A new synthetic route of Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate

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 Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate reaction routes.

188614-01-9,A common heterocyclic compound, 188614-01-9,Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate, 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.

A. 3-Oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid. To a solution of 3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carboxylic acid methyl ester (1.5 g, 6,7 mmol) in a THF/H2O mixture (1:1, 63 mL) was added 4 N LiOH (8.0 mL, 32 mmol) and the resulting solution was stirred at RT for 24 h. The solution was partially concentrated and diluted with H2O (50 mL). The solution was acidified using concentrated HCl and a solid precipitated. The solid was collected via filtration, washed with H2O and dried in vacuo to provide 0.79 g (60%) of the title compound as a white solid. MS (ESI): exact mass calculated for C9H7NO3S, 209.01; m/z found, 210.2 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.65-7.61 (m, 2H), 7.40 (d, J=8.1, 1H), 3.48 (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 Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate 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

 

Discovery of 2-(Trifluoromethyl)-10H-phenothiazine

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, 2-(Trifluoromethyl)-10H-phenothiazine.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 92-30-8,2-(Trifluoromethyl)-10H-phenothiazine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.92-30-8

92-30-8, A solution of2- (trifluoromethyl)-lOH-phenothiazine (2.04g, 7.6mmol) and DMF (16mL) was mixed with CS2C03 (7.5g, 22.9mmol) and l-bromo-3-chloropropane (1.1 mL, 11.5mmol). The reaction mixture was heated at 65 C for 12h. Once no starting material was observed by analytical LCMS, EtOAC (250mL) and brine (250mL) were added. The organic layer was separated, and the aqueous layer was washed with EtOAC (3 chi l00mL). The combined organic extracts were washed with brine (2 chi lOOmL), dried over MgSO iota, and concentrated to afford the title compound.

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, 2-(Trifluoromethyl)-10H-phenothiazine.

Reference£º
Patent; INCEPTION 1, INC.; CHEN, Austin, Chih-Yu; SCOTT, Jill, Melissa; STEARNS, Brian, Andrew; STOCK, Nicholas, Simon; TRUONG, Yen, Pham; WO2013/43744; (2013); A2;,
Thiazine – an overview | ScienceDirect Topics
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Application of 1-Phenylimidazolidin-2-one

92-30-8, 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.,92-30-8 ,2-(Trifluoromethyl)-10H-phenothiazine, other downstream synthetic routes, hurry up and to see

It is a common heterocyclic compound, the thiazines compound, 2-(Trifluoromethyl)-10H-phenothiazine, cas is 92-30-8 its synthesis route is as follows.

General procedure: A stirred mixture of phenothiazine (100 mg, 0.5 mmol),3,5-dimethylphenol (183 mg, 1.5 mmol), and K2CO3 (69 mg,0.5 mmol) in ODCB (1.5 mL) was heated to 130 oC for 6 h under O2 balloon atmosphere. After the usual aqueous extractive workup and column chromatographic purification process (hexanes/EtOAc, 20:1) para-3a (103 mg, 64%) and ortho-3a (34 mg, 21%) were obtained as white solids. Other compounds were synthesized similarly, and the spectroscopic data of 3a-3m and the sulfoxide of 3g are as follows.

92-30-8, 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.,92-30-8 ,2-(Trifluoromethyl)-10H-phenothiazine, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Yu, Jin; Moon, Hye Ran; Kim, Su Yeon; Kim, Jae Nyoung; Bulletin of the Korean Chemical Society; vol. 36; 11; (2015); p. 2765 – 2768;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Some tips on 2-(Trifluoromethyl)-10H-phenothiazine

92-30-8, 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.,92-30-8 ,2-(Trifluoromethyl)-10H-phenothiazine, other downstream synthetic routes, hurry up and to see

It is a common heterocyclic compound, the thiazines compound, 2-(Trifluoromethyl)-10H-phenothiazine, cas is 92-30-8 its synthesis route is as follows.

II-4 (20g, 75mmol) a 100mL reaction flask was added DMF (60mL) was stirred and dissolved, was added potassium carbonate (15.5g, 113mmol), stirred at 60¡ãC , portionwise Intermediate III-5 (17.5g , 79mmol), the reaction after 1h, TLC analysis showed completion of the reaction (developing solvent, ethyl acetate: petroleum ether = 1: 3). The reaction solution was poured into 200ml cold water, with stirring, solid precipitated out.Filter cake was washed with water, and dried to give brown crude solid.The crude product was recrystallized from ethanol to give slightly yellow solid 30.0g. Purity 98.8percent (HPLC normalization method), a yield of 88.3percent.ESI-MS ([M + H] +): 453.0.

92-30-8, 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.,92-30-8 ,2-(Trifluoromethyl)-10H-phenothiazine, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Tianjin Pharmaceutical Institute Co., Ltd.; Liu Ying; Liu Dengke; Mu Shuai; Yue Nan; Gong Min; Zhi Shuang; Liu Changxiao; (25 pag.)CN104230848; (2017); B;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Some tips on 3-Bromo-10H-phenothiazine

3939-23-9, 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.,3939-23-9 ,3-Bromo-10H-phenothiazine, other downstream synthetic routes, hurry up and to see

It is a common heterocyclic compound, the thiazines compound, 3-Bromo-10H-phenothiazine, cas is 3939-23-9 its synthesis route is as follows.

To a stirred solution of 3-bromo-1OH-phenothiazine(1 8 g, 64.72 mmol) in DIVIF (100 mL) was added sodium hydride (3.8 g, 97.08 mmol) at 0 C in small portions and the reaction mixture was stirred at 0 C for 15 mins. To the reaction mixture was added 3-bromo chloropropane (12.2 g,77.66 mmol) at 0 C and stirring continued at room temperature for 1 h. The reaction wasquenched with aq.NH4C1 solution, extracted with EtOAc, organic layer is washed with brine, dried over anhydrous sodiumsulphate, and concentrated. The crude product (20 g) was as such taken for the next step without further purification: MS (ESI) m/z3 55 (M+2H).

3939-23-9, 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.,3939-23-9 ,3-Bromo-10H-phenothiazine, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; BIOIMICS AB; KIRSEBOM, Leif; UPADHAYAYA, Ram Shankar; KETHIRI, Raghava Reddy; VIRTANEN, Anders; (308 pag.)WO2017/222466; (2017); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Application of [1,1′-Binaphthalene]-2,2′-diol

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 2-Chloro-10H-phenothiazine, 92-39-7

92-39-7, 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-Chloro-10H-phenothiazine, cas is 92-39-7,the thiazines compound, it is a common compound, a new synthetic route is introduced below.

Step: Step 1, the reaction system azeotropic water removal: To the reaction kettle with argon gas was added 50 kg of N-methylpyrrolidone at room temperature, 2-chlorophenothiazine 50 kg, cuprous cyanide 23 kg, lithium iodide 0.23 kg, potassium iodide 3.55 kg and cyclohexane 25 kg, Stirring up to 85C , boiling a total of boiling water, about 40min, measured water 0.04wt.% (Moisture ? 0.05wt.%). Step 2: Preparation of 2-cyanophenothiazine by refluxing reaction: The reaction system after the removal of water continued to warm to 112 C, Atmospheric distillation distillation system in the cyclohexane, cyclohexane can be recycled recycling, Continue to heat up to the reflux state (T = 218 ), insulation reaction 10h, To obtain a reaction product; Step 3, the reaction product after treatment and extraction: After the reaction, the temperature was lowered to 75 C, To the reaction system was added sodium thiosulfate solution (sodium thiosulfate 33 kg and water 250 kg mixed dissolved) Stirring for 2h, cooling to 5 , filtering, the first filter cake and the first filtrate, The first filter cake was dried at 90 C to a moisture content of ? 4 wt.%. The first filter cake was extracted with acetone, The dried cake and acetone 700L, heated to reflux 30min, down to 50 , The second filter cake and the second filtrate were filtered and the second filtrate was concentrated at atmospheric pressure to give 500 L of acetone to give a concentrate, The concentrated liquid for low temperature precipitation, the specific process is to concentrate the solution to 0 , filtration, Dried 2-cyanophenothiazine crude 45kg, 98% purity, amide impurity 0.9%.Step 4: Purification of crude 2-cyanophenothiazine: 2-cyanophenothiazine crude 45kg and acetone 36kg heated to reflux, reflux insulation 30min. Cooled to 0 C, filtered and dried to give 4-cyano phenothiazine 43.2 kg, purity ?99% Amide impurities ? 0.1%, yield: 90.0%This example gives an industrial preparation method of an environment-friendly 2-cyanophenothiazine, The method of other processes and implementation Example 1 is the same, the difference is only: In the third step, the mass of the dried first filter cake and the ratio of the second organic solvent acetone used in the first filter cake Was adjusted to 1:15 from 1: 8 of Example 1. The yield of 2-cyanophenothiazine was 90.2% based on 2-chlorophenothiazine

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 2-Chloro-10H-phenothiazine, 92-39-7

Reference£º
Patent; Xi’an Caijing Optoelectric Technology Co., Ltd.; Gao Aiai; Zhao Qunxing; Zhou Bugao; Fan Jia; Bie Guojun; Yan Xiaoliang; Lan Aihu; Guo Chuang; Li Jian; Xu Lei; Zhang Weijie; Wang Li; (11 pag.)CN106946811; (2017); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Share a compound : 272437-84-0

The chemical industry reduces the impact on the environment during synthesis,272437-84-0,3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid,I believe this compound will play a more active role in future production and life.

272437-84-0, 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. 3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, cas is 272437-84-0,the thiazines compound, it is a common compound, a new synthetic route is introduced below.

Preparation of 3-oxo-3,4-dihydro-2H-benzo[l,41thiazine-6-carboxylic acid [tra/? -4-(8- methoxy-l,2-dihydro-3-oxa-5,9-diaza-cyclopenta[alnaphthalen-2-ylmethyl)-cyclohexyll- amide: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 tra?s-4-(8-methoxy-l,2-dihydro-3-oxa-5,9- diaza-cyclopenta[a]naphthalen-2-ylmethyl)-cyclohexylamine (47 mg, 0.14 mmol, 1.0 eq) in N,N-dimethylformamide (4 mL), followed by 1-hydroxybenzotriazole (24 mg, 0.16 mmol, 1.1 eq), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (32 mg, 0.16 mmol, 1.15 eq) and NN-diisopropylethylamine (56 mu, 0.32 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[l,4]thiazine-6-carboxylic acid [tra?s-4-(8-methoxy-l,2-dihydro-3-oxa- – -5,9-diaza-cyclopenta[a]naphthalen-2-ylmethyl)-cyclohexyl]-amide as a white lyophilized powder (16 mg, 21% yield).1H-NMR (400 MHz, DMSO- 6) delta ppm: 10.67 (s, 1H), 8.49 (s, 1H), 8.23 (d, J = 7.9 Hz, 1H), 8.19 (d, J = 9.0 Hz, 1H), 7.44 (m, 3H), 7.06 (d, J = 9.1 Hz, 1H), 5.21 (m, 1H), 4.01 (s, 3H), 3.74 (m, 2H), 3.51 (s, 2H), 3.14 (dd, J = 7.9, 16.8 Hz, 1H), 1.80-2.00 (m, 5H), 1.66 (m, 1H), 1.57 (m, 1H), 1.39 (m, 2H), 1.13 (m, 2H).MS m/z (+ESI): 505.5 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis,272437-84-0,3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid,I believe this compound will play a more active role in future production and life.

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

 

The important role of 92-30-8

92-30-8, 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.,92-30-8 ,2-(Trifluoromethyl)-10H-phenothiazine, other downstream synthetic routes, hurry up and to see

Name is 2-(Trifluoromethyl)-10H-phenothiazine, as a common heterocyclic compound, it belongs to thiazines compound, and cas is 92-30-8, its synthesis route is as follows.

1 -Bromo-3-chloropropane (37.68 g, 200 mmol) was added to 2-(trifluoromethyl)- l0i7-phenothiazine (26.7 g, 100 mmol) and Cs2CC>3 (65.6 g, 200 mmol) in DMF (130 mL). The mixture was stirred at 30 C for 48 h and then heated to 80 C for 2 h. The mixture was cooled to rt then H20 was added. The mixture was extracted with PE three times (200 mL x 3). The combined organic phase was washed with brine, dried over Na2S04, and concentrated in vacuo. The residue was purified by column chromatography (PE 100%, PE:EtOAc = 60: 1) to get 10.8 g pure and 19 g crude. LC-MS: Rt = 2.29 min; ESI, m/z 344 [M+l]+.

92-30-8, 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.,92-30-8 ,2-(Trifluoromethyl)-10H-phenothiazine, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; CAMP4 THERAPEUTICS CORPORATION; BUMCROT, David, A.; SEHGAL, Alfica; HERTZOG, Donald L.; (172 pag.)WO2019/195789; (2019); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Introduction of a new synthetic route about 188614-01-9

188614-01-9, 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.,188614-01-9 ,Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate, other downstream synthetic routes, hurry up and to see

It is a common heterocyclic compound, the thiazines compound, Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate, cas is 188614-01-9 its synthesis route is as follows.

3-Oxo-3, 4-dihydro-2H-benzo [1, 4] thiazine-6-carboxylic acid methyl ester (6.74 g) was suspended in tetrahydrofuran (100 ml) and 2M sodium hydroxide [(30] ml) was added followed by water (20 ml). The solution was stirred for 2.5 hours, evaporated to half volume and acidified with 2M hydrochloric acid. The product was collected, washed with water and dried in vacuo, to give a white solid (6.2 g). MS (-ve ion electrospray) [L} L/Z] 208 (M-H)-

188614-01-9, 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.,188614-01-9 ,Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate, other downstream synthetic routes, hurry up and to see

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

 

The important role of 1771-18-2

The chemical industry reduces the impact on the environment during synthesis,1771-18-2,2-Methoxyphenothiazine,I believe this compound will play a more active role in future production and life.

1771-18-2, 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. 2-Methoxyphenothiazine, cas is 1771-18-2,the thiazines compound, it is a common compound, a new synthetic route is introduced below.

Step a 4-(3′-indolyl)-1-[1″-(2′”-methoxy-10′”-phenothiazinyl) -2″-methyl-3″-propionyl]-piperidine hydrochloride A mixture of 23 g of 2methoxy-phenothiazine, 21 g of methacryloyl chloride and 120 ml of toluene was refluxed for 3 hours and was then cooled and washed with 250 ml of N sodium hydroxide. The organic phase was decanted and the aqueous phase was washed twice with 50 ml of toluene. The combined organic phases were washed with water, dried over magnesium sulfate, treated with carbon black and evaporated to dryness to obtain 29.6 g of 2-methoxy-10-(alpha-methyl acryloyl)-phenothiazine melting at 91-92 C.

The chemical industry reduces the impact on the environment during synthesis,1771-18-2,2-Methoxyphenothiazine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Roussel-UCLAF; US3988453; (1976); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem