Day: June 10, 2021

It is a common heterocyclic compound, the benzoxazole compound, 2-Methylbenzo[d]oxazole-6-carbaldehyde, cas is 864274-04-4 its synthesis route is as follows.

To a solution of compound 66 (50 mg, 174.6 imo1, 1 eq) in 1 mL of MeOH was added 2-methyl-1,3-benzoxazole-6-carbaldehyde (30.9 mg, 192.1 imol, 1.1 eq) and HOAc (1.1 mg,17.5 imol, 0.1 eq). The mixture was stirred for 0.5 hour at 25°C. Then NaBH3CN (16.5 mg, 261.9 imol, 1.5 eq) was added and the mixture was stirred for 11.5 hours. The reaction mixture was filtered and the filtrate was purified by prep-HPLC (neutral condition) to get 30.9 mg ofcompound 530 (40.6percent yield, 99.1percent purity) as a white solid.?H NMR (400MHz, CHLOROFORM-cl) oe ppm 11.34 – 11.21 (m, 1H), 7.77 – 7.70 (m, 1H),7.53-7.48 (m, 2H), 7.42 (d,J=5.5 Hz, 1H), 7.27 (brs, 2H), 7.21- 7.19(m, 1H), 5.91 -5.85 (m,1H), 4.54 (br t, J=11.9 Hz, 1H), 4.24 (q, J=6.9 Hz, 1H), 3.91 – 3.89 (m, 2H), 3.55 (q, J7.0 Hz,1H), 2.79-2.76 (m, 1H), 2.57 (s, 3H), 2.31 -2.11 (m, 1H), 1.97- 1.82 (m, 3H), 1.54- 1.47 (m,3H), 1.29 (t, J=7.0 Hz, 3H), 1.27 – 1.09 (m, 1H).LCMS (ESI+): m/z 432.2 (M+H)

864274-04-4, 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.,864274-04-4 ,2-Methylbenzo[d]oxazole-6-carbaldehyde, other downstream synthetic routes, hurry up and to see

Reference：
Patent; AQUINNAH PHARMACEUTICALS, INC.; BURNETT, Duane, A.; VACCA, Joseph, P.; (310 pag.)WO2018/119395; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

In a reactor equipped with exhaust gas absorption, 27.0 g of benzoxazolone (molecular weight 135.1, 0.20 mol) was added, 245.3 g of phosphorus oxychloride (molecular weight 153.3, 1.6 mol), After stirring at room temperature for 30 minutes, Cool down to around 0 C, The chlorine gas is reacted, and the chlorine gas flow rate is about 20.0g per hour. The access time is about 3h (molecular weight 71, 0.21mol), The benzoxazolone content is detected during the chlorine process, When the benzoxazolone content is less than 1%, it is considered to be the end of chlorine.

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; Jiangsu Zhongqi Technology Co., Ltd.; Jin Yucun; Zhang Pu; Wang Fengyun; Hou Yuanchang; (7 pag.)CN109553588; (2019); A;,
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 56: 2-(4-(trifluoromethyl)phenyl)-N-(2,3-dihydro-2-oxobenzo[d]oxazol-4-yl)acetamide (scheme 10) Preparation of 2-(4-(trifluoromethyl)phenyl)-N-(2,3-dihydro-2-oxobenzo[d]oxazol-4-yl)acetamide 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 1b (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% 1HNMR (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), 11.14(1H, bs); [M+1] 336.9 (C16H11F3N2O3 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.; EP2377850; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 6-Bromobenzo[d]oxazol-2(3H)-one, and cas is 19932-85-5, its synthesis route is as follows.

Intermediate 1.3-al IyI-2-oxo-2,3-dihydro-1 ,3-benzoxazole-6-carbonitrileTo a solution of 2-oxo-2,3-dihydrobenzo[d]oxazole-6-carbonitrile (210mg, 1.31 mmol, that product was synthesized by a mixture of 6-bromo-1 ,3-benzoxazol-2(3H)-one (2 g; 9.34 mmol) and copper (I) cyanide (1.42 g; 15.86 mmol) in 6 ml DMF, heated at 150C under nitrogen atmosphere for 22 hr. After cooling to room temperature, a solution of 1 .55 g (31 .6 mmol) of sodium cyanide in 32 ml water is added followed by 1 hr stirring. The system is extracted thoroughly with ethyl acetate, washed with brine, dried and concentrated in vacuum) in acetonitrile (4mL) was added potassium carbonate (362mg, 2.62mmol) and potassium iodide (43mg, 0.26mmol) in a sealed tub. Then 3- bromoprop-1-ene (0.9mL, 10.4mmol) was added to the reaction. The mixture was stirred overnight at 70C. The solid residue was filtrated through Celite. The solvent of the filtrate was removed under reduced pressure and the crude obtained was treated with ether giving a solid (1 50mg, 57% yield), which was used in the next step without further purification.LRMS (m/z): 201 (M+1)+.

19932-85-5, 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.,19932-85-5 ,6-Bromobenzo[d]oxazol-2(3H)-one, other downstream synthetic routes, hurry up and to see

Reference：
Patent; ALMIRALL, S.A.; SOLE FEU, Laia; CARRANCO MORUNO, Ines; AIGUADE BOSCH, Jose; PUIG DURAN, Carlos; FONQUERNA POU, Silvia; WO2014/95920; (2014); 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.

10.0 grams (g) (50.5 millimoles, mmol) of 5-bromobenzo[d]oxazole, 15.4 g (60.6 mmol) of bis(pinacolato)diboron, 2.06 g (2.52 mmol) of PdCl2(dppf)·CH2Cl2, and 14.9 g (152 mmol) of potassium acetate were dissolved in 168 milliliters (mL) of dimethylformamide (DMF), and stirred at a temperature of 100 C. for 20 hours. After the reaction was completed, the reaction product was cooled to room temperature and filtered through silica gel under reduced pressure, and a filtrate was concentrated under reduced pressure. The product obtained therefrom was separated by silica gel column chromatography. The product was recrystallized with dichloromethane (DCM)/n-hexane as an eluent to obtain 8.91 g (yield: 72%) of Intermediate (A). (0346) LC-Mass (calc: 245.12 g/mol, found: M+1=246 g/mol).

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; Samsung Electronics Co., Ltd.; Samsung SDI Co., Ltd.; JUNG, Yongsik; KWON, Eunsuk; MIN, Minsik; BAE, Hyejin; RAI, Virendra Kumar; SON, Jhunmo; Lee, Hasup; KIM, Jongsoo; KIM, Joonghyuk; (340 pag.)US2019/36039; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

64037-15-6, 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. 5-Methyl-2-aminobenzoxazol, cas is 64037-15-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

A solution of succinic anhydride (141.1 g, 1.41 mol) and 70 g (about 0.47 mol) of compound of step 1a (70 g, 0.47 mol) in 2500 ml of anhydrous toluene was refluxed for overnight. After that, HATU (100 g, 0.26 mol) and 4-methylmorpholine (41.36 ml, 0.376 mol) were added and the resulting mixture was refluxed for 2-3 hours. TLC showed that the major spot was product (Rf=0.35, acetone_hexane=1:2). After reaction was completed, the solvent was evaporated and the residue was dissolved in about 2000 ml of CH2Cl2. The solution was washed with aqueous NaHCO3. After pH was adjusted to 7-8 and washed with brine, organic phase was separated and dried over MgSO4. Filtration and removal of solvent gave the title compound (98 g) as fine white needle crystalline

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-Methyl-2-aminobenzoxazol, 64037-15-6

Reference：
Patent; Wang, Guoqiang; Phan, Ly Tam; Or, Yat Sun; Qiu, Yao-ling; Niu, Deqiang; Peng, Yulin; Busuyek, Marina; Wang, Yanchun; Nakajima, Suanne; US2006/252712; (2006); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Benzo[d]oxazol-2-amine, and cas is 4570-41-6, its synthesis route is as follows.

To a solution of 3-icHcvl i>ymzx>io 3,4-(: jp rinij.din–4-aoiine (2,0 g, 7.7 mmol) and benzo[?]osazol-2-ansne (3.0 g. l i .5 ninioii in VyV dinietoylfofmamkle (20 mL) was added a solution of NaOH (0.61 g, 15,3 mmol) in water (1.0 mL). The reaction mixture was purged with nitrogen atmosphere and , ‘ (bi.sdipheny.ip.oospm^o)fen:ocenepaJjadiiini(li) dtc oride (Pd(dppf)C (0.56 g, 0.76 nrmol) s slowly added at room temperature followed by heating at 120 °C for 1 hours. The reactioii mixture was cooled, poured into ice water and was extracted wit ethyl acetate. The combined organic layer extracts were dried over anhydrous NajSO,;, filtered, and concentrated in vacuo to give a crude oil which was purified by column cinematography on silica gel (100-200 mesh), eliding with 80percent ethyl acetate: hexanes mixture to afford the title compound (0.32 g, 16percent} as a tight brown solid. NM 400 MHz): 5 13.56 is. iH>, 8.21 is. IH), 7.56 (d, J = 16.S Hz, 2H), (0920) 7.43 (dd, J, 2l .0 Hz, ^ 1.2 Hz, 2H), 7.23 (dd, J, 6.4 Hz. /> = 1.6 Hz, 1 H) 1XMS (retention time 3.6 minutes, m/e 268 |M+1) 97.5percent), Capcell pack CI 8 150*4,6, 3 mu column at 254 nm.

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; SABILA BIOSCIENCES LLC; MANSOUR, Tarek, S.; EVANS, Collen, E.; (156 pag.)WO2018/49127; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one, cas is 3889-13-2 its synthesis route is as follows.

EXAMPLE 3 8-(5-Nitro-2-oxo-benzoxazolin-3-yl)-caprylic acid methyl ester The product is produced as described in example 1 from 6 g. of NaH (80% suspension in mineral oil), 36 g. of 5-nitrobenzoxazolin-2-one (produced in usual manner by reacting 2-amino-4-nitrophenol-hydrochloride with phosgene), 400 cc. of DMF, 47.4 g. of 8-bromo caprylic acid methyl ester and 6 g. of NaJ. Yield: 25 g. Fp.: 50 to 51 C. IR (film): 1780 and 1730 cm-1.

3889-13-2, 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.,3889-13-2 ,5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one, other downstream synthetic routes, hurry up and to see

Reference：
Patent; A. Nattermann & Cie GmbH; US4377695; (1983); A;,
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.

General procedure: A 25 mL two-neck round-bottomed flask was charged with 2-aminobenzothiazole (1a, 180 mg,1.2 mmol), methyl acetoacetate (2a, 108 muL, 1.0 mmol), in 3 mL of CBrCl3/MeCN 1:9 (v/v) solvent mixture. KOt-Bu(224 mg, 2.0 mmol) was added slowly at room temperature and the reaction mixture was stirred under reflux for 16 h. Upon completion, the reaction mixture was diluted with 30 mL of ethyl acetate, filtered through a short pad of silica gel and washed down with an additional 60 mL ethyl acetate. The filtrate was washed with distilled water (3 × 30 mL) and the organic phase was dried with anhydrous Na2SO4. After filtration,the solvent was removed by rotary evaporation and the residue was purified by column chromatography using hexane and ethyl acetate (v/v = 8:1) as eluent to afford 3a with 84percentyield.

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：
Article; Roslan, Irwan Iskandar; Ng, Kian-Hong; Chuah, Gaik-Khuan; Jaenicke, Stephan; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 2739 – 2750;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 2-Methylbenzo[d]oxazol-6-amine, and cas is 5676-60-8, its synthesis route is as follows.

General procedure: In the vessel of a microwave reactor, 12 (400 mg, 1.13 mmol), 2-aminopyridine (318 mg, 3.38 mmol), Pd2(dba)3 (51.6 mg,56.4 lmol), 2-dicyclohexylphosphino-20,40,60-triisopropyl-1,10-biphenyl (26.9 mg, 56.4 lmol), and K2CO3 (312 mg, 2.25 mmol)were suspended in t-BuOH (3 mL). The vessel was then sealed,and the mixture was reacted at 130 C for 1 h under microwaveirradiation. After cooling to room temperature, the mixture wasextracted with CHCl3/MeOH (4:1), and washed with brine. Theorganic layer was separated, dried over MgSO4, and concentratedunder reduced pressure. The residue was purified by NH silicagel column chromatography (CHCl3/MeOH = 100:0 to 90:10) togive the title compound (362 mg, 78%). 1H NMR (400 MHz,DMSO-d6) d: 1.27-1.38 (2H, m), 1.41 (9H, s), 1.95-2.02 (2H, m),2.96-3.10 (2H, m), 3.43-3.53 (1H, m), 3.80-3.88 (2H, m), 6.83-6.87 (1H, m), 7.07 (1H, br), 7.22 (1H, s), 7.62-7.66 (2H, m), 7.80(1H, br), 8.20-8.22 (1H, m), 8.40 (1H, s), 8.70 (1H, d, J = 7.2 Hz),9.47 (1H, s). MS (ESI) m/z: 413 (M+H)+.

5676-60-8, 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.,5676-60-8 ,2-Methylbenzo[d]oxazol-6-amine, other downstream synthetic routes, hurry up and to see

Reference：
Article; Nakajima, Yutaka; Aoyama, Naohiro; Takahashi, Fumie; Sasaki, Hiroshi; Hatanaka, Keiko; Moritomo, Ayako; Inami, Masamichi; Ito, Misato; Nakamura, Koji; Nakamori, Fumihiro; Inoue, Takayuki; Shirakami, Shohei; Bioorganic and Medicinal Chemistry; vol. 24; 19; (2016); p. 4711 – 4722;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem