Month: September 2020

A common heterocyclic compound, 98827-44-2,Methyl 4-hydroxy-2H-thieno[2,3-e][1,2]thiazine-3-carboxylate 1,1-dioxide, 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. 98827-44-2

98827-44-2, EXAMPLE 6 A solution of 4-hydroxy-3-methoxycarbonyl-2H-thieno-[2,3-e]-1,2-thiazine 1,1-dioxide (0.7 g) and 2-aminotropone (0.341 g) in xylene (7 ml) was refluxed for 21 hours and the reaction mixture was allowed to stand at ambient temperature. The crystalline precipitates were collected by filtration, washed with toluene and recrystallized from tetrahydrofuran to give 4-hydroxy-N-(1-oxo-2,4,6cycloheptatrien-2-yl)-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-dioxide (0.47 g). mp: 230 C. (dec.). IR (Nujol): 3260, 1550, 1500, 1450, 1400, 1340, 1180 cm-1 NMR (DMSO-d6, delta): 7.00-7.47 (5H, m), 7.57 (1H, d, J=5 Hz), 8.17 (1H, d, J=5 Hz), 8.89 (1H, d, J=9 Hz), 10.53 (1H, brs).

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98827-44-2,Methyl 4-hydroxy-2H-thieno[2,3-e][1,2]thiazine-3-carboxylate 1,1-dioxide,its application will become more common.

Reference£º
Patent; Fujisawa Pharmaceutical Co., Ltd.; US4563453; (1986); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

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.

188614-01-9, 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)-

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,188614-01-9,Methyl 3-oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylate,its application will become more common.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/2992; (2004); 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

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%).

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; 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 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, 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] +

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, 37441-50-2,1,2-Thiazinane 1,1-dioxide, 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. 37441-50-2

6- (1, 1-Dioxo- [1, 2]-thiazinan-2-yl)-3-hydroxy-4-methoxy- pyridine-2-carboxylic acid 4-fluoro-benzylamide compound 62 To a solution of 3-benzyloxy-6-bromo-4-methoxy-pyridine-2- carboxylic acid 4-fluoro-benzylamide (44.5 mg, 0.1 mmol) in toluene (4 ml) were added 1, 4-butanesultam (16.2 mg, 0.12 mmol), cesium carbonate (65 mg, 0.2 mmol), CuI (1.9 mg, 0.01 mmol), 1, 10-phenanthroline (3.6 mg, 0.02 mmol). Under nitrogen, the mixture was stirred at 100’C overnight. After removal of the solvent under reduced pressure, the residue was dissolved into water (10 mL) and extracted with dichloromethane (3 x 10 mL), and the combined organic layers were dried over anhydrous sodium sulfate. Evaporation of the solvent under reduced pressure provided a residue, which was purified on silica gel column eluting with hexane and ethyl acetate (5: 5) to afford a white solid (45 mg). This product (40 mg) was deprotected using hydrogenolysis in methanol to provide the title compound (30 mg).. 1H NMR (400 MHz, CDC13) : 6 [ppm] 12.22 (s, 1H), 7.90 (br s, 1H), 7.30 (m, 2H), 7.07 (m, 3H), 4.58 (d, 2H), 3.92 (m, 5H), 3.13 (m, 2H), 2.30 (m, 2H), 1.89 (m, 2H). LC/MS : m/z 410.2 (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,37441-50-2,1,2-Thiazinane 1,1-dioxide,its application will become more common.

Reference£º
Patent; VIROCHEM PHARMA INC.; WO2005/42524; (2005); 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

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.

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, 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

A common heterocyclic compound, 1771-18-2,2-Methoxyphenothiazine, 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. 1771-18-2

38.1) 2-Methoxy-10H-phenothiazine-1-carbaldehyde: 4.6 g (20 mmol) of 2-methoxy-10H-phenothiazine are dissolved, under an argon atmosphere, in a three-necked flask, containing 140 ml anhydrous ethyl ether. 20 ml (50 mmol) of a solution of nBuLi (2.5 M) in hexane is then added dropwise, at 20 C. The reaction mixture is agitated for 3 hours at 20 C. before the dropwise addition of 6.2 ml (80 mmol) of anhydrous DMF. Agitation is maintained for another 15 hours at 20 C. The whole is then poured into 150 ml ice-cooled water and the product is extracted twice using 200 ml of ethyl acetate. The organic solution is washed with 100 ml of salt water, dried over MgSO4, filtered and concentrated under vacuum. The evaporation residue is taken up in diisopropyl ether, filtered and dried to produce a red solid with a yield of 30%. Melting point: 155-160 C., 1771-18-2

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2-Methoxyphenothiazine,1771-18-2,its application will become more common.

Reference£º
Patent; Societe de Conseils de Recherches et d’Applications Scientifiques (S.C.R.A.S.); US6482822; (2002); B1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

98827-44-2 A common heterocyclic compound, 98827-44-2,Methyl 4-hydroxy-2H-thieno[2,3-e][1,2]thiazine-3-carboxylate 1,1-dioxide, 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.

5.3 g of TNXK-3 and 20 ml of methanol were added to a reaction flask. Stir at room temperature. Separately add dimethyl sulfate 3.7 g methanol (5 ml) solution and 50% sodium hydroxide solution (5 ml). After the completion of the dropping, room temperature reaction 3 hours, cooling to 10 degrees, the water 50 ml dilution, use 10% hydrochloric acid to the PH is 3. Filtering, the filter cake after the water washing, drying, recrystallization with methanol, 60 degrees decompression drying, getting white solid 4.8 g, yield 86%.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,Methyl 4-hydroxy-2H-thieno[2,3-e][1,2]thiazine-3-carboxylate 1,1-dioxide,98827-44-2,its application will become more common.

Reference£º
Patent; Jiangxi Yong Tong Technology Co., Ltd.; Liu Zhongchun; (13 pag.)CN107141308; (2017); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

A common heterocyclic compound, 154127-41-0,2-(3-Methoxypropyl)-4-oxo-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonamide 1,1-dioxide, 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. 154127-41-0

Step I: (S)-3,4-Dihydro-4-hydroxy-2-(3-methoxy)propyl-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide-1,1-di oxide To a solution of the product of Step H (2.6 g, 7.34 mmol) in THF (30 mL) at -78 C. was added a solution of (+)-beta-chlorodiisopinocampheylborane (11.8 g, 36.7 mmol) in THF (10 mL). The reaction mixture was allowed to warm to -20 C. and kept at this temperature for 4 days. Diethanolamine (4.2 mL, 44 mmol) was added to the reaction mixture and the solution stirred for 30 min, diluted with EtOAc (150 mL), washed with water (2*50 mL) and brine (2*50 mL), dried (MgSO4), and evaporated to a syrup which was purified by column chromatography [silica; CH30 OH/CH2 Cl2 (20:1)] to give 2.4 g (92%) of the desired compound as a colorless foam.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,154127-41-0,2-(3-Methoxypropyl)-4-oxo-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonamide 1,1-dioxide,its application will become more common.

Reference£º
Patent; Alcon Laboratories, Inc.; US5378703; (1995); 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

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.

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; 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