Day: May 21, 2021

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 E 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 -toluene-sulfonate (Intermediate D).

The chemical industry reduces the impact on the environment during synthesis,90322-32-0,2-Methylbenzo[d]oxazole-5-carboxylic acid,I believe this compound will play a more active role in future production and life.

Reference：
Patent; EASTMAN KODAK COMPANY, (a New Jersey corporation); EP323728; (1989); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

Subsequently, 5-chloro-2-mercaptobenzoxazole (3.1 g, 16.7 mmol) was dissolved in thionyl chloride (30 mL, 413 mmol). DMF (1.5 mL) was added and the reaction mixture was heated at 65 C. for 45 min. The solvent was removed under reduced pressure and to the residue was added toluene (2*60 mL) followed by evaporation each time to remove the excess SOCl2 (azetrope). The resultant crude product was dissolved in ethyl acetate (100 mL), washed with water (100 mL) and dried over Na2SO4. Evaporation of ethyl acetate gave 2,5-dichlorobenzoxazole, compound 19, as a red oil (3.2 g).

22876-19-3, 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.,22876-19-3 ,5-Chlorobenzo[d]oxazole-2(3H)-thione, other downstream synthetic routes, hurry up and to see

Reference：
Patent; GALLEON PHARMACEUTICALS, INC.; US2011/224269; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

864274-04-4, 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-Methylbenzo[d]oxazole-6-carbaldehyde, cas is 864274-04-4,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Example 61; 2-(2-Fluoro-phenylimino)-5-(2-methyl-benzooxazol-6-yl-methvlene)-thiazolidin-4-one; To the solution of 2-(2, 6-difluoro-phenylimino)-thiazolidin-4-one (105 mg, 0.5 mmol) in ethanol (5 mL) was added 2-methyl-benzooxazole-6-carbaldehyde (80 mg, 0. 5 mmol, 1 eq) followed by piperidine (0.1 mL). The reaction mixture was refluxed for 48 hours and diethyl ether (3 mL) was added. Solid was filtered to give 58 mg (33 percent yield) of pure 2-(2-fluoro-phenylimino)-5-(2-methyl-benzooxazol-6-yl-methylene)-thiazolidin-4-one. LC MS (m/e) = 354.2 (MH+). Rt = 2.11 min.

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-6-carbaldehyde, 864274-04-4

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/82901; (2005); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

1750-45-4, 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. 5-Chloro-6-hydroxybenzo[d]oxazol-2(3H)-one, cas is 1750-45-4,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

5-chloro-6-hydroxy-1,3-benzoxazol-2(3H)-one (0.93 g, 5 mmol) and imidazole (1.00 g, 15 mmol) were dissolved in dimethylformamide (10 mL) with stirring under inert atmosphere. Triisopropylsilylchloride (1.15 g, 6 mmol) was added and the resulting solution was stirred for 3 days. The reaction mixture was partitioned between water and heptane. The organic layer was washed with water and dried over magnesium sulphate, filtrated and concentrated, to give 1.45 g (85%) of the subtitled compound as a grey solid. APCI-MS: m/z 342 [MH+]

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 1750-45-4, 5-Chloro-6-hydroxybenzo[d]oxazol-2(3H)-one

Reference：
Patent; ASTRAZENECA AB; WO2004/5295; (2004); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 5-Methyl-2-aminobenzoxazol, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 64037-15-6, its synthesis route is as follows.

To a 50 ml three-necked flask was added 5-methylbenzoxazol-2-amine, 10 ml of tetrahydrofuran, 5 ml of triethylamine. The acid chloride was then dissolved in 10 ml of dry tetrahydrofuran, Below 5 deg C under the conditions of slow drop, The reaction was stirred at room temperature for 4 h. 40 ml of saturated aqueous sodium chloride solution was added,The aqueous phase was extracted three times with 25 ml of dichloromethane, Combine the organic phase. Column separation, Dichloromethane: methanol 60: 1 to give 1.39 g of a white solid, M.p. 174 to 176 C, yield: 70.6%.

64037-15-6, 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.,64037-15-6 ,5-Methyl-2-aminobenzoxazol, other downstream synthetic routes, hurry up and to see

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

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

General procedure: Phosphorus tribromide (89 muL, 0.11 mmol) was dropwisely added to a solution of commercial 2-phenethylbenzylalcohol (75 mg, 0.35 mmol) in dry THF (5 mL) at 0 C. After stirring at room temperature for 2h, the reaction mixture was extracted with EtOAc after quenching with water. The organic extract was washed with brine and dried over MgSO4. Evaporation of the filtrate provided crude 2-phenethylbenzyl bromide. Then, commercial 2-mercaptoimidazole (70 mg, 0.47 mmol), sodium hydride (22 mg, 0.55 mmol) and potassium iodide (78 mg, 0.47 mmol) was added to a solution of crude 2-phenethylbenzyl bromide in DMF (3 mL). After stirring at 100C overnight, the reaction mixture was quenched with water, extracted with EtOAc, washed with brine and dried over MgSO4 and evaporated. Purification of the residue by column chromatography on silica gel (hexane/EtOAc = 1/1) provided the title compound (44 mg, 0.15 mmol) as a colorless solid in 43% yield.

