Month: May 2021

It is a common heterocyclic compound, the benzoxazole compound, 5-Bromobenzo[d]oxazole, cas is 132244-31-6 its synthesis route is as follows.

A flasked charged with 5-bromo-benzooxazole (200.0 mg, 1.01 mmol), bis(pinacolato)diboron (256.0 mg, 1.51 mmol), KOAc (198.0 mg, 2.02 mmol) and Pd(dppf)Cl2 (37 mg, 0.05 mmol) in dioxane (10 mL) was degassed and filled with N2. The reaction mixture was heated at 100 C for 16 hrs. Solvent was removed and the residue was purified by flash column chromatography (EA/PE = 1 :4) to give l,3-benzoxazole-5-boronic acid pinacol ester (120 mg, 48.6 %) as a yellow solid. MS: m/z 246.4 (M+H+).

132244-31-6, 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.,132244-31-6 ,5-Bromobenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; PINKERTON, Anthony B.; ARDECKY, Robert J.; ZOU, Jiwen; (177 pag.)WO2019/136093; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 2-Benzoxazolinone, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 59-49-4, its synthesis route is as follows.

The reaction mixture was purified directly by silica gel column chromatography (ethyl acetate: hexane =1:1) to obtain a pale red solid product. Yield 108 mg (99%).

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：
Patent; Kyushu University, National University Corporation; OHSHIMA Takashi; MORIMOTO Hiroyuki; SHIMIZU Yuhei; EP2821389; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

924869-17-0, 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. Methyl benzo[d]oxazole-5-carboxylate, cas is 924869-17-0,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.

The chemical industry reduces the impact on the environment during synthesis,924869-17-0,Methyl benzo[d]oxazole-5-carboxylate,I believe this compound will play a more active role in future production and life.

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

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.

The chemical industry reduces the impact on the environment during synthesis,59-49-4,2-Benzoxazolinone,I believe this compound will play a more active role in future production and life.

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

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.

d) 2- (2, 6-Dichloro-phenylimino)-5- (2-methyl-benzooxazol-6-yl-methylene) -thiazolidin-4-one; To the solution of 2- (2, 6 dichloro-phenylimino)-thiazolidin-4-one (483 mg, 1.85 mmol) in acetic acid (8 mL) was added 2-methyl-benzooxazole-6-carbaldehyde (300 mg, 1.85 mmol, 1 eq) followed by sodium acetate (0.8 g). The reaction mixture was refluxed for 48 hours and water (10 mL) was added. Solid was filtered and purified by column chromatography (1 : 5 ethyl acetate: dichloromethane) to give 110 mg (15 percent yield) of pure 2- (2, 6-dichloro-phenylimino)-5-(2-methyl-benzooxazol-6-yl-methylene)-thiazolidin-4- one. lH-NMR (CDC13) : otilde; 2.69 (s, 3H), 7.12 (t, 1H, J=8.1 Hz), 7.36 (d, 3H, J=7.8 Hz), 7.56 (s, 1H), 7.70 (d, 1H, J=8.1 Hz), 7. 88 (s, 1H), 9.69 (s, 1H). LC MS (m/e) = 404.0 (MH+). Rt = 2.36 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

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.

General procedure: Commercially available 5-chloro benzoxazoles or benzothiazoles(5 mmol) and K2CO3 (15 mmol) were added to 50 mL of DMF.The mixture was heated at 60 C and 1-(2-chloroethyl)hexahydro-1H-azepine hydrochloride (6.5 mmol) was added. The mixture was maintained at 60 C under stirring for 3 h, then was cooled to room temperature, poured into water, and extracted with diethyl ether(3 50 mL). The organic layer was washed with brine, dried overan hydrous Na2SO4 and evaporated under reduced pressure to give are sidue, which was purified by flash column chromatography oversilica gel using ethyl acetate/methanol 8:2 v/v as eluent. Immediately after solvent evaporation, free bases were converted into hydrochlorides by dissolving the corresponding amine in diethyl ether and treating with a 1.25MHCl ethanol solution (pH 1e2). The precipitate was filtered off, washed with diethyl ether, and dried under nitrogen. The following compounds were obtained using this procedure:

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; Romeo, Giuseppe; Prezzavento, Orazio; Intagliata, Sebastiano; Pittala, Valeria; Modica, Maria N.; Marrazzo, Agostino; Turnaturi, Rita; Parenti, Carmela; Chiechio, Santina; Arena, Emanuela; Campisi, Agata; Sposito, Giovanni; Salerno, Loredana; European Journal of Medicinal Chemistry; vol. 174; (2019); p. 226 – 235;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

To a dry mixture of 27-1 (2-methoxyphenylhydrazide, 139 mg, 0.837 mmol), 27-2 (benzoxazol-2- one-6-carboxylic acid, 150 mg, 0.837 mmol), and HATU (318 mg, 0.837 mmol) was added THF (10 mL) to yield a hazy reddish solution. DIPEA (0.29 mL, 1.67 mmol) was added and the reaction was stirred at rt for 2 hr. Burgess reagent (499 mg, 2.09 mmol) was added one portion, and the reaction was heated to 60C overnight. An additional 499 mg Burgess reagent was added. and continued heating. After 4 hr, 2N KHSO4 (10 mL) was added and the resulting oily mixture was extracted 3X EtOAc. The combined organics were washed once with water, once with brine, filtered through cotton and concentrated to an orange solid which was purified by reverse phase chromatography, 20% – 60% MeCN/water/0.1% TFA to yield 67 mg 27-3(18%) MJ-T+ = 447.0. ?H NMR (400 MHz, DMSO) 8.02 – 7.97 (3H, m), 7.74 (1H, d, J=8.4 Hz), 7.64 (1H, t, J=8.2 Hz), 7.30 (1H, d, J=8.4 Hz), 7.18 (1H, t, J=7.4 Hz), 3.95 (3H, s), 3.39 (3H, s).

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：
Patent; TREVENA, INC.; PITIS, Philip Michael; BOYD, Robert Eugene; DAUBERT, Tamara Ann Miskowski; HAWKINS, Michael John; LIU, Guodong; SPEERSCHNEIDER, Aimee Crombie; (355 pag.)WO2018/231745; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Bromobenzo[d]oxazole, and cas is 132244-31-6, its synthesis route is as follows.

To a 100 mL round bottom was added 5-bromobenzoxazole (1.06 g, 5.35 mmol), 4-formylphenyl boronic acid (883 mg, 5.89 mmol), bistriphenylphosphine palladium chloride (350 mg, 0.5 mmol), potassium phosphate (3.4 g, 6.05 mmol) and DME/H2O (3/1, 20 mL). The reaction mixture was stirred at 80 degrees C. overnight, filtered through celite and diluted with ethyl acetate. The organic layer was washed with saturated bicarbonate solution and then brine and was dried with MgSO4. The mixture was concentrated and purified on silica gel column (40 g) using a gradient of hexanes and 40% ethyl acetate/hexanes to afford 4-(1,3-benzoxazol-5-yl)benzaldehyde.LC/MS: (M+1) 224.03, 2.20 min (LC/MS Method A).

132244-31-6, 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.,132244-31-6 ,5-Bromobenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
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.

Step 6) Synthesis of 2, 5-dichlorobenzo [d] oxazoleA mixture of 5-chlorobenzo [d] oxazole-2-thiol (3.01 g, 16.22 mmol) , sulfoxide chloride (20 mL, 272.6 mmol) and N, N-dimethylformamide (0.10 mL, 1.3 mmol) was heated to reflux and stirred for 3 hours The reaction mixture was cooled and the solvent was removed in vacuo. The resulting product was used directly in the next step.

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; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; ZHANG, Ji; (90 pag.)WO2017/88759; (2017); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

2382-96-9, 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. Benzo[d]oxazole-2-thiol, cas is 2382-96-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of thiol (1 mmol), H2O2 (0.4 mL) and catalyst(0.01 g) was stirred in ethanol at room temperature for thecertain period of time. The reaction was monitored byTLC. After completion of the reaction, the catalyst wasseparated by simple filtration and the mixture was washedwith CH2Cl2 (5 9 2 mL), and next, the product wasextracted with CH2Cl2 (5 mL 9 4). The organic layer wasdried over anhydrous Na2SO4 (1.5 g). After the evaporationof dicoloromethan gave the pure products in 85-98 %yields.

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]oxazole-2-thiol, 2382-96-9

Reference：
Article; Hajjami, Maryam; Yousofvand, Zakieh; Catalysis Letters; vol. 145; 9; (2015); p. 1733 – 1740;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem