Category: benzoxazole

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

The 2-mercaptobenzoxazole (20 g, 132 mmol) is refluxed in 300 mL of acetone with 18.3 g (133 mmol) of potassium carbonate and 24 g (169 mmol) of methyl iodide for 2 hours to obtain 21 g of 2-methylthiobenzoxazole (2B) which then is heated with 24.5 g (132 mmol) of methyl tosylate at 160 C. for one hour to obtain 32.7 g of 2A.

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Reference£º
Patent; Molecular Probes, Inc.; US5545535; (1996); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22876-19-3,5-Chlorobenzo[d]oxazole-2(3H)-thione,as a common compound, the synthetic route is as follows.

Step 6) Synthesis of 2, 5-dichlorobenzo [d] oxazoleA mixture of 5-chlorobenzo [d] oxazole-2-thiol (3.01 g, 16.22 mmol) , sulfoxide chloride (20 mL, 272.6 mmol) and N, N-dimethylformamide (0.10 mL, 1.3 mmol) was heated to reflux and stirred for 3 hours The reaction mixture was cooled and the solvent was removed in vacuo. The resulting product was used directly in the next step., 22876-19-3

The synthetic route of 22876-19-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; ZHANG, Ji; (90 pag.)WO2017/88759; (2017); A1;,
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Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.132244-31-6,5-Bromobenzo[d]oxazole,as a common compound, the synthetic route is as follows.

General procedure: To an oven-dried 10 mL vial were added the heteroarene 1 (0.40 mmol, 1.0 equiv), 1-adamantanecarboxylic acid (2; 216 mg, 1.20 mmol, 3.0 equiv), K2HPO4 (209 mg, 1.20 mmol, 3.0 equiv), 9-mesityl-10-methylacridinium perchlorate (8.2 mg, 5.0 mol%), and [Co(dmgH)(dmgH2)Cl2] (11.6 mg, 8.0 mol%). After the vial was capped with a septum, it was evacuated and refilled with N2 for three times before DCE (1.5 mL) and H2O (0.5 mL) were added sequentially. If the heterocyclic substrate 1 was a liquid, it was added at this point. The mixture was degassed and stirred for 24 h under visible light irradiation (Kessil A360N, see Figure S-1 in the Supporting Information). After 24 h, the mixture was diluted with CH2Cl2 (10 mL) and H2O (10 mL), and the phases were separated. The aqueous layer was extracted with CH2Cl2 (2 ¡Á 10 mL), the combined organic phases were dried (Na2SO4), and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (n-pentane or n-hexane/Et2O 20:1 to 2:1) affording the corresponding product 3., 132244-31-6

The synthetic route of 132244-31-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Koeller, Julian; Gandeepan, Parthasarathy; Ackermann, Lutz; Synthesis; vol. 51; 5; (2019); p. 1284 – 1292;,
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Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belong benzoxazole compound,5-Chlorobenzo[d]oxazole-2(3H)-thione,22876-19-3,Molecular formula: C7H4ClNOS,mainly used in chemical industry, its synthesis route is as follows.,22876-19-3

General procedure: Phosphorus tribromide (89 muL, 0.11 mmol) was dropwisely added to a solution of commercial 2-phenethylbenzylalcohol (75 mg, 0.35 mmol) in dry THF (5 mL) at 0 C. After stirring at room temperature for 2h, the reaction mixture was extracted with EtOAc after quenching with water. The organic extract was washed with brine and dried over MgSO4. Evaporation of the filtrate provided crude 2-phenethylbenzyl bromide. Then, commercial 2-mercaptoimidazole (70 mg, 0.47 mmol), sodium hydride (22 mg, 0.55 mmol) and potassium iodide (78 mg, 0.47 mmol) was added to a solution of crude 2-phenethylbenzyl bromide in DMF (3 mL). After stirring at 100C overnight, the reaction mixture was quenched with water, extracted with EtOAc, washed with brine and dried over MgSO4 and evaporated. Purification of the residue by column chromatography on silica gel (hexane/EtOAc = 1/1) provided the title compound (44 mg, 0.15 mmol) as a colorless solid in 43% yield.

With the synthetic route has been constantly updated, we look forward to future research findings about 5-Chlorobenzo[d]oxazole-2(3H)-thione,belong benzoxazole compound

Reference£º
Article; Fukuda, Miwa; Sasaki, Tomomi; Hashimoto, Tomoko; Miyachi, Hiroyuki; Waki, Minoru; Asai, Akira; Takikawa, Osamu; Ohno, Osamu; Matsuno, Kenji; Bioorganic and Medicinal Chemistry Letters; vol. 28; 17; (2018); p. 2846 – 2849;,
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Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5676-60-8,2-Methylbenzo[d]oxazol-6-amine,as a common compound, the synthetic route is as follows.

5676-60-8, A slurry of 4-amino-2-methylquinoline (0.158 g) in dichloromethane (10 ml) was added to solution of carbonyl diimidazole (0.162 g) in dichloromethane (5 ml). The mixture was stirred for 2.5 h, solvent removed at reduced pressure and the residue dissolved in dimethylformamide (15 ml). 6-Amino-2-methylbenzoxazole (0.148 g) (Res. Inst. Drugs, Modra, Slovakia. Collect. Czech. Chem. Commun. (1996), 61, 371-380) was added and the mixture warmed to 100 C. for 1 h. Solvent was removed at reduced pressure and triturated with diethyl ether and methanol to give the title compound (0.035 g) as a colourless solid. 1 H NMR delta: 2.59 (3H, s), 2.60 (3H, s), 7.24 (1H, dd, J=1.9, 8.5 Hz), 7.58-7.63 (2H, m), 7.73 (1H, t, J=7.2 Hz),7.89 (1H, d, J=7.7 Hz), 8.06 (1H, d, J=1.8 Hz), 8.13-8.15 (2H, m), 9.22 (1H, brs), 9.55 (1H, brs). m/z (API+): 333 (MH+).

The synthetic route of 5676-60-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SmithKline Beecham p.l.c.; US6699879; (2004); B1;,
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Benzoxazole | C7H5NO – PubChem

Name is 2-Benzoxazolinone, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 59-49-4, its synthesis route is as follows.,59-49-4

6-chloro-3-methylbenzo[d]oxazol-2(3H)-one (S8). 60% sodium hydride (1.44 g, 36 mmol) wasadded to a solution of benzoxindolidinone (3.38 g, 25 mmol) in THF (20 mL) at 0 C, and stirredat 0 C for 30 minutes. Iodomethane (2.30 mL, 37.5 mmol) was added dropwise and stirred at room temperature for 9 hours. The reaction mixture was diluted with ethanol and concentrated.The residue was diluted with water and extracted with dichloromethane. The organic layers werecombined, dried over sodium sulfate, filtered, and concentrated. The product was purified bycolumn chromatography eluting with 25% ethyl acetate/hexanes to yield S8 (1.62 g, 43%) as anoff white solid.Rf: 0.25 (25% ethyl acetate/hexanes)1H NMR (400 MHz, CDCl3): delta = 7.22 – 7.17 (m, 2H), 7.15 – 7.09 (m, 1H), 6.98 – 6.95 (m, 1H),3.41 (s, 3H)13C NMR (101 MHz, CDCl3): delta = 154.9, 142.8, 131.9, 124.0, 122.6, 110.1, 108.2, 28.2

With the complex challenges of chemical substances, we look forward to future research findings about 2-Benzoxazolinone

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Article; Fosu, Stacy C.; Hambira, Chido M.; Chen, Andrew D.; Fuchs, James R.; Nagib, David A.; Chem; vol. 5; 2; (2019); p. 417 – 428;,
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As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO334,mainly used in chemical industry, its synthesis route is as follows.,22876-19-3

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).

With the synthetic route has been constantly updated, we look forward to future research findings about 5-Chlorobenzo[d]oxazole-2(3H)-thione,belong benzoxazole compound

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

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 2-Benzoxazolinone, and cas is 59-49-4, its synthesis route is as follows.,59-49-4

General procedure: The resulting benzoxazolone (1 equiv.), 2-dibromobutane (1.5 equiv) and potassium carbonate (1.5 equiv.) were suspended in anhydrous DMF and stirred at ambient temperature and under a nitrogen atmosphere for 8 h. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel chromatograph. See title compounds for characterisation.

With the complex challenges of chemical substances, we look forward to future research findings about 2-Benzoxazolinone

Reference£º
Article; Tieu, William; Jarrad, Angie M.; Paparella, Ashleigh S.; Keeling, Kelly A.; Soares Da Costa, Tatiana P.; Wallace, John C.; Booker, Grant W.; Polyak, Steven W.; Abell, Andrew D.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 19; (2014); p. 4689 – 4693;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belong benzoxazole compound,Benzo[d]oxazol-2-amine,4570-41-6,Molecular formula: C7H6N2O,mainly used in chemical industry, its synthesis route is as follows.,4570-41-6

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.

With the synthetic route has been constantly updated, we look forward to future research findings about Benzo[d]oxazol-2-amine,belong benzoxazole compound

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

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

EXAMPLE 121 6-Bromo-3-trityl-3 H-benzooxazol-2-one 6-Bromo-3H-benzooxazol-2-one (0.165 g, 0.77 mmol) was added portionwise into a 0 C. suspension of NaH (44.8 mg, 1 mmol, 55%) in dry DMF (4 ml). After 1 hour stirring at room temperature, a solution of triphenylmethylchloride (0.24 g, 0.85 mmol) in DMF (0.5 ml) was added. The reaction mixture was stirred 1 hour at room temperature then quenched with H2O (15 ml). The aqueous phase was extracted with ethyl acetate, the combined organic phases were washed with H2O and brine, dried over Na2SO4 and concentrated to provide 6-bromo-3-trityl-3H-benzooxazol-2-one (0.27 g, 77%) as a beige solid, MS: Mm/e=457.1 (M+H+).

With the rapid development of chemical substances, we look forward to future research findings about 6-Bromobenzo[d]oxazol-2(3H)-one

Reference£º
Patent; Alanine, Alexander; Buettelmann, Bernd; Neidhart, Marie-Paule H.; Jaeschke, Georg; Pinard, Emmanuel; Wyler, Rene; US2001/47031; (2001); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem