Month: June 2021

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

19932-85-5, 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. 6-Bromobenzo[d]oxazol-2(3H)-one, cas is 19932-85-5,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

To a solution of XXXV-2b (500 mg, 2.97 mmol) in dry DCM (20 mL) was added TEA (360 mg, 3.56 mmol) and Trt-Cl (992 mg, 3.56 mmol). The mixture was stuffed overnight at rt, then poured into water, extracted with DCM (50 mLx3). The combined organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (PE/EA=10/1) to afford XXXV-3b (1.2 g, 89% yield).

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 19932-85-5, 6-Bromobenzo[d]oxazol-2(3H)-one

Reference：
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
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.

4-trifluoromethylphenylacetic acid (453 mg, 2.2 mmol) was dissolved in 20 ml of THF and at 0C DEPC (0.43 ml, 1.3equiv) and amine lb (400 mg, 2.66 mmol) were added to the solution. The mixture was warmed at 80C overnight, then 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 using AcOEt as eluant gave 360 mg of a white solid. Yield = 48% ‘HNMR (DMSO, 200 MHz) delta 3.80 (2H, s), 7.10 (3H, m), 7.58 (2H, d, J = 8.4 Hz), 7.70 (2H, d, J = 8.2 Hz), 10.06 (1H, bs), 1 1.14 (1H, bs); [M+1] 336.9 (deHnFsNaOs requires 336.3).

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.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); 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.

2-Bromo-5-fluoropyridine (1 ) (1 .0g, 5.71 mmol), benzo[d]oxazol-2-amine (2) (766mg, 5.71 mmol), Xantphos (0.33g, 0.57mmol), and Cs2C03 (2.79g, 8.56mmol) were combined in dry 1 ,4-dioxane (15mL). The reaction mixture was degassed with N2(g) and placed under vacuum for 10min. Pd2(dba)3 (0.261 g, 0.28mmol) was then added and the resulting reaction mixture was heated at 90°C for 30h. It was then poured onto demineralized water (200ml_), and extracted with EtOAc (3 x 100ml_). The organic phases were combined, dried over Na2S04, filtered and subsequently concentrated in vacuo. The resulting residue was purified by flash chromatography with EtOAc/Hexane (1 : 1 ) to provide N-(5-fluoropyridin-2-yl)benzo[d]oxazol-2-amine (3) as a yellow solid (0.6g, 46percent). LCMS (ES): Found 230.1 [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 Benzo[d]oxazol-2-amine, 4570-41-6

Reference：
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; WHALE, Andrew David; (145 pag.)WO2017/29514; (2017); 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.

A solution of Ms20 (32 1 g, 184.8 mmol) in MeCN (200 mL) was cooled to < -5 C (ice/H20 salt) and sequentially were added a solution of N-benzyl-bis(2- hydroxyethyl)amine (16.4 g, 84.1 mmol) in MeCN (50 mL), Et3N (36 mL, 255 mmol, 3.8 eq.), and MsOH (13.1 mL, 202 mmol, 3 eq.) while maintaining the temperature below 10C. 7-Aminobenzo[d]oxazol-2(3H)-one (10.0 g, 67.2 mmol) was added as a solid and the mixture was heated to reflux. Et3N (28.5 mL, 202 mmol) was added drop- wise over a period of 1.5 hour. Reflux was maintained for 18 additional hours. The resulting clear solution was allowed to cool to RT and concentrated in vacuo at 70C. The residue was separated between NaHCC (0.8 L) and EtOAc (0.4 L). The aqueous layer was extracted with EtOAc (3 x 0.2 L). The combined organic layers were washed with brine, dried (NaiSC^) and concentrated to afford 7-(4-benzylpiperazin-l- yl)benzo[d]oxazol-2(3H)-one as a white solid (20.2 g, 65.3 mmol, 97%). 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; AAPA B.V.; HEERES, Andre; WILLIGERS – HOGG, Sandra; BORST, Marcus Leonardus Gerardus; DROeGE, Melloney Joyce; WO2015/69110; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem