Tag: M.W:100-200

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, 2,2,2-trifluoro-N-(2-methylbenzo[d]oxazol-6-yl)acetamide A solution of 2-methylbenzo[d]oxazol-6-amine (8.4 g, 56.7 mmol) in pyridine (80 mL) at 0 C. was treated with TFAA (19.8 mL, 141.0 mmol) and stirred at rt for 4 h. The reaction mixture was diluted with water (100 mL) and the product extracted with EtOAc (3*100 mL). The organics were washed with brine, dried over Na2SO4, and concentrated to obtain the crude 2,2,2-trifluoro-N-(2-methylbenzo[d]oxazol-6-yl)acetamide (15.0 g), (MS: ESI +ve, 245.20 [M-H]); 1H NMR: (400 MHz, DMSO) delta: 2.61 (s, 3H), 7.61-7.56 (m, 1H), 7.69-7.67 (d, J=8.4, 1H), 8.04-8.04 (d, J=2, 1H), 11.45 (s, 1H).

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

Reference£º
Patent; FLATLEY DISCOVERY LAB; Cole, Bridget M.; US2014/274933; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO402,mainly used in chemical industry, its synthesis route is as follows.,81282-60-2

To a solution of 2-aminomethyl-5-trifluoromethylfurane (lg, 6.1 mmol) in THF (30 mL) was added CDI (2.1 mol eq) and the mixture was heated at 70C overnight. The reaction mixture was evaporated, water was added and the aqueous phase was extracted with EtOAc (3×20 mL). The recombined organic phases were anhydrified over Na2SO4 and evaporated at reduced pressure(1.6g, 5.9 mmol). The oil obtained (0.3 lg, 1.19 mmol) was dissolved in DMF (20 mL) and the bicyclic amine lc (Scheme 3) was added (0.8 mol eq, 0.15g), then the mixture obtained was heated at 100C overnight. The solvent was removed at reduced pressure and the residue was purified by chromatography (100% EtOAc) to obtain the product as white solid (0.05g, 13% Yield). ‘HNMR (DMSO, 200 MHz) delta 4.37 (d, 2H, J=6), 6.48 (d, 1H, J=2), 6.70 (dd, 1H), 7.01 (m, 2H), 7.16 (m, 1H), 7.70 (dd, 1H, J=2), 8.69 (s, 1H), 1 1.62 (bs, 1H). [M+1] 341.61 (C14H10F3N3O4 requires 341.24).

With the synthetic route has been constantly updated, we look forward to future research findings about 7-Aminobenzo[d]oxazol-2(3H)-one,belong benzoxazole compound

Reference£º
Patent; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

5676-60-8,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.

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.

5676-60-8 2-Methylbenzo[d]oxazol-6-amine 590539, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
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 2-Benzoxazolinone, and cas is 59-49-4, its synthesis route is as follows.,59-49-4

General procedure: Intermediates 10-17 were prepared following literaturemethods [49] with slight modifications. 2-Benzoxazolone 8 or 2-benzothiazolone 9 (7.4 mmol), appropriate 1-omega-dibromoalkane(8 mmol), potassium carbonate (8 mmol) and acetone (10 mL) wererefluxed for 4 h and then allowed to stand at room temperature.The mixture was filtered to eliminate inorganic material and thenevaporated under reduced pressure to obtain a residue, which wastaken up in water. The solution was extracted with dichloromethane(3 50 mL) and the combined extracts werewashed withwater, dried, and evaporated. The residue was triturated twice withlight petroleum ether 40e60 C to give intermediates 10e17 thatwere used without further purification in the subsequent steps.Analytical and spectral data are reported only for unknown compounds 13 and 17.

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

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Article; Salerno, Loredana; Pittala, Valeria; Modica, Maria N.; Siracusa, Maria A.; Intagliata, Sebastiano; Cagnotto, Alfredo; Salmona, Mario; Kurczab, Rafa?; Bojarski, Andrzej J.; Romeo, Giuseppe; European Journal of Medicinal Chemistry; vol. 85; (2014); p. 716 – 726;,
Benzoxazole – Wikipedia
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

Step 3,Add 1.5 eq of TCCA to the suspension of dichloroethane containing the 2-benzoxazolone obtained in Step 1,Stir at room temperature for 10 min, after extraction,After rotary evaporation, 6-chlorobenzoxazolone was obtained.The yield is over 90%, no catalyst is needed, no by-products,The reaction rate is fast and there is no requirement for temperature.The method of step 3 is simple to operate,Low equipment requirements, no harm to the environment, suitable for large-scale production.

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

Reference£º
Patent; Chen Wantong; (5 pag.)CN108794421; (2018); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

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 is used more and more widely, we look forward to future research findings about 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one

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

As a common heterocyclic compound, it belong benzoxazole compound,2-Methylbenzo[d]oxazol-6-amine,5676-60-8,Molecular formula: C8H8N2O,mainly used in chemical industry, its synthesis route is as follows.,5676-60-8

2-Chloro-4-chlorocarbonylquinoline (0.5 g), prepared by standard methods from 2-chloroquinoline-4-carboxylic acid, was added to sodium azide in aqueous dioxan (2.1 ml 1:3) at 0 C. Acetone was then added and the mixture stirred for 16 h. Water (10 ml) was added, the precipitated solid collected by filtration and air dried to give 2-chloroquinoline-4-carbonyl azide (0.455 g). The azide (0.232 g) in toluene (10 ml) was warmed from room temperature to 75 C. and then heating continued for 1 h. After cooling to room temperature 6-amino-2-methylbenzoxazole (0.148 g) in dichloromethane (15 ml) containing 4-N,N-dimethylaminopyridine (20 mg) was added and the mixture stirred for 16 h. The precipitated solid was separated by filtration to give a solid (0.25 g). Column chromatography (silica gel, dichloromethane/methanol/ammonia mixtures) gave the title compound (0.072 g). 1H NMR delta: 5 2.60 (3H, s), 7.25 (1H, d, J=8.5 Hz), 7.61 (1H, d, J=8.5 Hz), 7.73 (1H, t, J=7.0 Hz), 7.84 (1H, t, J=6.7 Hz), 7.91 (1H, d, J=8.0 Hz), 8.05 (1H, s), 8.20 (1H, d, J=8.25 Hz), 8.28 (1H, s), 9.49 (1H, s), 9.61 (1H, s). m/z (API+): 353, 355(MH+).

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Methylbenzo[d]oxazol-6-amine,belong benzoxazole compound

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

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

Step 2. A mixture of 5-nitrobenzo[d]oxazol-2(3H)-one (3.60 g, 20.0 mmol), benzyl bromide (2.61 mL, 22.0 mmol) and cesium carbonate (7.81 g, 23.98 mmol) in DMF (50 mL) was sealed and heated in a microwave system at 85 C for 2 h. The reaction mixture was poured into water (500 mL), heated with a heat gun to near boiling and allowed to cool to rt with stirring. The resulting solids were collected by filtration, washed with water and hexanes and dried in vacuo to afford 3-benzyl-5-nitrobenzo[d]oxazol-2(3H)-one (5.20 g) as a gray solid. NMR (400 MHZ, DMSO-de) delta ppm 8.22 – 8.06 (m, 2H), 7.63 (d, J=8.8 Hz, 1H), 7.50 – 7.20 (m, 5H), 5.17 (s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one

Reference£º
Patent; VIIV HEALTHCARE (No.5) LIMITED; BENDER, John A.; LOPEZ, Omar D.; NGUYEN, Van N.; YANG, Zhong; WANG, Alan Xiangdong; WANG, Gan; MEANWELL, Nicholas A.; BENO, Brett R.; FRIDELL, Robert A.; BELEMA, Makonen; THANGATHIRUPATHY, Srinivasan; (350 pag.)WO2016/172425; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

(1) Synthesis of 4beta-S-(6-chlorobenzoxazole-2)-podophyllotoxin: 414 mg (1 mmol) of podophyllotoxin,201 mg (1 mmol) of 6-chlorobenzoxazole-2-thiol, dried under vacuum for 1 h, using 15 mL of trifluoroacetic acid as solvent in ice bath.The mixture was stirred under vacuum for 1 to 3 hours, and chloroform acetone was used as a developing solvent to detect the end point of the reaction. Adding the reaction system to 20 to 50 times the volumeIn deionized water, the filter cake was collected by filtration and washed to obtain a crude product.

With the complex challenges of chemical substances, we look forward to future research findings about 5-Chlorobenzo[d]oxazole-2(3H)-thione

Reference£º
Patent; Tang Yajie; Zhao Wei; (23 pag.)CN108285456; (2018); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

59-49-4, 2-Benzoxazolinone is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 2(3H)-Benzoxazolones (1 mmol), acid chloride (3mmol), K2CO3 (3 mmol), and t-BuNBr (0.05 mmol) wererefluxed in a round-bottomed flask for 3 h. The progress ofthe reaction was monitored by thin layer chromatography(silica gel, hexane: ethyl acetate, 7: 3). The crude productwas washed with water.3-(Phenylcarbonyl)-1,3-benzoxazol-2(3H)-one (3)Yield: 0.23 g (98%); m.p. 130 C; Rf = 0.56, hexane:ethyl acetate, 7: 3); 1H-NMR (300 MHz, DMSO-d6): 7.88(d, 2H, J2,3 = 7.2 Hz, J5,6 = 7.2 Hz, H-2, H-6), 7.79 (br d,1H, H-1), 7.65 (t, 1H, J2,3 = 7.2 Hz, H-2), 7.53 (t, 2H, J3,5=7.6 Hz, J5,3 = 7.6 Hz, H-3, H-5`), 7.46 (brd, 1H, H-3), 7.32(t, 2H, J3,4 = 7.6 Hz, J4,3 = 7.6 Hz, H-3, H-4); EI MS m/z (%rel. abund.): 105 (100), 77 (79), 51 (3.28), 239 (M+, 4.65).Anal. Calcd. for C14H9NO3, C = 70.29, H = 3.79, N = 5.86,Found C = 70.23, H = 3.95, N = 9.22., 59-49-4

As the paragraph descriping shows that 59-49-4 is playing an increasingly important role.

Reference£º
Article; Siddiqui, Nida I.; Versiani, Muhammad A.; Jawaid, Khurshid; Shafique, Maryam; Hameed, Abdul; Ambreen, Nida; Karim, Aneela; Khan, Khalid M.; Medicinal Chemistry; vol. 13; 4; (2017); p. 384 – 390;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem