Tag: 72752-81-9

72752-81-9, Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

72752-81-9, To a suspension of Compound 2a (1 g, 4.78 mmol) in thionyl dichloride (5 mL) was added DMF (0.1 mL). The resulting solution was stirred for 15 min at 80C. The reaction solution was (0261) concentrated under vacuum. The crude was diluted with DCM and washed successively with saturated NaHC03 solution, water and brine. The residue was concentrated under vacuum after dried over anhydrous sodium sulfate. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (23 :77). This resulted in 520 mg (51%) of the title compound as a white solid.

As the paragraph descriping shows that 72752-81-9 is playing an increasingly important role.

Reference£º
Patent; HEPAGENE THERAPEUTICS, INC.; XU, Xiaodong; (104 pag.)WO2018/85148; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate, cas is 72752-81-9, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,72752-81-9

Methyl 2-chloro-l,3-benzoxazole-6-carboxylate (Intermediate B) To Compound4 (2 g, 9.5 mmol), SOCl2 (9.8 ml, 134 mmol) and DMF (0.8 niL, 10 mmol) was added at room temperature. The reaction mixture heated to reflux for 15 min. The solvent was removed under reduced pressure. The crude oil was azeotroped with xylene twice. The residue was dissolved in a minimum amount of DCM / MeOH, and then loaded onto a silica gel column, eluting with EtOAc/isohexane to give intermediate B as a white solid. H NMR (500MHz, CDC13, ppm): 4.0 (s, 3H)5 7.8 (d, IH), 8.1 (d, IH), 8.3 (s, IH). LC-MS, M+l – 212.1

With the rapid development of chemical substances, we look forward to future research findings about 72752-81-9

Reference£º
Patent; MERCK SHARP & DOHME CORP.; HE, Jiafang; BAWIEC, John; LIU, Weiguo; LIANG, Gui-Bai; YANG, Lihu; WO2010/56717; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belong benzoxazole compound,Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,72752-81-9,Molecular formula: C9H7NO3S,mainly used in chemical industry, its synthesis route is as follows.,72752-81-9

General procedure: To a solution of 3-hydroxyanthranilic acid (1.93 g, 12.6 mmol) in saturated HCl MeOH (40 mL) was added p-toluenesulfonic acid (p-TsOH) monohydrate (95 mg, 0.5 mmol). The reaction mixture was stirred at reflux temperature for 12 h. The solvent was evaporated under reduced pressure. The residue was dissolved in AcOEt. The organic layer was washed with saturated KHCO3 solution, water and brine, and dried over MgSO4. After filtration, the solvent was evaporated under reduced pressure. The residue was dissolved in Et2O. The insoluble material was filtered off. The filtrate was concentrated in vacuo. To a solution of methyl 3-hydroxyanthranilate (1.22 g, 7.37 mmol) in CH2Cl2 (10 mL) was added Et3N (1.85 g, 18.25 mmol), followed by dropwise addition of a solution of thiophosgene (923 mg, 8.03 mmol) in CH2Cl2 (2 mL) with stirring at ambient temperature for 5 min. The reaction mixture was concentrated in vacuo. The residue was dissolved in AcOEt. The organic layer was washed with 1-N HCl, water and brine and dried over MgSO4. After filtration, the solvent was evaporated under reduced pressure to give a solid, which was crystallized from AcOEt/n-hexane to afford methyl 2-mercaptobenzo[d]oxazole-4-carboxylate (7a) (1.28 g, 84%). 2-bromo-N-(2,6-diisopropylphenyl)hexanamide (2e) was obtained from1 using 6-bromohexanoic acid in place of bromoacetic acid in a manner similar to that described for compound 3a. To a stirred solution of the thus obtained thiol (1.05 g, 5.0 mmol) and 2e (1.77 g, 5.0 mmol) in DMF (20 mL) were added K2CO3 (1.04 g, 7.5 mmol) and 18-crown-6 (132 mg, 0.5 mmol). The reaction mixture was stirred at 80 C for 2 h and diluted with water. The organic layer was extracted with Et2O, washed with water and brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography and eluted with acetone/n-hexane (1:5) to give a solid, which was recrystallized from acetone/n-hexane to afford 12a (1.84 g, 76%) as colorless needles.

With the synthetic route has been constantly updated, we look forward to future research findings about Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,belong benzoxazole compound

Reference£º
Article; Shibuya, Kimiyuki; Kawamine, Katsumi; Miura, Toru; Ozaki, Chiyoka; Edano, Toshiyuki; Mizuno, Ken; Yoshinaka, Yasunobu; Tsunenari, Yoshihiko; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 4001 – 4013;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belong benzoxazole compound,Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,72752-81-9,Molecular formula: C9H7NO3S,mainly used in chemical industry, its synthesis route is as follows.,72752-81-9

To a suspension of compound 5.3 (320 g, 1.53 mol) and K2CO3 (276 g, 2 mol) in EtOAC (3 L) was added MeI (238.9 g, 1.68 mol) below 20 C. The mixture was stirred at room temperature for 12 hours. TLC (EtOAc/petroleum ether=1:3) indicated the reaction was complete. Water (2 L) was added to the mixture. The organic phase was separated, dried over Na2SO4 and concentrated to give 5.4 (320 g, 93.8%) as a pink solid.

With the synthetic route has been constantly updated, we look forward to future research findings about Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,belong benzoxazole compound

Reference£º
Patent; TIBOTEC BVBA; US2010/305073; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belong benzoxazole compound,Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,72752-81-9,Molecular formula: C9H7NO3S,mainly used in chemical industry, its synthesis route is as follows.,72752-81-9

Step 1: To a stirred mixture of methyl 2-mercaptobenzo[d]oxazole-6-carboxylate (5 g, 23.92 mmol) and solidK2CO3 (9.9 g, 71.76 mmol) in anhydrous DMF (50 mL) at rt was added methyl iodide (10.2 g, 71.76 mmol). The mixturewas stirred at rt for 15 h. The reaction mixture was diluted with water then extracted with DCM (3 3). The combinedorganic layers were washed with water and 2 M aq HCl. The organic layer was separated and dried over MgSO4 filtered,and concentrated under reduced pressure to afford methyl 2-(methylthio)benzo[d]oxazole-6-carboxylate (4.24 g, 80%)as a light pink solid that did not require further purification. 1H NMR (300 MHz, CDCl3) delta 8.12 (d, J = 1.1 Hz, 1H), 8.04(dd, J = 1.1,8,3 Hz, 1H), 7.61 (d, J = 8.3 Hz, 1H), 3.95 (s, 3H), 2.79 (s, 3H). LCMS (ESI) m/z 224 (M + H)+.

With the synthetic route has been constantly updated, we look forward to future research findings about Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,belong benzoxazole compound

Reference£º
Patent; Ambit Biosciences Corporation; HADD, Michael J.; HOCKER, Michael D.; HOLLADAY, Mark W.; LIU, Gang; ROWBOTTOM, Martin W.; XU, Shimin; (299 pag.)EP2766359; (2016); B1;,
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: C8H14ClNO393,mainly used in chemical industry, its synthesis route is as follows.,72752-81-9

To a suspension of this pink solid (320 g, 1.53 mol) and K2CO3 (276 g, 2 mol) in EtOAc (3L) was added MeI (238.9g, 1.68 mol) below 20C. The mixture was stirred at room temperature for 12 hours. TLC (EtOAc/petroleum ether = 1:3) indicated the reaction was complete. Water (2L) was added to the mixture. The organic phase was separated, dried over Na2SO4 and concentrated to give 13 (320 g, 93.8%) as a pink solid.

With the synthetic route has been constantly updated, we look forward to future research findings about Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,belong benzoxazole compound

Reference£º
Article; Jonckers, Tim H.M.; Rouan, Marie-Claude; Hache, Geerwin; Schepens, Wim; Hallenberger, Sabine; Baumeister, Judith; Sasaki, Jennifer C.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 15; (2012); p. 4998 – 5002;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.72752-81-9,Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,as a common compound, the synthetic route is as follows.

Step 1: To a stirred mixture of methyl 2-mercaptobenzo[d]oxazole-6-carboxylate (5 g, 23.92 mmol) and solidK2CO3 (9.9 g, 71.76 mmol) in anhydrous DMF (50 mL) at rt was added methyl iodide (10.2 g, 71.76 mmol). The mixturewas stirred at rt for 15 h. The reaction mixture was diluted with water then extracted with DCM (3 3). The combinedorganic layers were washed with water and 2 M aq HCl. The organic layer was separated and dried over MgSO4 filtered,and concentrated under reduced pressure to afford methyl 2-(methylthio)benzo[d]oxazole-6-carboxylate (4.24 g, 80%)as a light pink solid that did not require further purification. 1H NMR (300 MHz, CDCl3) delta 8.12 (d, J = 1.1 Hz, 1H), 8.04(dd, J = 1.1,8,3 Hz, 1H), 7.61 (d, J = 8.3 Hz, 1H), 3.95 (s, 3H), 2.79 (s, 3H). LCMS (ESI) m/z 224 (M + H)+.

72752-81-9 Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate 45789990, abenzoxazole compound, is more and more widely used in various.

Reference£º
Patent; Ambit Biosciences Corporation; HADD, Michael J.; HOCKER, Michael D.; HOLLADAY, Mark W.; LIU, Gang; ROWBOTTOM, Martin W.; XU, Shimin; (299 pag.)EP2766359; (2016); B1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.72752-81-9,Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 3-hydroxyanthranilic acid (1.93 g, 12.6 mmol) in saturated HCl MeOH (40 mL) was added p-toluenesulfonic acid (p-TsOH) monohydrate (95 mg, 0.5 mmol). The reaction mixture was stirred at reflux temperature for 12 h. The solvent was evaporated under reduced pressure. The residue was dissolved in AcOEt. The organic layer was washed with saturated KHCO3 solution, water and brine, and dried over MgSO4. After filtration, the solvent was evaporated under reduced pressure. The residue was dissolved in Et2O. The insoluble material was filtered off. The filtrate was concentrated in vacuo. To a solution of methyl 3-hydroxyanthranilate (1.22 g, 7.37 mmol) in CH2Cl2 (10 mL) was added Et3N (1.85 g, 18.25 mmol), followed by dropwise addition of a solution of thiophosgene (923 mg, 8.03 mmol) in CH2Cl2 (2 mL) with stirring at ambient temperature for 5 min. The reaction mixture was concentrated in vacuo. The residue was dissolved in AcOEt. The organic layer was washed with 1-N HCl, water and brine and dried over MgSO4. After filtration, the solvent was evaporated under reduced pressure to give a solid, which was crystallized from AcOEt/n-hexane to afford methyl 2-mercaptobenzo[d]oxazole-4-carboxylate (7a) (1.28 g, 84%). 2-bromo-N-(2,6-diisopropylphenyl)hexanamide (2e) was obtained from1 using 6-bromohexanoic acid in place of bromoacetic acid in a manner similar to that described for compound 3a. To a stirred solution of the thus obtained thiol (1.05 g, 5.0 mmol) and 2e (1.77 g, 5.0 mmol) in DMF (20 mL) were added K2CO3 (1.04 g, 7.5 mmol) and 18-crown-6 (132 mg, 0.5 mmol). The reaction mixture was stirred at 80 C for 2 h and diluted with water. The organic layer was extracted with Et2O, washed with water and brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography and eluted with acetone/n-hexane (1:5) to give a solid, which was recrystallized from acetone/n-hexane to afford 12a (1.84 g, 76%) as colorless needles.

As the paragraph descriping shows that 72752-81-9 is playing an increasingly important role.

Reference£º
Article; Shibuya, Kimiyuki; Kawamine, Katsumi; Miura, Toru; Ozaki, Chiyoka; Edano, Toshiyuki; Mizuno, Ken; Yoshinaka, Yasunobu; Tsunenari, Yoshihiko; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 4001 – 4013;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem