Tag: M.W:100-200

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 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.

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 Methyl benzo[d]oxazole-4-carboxylate, 128156-54-7

Reference£º
Article; Sasmal, Swarnendu; Sen, Indira; Hall, Roger G.; Pal, Sitaram; Tetrahedron Letters; vol. 56; 11; (2015); p. 1374 – 1377;,
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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¡Á20 ml), dried (MgSO4), filtered, evaporated under reduced pressure and recrystallized from aqueous methanol or ethanol.

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£º
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;,
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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.

Thiol 9a (10.5 kg, 54.6 mol) was added to a vessel and suspended in DCM (141 kg), Oxalyl chloride (10.4 kg, 82.3 mol) was added (slightly endothermic) followed by DMF (40.0 kg, 547 mol) over 1.25 h, such that the batch temperature was < 25 C. The batch was aged at 20 C for approximately 30 min, HPLC analysis showed reaction to be complete. The batch was cooled to 10 C then triethyiamine (16.64 kg, 164.4 mol) was added via a sub-surface sample line at such a rate as to maintain a batch temperature of < 10 C. A sub-surface addition protocol was required to prevent build up of triethyiamine hydrochloride solid on the walls of the vessel. The batch was cooled to 0 C, then a solution of N-Boc-ethylenediamine (10.5 kg, 61.2 mol) in DCM (10 kg) was added such that the batch temperature was < 10 C. The reaction was warmed to 20 C and stirred for 2.5 h, HPLC analysis showed the reaction to be complete. Water (63,6 kg) was charged to the batch and the mixture stirred for 5 min. The layers were separated and the aqueous phase re-extracted with DCM (42.2 kg). The organic solutions were then combined and approximately half of the total DCM volume was distilled from the batch under vacuum whilst maintaining a temperature of < 40 C. MeCN (83.3 kg) was then added and the remaining DCM removed by distillation (0.5 mol % DCM left by .H NMR wrt MeCN). MV (4.61 kg, 65,8 mol) was added to the batch followed by DBU (4.17 kg, 27.4 mol) such that the temperature was < 20 C. The batch was aged for 10 h at 20 C then analyzed by HPLC. The reaction was then diluted with water (42.4 kg) and aged for a further 30 min. The mixture was filtered and the slurry washed with MeCN (33.3 kg). The solid was washed with MeCN (~10 L) then dried in a vacuum oven (T - 60 C) for 22 h. MVK adduct 10 (15.5 kg) was isolated as an off-white solid, mp 145-148 C. NMR (400 MHz, CDC13): delta 7.24 (d, 1 H, J = 2.3 Hz), 7.09 (d, 1 H, J - 8.5 Hz), 6.91 (dd, 1 H, J = 8.5, 2.3 Hz), 5.06 (s, 1 H, br), 3.73 (t, 2 H, J = 6.7 Hz), 3.63 (t, 2 H, J = 6.1 Hz), 3.37 (d, 2 H, br), 2.89 (t, 2 H, J = 6.7 Hz), 2.14 (s, 3H), 1.33 (s, 9 H). I3C NMR (100.6 MHz, CDC13): 6 206.7, 163.0, 156.0, 147.4, 144.6, 129,2, 120,3, 1 16.6, 109.2, 79.4, 49.3, 44.3, 41.9, 39.1, 30.2, 28.3. HRMS (ESI): m/z [M+ + H] calcd for CI8H24C1N304: 382.1534; found: 382.1544. 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£º
Patent; MERCK SHARP & DOHME CORP.; MERCK SHARP & DOHME LIMITED; BAXTER, Carl, A.; CLEATOR, Edward; KRSKA, Shane, W.; SHEEN, Faye; STEWART, Gavin; STROTMAN, Neil; WALLACE, Debra, J.; WRIGHT, Timothy; WO2012/148553; (2012); A1;,
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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.

To a solution of 2, 5-dichlorobenzenesulphonyl chloride (174 mg, 0.709 MMOL) in dichloromethane (3 mL) was added pyridine (140 pL, 1.72 MMOL) and the mixture was stirred under N2 for 5 min, after which time 6-AMINO-2-METHYLBENZOXAZOLE (100 mg, 0.675 MMOL) was added. The resulting mixture was stirred for 1 h at room temperature, then saturated NAHCO3 solution was added (8 mL) and the mixture was extracted into ethyl acetate (15 mL). The organic phase was washed with brine, dried (NA2SO4), filtered and evaporated to give a residue that was purified using flash chromatography to afford a white solid (154 mg, 64%), single spot at Rf 0.50 (60: 40 hexane: ethyl acetate). mp 167.0-167. 3C, HPLC purity 97% (tR 1.97 min in 10% WATER-ACETONITRILE).’H NMR (CDCI3) : 6 7.93 (1H, d, J=2.3 Hz), 7.47 (1H, d, J=8.6 Hz), 7.46-7. 40 (4H, m), 7.00 (1H, dd, J=8.6, 2.0 Hz), 2.61 (3H, s). LCMS: 355.07 (M-). FAB-MS (MH+, C14H10CI2N203S) : calcd 356.9867, found 356.9875.

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]oxazol-6-amine, 5676-60-8

Reference£º
Patent; STERIX LIMITED; WO2004/37251; (2004); A1;,
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Benzoxazole | C7H5NO – PubChem

81900-93-8, 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. 4-Aminobenzo[d]oxazol-2(3H)-one, cas is 81900-93-8,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Commercially available 4-chloro-2-trifluoromethylbenzylamine (1 g, 4.77 mmol) was dissolved in 20ml of AcOEt and at 0C triphosgene (1.41 g, 4.77 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 5 ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (5 ml) of compound lb (475 mg, 3.2 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 4 / petroleum ether 6). 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 120 mg of a white solid. Yield = 9.7% rHNM (DMSO,200 MHz) delta 4.45 (2H, d, J = 5.6 Hz), 6.99 (4H, m), 7.65 (1H, d), 7.73 (1H, d), 7.85 (1H, bs), 8.62 (1H, bs), 1 1.04 (1H, bs); [M+1] 386.6 (C16HnClF3N3O3 requires 385.73).

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 81900-93-8, 4-Aminobenzo[d]oxazol-2(3H)-one

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

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£º
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;,
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Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid, and cas is 54903-16-1, its synthesis route is as follows.

Into a 25-mL round-bottom flask was placed 2-oxo-2,3-dihydro-1,3-benzoxazole- 6-carboxylic acid (100 mg, 0.56 mmol, 2.35 equiv), N,N-dimethylformamide (10 mL), HOBT (135 mg, 2.00 equiv) and EDCI (191 mg, 2.00 equiv). Then benzyl 4- [[(1R,3r,5S)-3-amino-8-azabicyclo[3.2.1]octane-8-sulfonyl]methyl]piperidine-1- carboxylate (100 mg, 0.24 mmol, 1.00 equiv) was added in several portions. After complete adddition, TEA (250 mg, 5.00 equiv) was added dropwise. The resulting solution was stirred for 1 h at room temperature. The mixture was concentrated under vacuumand the residue diluted with 10 mL of H2O. This mixture was extracted with 3×10 mL of ethyl acetate and the organic layers combined. The combined extracts were washed with 2×30 mL of brine, dried, and concentrated. The residue was chromatographed on a silica gel column with dichloromethane/methanol (10/1). This resulted in 100 mg (72%) of benzyl 4-[[(1R,3r,5S)-3-(2-oxo-2,3-dihydro-1,3- benzoxazole-6-amido)-8-azabicyclo[3.2.1]octane-8-sulfonyl]methyl]piperidine-1- carboxylate as yellow oil

54903-16-1, 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.,54903-16-1 ,2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); A;,
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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.

(b) 6-Bromo-2-(methylthio)benzoxazole 2-(Methylthio)benzoxazole (5.8 g, see (a) above) was dissolved in chloroform (75 ml) and a solution of bromine (6.0 g) in chloroform (30 ml) was added dropwise, with stirring, over a period of 45 minutes. The mixture was allowed to stand overnight at room temperature and the solvent removed by distillation under reduced pressure to give a brown oil. The oil was washed with aqueous sodium metabisulfite and crystallized from ethanol/water to give the title compound as pink platelets (2.0 g), mp 95-96 C.

The chemical industry reduces the impact on the environment during synthesis,13673-62-6,2-(Methylthio)benzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; ICI Australia Limited; US4314065; (1982); A;,
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Name is Benzo[d]oxazol-2-amine, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 4570-41-6, its synthesis route is as follows.

300 mg of (R)-tert-butyl 3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate obtained in Synthetic Example 1 was dissolved in 3 mL of NMP. 118 mg of benzo[d]oxazol-2-amine, 20 mg of xantphos, and 0.15 mL of N-methylmorpholine were added thereto, and a degassing operation was carried out. Thereafter, 7.6 mg of palladium acetate was added thereto, and under a carbon monoxide atmosphere, the mixture was heated to 110¡ã C. and stirred for 2 hours. After the mixture was cooled, 4.5 mL of methanol and 0.45 mL of a 5 N aqueous solution of sodium hydroxide were added thereto, and the mixture was stirred for 30 minutes at room temperature. Thereafter, the pH was adjusted to 5.3 with 2 N hydrochloric acid, and a solid thus obtained was collected by filtration. The crude product was purified by a silica gel column (chloroform-methanol), and thus 257 mg of the title compound was obtained as a white solid. (0529) Physical property value: m/z [M+H]+ 479.3

4570-41-6, 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.,4570-41-6 ,Benzo[d]oxazol-2-amine, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; TAIHO PHARMACEUTICAL CO., LTD.; Hosoi, Fumihito; Nakachi, Yoshinori; Kajiwara, Daisuke; (63 pag.)US9782412; (2017); B2;,
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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.

To a RBF was added at 0 C, under nitrogen, 4-(methoxycarbonyl) cyclohexanecarboxylic acid (0.484 g, 2.60 mmol), dry DCM (10 mL), dry DMF (0.040 mL, 0.520 mmol), and dropwise oxalyl chloride (0.854 mL, 5.72 mmol). The ice-bath was removed and the mixture was stirred for 45 minutes under nitrogen. The volatiles were removed on the rotovap, the crude oil diluted with dry DCM and evaporation repeated to give crude methyl 4-(chlorocarbonyl)cyclohexanecarboxylate. To a vial was added freshly synthesized methyl 4-(chlorocarbonyl)cyclohexane- carboxylate (2.60 mmol assummed), PhCl (2mL), 5-bromobenzoxazole (257 mg, 1.3 mmol) and potassium carbonate (27.6 mg, 0.200 mmol) in water (0.667 mL). The vial was sealed and the mixture stirred overnight at 140C. The mixture was cooled and volatiles were removed. The crude product was taken up in 1 : 1 ethylacetate/DCM, washed with minimal water, brine, dried over soudium sulfate, filtered, and evaporated. The crude reaction mixture was then taken up in 6 mL of acetonitrile/DMF and purified using a Shimadzu preparative HPLC employing acetonitrile/water/ammonium acetate where solvent A was 5% acetonitrile / 95% water / 10 mM ammonium acetate and solvent B was 5% water / 95% acetonitrile / 10 mM ammonium acetate with a Waters Sunfire 5mupiiota CI 8 30x100mm column at a gradient of 25-100% B and a flow rate of 40 mL/min. over 15 minutes with a 5 minute hold. Methyl 4-(5-bromobenzo[d]oxazol-2-yl)cyclohexanecarboxylate was obtained as a ~1 : 1 mixture of cis and trans isomers by NMR analysis and as a peach colored solid (100.8mgs, 23% yield). The LC/MS data was obtained on a Shimadzu analytical LCMS (ESI+) at 220nm using the following set of conditions: Waters Aquity BEH 1.7muiotaeta C18, 2.1 x 50mm column, with a gradient of 2-98%B (B = 100% HPLC grade acetonitrile/ 0.05% trifluoroacetic acid), (A = 100% HPLC grade water / 0.05% trifiuoroacetic acid), in 2 minutes with a gradient time of 1.5 minute at a flow rate of 0.8 mL/minute. LCMS Rt = 1.334 mia, m/z 337.9 & 339.9 (M + 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-Bromobenzo[d]oxazole, 132244-31-6

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; YEUNG, Kap-Sun; GRANT-YOUNG, Katharine A.; SUN, Li-Qiang; LANGLEY, David R.; ST. LAURENT, Denis R.; SCOLA, Paul Michael; (126 pag.)WO2018/118848; (2018); A1;,
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