Analyzing the synthesis route of 59-49-4

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Benzoxazolinone,belong benzoxazole compound

As a common heterocyclic compound, it belong benzoxazole compound,2-Benzoxazolinone,59-49-4,Molecular formula: C7H5NO2,mainly used in chemical industry, its synthesis route is as follows.,59-49-4

General procedure: Nitric acid (68%, 5.30 cm3, 80 mmol) cooled to 0-5Cwas added dropwise to a solution of benzoxazolinone (10 mmol) in 20 cm3 of acetic anhydride. The mixture was stirred at 0-5C for 3 h. The precipitate was filtered, washed with cold H2O, dried, and recrystallized from suitable solvent to afford the corresponding nitrobenzoxazolones compounds 3a (67.77%) and 3b (91%).

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Benzoxazolinone,belong benzoxazole compound

Reference£º
Article; Yahia, Wassila; Nacereddine, Abdelmalek Khorief; Seddiki, Khemissi; Liacha, Messaoud; Nippert; Revue Roumaine de Chimie; vol. 60; 9; (2015); p. 853 – 859;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Downstream synthetic route of 2-Benzoxazolinone

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Benzoxazolinone,belong benzoxazole compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO481,mainly used in chemical industry, its synthesis route is as follows.,59-49-4

To a mixture of 3H-benzooxazol-2-one (20 g, 0.15 mol) in DCM (500 mL) was added bromine (8.34 mL, 0.16 mol). After stirring at room temperature for 19.5 h, the orange precipitate that had formed was filtered off and washed with DCM until the orange color was washed out. The filtrate was concentrated to approximately 33% of its original volume and filtered and washed as before. The combined solids weighed 28.36 g. 1H NMR indicated the product was clean albeit contained ca. 8-9% starting material meaning the true yield of product was 26.72 g, 84%.

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Benzoxazolinone,belong benzoxazole compound

Reference£º
Patent; AVENTIS PHARMACEUTICALS INC.; US2008/138413; (2008); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

New learning discoveries about 59-49-4

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Benzoxazolinone,belong benzoxazole compound

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

Intermediate 33: Synthesis of 3-methyl-2-oxo-2,3-dihydrobenzo[d]oxazole-6-sulfonyl chloride.1. Synthesis of 3-methylbenzo|”d”|oxazol-2 (3H)-one.Sodium hydride (7.00 mmol) was added to a chilled (0 0C) 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 it. 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.

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Benzoxazolinone,belong benzoxazole compound

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; DANCA, Mihaela, Diana; DUNN, Robert; TEHIM, Ashok; XIE, Wenge; WO2010/21797; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

New learning discoveries about 59-49-4

The synthetic route of 59-49-4 has been constantly updated, and we look forward to future research findings.

59-49-4, 2-Benzoxazolinone is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-chloro-3-methylbenzo[d]oxazol-2(3H)-one (S8). 60% sodium hydride (1.44 g, 36 mmol) wasadded to a solution of benzoxindolidinone (3.38 g, 25 mmol) in THF (20 mL) at 0 C, and stirredat 0 C for 30 minutes. Iodomethane (2.30 mL, 37.5 mmol) was added dropwise and stirred at room temperature for 9 hours. The reaction mixture was diluted with ethanol and concentrated.The residue was diluted with water and extracted with dichloromethane. The organic layers werecombined, dried over sodium sulfate, filtered, and concentrated. The product was purified bycolumn chromatography eluting with 25% ethyl acetate/hexanes to yield S8 (1.62 g, 43%) as anoff white solid.Rf: 0.25 (25% ethyl acetate/hexanes)1H NMR (400 MHz, CDCl3): delta = 7.22 – 7.17 (m, 2H), 7.15 – 7.09 (m, 1H), 6.98 – 6.95 (m, 1H),3.41 (s, 3H)13C NMR (101 MHz, CDCl3): delta = 154.9, 142.8, 131.9, 124.0, 122.6, 110.1, 108.2, 28.2

The synthetic route of 59-49-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Fosu, Stacy C.; Hambira, Chido M.; Chen, Andrew D.; Fuchs, James R.; Nagib, David A.; Chem; vol. 5; 2; (2019); p. 417 – 428;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Downstream synthetic route of 59-49-4

The synthetic route of 59-49-4 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59-49-4,2-Benzoxazolinone,as a common compound, the synthetic route is as follows.

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 synthetic route of 59-49-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kornberg, Brian Edward; Lewthwaite, Russell Andrew; Manning, David; Nikam, Sham Shridhar; Scott, Ian Leslie; US2003/18021; (2003); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Analyzing the synthesis route of 59-49-4

59-49-4 2-Benzoxazolinone 6043, abenzoxazole compound, is more and more widely used in various.

59-49-4, 2-Benzoxazolinone is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The step one obtained 27.2g benzooxazolone ring compound and 20ml acidic imidazole ionic liquid were added together to a 250ml neck round bottom flask and thoroughly mixed. Then the pre-mixed well 10.5ml 65% mass fraction nitric acid was added dropwise to a 250ml three-necked round bottom flask. At a temperature of 35 deg.C reacted for 2 hours. Afterwards, heating was stopped, cooled to room temperature, washed, filtration, and dried to give 6-nitrobenzooxazole 34.4g, yield was 94.4%;

59-49-4 2-Benzoxazolinone 6043, abenzoxazole compound, is more and more widely used in various.

Reference£º
Patent; Jiujiang Shanshui Technology Co., Ltd.; Feng, Yu; Ye, Youyu; Ye, Pian; (10 pag.)CN105669477; (2016); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Analyzing the synthesis route of 59-49-4

59-49-4 2-Benzoxazolinone 6043, abenzoxazole compound, is more and more widely used in various.

59-49-4, 2-Benzoxazolinone is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: N-Bromosuccinimide (26.6 g, 0.15 mol) was added to a stirred solution of 2-benzoxazolinone (20.0 g, 0.15 mol) in glacial acetic acid (220 mL), and the mixture was stirred at room temperature for 3 days. The reaction mixture was poured into H2O (1.2 L), and the white solid that formed was collected. Recrystallization from hot EtOH (300 mL) gave bromide 1 (22.1 g, 70%) as an off-white solid: mp 190-195 C.; IR (KBr): 3278, 1779, 1736, 1623 cm?1; 1H NMR (300 MHz, CD3OD): ?7.41 (d, J=2 Hz, 1H), 7.32 (dd, J=5, 2 Hz, 1H), 6.99 (d, J=5 Hz, 1H); CI MS (methane) (m/z): 215 [M+H]+.

59-49-4 2-Benzoxazolinone 6043, abenzoxazole compound, is more and more widely used in various.

Reference£º
Patent; Nikam, Sham Shridhar; Scott, Ian Leslie; Sherer, Brian Alan; Wise, Lawrence David; US2003/236252; (2003); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Simple exploration of 59-49-4

As the paragraph descriping shows that 59-49-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59-49-4,2-Benzoxazolinone,as a common compound, the synthetic route is as follows.

General procedure: Intermediates 19-26 were prepared following literature procedures, with slight modifications [50]. A solution of 10-14 (6.6mmol) in acetone (20mL) was mixed with K2CO3 (10mmol) and stirred at room temperature for 10min. After addition of the appropriate 1-bromo-omega-chloroalkane or 1,omega-dibromoalkane (7.3mmol), the mixture was stirred for further 24h. Inorganic materials was removed by filtration, then the solvent was removed in vacuum to obtain a residue which was used without any further purification for the next step. For analytical purpose, crude 23-26 were purified by flash chromatography or by recrystallization.

As the paragraph descriping shows that 59-49-4 is playing an increasingly important role.

Reference£º
Article; Salerno, Loredana; Pittala, Valeria; Romeo, Giuseppe; Modica, Maria N.; Marrazzo, Agostino; Siracusa, Maria A.; Sorrenti, Valeria; Di Giacomo, Claudia; Vanella, Luca; Parayath, Neha N.; Greish, Khaled; European Journal of Medicinal Chemistry; vol. 96; (2015); p. 162 – 172;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

 

Some tips on 59-49-4

As the paragraph descriping shows that 59-49-4 is playing an increasingly important role.

59-49-4, 2-Benzoxazolinone is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

As the paragraph descriping shows that 59-49-4 is playing an increasingly important role.

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

 

Analyzing the synthesis route of 59-49-4

59-49-4 2-Benzoxazolinone 6043, abenzoxazole compound, is more and more widely used in various.

59-49-4, 2-Benzoxazolinone is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: N-Bromosuccinimide (26.6 g, 0.15 mol) was added to a stirred solution of 2-benzoxazolinone (20.0 g, 0.15 mol) in glacial acetic acid (220 mL), and the mixture was stirred at room temperature for 3 days. The reaction mixture was poured into H2O (1.2 L), and the white solid that formed was collected. Recrystallization from hot EtOH (300 mL) gave bromide 1 (22.1 g, 70%) as an off-white solid: mp 190-195 C.; IR (KBr): 3278, 1779, 1736, 1623 cm?1; 1H NMR (300 MHz, CD3OD): ?7.41 (d, J=2 Hz, 1H), 7.32 (dd, J=5, 2 Hz, 1H), 6.99 (d, J=5 Hz, 1H); CI MS (methane) (m/z): 215 [M+H]+.

59-49-4 2-Benzoxazolinone 6043, abenzoxazole compound, is more and more widely used in various.

Reference£º
Patent; Nikam, Sham Shridhar; Scott, Ian Leslie; Sherer, Brian Alan; Wise, Lawrence David; US2003/236252; (2003); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem