Downstream synthetic route of 64037-15-6

The synthetic route of 64037-15-6 has been constantly updated, and we look forward to future research findings.

64037-15-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64037-15-6,5-Methyl-2-aminobenzoxazol,as a common compound, the synthetic route is as follows.

A solution of succinic anhydride (141.1 g, 1.41 mol) and 70 g (about 0.47 mol) of compound of step 1a (70 g, 0.47 mol) in 2500 ml of anhydrous toluene was refluxed for overnight. After that, HATU (10 g, 0.26 mol) and 4-methylmorpholine (41.36 ml, 0.376 mol) were added and the resulting mixture was refluxed for 2-3 hours. TLC showed that the major spot was product (Rf=0.35, acetone_hexane=1:2). After reaction was completed, the solvent was evaporated and the residue was dissolved in about 2000 ml of CH2Cl2. The solution was washed with aqueous NaHCO3. After pH was adjusted to 7-8 and washed with brine, organic phase was separated and dried over MgSO4. Filtration and removal of solvent gave the title compound (98 g) as fine white needle crystalline ESI MS m/e: 231 (M+H)+.

The synthetic route of 64037-15-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wang, Guoqiang; Phan, Ly Tam; Or, Yat Sun; Qiu, Yao-Ling; Niu, Deqiang; Peng, Yulin; Busuyek, Marina; Wang, Yanchun; Nakajima, Suanne; US2006/252710; (2006); A1;,
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Some tips on 132244-31-6

With the complex challenges of chemical substances, we look forward to future research findings about 132244-31-6,belong benzoxazole compound

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Bromobenzo[d]oxazole, and cas is 132244-31-6, its synthesis route is as follows.,132244-31-6

Benzoxazole (1.0 mmol), N,N-disubstituted formamide (15 mmol), TBAI (0.2 equiv/74 mg), TBHP (70% aqueous solution, 10 mmol/1.37 mL), and acetic acid (5.0 equiv) in 1,2-dichloroethane (3.0 mL) were added to a reaction vessel in air. The reaction mixture was heated in an oil bath at 90 C for 12 h. After completion of the reaction, the mixture was quenched by addition of a saturated solution of sodium disulfite (4.0 mL, for removal of excess TBHP) and a saturated solution of sodium hydrogen carbonate (4.0 mL). Then the mixture was extracted with ethyl acetate (3 ¡Á 15 mL), combined organic phases were dried over anhydrous Na2SO4 and the organic solvent was removed under vacuum. The crude residue was purified by chromatography on a silica gel column affording the desired product.

With the complex challenges of chemical substances, we look forward to future research findings about 132244-31-6,belong benzoxazole compound

Reference£º
Article; Wang, Rui; Liu, Hong; Yue, Liang; Zhang, Xiao-Ke; Tan, Qiu-Yuan; Pan, Ruo-Lin; Tetrahedron Letters; vol. 55; 14; (2014); p. 2233 – 2237;,
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Share a compound : Benzo[d]oxazole-2-thiol

As the rapid development of chemical substances, we look forward to future research findings about 2382-96-9

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

General procedure: Typically, thiol (1 mmol), H2O2 (0.5 mL) and 0.005 g of catalystwas mixed with stirring. Upon completion of the reaction (monitoredby TLC), the catalyst was collected by simple filtration andthe resulting product was extracted, washed and the solvent evaporatedover anhydrous Na2SO4 (Scheme 1a).

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Reference£º
Article; Molaei, Somayeh; Tamoradi, Taiebeh; Ghadermazi, Mohammad; Ghorbani-Choghamarani, Arash; Polyhedron; vol. 156; (2018); p. 35 – 47;,
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Extracurricular laboratory: Synthetic route of 5676-60-8

As the rapid development of chemical substances, we look forward to future research findings about 5676-60-8

2-Methylbenzo[d]oxazol-6-amine, cas is 5676-60-8, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,5676-60-8

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 ¡Á 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.

As the rapid development of chemical substances, we look forward to future research findings about 5676-60-8

Reference£º
Article; Balraju, Vadla; Jogula, Sridhar; Krishna, Vagolu Siva; Meda, Nikhila; Sriram, Dharmarajan; Bioorganic Chemistry; vol. 100; (2020);,
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Analyzing the synthesis route of 81282-60-2

81282-60-2 7-Aminobenzo[d]oxazol-2(3H)-one 11147814, abenzoxazole compound, is more and more widely used in various fields.

81282-60-2,81282-60-2, 7-Aminobenzo[d]oxazol-2(3H)-one is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 128.9 g of 3-[[bis(2-hydroxyethyl)amino]methyl]-1,1′-biphenyl in approximately 750 ml of methylethylketone prepared according to Example 1f was stirred under mild nitrogen purge. In a separate vessel 202 g of methanesulfonic anhydride was dissolved in 600 ml of methylethylketone at 10-20 C. To the solution of 3-[[bis(2-hydroxyethyl)amino]methyl]-1,1′-biphenyl in methylethylketone 212.8 g of triethylamine was added and 60 ml of methylethylketone. The solution of methanesulfonic anhydride was added in about 45-60 minutes to the 3-[[bis(2-hydroxyethyl)amino]methyl]-1,1′-biphenyl/triethylamine solution, while maintaining the temperature below 10 C. 60 ml of methylethylketone was added and the mixture was stirred for another 15 minutes, followed by drop wise addition of 109.7 g of methanesulfonic acid and addition of 60 ml of methylethylketone in order to rinse the addition vessel. 71.3 g of 7-amino-2(3H)-benzoxazolone, prepared according to Example 1e was suspended in 100 ml of methylethylketone and added to the reaction mixture followed by 60 ml of methylethylketone. The reaction mixture was heated to reflux and refluxed for 20-24 hours. After 20-24 hours of reflux 48 ml of water was added and the mixture was refluxed again for 1 hour. 420 ml of methylethylketone was added and 490 ml of methylethylketone/water was distilled of. This last step was repeated three times. 46.1 g of methanesulphonic acid was added, the mixture was refluxed for an additional hour and cooled down to room temperature in 1 hour. The mixture was further cooled down to 0-5 C. and stirred at this temperature for another hour. The solid was filtered off and, washed twice with 75 ml of cold methylethylketone, and dried at 50 C. and 100 mbar under a gentle nitrogen stream till dry. Yield about 76%.

81282-60-2 7-Aminobenzo[d]oxazol-2(3H)-one 11147814, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; Eijgendaal, Irene; Klein, Gerrit; Terhorst-Van Amstel, Maria J.L.; Zwier, Klaas; Bruins, Nico; Rigter, Hendrikus T.; Gout, Eric; Boon, Caroline; De Vries, Michiel H.; US2006/194812; (2006); A1;,
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The important role of 2-Methylbenzo[d]oxazol-6-amine

With the complex challenges of chemical substances, we look forward to future research findings about 2-Methylbenzo[d]oxazol-6-amine

Name is 2-Methylbenzo[d]oxazol-6-amine, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 5676-60-8, its synthesis route is as follows.,5676-60-8

General procedure: In the vessel of a microwave reactor, 12 (400 mg, 1.13 mmol), 2-aminopyridine (318 mg, 3.38 mmol), Pd2(dba)3 (51.6 mg,56.4 lmol), 2-dicyclohexylphosphino-20,40,60-triisopropyl-1,10-biphenyl (26.9 mg, 56.4 lmol), and K2CO3 (312 mg, 2.25 mmol)were suspended in t-BuOH (3 mL). The vessel was then sealed,and the mixture was reacted at 130 C for 1 h under microwaveirradiation. After cooling to room temperature, the mixture wasextracted with CHCl3/MeOH (4:1), and washed with brine. Theorganic layer was separated, dried over MgSO4, and concentratedunder reduced pressure. The residue was purified by NH silicagel column chromatography (CHCl3/MeOH = 100:0 to 90:10) togive the title compound (362 mg, 78%). 1H NMR (400 MHz,DMSO-d6) d: 1.27-1.38 (2H, m), 1.41 (9H, s), 1.95-2.02 (2H, m),2.96-3.10 (2H, m), 3.43-3.53 (1H, m), 3.80-3.88 (2H, m), 6.83-6.87 (1H, m), 7.07 (1H, br), 7.22 (1H, s), 7.62-7.66 (2H, m), 7.80(1H, br), 8.20-8.22 (1H, m), 8.40 (1H, s), 8.70 (1H, d, J = 7.2 Hz),9.47 (1H, s). MS (ESI) m/z: 413 (M+H)+.

With the complex challenges of chemical substances, we look forward to future research findings about 2-Methylbenzo[d]oxazol-6-amine

Reference£º
Article; Nakajima, Yutaka; Aoyama, Naohiro; Takahashi, Fumie; Sasaki, Hiroshi; Hatanaka, Keiko; Moritomo, Ayako; Inami, Masamichi; Ito, Misato; Nakamura, Koji; Nakamori, Fumihiro; Inoue, Takayuki; Shirakami, Shohei; Bioorganic and Medicinal Chemistry; vol. 24; 19; (2016); p. 4711 – 4722;,
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Extracurricular laboratory: Synthetic route of 22876-19-3

As the rapid development of chemical substances, we look forward to future research findings about 22876-19-3

5-Chlorobenzo[d]oxazole-2(3H)-thione, cas is 22876-19-3, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,22876-19-3

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%).

As the rapid development of chemical substances, we look forward to future research findings about 22876-19-3

Reference£º
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; CHEMON INC.; WO2008/153325; (2008); A1;,
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Share a compound : 2-Methylbenzo[d]oxazole-6-carbaldehyde

As the rapid development of chemical substances, we look forward to future research findings about 864274-04-4

2-Methylbenzo[d]oxazole-6-carbaldehyde, cas is 864274-04-4, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,864274-04-4

To a solution of compound 66 (50 mg, 174.6 imo1, 1 eq) in 1 mL of MeOH was added 2-methyl-1,3-benzoxazole-6-carbaldehyde (30.9 mg, 192.1 imol, 1.1 eq) and HOAc (1.1 mg,17.5 imol, 0.1 eq). The mixture was stirred for 0.5 hour at 25¡ãC. Then NaBH3CN (16.5 mg, 261.9 imol, 1.5 eq) was added and the mixture was stirred for 11.5 hours. The reaction mixture was filtered and the filtrate was purified by prep-HPLC (neutral condition) to get 30.9 mg ofcompound 530 (40.6percent yield, 99.1percent purity) as a white solid.?H NMR (400MHz, CHLOROFORM-cl) oe ppm 11.34 – 11.21 (m, 1H), 7.77 – 7.70 (m, 1H),7.53-7.48 (m, 2H), 7.42 (d,J=5.5 Hz, 1H), 7.27 (brs, 2H), 7.21- 7.19(m, 1H), 5.91 -5.85 (m,1H), 4.54 (br t, J=11.9 Hz, 1H), 4.24 (q, J=6.9 Hz, 1H), 3.91 – 3.89 (m, 2H), 3.55 (q, J7.0 Hz,1H), 2.79-2.76 (m, 1H), 2.57 (s, 3H), 2.31 -2.11 (m, 1H), 1.97- 1.82 (m, 3H), 1.54- 1.47 (m,3H), 1.29 (t, J=7.0 Hz, 3H), 1.27 – 1.09 (m, 1H).LCMS (ESI+): m/z 432.2 (M+H)

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Reference£º
Patent; AQUINNAH PHARMACEUTICALS, INC.; BURNETT, Duane, A.; VACCA, Joseph, P.; (310 pag.)WO2018/119395; (2018); A1;,
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Downstream synthetic route of 5-Bromobenzo[d]oxazole

With the complex challenges of chemical substances, we look forward to future research findings about 5-Bromobenzo[d]oxazole,belong benzoxazole compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO196,mainly used in chemical industry, its synthesis route is as follows.,132244-31-6

General procedure: To a flame-dried reaction tube was added 1,3-azoles (0.5 mmol, 1.0 eq), 1,10-phenoline (0.5 mmol, 1.0 eq), LiOtBu (1.0 mmol, 2.0 eq), CuBr2 (0.10 mmol, 0.2 eq) and iodine (0.75 mmol, 1.5 eq). Dry 1,4-dioxane (2 mL) was added to the mixture and the mixture was heated to 80C by putting the reaction tube to a preheated oil bath until the products were not increased. The mixture was cooled to room temperature and filtered through a short pad of silica gel. The silica gel was washed with EtOAc (20 mL) and the combined the organic phase was concentrated under reduced pressure to give a residue which was purified by silica gel column chromatography to afford the iodination product.

With the complex challenges of chemical substances, we look forward to future research findings about 5-Bromobenzo[d]oxazole,belong benzoxazole compound

Reference£º
Article; Zhao, Xia; Ding, Fang; Li, Jingyu; Lu, Kui; Lu, Xiaoyu; Wang, Bin; Yu, Peng; Tetrahedron Letters; vol. 56; 3; (2015); p. 511 – 513;,
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Brief introduction of 41014-43-1

41014-43-1 2-(Chloromethyl)benzo[d]oxazole 2061989, abenzoxazole compound, is more and more widely used in various fields.

41014-43-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.41014-43-1,2-(Chloromethyl)benzo[d]oxazole,as a common compound, the synthetic route is as follows.

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.

41014-43-1 2-(Chloromethyl)benzo[d]oxazole 2061989, abenzoxazole compound, is more and more widely used in various fields.

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