Month: May 2021

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.

Step 2 2.97 g (15.9 mmol) of the compound obtained in Step 1 and 4.43 g (23.8 mmol) of 1-tert-butyloxycarbonylpiperazine were placed in a 250 mL flask, /j-xylene was added thereto, and the mixtue was incubated at 138 C for 15 hrs. The reaction mixture was concentrated under a reduced pressure, dissolved in ethylacetate, and washed with water. The formed organic layer was washed with a sodium hydrogen carbonate solution and a saturated NaCl solution, dried over anhydrous magnesium sulfate, filtered, and distilled under a reduced pressure. The resulting residue was subjected to silica gel column chromatography (n-hexane: ethyl acetate = 9:1) to obtain te/t-butyl 4-(5-chlorobenzooxazol-2-yl)pirhoerazine-l-carboxylate (yield: 63%).

The chemical industry reduces the impact on the environment during synthesis,22876-19-3,5-Chlorobenzo[d]oxazole-2(3H)-thione,I believe this compound will play a more active role in future production and life.

Reference：
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; CHEMON INC.; WO2008/153325; (2008); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

To a suspension of 1 (10 mmol, 1.51 g) in SOCl2 (50 mL) was added few drops of DMF, and the mixture heated at reflux for 5 h. After the solvent was evaporated, the crude product was purified by silica gel column chromatography (petroleum ether/EtOAc, 10:1). Colorless oil, yield 69.7%.

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; Wang, Guangcheng; Peng, Zhiyun; Wang, Jing; Li, Juan; Li, Xin; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5374 – 5379;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

19932-85-5, 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. 6-Bromobenzo[d]oxazol-2(3H)-one, cas is 19932-85-5,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Iodoethane (100 muL, 1 mmol) was added to a mixture of 6-bromo-1,3-benzoxazol-2(3H)-one (Acros, catCC75710DA, 150 mg, 0.70 mmol) and potassium carbonate (0.3 g, 2 mmol) in Acetone (3 mL). The reaction mixture was stirred at 80 C. for 2 h then cooled to room temperature and filtered. The filtrate was concentrated and the residue was purified by flash chromatography on a silica gel column eluting with 0 to 30% EtOAc in Hexanes to give the desired product. LC-MS calculated for C9H9BrNO2 (M+H)+: m/z=242.0. found 242.0.

The chemical industry reduces the impact on the environment during synthesis,19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Incyte Corporation; Wu, Liangxing; Konkol, Leah C.; Lajkiewicz, Neil; Lu, Liang; Xu, Meizhong; Yao, Wenqing; Yu, Zhiyong; Zhang, Colin; He, Chunhong; (107 pag.)US2016/9712; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

19219-99-9, 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. 5-Chloro-2-methylbenzo[d]oxazole, cas is 19219-99-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Preparative Example 3; Step A; Commercially available 5-chloro-2-methylbenzoxazole (1.5 g), potassium cyanide (612 mg), dipiperidinomethane (720 muL), palladium diacetate (80 mg) and 1,5-bis-(diphenylphosphino)pentane (315 mg) were dissolved in dry toluene (20 mL), degassed and stirred at 160 C. in a sealed pressure tube under argon. After 24 h the mixture was diluted with ethyl acetate. The organic layer was washed with saturated ammonium chloride and brine, dried (MgSO4), concentrated and purified by column chromatography (silica, cyclohexane/EtOAc, 9:1 to 7:3) to afford the intermediate (372 mg; 26%) as a colourless solid. 1H-NMR (CDCl3) delta=2.63 (s, 3H), 7.48-7.58 (s, 2H), 7.90 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis,19219-99-9,5-Chloro-2-methylbenzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference：
Patent; ALANTOS PHARMACEUTICALS, INC.; US2007/155739; (2007); 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

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

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

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

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

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