Day: October 27, 2020

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. 272437-84-0,3-Oxo-3,4-dihydro-2H-1,4-benzothiazine-6-carboxylic acid, 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.272437-84-0

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

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 92-30-8,2-(Trifluoromethyl)-10H-phenothiazine, as follows.92-30-8

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, 64percent) and ortho-3a (34 mg, 21percent) 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.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 92-30-8, and friends who are interested can also refer to it.

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

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials.37441-50-2,A new synthetic method of this compound is introduced below.37441-50-2

4-Fluoro-2-(l ,1-dioxo-l lambda -[l,2]thiazinan~2-yl)bemonitrile. To a mixture of2,4-difluorobenzonitrile (10.0 g, 72 mmol) and l,l-dioxo-llambda6-[l,2]thiazin-2-ane (8.84 g, 65.4 mmol) in 1:1 tetrahydrofuran/dimethylformamide (40 mL) was added potassium carbonate (9.0 g, 65.4 mmol). The mixture was stirred at 90 0C for 18 h then filtered and concentrated. The residue was purified by flash chromatography (SiO2) eluting with 10%-50% ethyl acetate/hexanes followed by recrystallization from hot ethyl acetate/hexane to give the title compound as white needles (0.537 g, 3% yield). 1H NMR (500 MHz, CD3OD) 5 ppm: 7.70 (IH, dd, J= 8.8, 5.8 Hz), 7.30 (IH, dd, J= 8.8, 2.4 Hz), 7.15-7.12 (IH, m), 3.27 (2H, t, J= 5.3 Hz), 3.33 (2H, t, J= 6.1 Hz), 2.40-2.35 (2H, m), 2.05-2.01 (2H, m). LCMS (M+H) calcd for C11H16N2OF: 255.06; found: 255.19.

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, 1,2-Thiazinane 1,1-dioxide.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/64316; (2007); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

A common heterocyclic compound, 3080-99-7,3,4-Dihydro-2H-benzo[b][1,4]thiazine, 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. 3080-99-7

(3d) Potassium carbonate (5.2 g, 37.7 mmol) and methyl 4-(bromomethyl)benzoate (2.8 g, 12.6 mmol) were added to a solution of (3c) (1.9 g, 12.6 mmol) in 20 mL of anhydrous DMF. The reaction mixture was heated to 80 C. overnight. After cooling to rt, the solid was filtered off and rinsed with DMF. The filtrate was concentrated in vacuo and the residue was purified on silica gel column to provide methyl 4-(2,3-dihydro-4H-1,4-benzothiazin-4-ylmethyl)benzoate (3.02 g, 80%).

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3080-99-7,3,4-Dihydro-2H-benzo[b][1,4]thiazine,its application will become more common.

Reference£º
Patent; Duan, Jingwu; Jiang, Bin; Chen, Lihua; Lu, Zhonghui; Barbosa, Joseph; Pitts, William J.; US2003/229084; (2003); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

154127-42-1,A common heterocyclic compound, 154127-42-1,(S)-4-Hydroxy-2-(3-methoxypropyl)-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.

Compound (VII) (112g, 0.313 mol) was suspended in tetrahydrofuran (10 vol). Methanesulfonic anhydride (65.7g, 0.374 moles) was added in one lot and stirred. The reaction mixture was cooled to 0-50C and pyridine (2.5 vol) was added slowly over a period of 45 minutes. The reaction was monitored by TLC [Mobile phase dichloromethane: methanol, 9.5:0.5] for completion. As reaction product the intermediate compound (Vila) was obtained.To the above reaction mixture 70% aqueous ethylamine solution (400 ml, 10 vol) was added slowly at 0-5C. After the complete addition, the reaction mixture was stirred at 25-300C for 12.0 h. The reaction is monitored by TLC [Mobile phase dichloromethane: methanol, 9.5:0.5] for completion. The organic layer (ethylamine and tetrahydrofuran mixture) was distilled off completely below 500C under reduced pressure. The aqueous phase was acidified with concentrated hydrochloric acid and the pH adjusted to 3.0 at 15-25C. The aqueous phase was extracted with t-butyl methyl ether twice (2 x 2.0 vol) to remove any organic impurities if present. The t-butyl methyl ether layer was extracted with 1 N HCI solution and the layers separated.The aqueous layers were combined, treated with activated charcoal and heated at 65-700C. The contents were stirred at 65-700C for 30 minutes, filtered through hyflo supercel at 65-700C and washed with preheated water(65-700C). The filtrate was cooled to 25-30C and the pH was adjusted to 8 with solid sodium bicarbonate. The reaction mixture was stirred for 12 h for crystallization. If the crystallization did not occur, the reaction mass was filtered through a Bchner funnel, extracted with ethyl acetate (3 x 5.0 vol), dried over sodium sulphate and filtered. The organic layer was distilled completely (below 500C) under reduced pressure. The crude product was obtained as a pale yellow syrup, which was washed with hexane (4 x 1.0 vol) to yield a residue which crystallized to a solid on standing.Yield of crude compound (VIIl): 8Og (66.3%)

The chemical industry reduces the impact on the environment during synthesis, 154127-42-1,(S)-4-Hydroxy-2-(3-methoxypropyl)-3,4-dihydro-2H-thieno[3,2-e][1,2]thiazine-6-sulfonamide 1,1-dioxide,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; AZAD PHARMACEUTICAL INGREDIENTS AG; RAMAKRISHNAN, Arul; SONI, Anil Kumar; ADHIKARI, Sujit Das; RAO, Kommula Srinivasa; PAUL, Soumendu; SRINIVASULU, Ganta; WO2010/103115; (2010); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

37441-50-2,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.

(39) A mixture of 5-chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide 1-6 (56 mg, 0.10 mmol), 1,4-butanesultam (52 mg, 0.38 mmol), 8-hydroxyquinoline (6 mg, 0.040 mmol) and K2CO3 (50 mg, 0.36 mmol) in DMSO (1 mL) was degassed before being charged with CuI (10 mg, 0.052 mmol). The mixture in a sealed tube was heated at 130 C. overnight. The mixture was then purified by HPLC to give the titled compound (10 mg). MS 451.1 and 453.1 (M+H, Cl pattern)., 37441-50-2

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 37441-50-2 reaction routes.

Reference£º
Patent; Millennium Pharmaceuticals, Inc.; US2007/259924; (2007); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

Adding a certain compound to certain chemical reactions, such as: 3939-23-9,3-Bromo-10H-phenothiazine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 3939-23-9,3939-23-9

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).

According to the analysis of related databases, 3939-23-9, the application of this compound in the production field has become more and more popular.

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

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. 2-(Trifluoromethyl)-10H-phenothiazine,92-30-8, This compound has unique chemical properties. The synthetic route is as follows.,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.

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 92-30-8.

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

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 92-30-8,92-30-8

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.

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 92-30-8.

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

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

EXAMPLE 5 Reaction of 5-methyl-2-pyrrolidinone, 2-methoxyphenothiazine and phosphorus oxychloride in 1,2-dichloroethane according to the procedure of Example 4 affords 2-METHOXY-10-[5-METHYL-1-(5-METHYL-1-PYRROLIN-2-YL)-2-PYRROLIN-2-YL]PHENOTHIAZINE HYDROCHLORIDE (8.6% yield), m.p. 236.5-238.5 C. (corr.), from ethanol-ether.

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. 1771-18-2, other downstream synthetic routes, hurry up and to see.

Reference£º
Patent; Mead Johnson & Company; US3946004; (1976); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem