Tag: M.W:100-200

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

General procedure: To a suspension of polyvinylpolypyrrolidone-supported hydrogen peroxide (0.175 g),silica sulfuric acid (0.1 g) and potassium iodide (0.02 mmol) in dichloromethane or ethylacetate (5 mL) was added a thiol (1 mmol), and the mixture was stirred at room temperaturefor the specified time (Table I). The progress of the reaction was monitored by TLC. Aftercompletion of the reaction, the reaction mixture was filtered and the residue washed withCH2Cl2 (20 mL), (the residue of entry 5 was washed with ethanol). Finally, the organicsolvent was evaporated and pure product was obtained as judged by TLC and 1H-NMRspectroscopy.

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; Ghorbani-Choghamarani, Arash; Nikoorazm, Mohsen; Azadi, Gouhar; Journal of the Serbian Chemical Society; vol. 78; 2; (2013); p. 173 – 178;,
Benzoxazole – Wikipedia
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81900-93-8, 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. 4-Aminobenzo[d]oxazol-2(3H)-one, cas is 81900-93-8,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Preparation of 1-(4-(trifluoromethyl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-4-yl)urea Commercially available 4-trifluoromethylbenzylamine (0.5 ml, 3.5 mmol) was dissolved in 20 ml of AcOEt and at 0C triphosgene (1 g, 3.5 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 5ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (5 ml) of compound 1b (350 mg, 2.33 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 9.5 / MeOH 0.5). 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 200 mg of a white solid. Yield = 24% 1HNMR (DMSO, 400 MHz) delta 4.41 (2H, d, J = 6 Hz), 6.98 (3H, m), 7.05 (1H, m), 7.55 (2H, d), 7.70 (2H, d, J = 8 Hz), 8.49 (1H, bs), 11.00 (1H, bs); [M+1] 352.1 (C16H12F3N3O3 requires 351.28).

The chemical industry reduces the impact on the environment during synthesis,81900-93-8,4-Aminobenzo[d]oxazol-2(3H)-one,I believe this compound will play a more active role in future production and life.

Reference：
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 5-Fluoro-2-methylbenzo[d]oxazole, and cas is 701-16-6, its synthesis route is as follows.

[0589] Compound 82: To a stirred solution of Comp-82b (0.1 g, 0.66 mmol) in mixture of THF (5 mL) and ffiuOH (1 mL) was added r-BuOK (0.2 g, 1.98 mmol) and the reaction mixture was stirred for 10 min. Comp-50c(0.1 g, 0.66 mmol) was added portion wise and the reaction mixture was stirred at room temperature for 16 h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was quenched with H20 (5 mL) and extracted with EtOAc (10 mL X 2). The organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure to get crude. The crude obtained was purified by prep HPLC to afford (E)-2-(2-(l-cyclopentyl-2,5- dimethyl-lH-pyrrol-3-yl)vinyl)-5-fluorobenzo[d]oxazole (82; 0.08 g, 40%) as white solid. (1026) [0590] HPLC Purity: 99.8% (1027) [0591] MS (ESI) m/e [M+H]+ Rt %: 325.2/2.47/99.4% (1028) [0592] 1H NMR (400 MHz, DMSO- d6) delta 1.62- 1.64 (m, 2 H), 1.82- 1.84 (m, 4 H), 1.98 – 2.08 (m, 2 H), 2.24 (s, 3 H), 2.36 (s, 3 H), 4.54 – 4.67 (m, 1 H), 6.26 (s, 1 H), 6.50 (d, J=15.65 Hz, 1 H), 7.10 – 7.19 (m, 1 H), 7.46 (dd, J=8.80, 2.45 Hz, 1 H), 7.62 – 7.64 (m, 1 H), 7.67 (d, J=15.65 Hz, 1 H).

701-16-6, 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.,701-16-6 ,5-Fluoro-2-methylbenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

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

Preparation of 6-Bromo-3H-benzoxazol-2-one. To a stirred suspension of 3H-benzoxazol-2-one (1.35 g, 10 mmol) in acetonitrile (23 ML) at -15 C. was added portionwise NBS (2.00 g, 11.0 mmol).Following complete addition of NBS the mixture was stirred at -15 to 0 C. for 3 h then allowed to warm to ambient temperature and stirred overnight.The solvent was evaporated in vacuo and the residue was partitioned between CH2Cl2/H2O precipitating the intermediate title compound, 6-bromo-3H-benzoxazol-2-one, (0.67 g, 31%) as a brown solid. 1HNMR(CDCl3) delta 7.0 (1H, d), 7.15 (1H.,d), 7.3 (1H, s), 11.9 (1H, s).

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; Bender, David Michael; Forman, Scott Louis; Jones, Winton Dennis; Smith, Daryl Lynn; Zarrinmayeh, Hamideh; Zimmerman, Dennis Michael; US2003/225127; (2003); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

77186-95-9, 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]oxazol-2-ylmethanol, cas is 77186-95-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

2.98 g (20.0 mmol) of 2-hydroxymethylbenzoxazole, 2.23 g (22.0 mmol) of triethylamine, 0.04 g (0.6 mmol) of 3,5-di-tert-butyl-4-hydroxytoluene were added to a 100 ml recovery flask. 2 mmol) and tetrahydrofuran 40 ml were added to prepare a reaction solution.After the reaction solution was cooled to 0 C., 2.30 g (22.0 mmol) of methacryloyl chloride was added dropwise and the mixture was stirred at room temperature for 3 hours, and the precipitated triethylamine hydrochloride was filtered off. Subsequently, the reaction solution was concentrated, and the extracting operation with 20 ml of ethyl acetate was carried out three times, and the extracted solutions were mixed and concentrated to obtain 4.09 g of a yellow liquid (yield: 94%).

The chemical industry reduces the impact on the environment during synthesis,77186-95-9,Benzo[d]oxazol-2-ylmethanol,I believe this compound will play a more active role in future production and life.

Reference：
Patent; SHIKOKU CHEMICALS CORPORATION; OKUMURA, NAOTO; IKEDA, YUICHI; (27 pag.)JP2015/20962; (2015); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one, cas is 3889-13-2 its synthesis route is as follows.

A solution of 28A (0.69 g, 3.83 mmol) in 2-ethoxyethanol (10 mL) was treated with KOH (0.22 g, 3.83 mmol) and stirred at RT for 1 h. The mixture was then heated to reflux and treated with 1-bromo-3-chloropropane (0.75 mL, 7.67 mmol). After refluxing for 4 h, the solution was filtered and concentrated to provide 28B, which was taken on to Step 3 without further purification.

3889-13-2, 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.,3889-13-2 ,5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Schering Corporation and Pharmacopeia Drug Discovery, Inc.; US2007/93477; (2007); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

4570-41-6, 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. Benzo[d]oxazol-2-amine, cas is 4570-41-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution of the selected heterocyclic starting material (1.00 mmol) in THF (10 mL) and a solutionof isopentyl nitrite (141 mg, 1.20 mmol) in THF (10 mL) were both pumped at a flow rate of 0.25 mLmin1 with a Vapourtech ?Easy MedChem V3? system, meeting at a PTFE T-piece and the outputflowing through a 10.0 mL coil reactor maintained at 120 C, giving a residence time of 20 min.The pressure of the system was maintained at 7 bar with a back-pressure regulator. For compoundswhere an isolated yield was reported: the output mixture was concentrated under reduced pressureto give an oil (or powder). The oil (or powder) was purified using column chromatography withvarious mixtures of ethyl acetate and hexane as the eluent, or by recrystallisation using methanol, togive isolated compounds that showed no impurities by NMR spectroscopy. For compounds where aconversion was reported (due to volatility of products), the output mixture was carefully concentratedunder a reduced pressure of 100 mbar for 10 min and the conversion was calculated by integration ofproduct peaks to a quantified internal standard (nitrobenzene).

The chemical industry reduces the impact on the environment during synthesis,4570-41-6,Benzo[d]oxazol-2-amine,I believe this compound will play a more active role in future production and life.

Reference：
Article; Roeder, Liesa; Nicholls, Alexander J.; Baxendale, Ian R.; Molecules; vol. 24; 10; (2019);,
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.

General procedure: A mixture of 1-(chloroacetyl)-3-(2-thienyl)-5-(1,3-benzodioxol-5-yl)-2-pyrazoline (0.005 mol) and aryl thiol (0.005 mol) in acetone (30 mL) was stirred at room temperature for 8 h in the presence of potassium carbonate (0.005 mol). The solvent was evaporated. The residue was washed with water and dried. The product was recrystallized from ethanol [18, 25].

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-Chlorobenzo[d]oxazole-2(3H)-thione, 22876-19-3

Reference：
Article; Oezdemir, Ahmet; Sever, Belgin; Alt?ntop, Mehlika Dilek; Letters in drug design and discovery; vol. 16; 1; (2018); p. 82 – 92;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 6-Bromobenzo[d]oxazole, and cas is 375369-14-5, its synthesis route is as follows.

(b) 6-{4-[l-{[(35)-l-(Cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-5- (trifluoromethyl)-lH-benzimidazol-2-yl]phenyl}-l,3-benzoxazole1 – { [(3 S)- 1 -(Cyclopropylcarbonyl)-3-pyrrolidinyl]methyl} -2-[4-(4,4,5 ,5-tetramethyl- 1,3,2- dioxaborolan-2-yl)phenyl]-5-(trifluoromethyl)-lH-benzimidazole (120 mg, 0.167 mmol) was dissolved in 1,4-dioxane (1.5 mL) in 5-mLmicrowave vial. 6-bromo-l,3-benzoxazole (33.0 mg, 0.167 mmol), PdCl2(dppf)-CH2Cl2 adduct (6.81 mg, 8.34 mu?omega), and 2 M aqueous potassium carbonate (0.250 mL, 0.501 mmol) were added with stirring. The vial was purged with nitrogen, sealed and heated at 100 C for 2 hr. The reaction mixture was allowed to cool to RT and was diluted with water (50 mL). The pH was adjusted to 7 with 1 N HC1 and the mixture was extracted with DCM (3 x 50 mL). The combined extracts were dried over sodium sulfate, evaporated to dryness, and purified by silica gel column chromatography using a gradient of 0-10% MeOH/DCM, followed by preparative reverse phase hplc using a gradient of 1% aqueous NH4OH/acetonitrile, to afford 18 mg of the titled compound. (LCMS m z 531.0, M+H).

375369-14-5, 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.,375369-14-5 ,6-Bromobenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; GLAXOSMITHKLINE LLC; HALLMAN, Jason; LAUDEMAN, Christopher; LIU, Ronggang; MILLER, Aaron; MOORE, Michael, Lee; DOCK, Steven; MUSSO, David; PARRISH, Cynthia; WO2011/56635; (2011); A1;,
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.

Sodium hydride (7.00 mmol) was added to a chilled (0 C) solution of benzo[d]oxazol-2(3H)-one (4.81 mmol) in tetrahydrofuran (20 mL) and the reaction mixture was maintained for 30 min. Methyl iodide (7.25 mmol) was added dropwise and the reaction mixture was maintained for 6 h at rt. The reaction mixture was diluted with with ethanol (10 mL) and the mixture was concentrated. The residue was diluted with water (50 mL) and was extracted with dichloromethane (3 x 20 mL). The combined organic layers were dried (sodium sulfate), filtered and concentrated to afford 3-methylbenzo[d]oxazol-2 (3H)-one in 82% yield as a light red solid.

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; MEMORY PHARMACEUTICALS CORPORATION; WO2009/23844; (2009); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem