Tag: M.W:100-200

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.

General procedure: Intermediates 19-26 were prepared following literature procedures, with slight modifications [50]. A solution of 10-14 (6.6mmol) in acetone (20mL) was mixed with K2CO3 (10mmol) and stirred at room temperature for 10min. After addition of the appropriate 1-bromo-omega-chloroalkane or 1,omega-dibromoalkane (7.3mmol), the mixture was stirred for further 24h. Inorganic materials was removed by filtration, then the solvent was removed in vacuum to obtain a residue which was used without any further purification for the next step. For analytical purpose, crude 23-26 were purified by flash chromatography or by recrystallization.

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：
Article; Salerno, Loredana; Pittala, Valeria; Romeo, Giuseppe; Modica, Maria N.; Marrazzo, Agostino; Siracusa, Maria A.; Sorrenti, Valeria; Di Giacomo, Claudia; Vanella, Luca; Parayath, Neha N.; Greish, Khaled; European Journal of Medicinal Chemistry; vol. 96; (2015); p. 162 – 172;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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.

To a well stirred solution of 5-bromobenzo[JJoxazole (2.5 g, 12.6 mmol) in dry THF (25 mL) was added, 1M LiHMDS solution in THF (20.2 mL, 20.2 mmol) at -40 C dropwise and the mixture was stirred for 20 mins. To this, ethyl carbonocyanidate (1.9 g, 18.9 mmol) dissolved in THF (10 mL) was added slowly so as to attain a temperature of 0 C over a period of 1.5 h. It was again cooled to -40 C and aq. NH4C1 solution was added. The crude product was then extracted with Ethyl acetate (2 X 100 mL), dried, concentrated and purified by column chromatography to give titled compound (0.6 g, 17.6%) as pale yellow oil.

132244-31-6, 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.,132244-31-6 ,5-Bromobenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; LUPIN LIMITED; MADAN, Sachin; TALE, Prashant, Vitthalrao; ZADE, Seema, Prabhakar; PATIL, Amolsing, Dattu; KULKARNI, Sanjeev, Anant; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; WO2015/162538; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

13673-62-6, 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. 2-(Methylthio)benzo[d]oxazole, cas is 13673-62-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Ethyl N-(2-benzoxazolyl)-O-[3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)propyl]-L-tyrosinate (3-1) A mixture constituted by 1-4 (120 mg, 0.3 mmole) and 2-methylthiobenzoxazole (0.5 ml) and 30 mg of mercury dichloride is heated at 140 C. for 3 hours, followed by evaporating under reduced pressure and purifying by chromatography eluding with a gradient of AcOEt (0—>100) in CH2Cl2 in order to obtain 55 mg of the expected 3-1. IR (CHCl3) NH 3424 cm-1 (Max); C=O 1735 cm-1; conjugated system+Aromatic 1644, 1599, 1583, 1512 cm-1.

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-(Methylthio)benzo[d]oxazole, 13673-62-6

Reference：
Patent; Demassey, Jacques; Gourvest, Jean-Francois; Ruxer, Jean-Marie; Weston, John Bernard; LeFrancois, Jean-Michel; US2004/225111; (2004); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 2-Benzoxazolinone, cas is 59-49-4 its synthesis route is as follows.

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.

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; 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

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Methyl benzo[d]oxazole-4-carboxylate, and cas is 128156-54-7, its synthesis route is as follows.

General procedure: To a degassed solution (N2 was purged for 10 min) of methyl 1,3-benzoxazole-4-carboxylate (150 mg, 0.847mmol) and N-(2-iodophenyl)benzamide 2a (273 mg, 0.847 mmol) in anhydrous toluene (4ml) , CuI (32 mg, 0.169 mmol), xantphos (98 mg, 0.169 mmol), Pd(OAc)2 (10 mg, 0.042 mmol), Cs2CO3 (685 mg, 2.117 mmol) were added at room temperature under nitrogen atmosphere. Reaction mixture was continued for 20 hours at reflux condition. After the completetion of the reaction (monitored by TLC), Reaction mixture was filtered through celite bed and washed with methanol (10 ml),filtrate was concentrated. Crude mass which was purified by column chromatography over silica gel (230-400 mesh) using DCM-Methanol (1:9) as elutant to affordthe products 3a (284 mg) as white solid. All the other compounds 3b-3r were prepared similarly following the above procedure.

128156-54-7, 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.,128156-54-7 ,Methyl benzo[d]oxazole-4-carboxylate, other downstream synthetic routes, hurry up and to see

Reference：
Article; Sasmal, Swarnendu; Sen, Indira; Hall, Roger G.; Pal, Sitaram; Tetrahedron Letters; vol. 56; 11; (2015); p. 1374 – 1377;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

90322-32-0, 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]oxazole-5-carboxylic acid, cas is 90322-32-0,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Step 2 – Preparation of Intermediate H 5-Carboxy-2-methylbenzoxazole (8.9 g) and methyl- p -toluenesulfonate (11.16 g) were combined and heated to 200C with stirring for 10 minutes. The mixture became a brown liquid and mild boiling occured. The reaction was cooled to room temperature and the liquid solidified. Acetone (50 ml) was added, and with constant heating at reflux, the product was broken up with a spatula. The resulting slurry was heated at reflux for 15 minutes with rapid stirring and the off-white product was collected by filtration. This product was slurried again in refluxing acetone for 30 minutes, filtered, washed with ligroin P950, and dried to yield 9.3 g of 5-carboxy-2,3-dimethylbenzoxazolium p -toluenesulfonate (Intermediate 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 2-Methylbenzo[d]oxazole-5-carboxylic acid, 90322-32-0

Reference：
Patent; EASTMAN KODAK COMPANY, (a New Jersey corporation); EP294461; (1991); B1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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.

[0614] To a stirred solution of Comp-50c (0.073 g, 0.48 mmol) in mixture of THF (5 mL) and tBuOH (0.5 mL) was added t-BuOK (0.16 g, 1.46 mmol) at 0 C. Comp-80b (0.1 g, 0.48 mmol) was added portion wise and the reaction mixture was stirred at RT for 16 h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was quenched with H20 (5 mL) and extracted with EtOAc (10 mL X 2). The organic layer was washed with brine, separated, dried over anhydrous Na2SC>4 and concentrated under reduced pressure. The crude obtained was purified by column chromatography (silica, 100- 200 mesh, 2-5% EtOAc in hexane) to afford (E)-2-(2-(l-cyclohexyl-2,5-dimethyl-lH-pyrrol- 3-yl)vinyl)-5-fluorobenzo[d]oxazole (104, 0.08 g, 51%) as a yellow solid. (1076) [0615] HPLC Purity: 99.4% (1077) [0616] MS (ESI) m/e [M+H]+/ Rt’%: 339.15/2.56/99.8% (1078) [0617] 1H NMR (400 MHz, DMSO-d6) delta 1.17 – 1.27 (m, 2 H), 1.35 – 1.45 (m, 2 H), 1.62 – 1.69 (m, 1 H), 1.73 – 1.96 (m, 6 H), 2.22 – 2.27 (m, 3 H), 2.35 – 2.39 (m, 3 H), 6.20 – 6.25 (m, 1 H), 6.46 – 6.53 (m, 1 H), 7.09 – 7.16 (m, 1 H), 7.41 – 7.48 (m, 1 H), 7.60 – 7.66 (m, 1 H), 7.66 – 7.70 (m, 1 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 5-Fluoro-2-methylbenzo[d]oxazole, 701-16-6

Reference：
Patent; ALPINE ANDROSCIENCES, INC.; PATIL, Santhosh N.; SARMA, Bugga VNBS; (148 pag.)WO2019/152731; (2019); A1;,
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.

NaH (280 mg, 7.00 mmol) was added to a chilled (0 0C) solution of benzo[d]oxazol-2(3H)- one (650 mg, 4.81 mmol) in tetrahydrofuran (20 mL). After 0.5 hours, methyl iodide (1.03 g, 7.25 mmol) was added dropwise with stirring, maintaining a temperature of 0 0C. The resulting solution was then stirred for 6 hours at room temperature. The reaction mixture was then quenched by the addition of ethanol (10 mL), and the mixture was concentrated. Water (50 mL) was then added and the resulting solution was extracted with dichloromethane (3 x 20 mL). The organic layers were combined, dried (Na2SO4), filtered and concentrated to afford 0.62 g (82%) of 3-methylbenzo [d] oxazol-2 (3H)-one as a light red solid.

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：
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2007/98418; (2007); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

81282-60-2, 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. 7-Aminobenzo[d]oxazol-2(3H)-one, cas is 81282-60-2,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 14.9 g N-methyldiethanolamine (3), 44.5 g triethylamine and 120 ml methyl ethyl ketone (MEK) a mixture of 51.6 g methanesulfonic anhydride and 100 ml MEK was dosed at 0 C. Subsequently 14.5 g methanesulfonic acid was dosed at 0 C. After which, 14.5 g 7-amino-2(3H)-benzoxazolone (2) was added and the mixture was heated to reflux followed by a reflux period of 48 hours during which the product crystallized. The product was filtered off after cooling to 0 C. and washed with MEK. The product was dried at 50 C. and 100 mbar to constant weight. The overall yield of this step was about 67% (crude on crude).

The chemical industry reduces the impact on the environment during synthesis,81282-60-2,7-Aminobenzo[d]oxazol-2(3H)-one,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Rheenen, Jeroen Van; Muijselaar, Wilhelmus G.H.M.; Teunissen, Hendrik; US2011/86862; (2011); A1;,
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.

A slurry of 4-amino-2-methylquinoline (0.158 g) in dichloromethane (10 ml) was added to solution of carbonyl diimidazole (0.162 g) in dichloromethane (5 ml). The mixture was stirred for 2.5 h, solvent removed at reduced pressure and the residue dissolved in dimethylformamide (15 ml). 6-Amino-2-methylbenzoxazole (0.148 g) (Res. Inst. Drugs, Modra, Slovakia. Collect. Czech. Chem. Commun. (1996), 61, 371-380) was added and the mixture warmed to 100 C. for 1 h. Solvent was removed at reduced pressure and triturated with diethyl ether and methanol to give the title compound (0.035 g) as a colourless solid. 1 H NMR delta: 2.59 (3H, s), 2.60 (3H, s), 7.24 (1H, dd, J=1.9, 8.5 Hz), 7.58-7.63 (2H, m), 7.73 (1H, t, J=7.2 Hz),7.89 (1H, d, J=7.7 Hz), 8.06 (1H, d, J=1.8 Hz), 8.13-8.15 (2H, m), 9.22 (1H, brs), 9.55 (1H, brs). m/z (API+): 333 (MH+).

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