The effect of the change of 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid synthetic route on the product

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid.

272437-84-0, A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.272437-84-0, name is :3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid. An updated downstream synthesis route of 272437-84-0 as follows.

Preparation of 3-oxo-3,4-dihvdro-2H-benzori,41thiazine-6-carboxylic acid (l-[2-(7- methoxy-quinoxalin-2-ylsulfanyl)-ethvH-piperidin-4-vU -methyl-amide: 3-oxo-3,4-dihydro-2H-benzo[l,4]thiazine-6-carboxylic acid (26 mg, 0.11 mmol, 1.0 eq) is added at room temperature to a stirred solution of {l-[2-(7-methoxy-quinoxalin-2- ylsulfanyl)-ethyl]-piperidin-4-yl}-methyl-amine (40 mg, 0.11 mmol, 1.0 eq) in N,N- dimethylformamide (3 mL), followed by O-(7-azabenzotriazol-l-yl)-iV,iV,N’,N’- tetramethyluronium hexafluorophosphate (45 mg, 0.11 mmol, 1.0 eq), and triethylamine (16 muL, 0.11 mmol, 1.0 eq). After 4 hours stirring at room temperature, solvent is evaporated and the residue is purified by preparative EtaPLC to afford 3-oxo-3,4-dihydro-2H- benzo[l,4]thiazine-6-carboxylic acid {l-[2-(7-methoxy-quinoxalin-2-ylsulfanyl)-ethyl]- piperidin-4-yl} -methyl-amide as a yellow solid (22 mg, 35% yield).MS m/z (+ESI): 524.3 [M+Eta]”

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid.

Reference£º
Patent; BASILEA PHARMACEUTICA AG; GAUCHER, Berangere; DANEL, Franck Hubert; ROUSSEL, Patrick; WO2010/84152; (2010); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Continuously updated synthesis method about 272437-84-0

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, We look forward to the emergence of more reaction modes in the future.

272437-84-0. A heterogeneous catalyst is a catalyst that is present in a different phase than the reactants. Such catalysts generally function by furnishing an active surface upon which a reaction can occur. 272437-84-0, name is :3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, introduce a new downstream synthesis route as follows.

Preparation of 3-oxo-3,4-dihvdro-2H-benzori,41thiazine-6-carboxylic acid (l-[2-(6- methoxy-quinolin-3-ylsulfanyl)-ethyll-piperidin-4-vU -amide: 3-oxo-3,4-dihydro-2H-benzo[l,4]thiazine-6-carboxylic acid (21 mg, 0.09 mmol, 1.0 eq) is added at room temperature to a stirred solution of l-[2-(6-methoxy-quinolin-3-ylsulfanyl)- ethyl]-piperidin-4-ylamine (30 mg, 0.09 mmol, 1.0 eq) in N,N-dimethylformamide (3 mL), followed by 1-hydroxybenzotriazole (13 mg, 0.10 mmol, 1.1 eq), N-Q- dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (20 mg, 0.10 mmol, 1.15 eq) and N,N-diisopropylethylamine (35 muL, 0.20 mmol, 2.25 eq). After 15 hours stirring at room temperature, solvent is evaporated and the residue is extracted with dichloromethane (3 x 5 mL) and water (5 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to give a residue that is purified by preparative EtaPLC to afford 3-oxo-3,4- dihydro-2H-benzo[l,4]thiazine-6-carboxylic acid {l-[2-(6-methoxy-quinolin-3- ylsulfanyl)-ethyl]-piperidin-4-yl} -amide as a white solid (30 mg, 59% yield).1H-NMR (400 MHz, DMSO-t/6) delta ppm: 11.65 (s, IH), 8.65 (d, J = 2.5 Hz, IH), 8.20-8.25 (m, 2H), 7.88 (d, J = 8.8 Hz, IH), 7.30-7.45 (m, 5H), 3.93 (s, 3H), 3.75 (m, IH), 3.50 (s, 2H), 3.29 (t, J = 7.0 Hz, 2H), 2.95 (m, 2H), 2.66 (t, J = 7.0 Hz, 2H), 2.11 (m, 2H), 1.78 (m, 2H), 1.58 (m, 2H). MS m/z (+ESI): 509.3 [M+H]+., 272437-84-0

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, We look forward to the emergence of more reaction modes in the future.

Reference£º
Patent; BASILEA PHARMACEUTICA AG; GAUCHER, Berangere; DANEL, Franck Hubert; ROUSSEL, Patrick; WO2010/84152; (2010); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Sources of common compounds: 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 272437-84-0.

272437-84-0. The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a downstream synthesis route of the compound 272437-84-0, name is :3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid

To a solution of 3-oxo-3, 4-dihydro-2H-1, 4-benzothiazin-6- carboxylic acid (3.6 g, 17 mmol) in DMF (50 ML) were added WSC (3.8 g, 20 mmol), HOBt (3.1 g, 20 mmol) and 2.0 M dimethylamine-THF solution (12.5 ML, 25 mmol), and the mixture was stirred at room temperature for 12 hrs. Saturated aqueous sodium hydrogen carbonate was poured into the reaction solution and the mixture was extracted with ethyl acetate. The extract was washed with 1N hydrochloric acid and saturated brine, dried (MGS04) and concentrated under reduced pressure. The residue was crystallized from diisopropyl ether to give the title compound as pale yellow crystals (3.6 g, yield 90%). OH NMR (300 MHz, DMSO-D6) 8 ppm: 2.91 (br, 6 H), 3.49 (s, 2 H), 6. 96-7. 00 (m, 2 H), 7. 35 (d, J = 8. 4 Hz, 1 H)., 272437-84-0

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 272437-84-0.

Reference£º
Patent; TAKEDA CHEMICAL INDUSTRIES, LTD.; WO2004/46107; (2004); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Continuously updated synthesis method about 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 272437-84-0, We look forward to the emergence of more reaction modes in the future.

272437-84-0. We know that the rate of many reactions can be accelerated by catalysts. A catalyst speeds up the rate of a reaction by lowering the activation energy; in addition, the catalyst is regenerated in the process. 272437-84-0, name is :3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, below Introduce a new synthetic route.

The acid (a) in tetrahydrofuran (50 ml) and triethylamine (4.7 ml) was cooled to [0C] and [ISOBUTYLCHLOROFORMATE] (4.02 ml) was added dropwise and the solution was stirred at [0C] for 2 hours, when it was filtered into a stirred solution of sodium borohydride (3.14 g) in ice/water (50 ml). The mixture was stirred at [0C] for 1 hour and allowed to warm to room temperature. It was acidified with 2M hydrochloric acid, evaporated to half volume, and the resulting product was collected, washed with water and dried in vacuo, to give a white solid (4.5 g). MS (-ve ion electrospray) [M/Z] 194 (M-H)-

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 272437-84-0, We look forward to the emergence of more reaction modes in the future.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/2992; (2004); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Extended knowledge of 272437-84-0

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 272437-84-0.

The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism., 272437-84-0, If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular.272437-84-0, name is :3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid. A new synthetic method of this compound is introduced below.

3-Oxo-3,4-dihydro-2H-benzo[l,4]thiazine-6-carboxylic acid (31 mg, 0.14 mmol, 1.0 eq) is added at room temperature to a stirred solution of l-(6-methoxy-3,4-dihydro-2H-l-oxa-9-aza- phenanthrene-3-yl)-piperidin-4-ylamine (50 mg, 0.14 mmol, 1.0 eq) in N,N- dimethylformamide (3 mL), followed by 1-hydroxybenzotriazole (21 mg, 0.15 mmol, 1.1 eq), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (31 mg, 0.16 mmol, 1.15 eq) and NN-diisopropylethylamine (53 mu, 0.31 mmol, 2.25 eq). After 15 hours stirring at room temperature, solvent is evaporated and the residue is extracted with dichloromethane (3 x 10 mL) and water (10 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to give a crude product that is purified by preparative HPLC to afford 3-oxo-3,4- dihydro-2H-benzo[ 1 ,4]thiazine-6-carboxylic acid [ 1 -(6-methoxy-3 ,4-dihydro-2H- 1 -oxa-9- aza-phenanthrene-3-yl)-piperidin-4-yl] -amide as an off-white lyophilizated powder (24 mg, 33% yield). 1H-NMR (400 MHz, DMSO-dtf) delta ppm: 10.66 (br, 1H), 8.33 (s, 1H), 8.24 (d, J = 7.6 Hz, 1H), 7.81 (d, J = 9.0 Hz, 1H), 7.42 (m, 2H), 7.38 (m, 1H), 7.20 (m, 2H), 4.47 (d, J = 11.0 Hz, 1H), 4.02 (m, 1H), 3.93 (s, 3H), 3.78 (m, 1H), 3.50 (s, 2H), 3.20 (m, 1H), 3.08 (m, 2H), 3.00 (m, 2H), 2.42 (m, 2H), 1.81 (m, 2H), 1.58 (m, 2H).MS m/z (+ESI): 505.2 [M+H]+.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 272437-84-0.

Reference£º
Patent; BASILEA PHARMACEUTICA AG; GAUCHER, Berangere; DANEL, Franck, Hubert; TANG, XiaoHu; XIE, Tong; XU, Lin; WO2011/73378; (2011); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Research on new synthetic routes about 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid

According to the analysis of related databases, 272437-84-0, the application of this compound in the production field has become more and more popular.

272437-84-0, A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.272437-84-0, name is :3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid. An updated downstream synthesis route of 272437-84-0 as follows.

B. 6-Hydroxymethyl-4H-benzo[1,4]thiazin-3-one. To a 0 C. suspension of 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid (400 mg, 2 mmol) in THF (19 mL) was added Et3N (0.32 mL, 2 mmol) and the resulting solution was treated with iso-butylchloroformate (0.3 mL, 2 mmol). The resulting suspension was stirred at 0 C. for 2 h, filtered and the solid was washed with THF. The filtrate was cooled to 0 C., treated with NaBH4 (150 mg, 4.3 mmol) and slowly treated with H2O (10 mL). The resulting suspension was, warmed to RT and stirred for 18 h. The suspension was neutralized using 1 N HCl and diluted with H2O (100 mL). The organic layer was extracted with EtOAc (3*200 mL). The combined organic layers were dried (MgSO4), filtered and concentrated. The resulting residue was purified on SiO2 (0-10% CH3OH/CH2Cl2) to provide 330 mg (89%) of the title compound as a white solid. MS (ESI): exact mass calculated for C9H9NO2S, 195.04; m/z found, 196.1 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.26 (d, J=7.9, 1H), 7.01-6.98 (m, 2H), 4.55 (s, 2H), 3.40 (s, 2H).

According to the analysis of related databases, 272437-84-0, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; Allison, Brett D.; Gomez, Laurent; Grice, Cheryl A.; Hack, Michael D.; Morrow, Brian J.; Motley, S. Timothy; Santillan, Alejandro; Shaw, Karen J.; Schwarz, Kimberly L.; Tang, Liu Y.; Venkatesan, Hariharan; Wiener, John J. M.; US2006/223810; (2006); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Discovery of 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 272437-84-0.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid,272437-84-0, This compound has unique chemical properties. The synthetic route is as follows.,272437-84-0

Acid (4a) in tetrahydrofuran (SOmL) and triethylamine (4.7mL) was cooled to 0C and isobutylchloroformate (4.02mL) was added dropwise and the solution was stirred at 0C for 2 hours, when it was filtered into a stirred solution of sodium borohydride (3. 14g) in ice/water (50mL). The mixture was stirred at 0C for 1 hour and allowed to warm to room temperature. It was acidified with 2M hydrochloric acid, evaporated to half volume, and the resulting product was collected, washed with water and dried in vacuo, to give a white solid (4. 5g). MS (-ve ion electrospray) m/z 194 (M-H)-, 272437-84-0

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 272437-84-0.

Reference£º
Patent; SMITHKLINE BEECHAM P.L.C.; WO2003/87098; (2003); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Continuously updated synthesis method about 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 272437-84-0, We look forward to the emergence of more reaction modes in the future.

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 272437-84-0,3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, as follows.272437-84-0

The acid (a) in tetrahydrofuran (50 ml) and triethylamine (4.7 ml) was cooled to [0C] and [ISOBUTYLCHLOROFORMATE] (4.02 ml) was added dropwise and the solution was stirred at [0C] for 2 hours, when it was filtered into a stirred solution of sodium borohydride (3.14 g) in ice/water (50 ml). The mixture was stirred at [0C] for 1 hour and allowed to warm to room temperature. It was acidified with 2M hydrochloric acid, evaporated to half volume, and the resulting product was collected, washed with water and dried in vacuo, to give a white solid (4.5 g). MS (-ve ion electrospray) [M/Z] 194 (M-H)-

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 272437-84-0, We look forward to the emergence of more reaction modes in the future.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/2992; (2004); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Continuously updated synthesis method about 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 272437-84-0, and friends who are interested can also refer to it.

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 272437-84-0,3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, as follows.272437-84-0

Preparation of 4-[(3-oxo-3,4-dihydro-2H-benzo[l ,41thiazine-6-carbonyl)-aminol-piperidine- 1-carboxylic acid tert-butyl ester:3-Oxo-3,4-dihydro-2H-benzo[l,4]thiazine-6-carboxylic acid (556 mg, 2.45 mmol, 1.0 eq) is added at room temperature to a stirred solution of 4-amino-piperidine- 1-carboxylic acid tert- butyl ester (500 mg, 2.45 mmol, 1.0 eq) in N,N-dimethylformamide (20 mL), followed by 1- hydroxybenzotriazole (421 mg, 2.69 mmol, 1.1 eq), N-(3-dimethylaminopropyl)-N’- ethylcarbodiimide hydrochloride (550 mg, 2.81 mmol, 1.15 eq) and N,N- diisopropylethylamine (962 L, 5.50 mmol, 2.25 eq). After 15 hours stirring at room temperature, solvent is evaporated and the residue is extracted with dichloromethane (3 x 30 – – mL) and water (30 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to give a crude product that is purified by column chromatography (silica gel, eluent: cyclohexane:ethyl acetate :methanol, 1 :3:0 to 0/9/1, v/v/v) to afford 4-[(3-oxo-3,4- dihydro-2H-benzo [ 1 ,4]thiazine-6-carbonyl)-amino ] -piperidine- 1 -carboxylic acid tert-butyl ester as a light yellow solid (621 mg, 62% yield).1H-NMR (400 MHz, DMSO- 6) delta ppm: 10.66 (s, 1H), 8.27 (d, J = 7.8 Hz, 1H), 7.42 (m, 3H), 3.96 (m, 3H), 3.51 (s, 2H), 2.90 (m, 2H), 1.76 (m, 2H), 1.40 (m, 11H).MS m/z (+ESI): 392.3 [M+H]+, 414.3 [M+Na]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 272437-84-0, and friends who are interested can also refer to it.

Reference£º
Patent; BASILEA PHARMACEUTICA AG; GAUCHER, Berangere; DANEL, Franck Hubert; XIE, Tong; XU, Lin; WO2012/171860; (2012); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Some scientific research about 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid

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 272437-84-0 reaction routes.

272437-84-0 A common heterocyclic compound, 272437-84-0,3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

B. 6-Hydroxymethyl-4H-benzo[1,4]thiazin-3-one. To a 0 C. suspension of 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid (400 mg, 2 mmol) in THF (19 mL) was added Et3N (0.32 mL, 2 mmol) and the resulting solution was treated with iso-butylchloroformate (0.3 mL, 2 mmol). The resulting suspension was stirred at 0 C. for 2 h, filtered and the solid was washed with THF. The filtrate was cooled to 0 C., treated with NaBH4 (150 mg, 4.3 mmol) and slowly treated with H2O (10 mL). The resulting suspension was, warmed to RT and stirred for 18 h. The suspension was neutralized using 1 N HCl and diluted with H2O (100 mL). The organic layer was extracted with EtOAc (3*200 mL). The combined organic layers were dried (MgSO4), filtered and concentrated. The resulting residue was purified on SiO2 (0-10% CH3OH/CH2Cl2) to provide 330 mg (89%) of the title compound as a white solid. MS (ESI): exact mass calculated for C9H9NO2S, 195.04; m/z found, 196.1 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.26 (d, J=7.9, 1H), 7.01-6.98 (m, 2H), 4.55 (s, 2H), 3.40 (s, 2H).

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 272437-84-0 reaction routes.

Reference£º
Patent; Allison, Brett D.; Gomez, Laurent; Grice, Cheryl A.; Hack, Michael D.; Morrow, Brian J.; Motley, S. Timothy; Santillan, Alejandro; Shaw, Karen J.; Schwarz, Kimberly L.; Tang, Liu Y.; Venkatesan, Hariharan; Wiener, John J. M.; US2006/223810; (2006); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem