Heterocyclic Building Blocks-Benzoxazole

701-16-6, 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-Fluoro-2-methylbenzo[d]oxazole, cas is 701-16-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The SBOs were prepared by the base-catalysed condensation of the appropriate 5-halogeno-2-methylbenzoxazole with the requisite aromatic aldehyde under phase transfer conditions. In a typical experiment, equimolar quantities (5 mmol) of the starting materials were dissolved in dichloromethane (20-50 ml) in the presence of benzyltriethylammonium chloride (3 mmol) and stirred magnetically under a nitrogen atmosphere as an aqueous solution of sodium hydroxide (50%, w/v, 5 ml) was added dropwise over a period of 10 min. After being stirred for 2-36 h until analytical thin layer chromatography indicated that the reaction was complete, the mixture was diluted with water (50 ml) and the SBO was extracted with dichloromethane (3×20 ml), dried (MgSO4), filtered, evaporated under reduced pressure and recrystallized from aqueous methanol or ethanol.

The chemical industry reduces the impact on the environment during synthesis,701-16-6,5-Fluoro-2-methylbenzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference：
Article; Ayrton, Stephen T.; Panova, Jekaterina; Michalik, Adam R.; Martin, William H.C.; Gallagher, Richard T.; Bowen, Richard D.; International Journal of Mass Spectrometry; vol. 345-347; (2013); p. 120 – 131;,
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.

To a mixture of 3H-benzooxazol-2-one (20 g, 0.15 mol) in DCM (500 mL) was added bromine (8.34 mL, 0.16 mol). After stirring at room temperature for 19.5 h, the orange precipitate that had formed was filtered off and washed with DCM until the orange color was washed out. The filtrate was concentrated to approximately 33% of its original volume and filtered and washed as before. The combined solids weighed 28.36 g. 1H NMR indicated the product was clean albeit contained ca. 8-9% starting material meaning the true yield of product was 26.72 g, 84%.

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; AVENTIS PHARMACEUTICALS INC.; US2008/138413; (2008); 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.

A solution of 1.34 g (0.01 mol) of benzoxazol-2-amine was added to a 100 ml three-necked flask and dissolved in 30 ml of tetrahydrofuran,5 ml of triethylamine.The acid chloride was then dissolved in 20 ml of dry tetrahydrofuran,Below 5 under the conditions of slow drop,Stir for 4 h at room temperature.40 ml of saturated aqueous sodium chloride solution was added,The aqueous phase was extracted three times with 40 ml of dichloromethane,Combine the organic phase.Column separation,Dichloromethane: methanol 30: 1 to give 1.88 g of a white solid,M.p. 237 ~ 238 ° C,Yield: 72.3percent.

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; Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences; Si, Shuyi; Gao, Nana; Jiang, Wei; Jiang, Jiandong; Li, Yan; Li, Dongsheng; Li, Yongzhen; Zhang, Jing; Zhu, Ningyu; Wang, Zhimin; (20 pag.)CN103772376; (2017); B;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

Amine 2c (350 mg, 1.33 mmol) (Scheme 7) was dissolved in 20 ml of AcOEt and at 0C triphosgene (395 mg, 1.33 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and dissolved in 5ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound lb (100 mg, 0.66 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt). 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 40 mg of a white solid. Yield = 14% ‘HNMR (DMSO, 400 MHz) delta 1.55 (2H, m), 1.68 (4H, m), 2.85 (4H, m), 4.43 (2H, d, J = 5.6 Hz), 6.88 (1H, t), 6.98 (2H, m), 7.05 (1H, m), 7.31 (1H, s), 7.42 (1H, d), 7.52 (1H, d, J = 8 Hz), 8.52 (1H, s), 1 1.00 (1H, bs); [M+1] 435.3 (C2iH21F3N4O3 requires 434.41).

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.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (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.

135.1 kg of 99.3% pure 2-benzoxazolone (VI) obtained by the procedure of Example 1 was mixed with 533.3 kg of liquid base (15%), stirred, and heated to 95-105 C,The pressure is from 0 to 0.15 MPa until the reaction is complete, and the hydrochloric acid is acidified to a pH of 7,Solid-liquid separation, 100.7 kg of o-aminophenol (VII) with a purity of 99.0%,The yield was 96.5%; the residual in the filtrate was extracted by extraction with dichloroethane.

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; Shao Yutian; (12 pag.)CN110156712; (2019); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 2-Methylbenzo[d]oxazol-6-amine, cas is 5676-60-8 its synthesis 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 × 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, 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.,5676-60-8 ,2-Methylbenzo[d]oxazol-6-amine, other downstream synthetic routes, hurry up and to see

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 6-Bromobenzo[d]oxazol-2(3H)-one, and cas is 19932-85-5, its synthesis route is as follows.

To a solution of 6-bromobenzo[i/]oxazol-2(3H)-one (0.651 g; 3.04mmol) in 1,4-dioxane (5 mL) was added ?raws-N-N-dimethylcyclohexan-l,2-diamine (0.05 mL; 0.32 mmol), Nal (0.934 g; 6.23 mmol) and then Cul (0.043 g; 0.22mmol). The reaction mixure was heated at 180C under microwave irradiation for 40 min. After cooling, the reaction mixure was diluted in water (15 mL) and EA (20 mL). The aq. layer was extracted three times with EA (3 x 15mL). The evaporation residue was purified by CC (Hept-EA) to afford the title compound (0.352 g; 44% yield) as a reddish solid. 1H NMR (d6-DMSO) delta 11.78 (s, 1H), 7.68 (d, J = 1.5 Hz, 1H), 7.48 (dd, J = 1.5, 8.1 Hz, 1H), 6.92 (d, J = 8.1 Hz, 1H).

19932-85-5, 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.,19932-85-5 ,6-Bromobenzo[d]oxazol-2(3H)-one, other downstream synthetic routes, hurry up and to see

Reference：
Patent; ACTELION PHARMACEUTICALS LTD; CHAPOUX, Gaelle; DIETHELM, Stefan; GAUVIN, Jean-Christophe; PANCHAUD, Philippe; SURIVET, Jean-Philippe; (90 pag.)WO2017/37039; (2017); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

73101-74-3, 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. 2-(Bromomethyl)benzo[d]oxazole, cas is 73101-74-3,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

b 2-[(Methylamino)methyl]benzoxazole Following the procedure of Example 4(b), except using 2-bromomethyl benzoxazole in place of 2-bromomethylbenzothiazole, the title compound (0.250 g, 71%) was prepared as a brown oil: 1 H NMR (400 MHz, DMSO-d6) delta 2,75 (s, 3H), 4.71 (s, 2H), 7.60 (m, 2H), 8.01 (d, J=7.9 Hz, 1H), 8.17 (d, J=7.9 Hz, 1H).

The chemical industry reduces the impact on the environment during synthesis,73101-74-3,2-(Bromomethyl)benzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference：
Patent; SmithKline Beecham Corporation; US5977101; (1999); A;,
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.

The step one obtained 27.2g benzooxazolone ring compound and 20ml acidic imidazole ionic liquid were added together to a 250ml neck round bottom flask and thoroughly mixed. Then the pre-mixed well 10.5ml 65% mass fraction nitric acid was added dropwise to a 250ml three-necked round bottom flask. At a temperature of 35 deg.C reacted for 2 hours. Afterwards, heating was stopped, cooled to room temperature, washed, filtration, and dried to give 6-nitrobenzooxazole 34.4g, yield was 94.4%;

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; Jiujiang Shanshui Technology Co., Ltd.; Feng, Yu; Ye, Youyu; Ye, Pian; (10 pag.)CN105669477; (2016); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

128156-54-7, 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. Methyl benzo[d]oxazole-4-carboxylate, cas is 128156-54-7,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 8-chloro-3-(1-methyl-1H-pyrazol-4-yl)isoquinoline (IntermediateD,310 mg,1.27mmol),methyl benzo[d]oxazole-4-carboxylate (150 mg,0.85 mmol)and K3P04(539 mg,2.54 mmol)in NMP (8 mL)were added bis(1-adamantyl)-butyl-phosphane (61 mg,10 0.17 mmol)palladium(II)acetate (19 mg,0.08 mmol). The reaction mixture was stirred at roomtemperature for 15 min and heated to 125 oc for 24 h under a nitrogen atmosphere. Aftercooling the reaction to room temperature,the mixture was filtered and concentrated in vacuo.The crude residue was purified by silica gel column chromatography (petroleum ether/EtOAc =3:1)to give the title compound (150 mg,46%)as a brown solid. LCMS M/Z (M+H)385.

The chemical industry reduces the impact on the environment during synthesis,128156-54-7,Methyl benzo[d]oxazole-4-carboxylate,I believe this compound will play a more active role in future production and life.

Reference：
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; CYR, Patrick; BRONNER, Sarah; ROMERO, F. Anthony; MAGNUSON, Steven; TSUI, Vickie Hsiao-Wei; WAI, John; LAI, Kwong Wah; WANG, Fei; (251 pag.)WO2017/205536; (2017); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem