Tag: M.W:100-200

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.

General procedure: K2CO3 (9.2 g, 66.6 mmol) and 1,4-dibromobutane (21.0 mL, 177.6 mmol) were added, under stirring, to a solution of benzo[d]oxazol-2(3H)-one (3.0 g, 22.2 mmol) in anhydrous DMF (30 mL). The reaction mixture was heated at 60 C for 3 h. After cooling, the reaction mixture was poured into 100 mL water and extracted with ethyl acetate (3 x 70 mL). The combined organic layers were washed with saturated aqueous NaCl and dried over sodium sulfate. The solvent was removed in vacuo, and the residue was purified by flash column chromatography (SiO2) using hexane/ethyl acetate (8:2) as eluent to give 3.6 g (62%) of 2e as a white solid. 4.2.1.7 3-(5-Bromopentyl)benzo[d]oxazol-2(3H)-one (2g) General procedure A, yield 65%, yellow oil. 1H NMR (400 MHz, CDCl3) delta 7.25-6.95 (m, 4H), 3.84 (t, J = 7.2, 2H), 3.39 (t, J = 6.7, 2H), 1.97-1.87 (m, 2H), 1.85-1.78 (m, 2H), 1.63-1.45 (m, 2H). 13C NMR (101 MHz, CDCl3) delta 154.54, 142.68, 131.08, 123.82, 122.39, 110.07, 108.21, 42.00, 33.21, 32.09, 26.96, 25.21. MS (EI) m/z 306 (M++23).

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：
Article; Abdelazeem, Ahmed H.; Khan, Shabana I.; White, Stephen W.; Sufka, Kenneth J.; McCurdy, Christopher R.; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3248 – 3259;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

Example 27: 1-(4-fluoro-2-(trifluoromethyl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-4-yl)urea (scheme 1) Preparation of 1-(4-fluoro-2-(trifluoromethyl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-4-yl)urea Commercially available 4-fluoro-2-trifluoromethylbenzylamine (0.5 ml, 3.7 mmol) was dissolved in 20 ml of AcOEt and at 0C triphosgene (1.12 g, 3.7 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 (5ml) of compound 1b (360 mg, 2.4 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 (30ml) 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 90 mg of a white solid. Yield = 10% 1HNMR (DMSO, 200 MHz) delta 4.36 (2H, d, J = 5.6 Hz), 6.71 (1H, t, J = 6 Hz), 6.98 (2H, m), 7.56 (4H, m), 8.55(1H, bs), 11.09 (1H, bs); [M+1] 370.2 (C16H11F4N3O3 requires 369.27).

81900-93-8, 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.,81900-93-8 ,4-Aminobenzo[d]oxazol-2(3H)-one, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Pharmeste S.r.l.; EP2377850; (2011); 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.

Amide-containing compounds with (benz)imidazol-2-yl groups can undergo catalytic directed cleavage with an alcohol nucleophile 11 in the presence of a metal catalyst. The following examples as depicted in Example Scheme ES can be listed:_Using 15.0 molpercent Zn(OAc)2.17H20, 1.0 equiv 9a, 6.0 equiv 16, tBuOAc, 100 °C, 48 h.1,3-bis(Benzo[d]oxazol-2-yl)urea (18a) was obtained in 59percent (0.087 g, 0.296 mmol) yield. White crystals ; m.p. 130 °C. 13C-NMR (100 MHz, DMSO-d6): : 162.7 (Cquat), 147.8 (Cquat), 143.4 (Cquat),123.4 (CH), 119.9 (CH), 115.3 (CH), 108.3 (CH).

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：
Patent; UNIVERSITEIT ANTWERPEN; MAES, Bert; WYBON, Clarence; CHEN, Chen; BHEETER, Charles Beromeo; SERGUEEV, Serguei; (88 pag.)WO2017/46133; (2017); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

41014-43-1, 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-(Chloromethyl)benzo[d]oxazole, cas is 41014-43-1,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Step E Preparation of 3-[(benzoxazol-2-yl)methoxy]-2-methoxy-5-ethyl-6-methylpyridine A quantity of 60% sodium hydride in mineral oil (24 mg, 0.6 mmol) was added to a solution of 2-methoxy-3-hydroxy-5-ethyl-6-methylpyridine (77 mg, 0.46 mmol) in dry dimethylformamide (2 mL). After gas evolution ceased, 2-(chloromethyl) benzoxazole (100 mg, 0.6 mmol) was added and the reaction mixture warmed at 60 C. for one hour. The reaction was then cooled, diluted with diethyl ether, the ether extract washed with water, dried (Na2 SO4), filtered and evaporated to give 151 mg of crude mixture. This mixture was flash chromatographed on silica gel, eluding with 0.5% methanol/chloroform. Combined appropriate fractions gave 46 mg (32%) of oily product.

The chemical industry reduces the impact on the environment during synthesis,41014-43-1,2-(Chloromethyl)benzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Merck & Co., Inc.; US5308854; (1994); A;,
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.

Example 66: 4-r3-(4-Chloro-phenoxy)-benzyl1-piperazine-1 -carboxylic acid benzooxazol-2-ylamide.; To a solution of benzooxazole-2-ylamine (35.8 mg, 0.267 mmol) in CH2CI2 (6.0 ml_) was added N,N’-disuccinimidyl carbonate (68.4 mg, 0.267 mmol). The reaction mixture was stirred at rt for 6 h, then treated with 1-[3-(4-chloro-phenoxy)- benzyl]-piperazine hydrochloride (100 mg, 0.267 mmol) and diisopropylethylamine (92 mul_, 0.536 mmol) and stirred for an additional 16 h at rt. The reaction mixture was diluted with EtOAc (100 ml_) and extracted with H2O (100 ml_) then saturated aqueous NaCI (50 ml_). The organic layer was dried (MgSO4), and concentrated. The crude residue was purified (FCC, 2 N NH3 in MeOH/DCM) to give 4-[3-(4-chloro- phenoxy)-benzyl]-piperazine-1 -carboxylic acid benzooxazol-2-ylamide (78.0 mg, 63percent). MS (ESI+): calcd for C25H23CIN4O3 m/z 462.15, found 463.5 (M+H)+. 1H NMR (d6-DMSO): 12.13 (br s, 1 H), 7.46-7.39 (m, 3H), 7.36 (t, J = 7.9, 1 H), 7.30 (br s, 1 H), 7.22 (t, J = 7.6, 1 H), 7.18-7.11 (m, 2H), 7.04 (d, J = 9.0, 2H), 7.00 (br s, 1 H), 6.94- 6.91 (m, 1 H), 3.73-3.54 (br m, 4H), 3.50 (s, 2H), 2.40-2.31 (m, 4H).

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]oxazol-2-amine, 4570-41-6

Reference：
Patent; JANSSEN PHARMACEUTICA NV; BREITENBUCHER, J., Guy; KEITH, John, M.; TICHENOR, Mark, S.; CHAMBERS, Alison, L.; JONES, William, M.; HAWRYLUK, Natalie, A.; TIMMONS, Amy, K.; MERIT, Jeffrey, E.; SEIERSTAD, Mark, J.; WO2010/68453; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Chloro-6-hydroxybenzo[d]oxazol-2(3H)-one, and cas is 1750-45-4, its synthesis route is as follows.

6-Hydroxy-5-chlorobenzo [d] oxazol-2 (3H) -one(1.8 g, 10 mmol),3-Bromomethyl-2H-1,2,3-triazole (1.8 g, 11 mmol),A mixture of potassium carbonate (2.8 g, 20 mmol) in acetonitrile (200 mL) was stirred at 70 C for 16 h,The solvent was removed in vacuo and the residue was purified by column chromatography on silica gel eluting with petroleum ether / ethyl acetate 20: 1,To give 3 – [(2H- 1,2,3 -triazol-2-yl) methyl) -5-chloro-6- hydroxybenzo [d] oxazol-2 (3H) -one as an orange solid (2.3 g, 85%)

1750-45-4, 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.,1750-45-4 ,5-Chloro-6-hydroxybenzo[d]oxazol-2(3H)-one, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Mudanjiang Medical School; Li Hailin; Wang Wei; Song Jing; Sun Zhiguo; Han Guangyu; (12 pag.)CN106928212; (2017); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

5676-60-8, 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. 2-Methylbenzo[d]oxazol-6-amine, cas is 5676-60-8,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of compound 3 (3.37 mmol) in DMF (10 mL), charged respective compound V (a-p) (4.04 mmol) and heated to 80 C. After3 h, TLC analysis showed complete conversion of starting materials. The reaction mixture was cooled to room temperature, charged water (30 mL) and extracted with EtOAc (2 × 20 mL). The combined organic layer was washed with water (20 mL) followed by brine and concentrated under reduced pressure to obtain gummy liquid. This crude material was triturated with MTBE to afford desired product as solid and which used as such in next step without any further purification.

The chemical industry reduces the impact on the environment during synthesis,5676-60-8,2-Methylbenzo[d]oxazol-6-amine,I believe this compound will play a more active role in future production and life.

Reference：
Article; Balraju, Vadla; Jogula, Sridhar; Krishna, Vagolu Siva; Meda, Nikhila; Sriram, Dharmarajan; Bioorganic Chemistry; vol. 100; (2020);,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

177492-52-3, 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. Benzo[d]oxazol-6-amine, cas is 177492-52-3,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of the appropriate amine (1M-3M, 2 mmol) and the appropriate aldehyde (2.2 mmol) in ethanol (10 mL) was stirred at room temperature for 8 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 Benzo[d]oxazol-6-amine, 177492-52-3

Reference：
Article; Zhang, Da-Jun; Sun, Wen-Fang; Zhong, Zhao-Jin; Gao, Rong-Mei; Yi, Hong; Li, Yu-Huan; Peng, Zong-Gen; Li, Zhuo-Rong; Molecules; vol. 19; 1; (2014); p. 925 – 939;,
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.

40.0 g (0.30 mol) of 2-benzoxazolinone were dissolved with stirring at room temperature in 600.0 ml (0.30 mole) of 68% nitric acid. It was then heated to 50 C. and stirred at this temperature for three hours. The reaction was stirred for a further 16 h at room temperature. After completion of the reaction, the mixture was poured into about 2.0 l of ice water, precipitated substance was filtered off, washed neutral and dried. After drying, 6-nitro-3H-1,3-benzoxazol-2-one (39.1 g, 72%) was obtained as a pale yellow solid. 1H-NMR (300 MHz, d6-DMSO): delta=7.25 (d, 1H, 4-H), 8.10 (d, 1H, 5-H), 8.17 (s, 1H, 7-H), 12.43 (br s, 1H, NH).

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：
Patent; Henkel AG & Co. KGaA; Gebert-Schwarzwaelder, Antje; Nemitz, Ralph; Kroos, Astrid; Koenen, Annika; (20 pag.)US2019/167551; (2019); A1;,
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.

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 × 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.

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