22876-19-3, 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.,22876-19-3 ,5-Chlorobenzo[d]oxazole-2(3H)-thione, other downstream synthetic routes, hurry up and to see

Reference：
Article; Fukuda, Miwa; Sasaki, Tomomi; Hashimoto, Tomoko; Miyachi, Hiroyuki; Waki, Minoru; Asai, Akira; Takikawa, Osamu; Ohno, Osamu; Matsuno, Kenji; Bioorganic and Medicinal Chemistry Letters; vol. 28; 17; (2018); p. 2846 – 2849;,
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.

3H-1,3-Benzoxazol-2-one (5.00?g, 37.00?mmol) was dissolved in acetic acid (50?mL) and bromine (1.9?mL, 37.0?mmol) was added dropwise. The reaction mixture was stirred at 20?C for 4?h.The reaction mixture was poured onto ice and the precipitate was collected by filtration, washed with water and air-dried to give a pink powder (7.48?g, 34.8?mmol, 94%). Mp 191.6-192.3?C. 1H NMR (300?MHz, DMSOd6): delta 11.81 (s, 1H), 7.57 (dd, J?=?1.9?Hz, J?=?0.3?Hz, 1H), 7.30 (dd, J?=?8.3?Hz, J?=?1.9?Hz, 1H), 7.04 (dd, J?=?8.3?Hz, J?=?0.3?Hz, 1H). 13C NMR (75?MHz, DMSOd6): delta 154.5, 144.5, 130.3, 126.9, 113.5, 113.2, 111.7. LCMS m/z calc for [M?-?H]+: 211.9, 213.9, found: 211.8, 213.8.

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; Gay, Marion; Evrard, Caroline; Descamps, Florian; Carato, Pascal; Renault, Nicolas; Coevoet, Mathilde; Eddarkaoui, Sabiha; Baud, Catherine; Larchanche, Paul-Emmanuel; Buee, Luc; El Bakali, Jamal; Vingtdeux, Valerie; Sergeant, Nicolas; Melnyk, Patricia; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 104 – 125;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

72752-81-9, 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 2-mercaptobenzo[d]oxazole-6-carboxylate, cas is 72752-81-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

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.

The chemical industry reduces the impact on the environment during synthesis,72752-81-9,Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,I believe this compound will play a more active role in future production and life.

Reference：
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 belongs to benzoxazole compound, name is 2-Chloro-6-fluorobenzo[d]oxazole, and cas is 153403-53-3, its synthesis route is as follows.

To a solution of N-[(1S, 25)-2-arninocyclopentyl]-2-(difluoromethoxy)benzamide hydrochloride (Intermediate 11; 45 mg, 0.15 mmol) in DMSO (0.5 ml) was added DIPEA (57 mg, 0.44 mmol) and 2-chloro-6-fluoro-l,3-benzoxazole (CAS number 153403-53-3; 30 mg, 0.17 mmol). The reaction mixture was heated to 140C for 4 hours then partitioned between ethyl acetate and water. The organics were washed with water and brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography (silica, 30 – 80% ethyl acetate / petrol) then purified further by reverse phase chromatography (C 8 silica, 5-95% water (with 0,05% ammonia) / (0606) acetonitrile) to afford the title compound. (0607) 3H NMR (400 MHz, DMSO- ) delta ppm 1.53 – 1 .67 (m, 2 H), 1 .67 – 1 .81 (m, 2 H), 2.01 – 2.18 (m, 2 }. 4.06 – 4.19 (m, 1 H), 4.22 – 4.32 (m, 1 H), 6.88 – 7.38 (m, 4 H), 7.52 – 7.65 (m, 1 H), 7.67 – 7.79 (m, 1 H), 8.03 – 8.17 (m, 1 H), 8.44 – 8.53 (m, 1 H), 8.77 – 8.87 (m, 1 H) (0608) MS ES+: 407

153403-53-3, 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.,153403-53-3 ,2-Chloro-6-fluorobenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; FUJIMOTO, Tatsuhiko; ROBINSON, John Stephen; WO2015/124934; (2015); 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.

General procedure: A mixture of 1-alkyl benzimidazole (1.0mmol) and 11 2-bromomethyl-1,3-benzoxazole (0.21g, 1.0mmol) was stirred at 100C for 24h in 13 1,4-dioxane. The light brown precipitate yielded was separated by filtration and washed with fresh 1,4-dioxane (3×10mL) to obtain the corresponding 64 bromide salt (5a-b).

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-(Bromomethyl)benzo[d]oxazole, 73101-74-3

Reference：
Article; Shahini; Achar, Gautam; Budagumpi, Srinivasa; Mueller-Bunz, Helge; Tacke, Matthias; Patil, Siddappa A.; Journal of Organometallic Chemistry; vol. 868; (2018); p. 1 – 13;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem