Downstream synthetic route of 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one

The chemical industry reduces the impact on the environment during synthesis,3889-13-2,5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one,I believe this compound will play a more active role in future production and life.

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.

Synthesis of 5-Amino-3H-benzooxazol-2-one 10% Pd/C (50 mg) was added to a stirred solution of 5-nitro-3H-benzooxazol-2-one (450 mg, 2.5 mmol) in MeOH (5 mL) added under an atmosphere of hydrogen and the mixture was stirred for 3 hours. The mixture was then filtered over celite and the filtrate was evaporated to afford 380 mg (95%) of 5-amino-3H-benzooxazol-2-one. 1H NMR: (DMSO-d6): delta 6.88 (d, 1H), 6.3 (d, 1H), 6.22 (dd, 1H), 4.5 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis,3889-13-2,5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one,I believe this compound will play a more active role in future production and life.

Reference:
Patent; FOREST LABORATORIES HOLDINGS LIMITED; US2009/239848; (2009); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Introduction of a new synthetic route about 3889-13-2

The chemical industry reduces the impact on the environment during synthesis,3889-13-2,5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one,I believe this compound will play a more active role in future production and life.

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.

To a stirring solution of Intermediate 32A (5.00 g, 27.80 mmol) in DMSO (55 mL) wasadded potassium carbonate (4.22 ,3 0.50 mmol), followed by methyl iodide (5.21 mE, 8300mmol) and stirring was continued at ambient temperature for 12 h. The reaction mixture was cooled to 0C and diluted with ice water (150 mE). The resulting suspension was stirred at ambient temperature for 1 h. The solid that formed was filtered, dried under reduced pressure, to obtain intermediate 3211 (4.50 g, 83.00%) as a yellow solid. ?I-i NMR (300 Mhz, I)MSO-d6) 6 ppm 7.57 (d, J= 8.69 Hz, 1 H), 809 (dd, J= 8.69, 2.27 Hz, I H), 8 .21 (d, J= 2.64 Hz, I H), 343 (s, 3 H). LCMS Method II): retention time 1.23 miii, [M-F-H] 195.2.

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Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; PANDA, Manoranjan; YADAV, Navnath Dnyanoba; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (321 pag.)WO2018/93569; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Share a compound : 3889-13-2

The chemical industry reduces the impact on the environment during synthesis,3889-13-2,5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one,I believe this compound will play a more active role in future production and life.

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.

Step 2. To a solution of 5-nitrobenzo[d]oxazol-2(3H)-one (1.67 g, 9.27 mmol) in MeOH (50 mL) and DCM (50 mL) was added 10% palladium/C (0.247 g, 0.232 mmol). The reaction mixture was placed on a Parr shaker under H2 (30 psi) overnight. The suspension was filtered and evaporated in vacuo to afford 5-aminobenzo[d]oxazol-2(3H)-one (1.35 g) as a white solid. NMR (500 MHZ, DMSO-de) delta 11.20 (br. s., 1H), 6.91 (d, J=8.5 Hz, 1H), 6.33 (d, J=2.0 Hz, 1H), 6.25 (dd, J=8.4, 2.1 Hz, 1H), 5.23 (br. s., 2H).

The chemical industry reduces the impact on the environment during synthesis,3889-13-2,5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one,I believe this compound will play a more active role in future production and life.

Reference:
Patent; VIIV HEALTHCARE (No.5) LIMITED; BENDER, John A.; LOPEZ, Omar D.; NGUYEN, Van N.; YANG, Zhong; WANG, Alan Xiangdong; WANG, Gan; MEANWELL, Nicholas A.; BENO, Brett R.; FRIDELL, Robert A.; BELEMA, Makonen; THANGATHIRUPATHY, Srinivasan; (350 pag.)WO2016/172425; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

The important role of 3889-13-2

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

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

Share a compound : 3889-13-2

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

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.

A solution of 28A (0.69 g, 3.83 mmol) in 2-ethoxyethanol (10 mL) was treated with KOH (0.22 g, 3.83 mmol) and stirred at RT for 1 h. The mixture was then heated to reflux and treated with 1-bromo-3-chloropropane (0.75 mL, 7.67 mmol). After refluxing for 4 h, the solution was filtered and concentrated to provide 28B, which was taken on to Step 3 without further purification.

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; Schering Corporation and Pharmacopeia Drug Discovery, Inc.; US2007/93477; (2007); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Extracurricular laboratory: Synthetic route of 3889-13-2

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

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

Downstream synthetic route of 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one

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

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: The resulting benzoxazolone (1 equiv.), 2-dibromobutane (1.5 equiv) and potassium carbonate (1.5 equiv.) were suspended in anhydrous DMF and stirred at ambient temperature and under a nitrogen atmosphere for 8 h. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel chromatograph. See title compounds for characterisation.

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

Reference:
Article; Tieu, William; Jarrad, Angie M.; Paparella, Ashleigh S.; Keeling, Kelly A.; Soares Da Costa, Tatiana P.; Wallace, John C.; Booker, Grant W.; Polyak, Steven W.; Abell, Andrew D.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 19; (2014); p. 4689 – 4693;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Some tips on 3889-13-2

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

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one, and cas is 3889-13-2, its synthesis route is as follows.

A solution of 5-nitro-3H-benzooxazol-2-one (26 g) in DMF (100 mL) was added to a suspension of NaH (60% in mineral oil, 10.71 g) in DMF (100 mL) over a period of 1 hour. Stirring was continued for 45 minutes at r.t. The mixture was cooled to 0 C. and methyl iodide dissolved in DMF (20 mL) was added dropwise over a period of 30 minutes. The mixture was stirred over night at r.t. The reaction mixture was poured into ice/water and extracted two times with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, filtered and the solvent was evaporated. CH2Cl2_methanol=4:1 (150 mL) was added to the resulting precipitate and the suspension was stirred for 1 hour at r.t. The solid was filtered off and dried in vacuo. The title compound was obtained as a orange solid (18.33 g, 62%). MS (EI)=194.0 [M+].

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; Hunziker, Daniel; Lerner, Christian; Mueller, Werner; Sander, Ulrike Obst; Pflieger, Philippe; Waldmeier, Pius; US2010/249124; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Extracurricular laboratory: Synthetic route of 3889-13-2

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

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.

was added K2CO3 (4.22 g, 30.50 mmol), followed by methyl iodide (5.21 mL, 83.00 mmol) and stirring was continued at ambient temperature for 12 h. The reaction mixture was cooled to 0C and diluted with ice water (150 mL). The resulting suspension was stirred at ambient temperature for 1 h. The solid that formed was filtered, dried under reduced pressure, to obtain Intermediate 32B (4.50 g, 83.00%) as a yellow solid. 1H NMR (300 MHz, DMSOd6) G ppm 7.57 (d, J = 8.69 Hz, 1 H), 8.09 (dd, J = 8.69, 2.27 Hz, 1 H), 8.21 (d, J = 2.64 Hz, 1 H), 3.43 (s, 3 H). LCMS (Method H): retention time 1.23 min, [M+H] 195.2.

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YADAV, Navnath Dnyanoba; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; GUNAGA, Prashantha; PANDA, Manoranjan; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (444 pag.)WO2018/222795; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

New learning discoveries about 3889-13-2

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

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one, and cas is 3889-13-2, its synthesis route is as follows.

Step 2. A mixture of 5-nitrobenzo[d]oxazol-2(3H)-one (3.60 g, 20.0 mmol), benzyl bromide (2.61 mL, 22.0 mmol) and cesium carbonate (7.81 g, 23.98 mmol) in DMF (50 mL) was sealed and heated in a microwave system at 85 C for 2 h. The reaction mixture was poured into water (500 mL), heated with a heat gun to near boiling and allowed to cool to rt with stirring. The resulting solids were collected by filtration, washed with water and hexanes and dried in vacuo to afford 3-benzyl-5-nitrobenzo[d]oxazol-2(3H)-one (5.20 g) as a gray solid. NMR (400 MHZ, DMSO-de) delta ppm 8.22 – 8.06 (m, 2H), 7.63 (d, J=8.8 Hz, 1H), 7.50 – 7.20 (m, 5H), 5.17 (s, 2H).

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; VIIV HEALTHCARE (No.5) LIMITED; BENDER, John A.; LOPEZ, Omar D.; NGUYEN, Van N.; YANG, Zhong; WANG, Alan Xiangdong; WANG, Gan; MEANWELL, Nicholas A.; BENO, Brett R.; FRIDELL, Robert A.; BELEMA, Makonen; THANGATHIRUPATHY, Srinivasan; (350 pag.)WO2016/172425; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem