Day: June 7, 2021

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.

To a suspension of 5-chloro-2-mercaptobezoxazole (5.0 g, 26.9 mmol) in POCl3 (12.6 mL, 135 mmol) was added PCl5 (6.2 g, 129.6 mmol) and about 20 mL CH2Cl2. After stirring 5 days, the solvents were removed by rotary evaporation, the residue was partitioned between EtOAc and saturated aqueous NaHCO3. The layers were separated, the organic was washed with brine, dried over Na2SO4, and concentrated. The residue was dissolved in a minimum amount of CHCl3, hexanes were added, and a small amount of solids were filtered off. The filtrate was concentrated to provide D-1 as a white solid. Data for D-1: LC/MS: rt=2.38 min; m/z (M+H)=188.0 found; 188.0 required.

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-Chlorobenzo[d]oxazole-2(3H)-thione, 22876-19-3

Reference：
Patent; Bergman, Jeffrey M.; Breslin, Michael J.; Coleman, Paul J.; Cox, Christopher D.; Mercer, Swati P.; Roecker, Anthony J.; US2008/132490; (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.

Example 6 N-Benzooxazol-2-yl-3-cyclopentyl-2-(3,4-dichloro-phenyl)-propionamide A solution of triphenylphosphine (274 mg, 1.04 mmol) in methylene chloride (6 mL) was cooled to 0° C. and then treated with N-bromosuccinimide (211 mg, 1.18 mmol). The resulting brownish-purple mixture was stirred at 0° C. for 5 min until the reaction mixture became homogeneous. The reaction mixture was then treated with 3-cyclopentyl-2-(3,4-dichloro-phenyl)-propionic acid (prepared as in Example 1, 200 mg, 0.70 mmol). The reaction mixture was stirred at 0° C. for 20 min and then allowed to warm to 25° C. where it was stirred for 30 min. The reaction mixture was then treated with 2-aminobenzoxazole (140 mg, 1.04 mmol) and pyridine (0.17 mL, 2.09 mmol), and the reaction mixture was allowed to stir at 25° C. for 20 h. The resulting reaction mixture was diluted with water (15 mL) and then extracted with methylene chloride (3*15 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Biotage chromatography (FLASH 40S, Silica, 80/20 hexanes/ethyl acetate) afforded N-benzooxazol-2-yl-3-cyclopentyl-2-(3,4-dichloro-phenyl)-propionamide (214 mg, 76percent) as a light yellow foam: EI-HRMS m/e calcd for C21H20Cl2N2O2 (M+) 402.0902, found 402.0908.

The chemical industry reduces the impact on the environment during synthesis,4570-41-6,Benzo[d]oxazol-2-amine,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Corbett, Wendy Lea; Grimsby, Joseph Samuel; Haynes, Nancy-Ellen; Kester, Robert Francis; Mahaney, Paige Erin; Sarabu, Ramakanth; US2002/103199; (2002); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

1086378-35-9, 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 benzo[d]oxazole-7-carboxylate, cas is 1086378-35-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

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.

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-7-carboxylate, 1086378-35-9

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

3889-13-2, 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. 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one, cas is 3889-13-2,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: One of 4a-d (1 equiv.) and K2CO3 (3 equiv.) in DMF was stirred at 90C for 1h, then the solution was allowed to cool to 60C and was added different substituted benzyl chlorides or phenyl ethyl chlorides (3 equiv.). The reaction mixture was stirred at 60C for another 7h and allowed to cool to room temperature. The saturated NH4Cl solution was added to quench the reaction. The mixture was diluted with water and extracted with ethyl acetate to afford the crude product that was purified by flash column chromatography on silica gel to yield the target products.

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 3889-13-2, 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one

Reference：
Article; Zou, Yi; Wang, Yan; Wang, Fang; Luo, Minghao; Li, Yuezhen; Liu, Wen; Huang, Zhangjian; Zhang, Yihua; Guo, Wenjie; Xu, Qiang; Lai, Yisheng; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 199 – 211;,
Benzoxazole – Wikipedia
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.

Example 30: 1-(4-(trifluoromethyl)-2-(pyrrolidin-1-yl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-4-yl)urea (scheme 1) Preparation of 1-(4-(trifluoromethyl)-2-(pyrrolidin-1-yl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-4-yl)urea Amine 2b (289 mg, 1.2 mmol) was dissolved in 20ml of AcOEt and at 0C triphosgene (356 mg, 1.2 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 5ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound 1b (180 mg, 1.2 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 100mg of a white solid. Yield = 20% 1HNMR (DMSO, 200 MHz) delta 1.94 (4H, m), 3.23 (4H, m), 4.67 (2H, d, J = 5.6 Hz), 6.55 (2H, dd, J = 8.8 Hz, J’ = 1.2 Hz), 7.05 (1H, t, J = 8.2 Hz), 7.17 (2H, d, J = 7.2 Hz), 7.46 (1H, d), 9.98 (1H, t), 11.53 (1H, bs), 11.80 (1H, bs); [M+1] 421.2 (C20H19F3N4O3 requires 420.39).

The chemical industry reduces the impact on the environment during synthesis,81900-93-8,4-Aminobenzo[d]oxazol-2(3H)-one,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Pharmeste S.r.l.; EP2377850; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

19219-99-9, 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. 5-Chloro-2-methylbenzo[d]oxazole, cas is 19219-99-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

A mixture of commercially available 5-chloro-2-methylbenzo[d]oxazole(300 mg, 1.79 mmol), NBS (478 mg, 2.70 mmol) in carbon tetrachloride (6 mL) was heated under light for 4 hours. After cooling to room temperature, hexanes was added to the reaction mixture. The solids were filtered and the solvent was removed to give the crude product. Purification using 2 % ethyl acetate in hexane afforded the product (124 mg, 28 % yield). 1H NMR (CDCl3, 300 MHz) delta: 7.71 (s, 1H), 7.46 (d, J= 9.9 Hz, 1H), 7.36 (d, J= 8.7 Hz, 1H), 4.56 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis,19219-99-9,5-Chloro-2-methylbenzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference：
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; UNIVERSITY OF MEDICINE AND DENTISTRY OF NEW JERSEY; LAVOIE, Edmond J.; PARHI, Ajit; ZHANG, Yongzheng; PILCH, Daniel S.; KAUL, Malvika; WO2013/142712; (2013); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Benzo[d]oxazole-2-thiol, and cas is 2382-96-9, its synthesis route is as follows.

[00318] To a DMF (5 ml) solution of this amide (90 mg, 0.25 mmol) and 2-mercaptobenzoxazole (38 mg, 0.25 mmol) were added potassium carbonate (42 mg, 0.30 mmol) and 18-crown-6 (7 mg, 0.03 mmol), and the mixture was stirred at 80 C. for 3 hours. The reaction mixture was allowed to cool, and then extracted with ethyl acetate. The organic layer was washed with water and then with a saturated aqueous solution of sodium chloride, and dried over sodium sulfate. Subsequently, the solvent was distilled off, and the resulting residue was recrystallized from a mixture of ethyl acetate-hexane to obtain 83 mg (yield 77%) of the desired compound as a colorless powdery crystal. [00319] Melting point: 84-85 C. [00320] IR (KBr) cm-1: 3465, 3276, 2926, 1664, 1505. [00321] 1H-NMR (CDCl3) delta: 1.35-1.53 (8H, m), 1.72-1.77 (2H, m), 1.80-1.87 (2H, m), 2.42 (2H, t, J=7.3 Hz). 2.63 (3H, s), 3.31 (2H, t, J=7.4 Hz), 7.06 (1H, dd, J=8.0, 4.7 Hz), 7.21-7.30 (3H, m), 7.43 (1H, dd, J=7.0, 0.6 Hz), 7.59 (1H, dd, J=7.6, 0.6 Hz), 8.25 (1H, d, J=4.7 Hz), 8.31 (1H, d, J=7.8 Hz). [00322] EIMS m/z (relative intensity): 429 (M+), 297 (100). [00323] Elemental analysis: as C22H27N3O2S2; calculated: C, 61.51; H, 6.33; N, 9.78; S, 14.93. found: C, 61.51; H, 6.28; N, 9.64; S, 14.99.

2382-96-9, 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.,2382-96-9 ,Benzo[d]oxazole-2-thiol, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Kowa Company, Ltd.; US6849647; (2005); B1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, Benzo[d]oxazol-2-amine, cas is 4570-41-6 its synthesis route is as follows.

General procedure for the preparation of intermediates of the General Formula (9)Intermediate (9) A mixture of benzaldehyde derivative (1.0 equiv.) and 2-aminobenzoxazole or 2- aminobenzothiazole (1.0 equiv.) in ^-xylene was stirred at reflux temperature for 18 h. The mixture containing the imino derivative was cooled to room temperature and sodium cyanoborohydride (1.2 equiv.) was added over 5 min. The reaction mixture was then further stirred at room temperature for 48 h. The mixture was diluted with ethyl acetate and washed twice with water. The organic layer was dried and evaporated to give a viscous residue, which was purified by silica gel column chromatography to yield the compound of general formula (9) as off-white to yellow solid.

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：
Patent; GLENMARK PHARMACEUTICAL S.A.; IRLAPATI, Nagoswara, Rao; THOMAS, Abraham; KURHE, Deepak, Kantilal; SHELKE, Sandeep, Yadunath; KHAIRATKAR, JOSHI, Neelima; VISWANADHA, Srikant; MUKHOPADHYAY, Indranil; WO2010/10435; (2010); A2;,
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.

Step 1: To a solution of benzoxazolinone (20 g, 0.148 mol) in 220 mL glacial acetic acid was added N-bromosuccinimide (NBS, 26.36 g, 0.148 mol), and the reaction mixture was stirred at room temperature for 63 hours before pouring into 1500 mL water. The precipitated product was washed thoroughly with water upon collection and recrystallized from EtOH to give 6-bromo-3H-benzoxazol-2-one (9) (25.09 g, 79%): Theory: C, 39.28; H, 1.88; N, 6.54; Br, 37.33. Found: C, 39.36; H, 2.02; N, 6.36; Br, 37.43. MP 192-194 C.

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 59-49-4, 2-Benzoxazolinone

Reference：
Patent; Kornberg, Brian Edward; Lewthwaite, Russell Andrew; Manning, David; Nikam, Sham Shridhar; Scott, Ian Leslie; US2003/18021; (2003); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 5-Fluoro-2-methylbenzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 701-16-6, its synthesis route is as follows.

7. 4-(5-Fluoro-2-methvl-1 ,3-benzoxazol-3-ium-3-yl)butane-1 -sulfonate; 5-Fluoro-2-methylbenzoxazole (from Example 2, 500mg, 3.3mmol) and 1 ,4-butanesultone (2.50ml) were mixed and heated under nitrogen at 1100C for 1 deltahrs. The reaction mix was then allowed to cool to room temperature and triturated with diethyl ether to give an immiscible gum. The liquors were decanted, the gum washed with more ether and dried under vacuum. The crude product salt was then used for dye syntheses without further purification.

701-16-6, 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.,701-16-6 ,5-Fluoro-2-methylbenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; GE HEALTHCARE UK LIMITED; WO2008/40994; (2008); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem