92-30-8| Page 22 of 28 | Heterocyclic Building Blocks-Thiazines

New downstream synthetic route of 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.

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: 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.

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

A new synthetic route of 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,92-30-8,2-(Trifluoromethyl)-10H-phenothiazine,its application will become more common.

General procedure: Phenothiazine 1 (5g, 25.09mmol) was taken in anhydrous N, N-dimethyl formamide (DMF) (50mL) in a dry round bottom flask. Sodium hydride (2g, 50.18mmol) was added under nitrogen condition at 0C and stirred for 30min at room temperature. Methyl iodide (3.4mL, 50.18mmol) was added and continued the stirring for 8h. After that, the reaction mixture (monitored by TLC) was quenched with ice cold water (150mL). The separated solid was filtered off, dried and used as such for the next step.

Reference£º
Article; Reddyrajula, Rajkumar; Dalimba, Udayakumar; Madan Kumar; European Journal of Medicinal Chemistry; vol. 168; (2019); p. 263 – 282;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

New downstream synthetic route of 92-30-8

Step a 4-(3′-indolyl)-1-[1″-(2′”-trifluoromethyl-10′”-phenothiazinyl)-2″-methyl-3″-propionyl]-piperidine hydrochloride 27 g of 2-trifluoromethyl-phenothiazine and 12 g of alpha-methylacryloyl chloride in 100 ml of toluene were 1 for 2 hours and the mixture was evaporated to dryness. The residue was chromatographed over silica gel and elution with a 1– 1 benzene-cyclohexane mixture gave 18 g of 2-trifluoromethyl-10-(alpha-methyl acryloyl)-phenothiazine in the form of white crystals melting at 103¡ãC.

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

New downstream synthetic route of 92-30-8

92-30-8, 2-Trifluoromethylphenothiazine (2.00 g, 7.4831 mmol) was placed in a 500 mL flask, THF (100 mL) dried overanhydrous K2CO3 was added, and then 60% NaH was added sequentially under N2 protection. Mineral oil(1.1973 g, 29.9323 mmol) and 1-bromo-3-chloropropane (2.9601 mL, 29.9323 mmol) were refluxed overnightat a bath temperature of 65 C. After cooling to room temperature, the reaction mixture was poured into EtOAc EtOAc (EtOAc)EtOAc. Ethylacetate (50 mL) was added to dissolve, and silica gel powder (20 g) was added to the solution to dryness, and theresidue was applied to a silica gel column, eluted with ethyl acetate and petroleum ether, and the product wascollected, dried, and dried in vacuo. Product 2-10 (4.9444 g, yield 69.8%).

Reference£º
Patent; Dalian University of Technology; Li Gaoquan; Xie Aiyun; Zhang Cuifang; Chen Maofen; (23 pag.)CN104829554; (2018); B;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

A new synthetic route of 2-(Trifluoromethyl)-10H-phenothiazine

A new synthetic route of 92-30-8

General procedure: To a solution of hydroxy compounds, sulfhydryl compounds oramino compounds (1.0 eq) and propargyl bromide (1.2 eq) inacetone (20 ml) was added NaOH (1.5 eq), the mixturewas refluxedfor about 6 h. Upon completion, the residue was purified withcolumn chromatography (hexane:EtOAc 7:1) to obtain analogue13a~13m. Sulfonyl chlorides (1.0 eq) and propynylamine (1.2 eq) inCH2Cl2 (20 ml) was added Et3N (1.5 eq), the mixture was stirred atroom temperature for about 6 h. Upon completion, the residue waspurified with column chromatography (hexane:EtOAc 9:1) toobtain analogue 13n~13o.

Reference£º
Article; Fu, Dong-Jun; Li, Ping; Wu, Bo-Wen; Cui, Xin-Xin; Zhao, Cheng-Bin; Zhang, Sai-Yang; European Journal of Medicinal Chemistry; vol. 165; (2019); p. 309 – 322;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

New downstream synthetic route of 92-30-8

92-30-8, A mixture of 1-1 [2-(trifluoromethyl)-l0i7-phenothiazine] (300 mg, 1.12 mmol), 1- bromo-4-chlorobutane (391 mg, 2.28 mmol) and CS2CO3 (1.04 g, 3.19 mmol) in DMF (15 mL) was stirred at rt overnight. The mixture was poured into cool water (20 mL) and extracted with EtOAc (15 mL x 3). The combined organic extracts were washed with brine, dried over NaiSCE. fdtered and concentrated under reduced pressure. The residue was purified by column chromatography (petrol ether: EtOAc =10: 1) to provide a yellow solid (240 mg, 60% yield). LC-MS: Rt = 2.30 min; ESI, m/r 358 [M + 1] +

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

The origin of a common compound about 2-(Trifluoromethyl)-10H-phenothiazine

2-Trifluoromethylphenothiazine (2.00 g, 7.4831 mmol) was placed in a 500 mL flask, THF (100 mL) dried overanhydrous K2CO3 was added, and then 60% NaH was added sequentially under N2 protection. Mineral oil(1.1973 g, 29.9323 mmol) and 1-bromo-3-chloropropane (2.9601 mL, 29.9323 mmol) were refluxed overnightat a bath temperature of 65 C. After cooling to room temperature, the reaction mixture was poured into EtOAc EtOAc (EtOAc)EtOAc. Ethylacetate (50 mL) was added to dissolve, and silica gel powder (20 g) was added to the solution to dryness, and theresidue was applied to a silica gel column, eluted with ethyl acetate and petroleum ether, and the product wascollected, dried, and dried in vacuo. Product 2-10 (4.9444 g, yield 69.8%).

The important role of 92-30-8

With the complex challenges of chemical substances, we look forward to future research findings about 2-(Trifluoromethyl)-10H-phenothiazine

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.,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]+.

With the complex challenges of chemical substances, we look forward to future research findings about 2-(Trifluoromethyl)-10H-phenothiazine