Tag: M.W:100-200

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.

Step: 23bSynthesis of 5-Amino-3H-benzooxazol-2-Procedure:Pd-c (1 1 lmg) was added to a stirred solution of 5-Nitro-3H-benzooxazol-2-one (1.1 1 lg, 6.168mmol) was dissolved in Methanol (20ml) and THF (10ml). The contents were hydrogenated with stirring for 6 hrs. The reaction was monitored by the TLC (10% CHC13: MeOH). The resulting reaction mixture was filtered through celite, concentrated and washed with hexane. The solid obtained was dried under reduced pressure to afford 930mg (100% yield) of 5-Amino-3H-benzooxazol-2-one.

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; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; SENGUPTA, Saumitra; RAJAGOPALAN, Srinivasan; BELAVAGI, Ningaraddi; RAMACHANDRA, Muralidhara; WO2012/59932; (2012); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

To a colorless solution ofbenzo[d]oxazol-2-amine(200 mg, 1.491 mmol) in DMF (10 ml) was added sodiumhydroxide (20N, 149 mul., 2.98 mmol), to give a green suspension.The mixture was stirred for 15 min at room temperature.Carbon disulfide (225 ul., 3.73 mmol) was added to give adark brown solution. The reaction was stirred for 15 min atroom temperature, followed by the addition of sodiumhydroxide (20N, 149 ul., 2.98 mmol) and stirred for an additional 10 min. Iodomethane (224 mul., 3.58 mmol) was then added dropwise. A green solid precipitated after 12 min. Thereaction stirred for a further 2 hr. The solid was collected byfiltration, washed with DMF (2xl ml), H20 (2xl ml), driedunder the house vacuum for 30 min and further dried in anoven in vacuo over night to afford the expected product,dimethyl benzold]oxazol-2-ylcarbonimidodithioate (258.5mg, 1.085 mmol, 72.7percent yield), as a white 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; BRISTOL-MYERS SQUIBB COMPANY; COOK II, JAMES H; MCDONALD, IVAR M; KING, DALTON; OLSON, RICHARD E; WANG, NENGHUI; IWUAGWU, CHRISTIANA I; ZUSI, F.CHRISTOPHER; MACOR, JOHN E; (330 pag.)JP5714745; (2015); B2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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.

N-((3R)-1-((3-(cyclopropylmethyl)-7-fluoro-1-isopropyl-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-6-yl)carbamoyl)piperidin-3-yl)-2-methyl-1,3-benzoxazole-5-carboxamide HATU (70.4 mg, 0.19 mmol) was added to a solution of (R)-3-amino-N-(3-(cyclopropylmethyl)-7-fluoro-1-isopropyl-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-6-yl)piperidine-1-carboxamide hydrochloride (70 mg, 0.15 mmol), 2-methylbenzo[d]oxazole-5-carboxylic acid (30.1 mg, 0.17 mmol) and DIEA (0.054 mL, 0.31 mmol) in DMF (2.0 mL) at room temperature, and the mixture was stirred at room temperature for 3 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent; ethyl acetate/hexane) and crystallized from ethyl acetate/hexane to give the title compound (17.3 mg, 0.030 mmol, 19.46percent) as a white solid. 1H NMR (300 MHz, CDCl3):delta 0.28-0.48(4H,m), 1.10-1.27(1H,m), 1.50(6H,d,J=6.4 Hz), 1.52-1.67(2H,m), 1.70-1.87(1H,m), 1.88-2.04(1H,m), 2.63(3H,s), 2.83-2.99(2H,m), 3.81(2H,d,J=7.2 Hz), 3.85-4.00(2H,m), 4.02-4.15(1H,m), 4.89(1H,brs), 7.56(1H,d,J=13.2 Hz), 7.72(1H,d,J=8.3 Hz), 7.88(1H,dd,J=8.7,1.9 Hz), 8.08(1H,d,J=8.7 Hz), 8.15(1H,d,J=1.1 Hz), 8.40(1H,d,J=7.6 Hz), 8.50(1H,s).

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; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; ODA, Tsuneo; IMADA, Takashi; KONO, Mitsunori; SATO, Ayumu; TOMATA, Yoshihide; OCHIDA, Atsuko; ISHII, Naoki; SASAKI, Yusuke; FUKASE, Yoshiyuki; YUKAWA, Tomoya; FUKUMOTO, Shoji; (200 pag.)EP3192791; (2017); 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.

General procedure: For the fabrication of sulfoxide, 1 mmol sulfide, 0.6 ml H2O2 (33%) and 0.005 g nanocatalyst were stirred at room temperature. Also, for producing disulfides, 1 mmol thiols and 0.4 ml H2O2 (33%) with 0.008 g nanocatalyst in ethanol as a green solvent were mixed at 25 C. After completion of the reaction, the catalyst was removed by a magnet and the product was extracted with ethyl acetate and dried using a vacuum dryer.

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：
Article; Moeini, Nazanin; Ghadermazi, Mohammad; Ghorbani-Choghamarani, Arash; Polyhedron; vol. 170; (2019); p. 278 – 286;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Benzo[d]oxazol-6-amine, and cas is 177492-52-3, its synthesis route is as follows.

A solution of benzo[djoxazol-6-amine (0.500 g, 3.727 mmol), methanesulfonyl chloride (0.317 mL, 4.100 mmol) and triethylamine (0.779 mL, 5.591 mmol) in dichloromethane (3 mL) was stirred at the room temperature for 3 hr. Then, water was added to the reaction mixture, followed by extraction with dichloromethane. The organic layer was washed with aqueous saturated sodium chloride solution, dried with anhydrous Mg504, filtered, and concentrated in vacuo. The residue was chromatographed (5i02, 4 g cartridge; ethyl acetate / hexane = 0 % to 50 %) to give N(benzo[djoxazol-6-yl)methanesulfonamide as purple solid (0.351 g, 44.4 %).

177492-52-3, 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.,177492-52-3 ,Benzo[d]oxazol-6-amine, other downstream synthetic routes, hurry up and to see

Reference：
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; HAN, Younghue; KIM, Yuntae; CHOI, Daekyu; MIN, Jaeki; BAE, Miseon; YANG, Hyunmo; KIM, Dohoon; (644 pag.)WO2017/18803; (2017); 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.

Intermediate 33: Synthesis of 3-methyl-2-oxo-2,3-dihydrobenzo[d]oxazoIe-6-sulfonyl chloride.NaH , MeI HSOXI 1. Synthesis of 3-methylbenzo[dloxazol-2 (3H)-one.Sodium hydride (7.00 mmol) was added to a chilled (0 C) solution of benzo[d]oxazol- 2(3H)-one (4.81 mmol) in tetrahydrofuran (20 mL) and the reaction mixture was maintained for 30 min. Methyl iodide (7.25 mmol) was added dropwise and the reaction mixture was maintained for 6 h at rt. The reaction mixture was diluted with with ethanol (10 mL) and the mixture was concentrated. The residue was diluted with water (50 mL) and was extracted with dichloromethane (3 x 20 mL). The combined organic layers were dried (sodium sulfate), filtered and concentrated to afford 3-methylbenzo[d]oxazol-2 (3H)-one in 82% yield as a light red solid

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; MEMORY PHARMACEUTICALS CORPORATION; SCHUMACHER, Richard, A.; TEHIM, Ashok; XIE, Wenge; WO2010/24980; (2010); A1;,
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.

General procedure: The mono Boc-protected diamines (1eq.) in DMF were added potassium carbonate (2eq.) and intermediates 2 or 3 (2eq). The mixture was heated at 120 oC for 2h. After cooling, the solution was taken up in ethyl acetate and washed with 1M HCl,1 M NaHCO3 and brine each for twice. The organic layer was dried and evaporated to give the crude final product. The product compound 5 was purified by silica gel column chromatography using PE-EA as an eluent.

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：
Article; Ouyang, Liang; Huang, Yuhui; Zhao, Yuwei; He, Gu; Xie, Yongmei; Liu, Jie; He, Jun; Liu, Bo; Wei, Yuquan; Bioorganic and Medicinal Chemistry Letters; vol. 22; 9; (2012); p. 3044 – 3049;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 4-Aminobenzo[d]oxazol-2(3H)-one, cas is 81900-93-8 its synthesis route is as follows.

Commercially available 4-trifluoromethylbenzylamine (0.5 ml, 3.5 mmol) was dissolved in 20 ml of AcOEt and at 0C triphosgene (1 g, 3.5 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 (5 ml) of compound lb (350 mg, 2.33 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 9.5 / MeOH 0.5). 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 200 mg of a white solid. Yield = 24% ‘HNMR (DMSO, 400 MHz) delta 4.41 (2H, d, J = 6 Hz), 6.98 (3H, m), 7.05 (1H, m), 7.55 (2H, d), 7.70 (2H, d, J = 8 Hz), 8.49 (1H, bs), 1 1.00 (1H, bs); [M+1] 352.1 (C16H12F3N3O3 requires 351.28).

81900-93-8, 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.,81900-93-8 ,4-Aminobenzo[d]oxazol-2(3H)-one, other downstream synthetic routes, hurry up and to see

Reference：
Patent; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); A1;,
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 3,Add 1.5 eq of TCCA to the suspension of dichloroethane containing the 2-benzoxazolone obtained in Step 1,Stir at room temperature for 10 min, after extraction,After rotary evaporation, 6-chlorobenzoxazolone was obtained.The yield is over 90%, no catalyst is needed, no by-products,The reaction rate is fast and there is no requirement for temperature.The method of step 3 is simple to operate,Low equipment requirements, no harm to the environment, suitable for large-scale production.

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; Chen Wantong; (5 pag.)CN108794421; (2018); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

54903-16-1, 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-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid, cas is 54903-16-1,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Method E: A solution of the appropriate acid 3a (0.91 g, 5.1 mmol) inchloroform (20 mL) was cooled to 0 C with stirring. Thionyl chloride(1.75 mL, 24 mmol) was added dropwise, and the reaction mixture was heated at reflux for 5 h. After evaporation, the resulting crude acid chloride was dissolved in dichloromethane (50 mL),to 4 C, and added dropwise to a cooled mixture of 2-amino-4,6-dimethylpyridine(0.51 g, 4.8 mmol) and triethylamine (0.95 mL, 6.8 mmol) in dichloromethane (50 mL). The reaction mixture was then stirred at room temperature for 18 h. After evaporation of dichloromethane under vacuum, the residue was treated with water and the resulting precipitate filtered, washed with water, dried and recrystallised from 95% ethanol. Compound (4b) was synthesised in an identical fashion to (4a).

The chemical industry reduces the impact on the environment during synthesis,54903-16-1,2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid,I believe this compound will play a more active role in future production and life.

Reference：
Article; Messaoud, Liacha; Wassila, Yahia; Khemissi, Seddiki; Yasmina, Adjeroud; Hanane, Chabane; Journal of Chemical Research; vol. 38; 6; (2014); p. 331 – 333;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem