Category: 92-30-8

A common heterocyclic compound, 92-30-8,2-(Trifluoromethyl)-10H-phenothiazine, 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. 92-30-8

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]+.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2-(Trifluoromethyl)-10H-phenothiazine,92-30-8,its application will become more common.

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

A common heterocyclic compound, 92-30-8,2-(Trifluoromethyl)-10H-phenothiazine, 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. 92-30-8

To a solution of 2-(trifluoromethyl)-10H-phenothiazine (5.0g, 18.8mmol) and DMF (15mL) at RT was added finely powdered KOH (2.1g, 37.5mmol) and (¡À)-epibromohydrin (3.9mL, 48.9mmol). The reaction mixture was stirred at RT for 48h. 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 lOOmL). The combined organic extracts were washed with brine (2 chi lOOmL), dried over MgSOzi, and concentrated to afford the title compound

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,92-30-8,2-(Trifluoromethyl)-10H-phenothiazine,its application will become more common.

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
Thiazine | C4H5NS – PubChem

A common heterocyclic compound, 92-30-8,2-(Trifluoromethyl)-10H-phenothiazine, 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. 92-30-8

General procedure: Formyl chloride derivatives (7 mmol) was added to the solution ofvarious arylamines (7 mmol) in acetone (25 ml). After stirring at 60 Cfor 6 h, the reaction mixture was concentrated to remove acetone. Theresidue was purified by column chromatography with petroleum/ethylacetate (9:1) to afford the target compound 15-27 and 29-32.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,92-30-8,2-(Trifluoromethyl)-10H-phenothiazine,its application will become more common.

Reference£º
Article; Fu, Dong-Jun; Li, Miaomiao; Zhang, Sai-Yang; Li, Jiang-Feng; Sha, Beibei; Wang, Longhao; Zhang, Yan-Bing; Chen, Ping; Hu, Tao; Bioorganic Chemistry; vol. 92; (2019);,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

A common heterocyclic compound, 92-30-8,2-(Trifluoromethyl)-10H-phenothiazine, 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. 92-30-8

General procedure: In an air atmosphere, 2-phenylindole 1a (0.60 mmol), phenothiazine 2a (0.30 mmol),10mol% cuprous bromide and DMF (2mL) were added to the Schlenk reaction tube in sequence.In a constant temperature heating magnetic stirrer, the reaction was stirred at room temperature for 24 hours.After the reaction was completed, it was quenched with distilled water, extracted with ethyl acetate (3 ¡Á 20 mL), and the organic layers were combined.After drying over anhydrous sodium sulfate and spinning the organic phase, The crude product by column chromatography to give the pure product 3a (103.1 mg, 88%).

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,92-30-8,2-(Trifluoromethyl)-10H-phenothiazine,its application will become more common.

Reference£º
Patent; Henan Normal University; Zhao Peizheng; Wang Ke; Liu Jianming; Wang Zhixian; Shao Huibin; Yue Yuanyuan; (9 pag.)CN110407830; (2019); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

A common heterocyclic compound, 92-30-8,2-(Trifluoromethyl)-10H-phenothiazine, 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. 92-30-8

After dissolving 2-(trifluoromethyl)-10H-phenothiazine (2.0 g, 7.48 mmol) in N,N-dimethylformamide (2 mL), 60% sodium hydride (149.70 mg, 3.74 mmol) and 1-bromo-4-chlorobutane (1.16 mL, 10.10 mmol) were added at 0 C. The reactants were heated at 100 C. for 12 hours under reflux. After the reaction was completed, the reaction solution was extracted with ethyl acetate and the organic layer was dried with magnesium sulfate, filtered under reduced pressure and then concentrated under reduced pressure. The target compound (1.52 g) was obtained with a yield of 56.72% by separating the residue by chromatography (ethyl acetate/n-hexane=1/20). 1H NMR (400 MHz, CDCl3): delta 1.89-2.00 (4H, m, 2CH2), 3.40 (1H, t, J=6.02 Hz, CH), 3.54 (1H, t, 6.18 Hz, CH), 3.94 (2H, t, 6.02 Hz, CH2), 6.89 (1H, d, J=8.12 Hz, CH), 6.96 (1H, t, 7.44 Hz, CH) 7.03 (1H, s, CH), 7.13-7.17 (2H, m, 2CH), 7.21 (2H, t, 8.16 Hz, 2CH).

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,92-30-8,2-(Trifluoromethyl)-10H-phenothiazine,its application will become more common.

Reference£º
Patent; Korea Institute of Science and Technology; Roh, Eun Joo; Jeon, Bo Ra Mi; Lee, Chang Joon; Hong, Jin Pyo; Jeong, Joo Yeon; Kang, Sang Soo; (28 pag.)US10035795; (2018); B1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

A common heterocyclic compound, 92-30-8,2-(Trifluoromethyl)-10H-phenothiazine, 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. 92-30-8

To a solution of 2-(trifluoromethyl)-10H-phenothiazine (5.0g, 18.8mmol) and DMF (15mL) at RT was added finely powdered KOH (2.1g, 37.5mmol) and (¡À)-epibromohydrin (3.9mL, 48.9mmol). The reaction mixture was stirred at RT for 48h. 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 lOOmL). The combined organic extracts were washed with brine (2 chi lOOmL), dried over MgSOzi, and concentrated to afford the title compound

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,92-30-8,2-(Trifluoromethyl)-10H-phenothiazine,its application will become more common.

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
Thiazine | C4H5NS – PubChem

A common heterocyclic compound, 92-30-8,2-(Trifluoromethyl)-10H-phenothiazine, 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. 92-30-8

92-30-8, Compound 27; 10-[2-(N-Boc-4-piperidyl)ethyl]-2-trifluoromethylphenothiazine; To a stirred solution of 2-trifluoromethylphenothizine 1 (0.9 Ig, 3.42 mmol), sodium hydride (0.2g, 4.0 mmol) in DME (20 mL) at 90¡ãC was added N-Boc- 4-(2-bromoethyl)piperidine 26 (1.Og, 3.42 mmol) dropwise under an atmosphere of argon. The reaction mixture was stirred for 12h at reflux temperature. The reaction mixture was filtered, and filtrate was concentrated under vacuum. The residue was partitioned between ethyl acetate (25 mL) and brine (1OmL). The organic layer was dried over anhydrous sodium sulphate, filtered, and evaporated. The resulting residue was purified by column chromatography (8:2 n-hexane : ethyl acetate) on silica gel to give phenothiazine derivative 27 (0.3 g, 18percent) as a foam. MS(ESI): m/z 479(M+H).

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2-(Trifluoromethyl)-10H-phenothiazine,92-30-8,its application will become more common.

Reference£º
Patent; IMMUNE CONTROL, INC.; WO2008/27521; (2008); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

A common heterocyclic compound, 92-30-8,2-(Trifluoromethyl)-10H-phenothiazine, 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. 92-30-8

92-30-8, General procedure: To a stirred solution of phenothiazine or 2-(trifluoromethyl)-10H-phenothiazine (3 mmol) in dichloromethane (20 mL), K2CO3 (5 mmol) and propargyl bromide (5 mmol) were added carefully and the reaction mixture was refluxed for 7 h. After the reaction, the system was concentrated under vacuum, the residue was dissolved in EtOAc (40 mL) and washed by pure water and brine, and dried over anhydrous Na2SO4 and concentrated under vacuum to afford crude products 8a-8b, which were used in the next reaction without further purification.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,92-30-8,2-(Trifluoromethyl)-10H-phenothiazine,its application will become more common.

Reference£º
Article; Zhang, Jun-Xia; Guo, Jiao-Mei; Zhang, Ting-Ting; Lin, Hong-Jun; Qi, Nai-Song; Li, Zhen-Guo; Zhou, Ji-Chun; Zhang, Zhen-Zhong; Molecules; vol. 23; 6; (2018);,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

A common heterocyclic compound, 92-30-8,2-(Trifluoromethyl)-10H-phenothiazine, 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. 92-30-8

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]+.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,92-30-8,2-(Trifluoromethyl)-10H-phenothiazine,its application will become more common.

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

A common heterocyclic compound, 92-30-8,2-(Trifluoromethyl)-10H-phenothiazine, 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. 92-30-8

Compound 21; 10-(4-chlorobutyl)-2-trifluoromethylphenothiazine; To a stirred solution of 2-trifluoromethylphenothiazine 1 (4.Og, 15 mmol), sodium hydride (1.2g, 24 mmol) in dry toluene (40 mL), 1-bromo 4- chlorobutane (3.0 g, 17.6 mmol) was added. The reaction mixture was stirred for 18 hours at 110 C under an atmosphere of argon. The solution was cooled to room temperature and poured into an ice-water mixture. The crude product was extracted with ethyl acetate (3chi50mL) and the organic phase was dried over sodium sulphate. Final purification was performed by column chromatography (9: 1 hexane: ethyl acetate) on silica gel to give 21 (3.5 g, 65% ) as an oil., 92-30-8

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2-(Trifluoromethyl)-10H-phenothiazine,92-30-8,its application will become more common.

Reference£º
Patent; IMMUNE CONTROL, INC.; WO2008/27521; (2008); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem