0.24 mmol, 1.00 equiv) was added in several portions. After complete adddition, TEA (250 mg, 5.00 equiv) was added dropwise. The resulting solution was stirred for 1 h at room temperature. The mixture was concentrated under vacuumand the residue diluted with 10 mL of H2O. This mixture was extracted with 3×10 mL of ethyl acetate and the organic layers combined. The combined extracts were washed with 2×30 mL of brine, dried, and concentrated. The residue was chromatographed on a silica gel column with dichloromethane/methanol (10/1). This resulted in 100 mg (72%) of benzyl 4-[[(1R,3r,5S)-3-(2-oxo-2,3-dihydro-1,3- benzoxazole-6-amido)-8-azabicyclo[3.2.1]octane-8-sulfonyl]methyl]piperidine-1- carboxylate as yellow oil

54903-16-1, 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.,54903-16-1 ,2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); A;,
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.

General procedure: Intermediates 10-17 were prepared following literaturemethods [49] with slight modifications. 2-Benzoxazolone 8 or 2-benzothiazolone 9 (7.4 mmol), appropriate 1-omega-dibromoalkane(8 mmol), potassium carbonate (8 mmol) and acetone (10 mL) wererefluxed for 4 h and then allowed to stand at room temperature.The mixture was filtered to eliminate inorganic material and thenevaporated under reduced pressure to obtain a residue, which wastaken up in water. The solution was extracted with dichloromethane(3 50 mL) and the combined extracts werewashed withwater, dried, and evaporated. The residue was triturated twice withlight petroleum ether 40e60 C to give intermediates 10e17 thatwere used without further purification in the subsequent steps.Analytical and spectral data are reported only for unknown compounds 13 and 17.

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 2-Benzoxazolinone, 59-49-4

Reference£º
Article; Salerno, Loredana; Pittala, Valeria; Modica, Maria N.; Siracusa, Maria A.; Intagliata, Sebastiano; Cagnotto, Alfredo; Salmona, Mario; Kurczab, Rafa?; Bojarski, Andrzej J.; Romeo, Giuseppe; European Journal of Medicinal Chemistry; vol. 85; (2014); p. 716 – 726;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem