Category: 22876-19-3

5-Chlorobenzo[d]oxazole-2(3H)-thione, cas is 22876-19-3, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,22876-19-3

Step 3: Preparation of 2, 5-dichloro-1 ,3-benzoxazole.5-chloro-1 ,3-benzoxazole-2-thiol (8.09 g, 43.6 mmol) dissolved in CHCI3 (65 mL) and stirred at ice bath for 10 minutes. Chlorine gas was bubbled into the solution for 10 minutes. The reaction mixture was further stirred at room temperature overnight. The reaction mixture was poured into ice water (70 mL) and extracted with aq. 2N NaOH (30mLx2), then ice water (30mL). The CHCI3 solution was allowed to stand for 10 minutes, then filtered through a plug of silica gel to give clear solution. The solvent was removed under reduced pressure to afford semi-oil crude product. The crude product was dissolved in CHCI3 (25 mL) and filtered through diatomaceous earth. The solvent was removed under reduced pressure to give the title compound as a solid.

As the rapid development of chemical substances, we look forward to future research findings about 22876-19-3

Reference£º
Patent; PFIZER INC.; SPRINGER, John, Robert; VAZQUEZ, Michael, Lawrence; WO2011/77313; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

5-Chlorobenzo[d]oxazole-2(3H)-thione, cas is 22876-19-3, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,22876-19-3

Step 2 2.97 g (15.9 mmol) of the compound obtained in Step 1 and 4.43 g (23.8 mmol) of 1-tert-butyloxycarbonylpiperazine were placed in a 250 mL flask, /j-xylene was added thereto, and the mixtue was incubated at 138 C for 15 hrs. The reaction mixture was concentrated under a reduced pressure, dissolved in ethylacetate, and washed with water. The formed organic layer was washed with a sodium hydrogen carbonate solution and a saturated NaCl solution, dried over anhydrous magnesium sulfate, filtered, and distilled under a reduced pressure. The resulting residue was subjected to silica gel column chromatography (n-hexane: ethyl acetate = 9:1) to obtain te/t-butyl 4-(5-chlorobenzooxazol-2-yl)pirhoerazine-l-carboxylate (yield: 63%).

As the rapid development of chemical substances, we look forward to future research findings about 22876-19-3

Reference£º
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; CHEMON INC.; WO2008/153325; (2008); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belong benzoxazole compound,5-Chlorobenzo[d]oxazole-2(3H)-thione,22876-19-3,Molecular formula: C7H4ClNOS,mainly used in chemical industry, its synthesis route is as follows.,22876-19-3

To the suspension of 18′ (9.40 g, 50.64 mmol) in toluene (120 mL) was added cyclohexylamine (11.5 mL, 101 mmol) and refluxed for 48 h. The solvent was evaporated and residue was purified by silica gel column chromatography (gradient: hexanes to 30% ethyl acetate in hexanes) to afford 19′ (7.00 g, 74%) as a light orange solid. 1H NMR (400 MHz, CDCl3) delta 7.31 (s, IH), 7.13 (d, J = 12 Hz, IH), 6.99-6.97 (m, IH), 5.08 (bs, IH), 3.78-3.70 (m, IH), 2.14-2.1 1 (m, 2H), 1.81-1.76(m, 2H),1.65-1.57 (m, 2H), 1.49-1.31 (m, 2H), 1.29-1.28 (m, 2H); MS: ESI m/z 251 [M + H]+.

With the synthetic route has been constantly updated, we look forward to future research findings about 5-Chlorobenzo[d]oxazole-2(3H)-thione,belong benzoxazole compound

Reference£º
Patent; RENOVIS, INC.; KAUB, Carl; GOWLUGARI, Sumithra; KINCAID, John; JOHNSON, Russell, James; O’MAHONY, Donogh, John Roger; ESTIARTE-MARTINEZ, Maria, de los Angeles; DUNCTON, Matthew; WO2010/39186; (2010); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

5-Chlorobenzo[d]oxazole-2(3H)-thione, cas is 22876-19-3, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,22876-19-3

To a suspension of 5-chloro-2-mercaptobezoxazole (5.0 g, 26.9 mmol) in POCl3 (12.6 mL, 135 mmol) was added PCl5 (6.2 g, 129.6 mmol) and about 20 mL CH2Cl2. After stirring 5 days, the solvents were removed by rotary evaporation, the residue was partitioned between EtOAc and saturated aqueous NaHCO3. The layers were separated, the organic was washed with brine, dried over Na2SO4, and concentrated. The residue was dissolved in a minimum amount of CHCl3, hexanes were added, and a small amount of solids were filtered off. The filtrate was concentrated to provide D-1 as a white solid. Data for D-1: LC/MS: rt=2.38 min; m/z (M+H)=188.0 found; 188.0 required.

22876-19-3 is used more and more widely, we look forward to future research findings about 5-Chlorobenzo[d]oxazole-2(3H)-thione

Reference£º
Patent; Bergman, Jeffrey M.; Breslin, Michael J.; Coleman, Paul J.; Cox, Christopher D.; Mercer, Swati P.; Roecker, Anthony J.; US2008/132490; (2008); 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.,22876-19-3

Thionyl Chloride (540 mL) and Dimethyl formamide (270 mL) were added to a stirred mixture of 5-Chloro-1,3-benzoxazole-2-thiol (540 g, 2.903 moles) and dichloromethane (5 liter) at 5-10 C. and stirred till clear solution was observed. The reaction mixture was then stirred at 10 C. to room temperature for 4 hour. After completion of the reaction, the mixture was poured into cold water (4 liter), neutralized with solid sodium bicarbonate (1440 g) portion wise over a period of 1 hour and extracted with dichloromethane (2*2.5 liter). The combined organic extracts were washed with brine solution, dried over anhydrous sodium sulphate (300 g) and concentrated under reduced pressure to give a crude compound. The crude material was triturated with Hexane (2*2 liter) at -20 C., filtered and and dried under reduced pressure to obtain 2,5-dichloro-1,3-benzoxazole (475 g, 88.9%) as a yellow liquid.

With the rapid development of chemical substances, we look forward to future research findings about 5-Chlorobenzo[d]oxazole-2(3H)-thione

Reference£º
Patent; DR. REDDY’S LABORATORIES LIMTED; IQBAL, Javed; DAHANUKAR, Vilas Hareshwar; ORUGANTI, Srinivas; KANDAGATLA, Bhaskar; (23 pag.)US2016/168138; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belong benzoxazole compound,5-Chlorobenzo[d]oxazole-2(3H)-thione,22876-19-3,Molecular formula: C7H4ClNOS,mainly used in chemical industry, its synthesis route is as follows.,22876-19-3

2-mercapto-5-chlorobenzoxazole (100 g, 0.54 mol) and 1200 ml of dichloromethane were added to a 3 L four-necked reaction flask, Stir, Oxalyl chloride (102.6 g, 0.81 mol) was added, After adding DMF 395 ml, Room temperature reaction for 30 minutes, Triethylamine (192 g, 1.89 mol) with 1- (tert-butyl carbamate)Ethylenediamine (103.7 g, 0.65 mol), Room temperature reaction for 1 hour. Add water 1200ml, Separate the organic layer, Dried under reduced pressure to obtain a solid-liquid mixture, Purification with acetonitrile / water gave a yellow solid 110 g, yield 65.5%

With the synthetic route has been constantly updated, we look forward to future research findings about 5-Chlorobenzo[d]oxazole-2(3H)-thione,belong benzoxazole compound

Reference£º
Patent; Tianjin Pharmaceutical Institute Co., Ltd.; Kang Jiangpeng; Pan Yi; Chen Wei; Su Mujun; Fang Simeng; Tao Yong; (7 pag.)CN106632121; (2017); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 5-Chlorobenzo[d]oxazole-2(3H)-thione, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 22876-19-3, its synthesis route is as follows.,22876-19-3

INVENTIVE EXAMPLE 1 5-Chloro-2-(4-methyl-1-piperazinyl)benzoxazole A 300 mg portion of 5-chloro-2-mercaptobenzoxazole was suspended in 50 ml of anhydrous benzene, and the suspension was mixed with 404 mg of phosphorus pentachloride and heated under reflux for 3 hours. The reaction solution was cooled in an ice bath and, with stirring, 1.6 g of 1-methylpiperazine was added thereto. After 30 minutes of stirring, the ice bath was removed to carry out 12 hours of stirring at room temperature, and then the reaction solution was mixed with saturated sodium bicarbonate aqueous solution and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried with magnesium sulfate and then the solvent was evaporated under a reduced pressure. Thereafter, the thus obtained mixture was purified by a silica gel column chromatography (ethyl acetate_methanol=20:1) to obtain the title compound (121 mg) in light yellow color. 1 H-NMR (CD3 OD) delta values: 2.35 (3 H, s), 2.60 (4 H, t), 3.70 (4 H, t), 7.02 (1 H, dd), 7.25 (1 H, d), 7.28 (1 H, d) MS (EI): m/z 251 (M+)

With the complex challenges of chemical substances, we look forward to future research findings about 5-Chlorobenzo[d]oxazole-2(3H)-thione

Reference£º
Patent; Meiji Seika Kaisha, Ltd; Koichi Shudo; US6037342; (2000); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belong benzoxazole compound,5-Chlorobenzo[d]oxazole-2(3H)-thione,22876-19-3,Molecular formula: C7H4ClNOS,mainly used in chemical industry, its synthesis route is as follows.,22876-19-3

Step 3: Preparation of 2, 5-dichloro-1 ,3-benzoxazole.5-chloro-1 ,3-benzoxazole-2-thiol (8.09 g, 43.6 mmol) dissolved in CHCI3 (65 mL) and stirred at ice bath for 10 minutes. Chlorine gas was bubbled into the solution for 10 minutes. The reaction mixture was further stirred at room temperature overnight. The reaction mixture was poured into ice water (70 mL) and extracted with aq. 2N NaOH (30mLx2), then ice water (30mL). The CHCI3 solution was allowed to stand for 10 minutes, then filtered through a plug of silica gel to give clear solution. The solvent was removed under reduced pressure to afford semi-oil crude product. The crude product was dissolved in CHCI3 (25 mL) and filtered through diatomaceous earth. The solvent was removed under reduced pressure to give the title compound as a solid.

With the synthetic route has been constantly updated, we look forward to future research findings about 5-Chlorobenzo[d]oxazole-2(3H)-thione,belong benzoxazole compound

Reference£º
Patent; PFIZER INC.; SPRINGER, John, Robert; VAZQUEZ, Michael, Lawrence; WO2011/77313; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

22876-19-3, 5-Chlorobenzo[d]oxazole-2(3H)-thione is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of 5-chloro-2-mercaptobezoxazole (5.0 g, 26.9 mmol) in POCl3 (12.6 mL, 135 mmol) was added PCl5 (6.2 g, 129.6 mmol) and about 20 mL CH2Cl2. After stirring 5 days, the solvents were removed by rotary evaporation, the residue was partitioned between EtOAc and saturated aqueous NaHCO3. The layers were separated, the organic was washed with brine, dried over Na2SO4, and concentrated. The residue was dissolved in a minimum amount of CHCl3, hexanes were added, and a small amount of solids were filtered off. The filtrate was concentrated to provide D-1 as a white solid. Data for D-1: LC/MS: rt=2.38 min; m/z (M+H)=188.0 found; 188.0 required., 22876-19-3

The synthetic route of 22876-19-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bergman, Jeffrey M.; Breslin, Michael J.; Coleman, Paul J.; Cox, Christopher D.; Mercer, Swati P.; Roecker, Anthony J.; US2008/132490; (2008); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

5-Chlorobenzo[d]oxazole-2(3H)-thione, cas is 22876-19-3, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,22876-19-3

Subsequently, 5-chloro-2-mercaptobenzoxazole (3.1 g, 16.7 mmol) was dissolved in thionyl chloride (30 mL, 413 mmol). DMF (1.5 mL) was added and the reaction mixture was heated at 65 C. for 45 min. The solvent was removed under reduced pressure and to the residue was added toluene (2*60 mL) followed by evaporation each time to remove the excess SOCl2 (azetrope). The resultant crude product was dissolved in ethyl acetate (100 mL), washed with water (100 mL) and dried over Na2SO4. Evaporation of ethyl acetate gave 2,5-dichlorobenzoxazole, compound 19, as a red oil (3.2 g).

22876-19-3 is used more and more widely, we look forward to future research findings about 5-Chlorobenzo[d]oxazole-2(3H)-thione

Reference£º
Patent; GALLEON PHARMACEUTICALS, INC.; US2011/224269; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem