Heterocyclic Building Blocks-Thiomorpholine

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. 114525-81-4, name is (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. 114525-81-4

To a solution of Intermediate 3 (0.2g, 0.419 mmol) in DMF (5 mL), were added (R)-4- (teri-butoxycarbonyl)thiomorpholine-3-carboxylic acid (0.104 g, 0.419 mmol) and 2-(3H- [1 ,2,3]triazolo[4,5-b]pyridin-3-yl)-l , 1 ,3,3-tetramethylisouronium hexafluorophosphate(V) (0.191 g, 0.503 mmol) at an ambient temperature. After stirring for 12 h, the reaction was extracted with ethyl acetate. The organic extract was dried over MgSO4 and concentrated under reduced pressure to give Compound 454 and was treated with 4.0 M HQ in dioxane (5mL). After 5 h, the reaction was concentrated under reduced pressure, neutralized with 2.0 M NaOH and then extracted with ethyl acetate. The organic layer was dried over MgS04 and concentrated under reduced pressure to give the crude title compound, which was used for the next step without further purification (0.169 g, 66.9 ). LCMS m/z = 606.50.10 [M+H]+., 114525-81-4

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 114525-81-4, we look forward to future research findings about .

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; TRAN, Thuy-Anh; BLACKBURN, Anthony C.; KRAMER, Bryan A.; NAGURA, Maiko; SAGE, Carleton R.; SHIN, Young-Jun; ZOU, Ning; WO2013/70657; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Thiomorpholine 1,1-dioxide, A common heterocyclic compound, 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., 39093-93-1

6-bromo-2,2-dimethylbenzofuran-3-one (0.45 g, 2 mmol)And 1,1-dioxothiomorpholine (0.3g,2mmol) was dissolved in 1,2-dichloroethane (30mL),Sodium triacetylborohydride (1 g, 20 mmol) was added.Stir at room temperature for 8 hours. The reaction solution was concentrated to dryness.Purified by silica gel column chromatography,A white solid (0.5 g, 85percent) was obtained.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 39093-93-1. We look forward to the emergence of more reaction modes in the future.

Reference£º
Patent; Shanghai Xiangjin Biological Technology Co., Ltd.; Sun Fang; Zhan Youni; (53 pag.)CN108341814; (2018); A;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Adding a certain compound to certain chemical reactions, such as: Thiomorpholine 1,1-dioxide, cas is 39093-93-1,the Thiomorpholine compound, 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 39093-93-1,the Thiomorpholine, compound., 39093-93-1

To a well stirred suspension of thiomorpholine 1,1 -dioxide (0.36 g, 2.7 mmol) and potassium carbonate (0.37 g, 2.7 mmol) in acetone (5 mL) was added l-bromo-4- chloromethyl-benzene (0.50 g, 2.4 mmol). The mixture was stirred for 48 hours at room temperature. The mixture was filtered and the volatiles were evaporated. The residue was suspended in ether (100 mL), filtered and evaporated to a solid. The material was purified via chromatography utilizing an ISCO automated purification apparatus (24 g silica gel column 10percent – >;100percent ethyl acetate in hexane). 4-(4-Bromo-benzyl)-thiomorpholine 1,1- dioxide was isolated as a white solid (0.72 g, 97percent). 1H NMR (400 MHz, CDCl3, delta, ppm): 7.47 (d, J=7.6 Hz, 2H), 7.19 (d, J=7.7 Hz, 2H), 3.60 (s, 2H), 3.08-2.94 (m, 8H). MS = 304, 306 (MH)+.

If you are interested in these compounds, 39093-93-1, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference£º
Patent; CEPHALON, INC.; CURRY, Matthew A.; DORSEY, Bruce D.; DUGAN, Benjamin J.; GINGRICH, Diane E.; MESAROS, Eugen F.; MILKIEWICZ, Karen L.; WO2010/141796; (2010); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

39093-93-1, 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. Thiomorpholine 1,1-dioxide, cas is 39093-93-1,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

g) (1,1-Dioxo-1,6-thiomorpholin-4-yl)-{6-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-pyridin-3-yl}-methanone; To a solution of 6-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-nicotinic acid (250 mg, 0.73 mmol) in THF (6.6 mL) was added 1-hydroxybenzotriazole hydrate (113 mg, 0.73 mmol), N-ethyldiisopropylamine (317 ul, 1.82 mmol), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (142 mg, 0.73 mmol) and thiomorpholine 1,1-dioxide (98.1 mg, 0.73 mmol). The reaction mixture was stirred overnight at room temperature. Evaporation of the mixture followed by chromatography (silica, dichloromethane_methanol=1:0 to 9:1) afforded the title compound (0.27 g, 80percent) as a white solid. MS: m/e=462.3 [M+H]+., 39093-93-1

If you are interested in these compounds, 39093-93-1, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference£º
Patent; Buettelmann, Bernd; Gabriel, Stephen Deems; Hanlon, Steven Paul; Jakob-Roetne, Roland; Lucas, Matthew C.; Spurr, Paul; Thomas, Andrew; Waldmeier, Pius; US2010/256127; (2010); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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. 39093-93-1, name is Thiomorpholine 1,1-dioxide. 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. 39093-93-1

Production Example 4 Compound J7-4 9-(4-Isopropyl-piperazin-1-yl)-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile [0519] trifluoro-methane sulfonic acid 3-cyano-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-8-yl ester (Compound B1, 30 mg, 0.069 mmol) was dissolved in 1,4-dioxane (1 mL), added with thiomorpholine 1,1-dioxide (19 mg, 2 eq.), Pd2dba3 (6.3 mg, 0.1 eq.), BINAP (8.6 mg, 0.2 eq.) and K3PO4 (29 mg, 2 eq.), and stirred at 100¡ã C. all night and all day. The reaction solution was poured into water, and then extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the Compound B2-10 (8-(1,1-dioxothiomorpholino)-6,6-dimethyl-11-oxo-6,11 dih dro-5H-benzo b carbazole-3-carbonitrile) (white powder, 2.1 mg, 7percent)), the title compound was synthesized from the Compound J6 and 1-isopropyl-piperazine. [0521] 1H-NMR (270 MHz, DMSO-d6) delta: 12.80 (1H, s), 8.33 (1H, d, J=7.6 Hz), 8.02 (1H, s), 7.66 (3H, m), 7.33 (1H, d, J=8.2 Hz), 3.21 (4H, br), 2.66 (5H, m), 1.72 (6H, s), 1.02 (6H, d, J=6.3 Hz). [0522] LCMS: m/z 413 [M+H]+ [0523] HPLC retention time: 1.38 minutes (analysis condition S)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 39093-93-1, we look forward to future research findings about .

Reference£º
Patent; Furumoto, Kentaro; Shiraki, Koji; Hirayama, Tomoaki; US2013/143877; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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. 39093-93-1, name is Thiomorpholine 1,1-dioxide. 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. 39093-93-1

A solution of MuomicronetaiotaomicronphiIotaiotaomicronGammaetaepsilon 1,1-dioxide (1.0 g, 7.40 mmol) in DCM (30 mL) was added dropwise over 20 min to a cooled (0 ¡ãC) and argon flushed mixture of 2-bromoacetyl bromide (970 L, 11.10 mmol) and K3PO4 (3.93 g, 18.5 mmol) in DCM (20 mL) and the mixture was stirred at RT overnight. The reaction mixture was diluted with DCM (50 mL) and quenched with aq. 0.5 M HC1 (10 mL). Water (50 mL) and brine (50 mL) were added and the layers were separated. The aqueous layer was extracted with DCM (50 mL) and the combined organic layers were washed with aq. 10percent KHCO3 (100 mL) and brine (50 mL), dried over Na2S04(s) and concentrated to dryness. The residue was triturated with Et20 (50 mL) for 30 min. The solid material was filtered off, washed with some Et20 and dried under reduced pressure to afford 2-bromo-l-(l,l- dioxidothiomo holino)ethanone (1.20 g, 4.69 mmol, 63percent). LCMS: calculated for [M+H]+= 256.1/258.1, found 256.0/258.0.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 39093-93-1, we look forward to future research findings about .

Reference£º
Patent; GRUeNENTHAL GMBH; RATCLIFFE, Paul; KONETZKI, Ingo; SITNIKOV, Nikolay; KOCH, Thomas; JOSTOCK, Ruth; (121 pag.)WO2019/12037; (2019); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

39093-93-1, 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. Thiomorpholine 1,1-dioxide, cas is 39093-93-1,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

Preparation 75 4-(3-Methoxy-4-nitrobenzyl)thiomorpholine-1,1-dioxide Thiomorpholine 1,1-dioxide (0.242 g, 1.788 mmol) and triethylamine (0.19 mL, 1.341 mmol) were added to a solution of 4-(bromomethyl)-2-methoxy-1-nitrobenzene (Preparation 74, 0.22 g, 0.894 mmol) in THF (2.2 mL). The reaction mixture was stirred overnight at room temperature before being concentrated under reduced pressure and purified via Biotage silica gel column chromatography eluting with (DCM/EtOAc 99/1 to 90/10) to afford the title product as a white solid (242 mg, 90percent). 1H NMR (500 MHz, CDCl3): delta 3.00-3.04 (m, 4H), 3.09-3.12 (m, 4H), 3.71 (s, 2H), 3.98 (s, 3H), 7.01 (m, 1H), 7.09 (m, 1H), 7.84 (d, J=8.2 Hz, 1H). LC (Method C)-MS (ESI, m/z) tR 2.03 min, 301 [(M+H+), 100percent].

If you are interested in these compounds, 39093-93-1, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; Bavetsias, Vassilios; Atrash, Butrus; Naud, Sebastien Gaston Andre; Sheldrake, Peter William; Blagg, Julian; US2013/345181; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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.114525-81-4, (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid it is a common compound, a new synthetic route is introduced below., 114525-81-4

To a solution of Intermediate 3 (0.2g, 0.419 mmol) in DMF (5 mL), were added (R)-4- (teri-butoxycarbonyl)thiomorpholine-3-carboxylic acid (0.104 g, 0.419 mmol) and 2-(3H- [1 ,2,3]triazolo[4,5-b]pyridin-3-yl)-l , 1 ,3,3-tetramethylisouronium hexafluorophosphate(V) (0.191 g, 0.503 mmol) at an ambient temperature. After stirring for 12 h, the reaction was extracted with ethyl acetate. The organic extract was dried over MgSO4 and concentrated under reduced pressure to give Compound 454 and was treated with 4.0 M HQ in dioxane (5mL). After 5 h, the reaction was concentrated under reduced pressure, neutralized with 2.0 M NaOH and then extracted with ethyl acetate. The organic layer was dried over MgS04 and concentrated under reduced pressure to give the crude title compound, which was used for the next step without further purification (0.169 g, 66.9 ). LCMS m/z = 606.50.10 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 114525-81-4, and friends who are interested can also refer to it.

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; TRAN, Thuy-Anh; BLACKBURN, Anthony C.; KRAMER, Bryan A.; NAGURA, Maiko; SAGE, Carleton R.; SHIN, Young-Jun; ZOU, Ning; WO2013/70657; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – 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. 39093-93-1, name is Thiomorpholine 1,1-dioxide. This compound has unique chemical properties. The synthetic route is as follows. 39093-93-1

Step 1: (1,1-Dioxidothiomorpholin-4-yl)acetonitrile; 2.66 g (19.3 mmol) of potassium carbonate were added to a solution of 1.74 g (12.8 mmol) of thiomorpholine 1,1-dioxide [E. S. Lazer et al., J. Med. Chem. 2007, 37 (7), 913-923] and 1.69 g (14.1 mmol) of bromoacetonitrile in 30 ml of acetonitrile, and the mixture was stirred for 16 h at 60¡ã C. After cooling, precipitated salts were filtered off and the filtrate was evaporated to dryness on a rotary evaporator. The residue obtained was purified by MPLC (silica gel, mobile phase: cyclohexane/ethyl acetate 1:1). 2.03 g (91percent of theory) of the title compound were obtained.1H-NMR (400 MHz, CDCl3, delta/ppm): 3.61 (s, 2H), 3.13 (s, 8H).MS (DCI, NH3): m/z=192 [M+NH4]+.GC/MS (method I, EIpos): Rt=6.66 min, m/z=174 [M]+.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 39093-93-1, we look forward to future research findings about .

Reference£º
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/312930; (2011); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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.20196-21-8, Thiomorpholin-3-one it is a common compound, a new synthetic route is introduced below., 20196-21-8

Preparation 6 4-Benzylthiomorpholin-3-one Under a nitrogen atmosphere in a flame-dried flask, sodium hydride (4.65 g, 0.105 mol, 54% oil dispersion) was added to 150 mL of anhydrous dimethylformamide (DMF), and the suspension was cooled to 0 C. Thiomorpholin-3-one (11.7 g, 0.1 mol) was added in portions over 30 minutes with stirring. After gas evolution had stopped (ca. 30 minutes), benzyl chloride (12.1 g, 0.105 mol) in DMF (50 mL) was added and stirring was continued at room temperature overnight. The reaction was then warmed to 80 C. for 15 minutes and cooled. Water (250 mL) was added and the mixture was extracted with chloroform which was dried (MgSO4) and concentrated in vacuo to an oil. The oil was triturated with ethyl ether (Et2O) and cooled by dry ice to give the product, 12.75 g as a solid, m.p. 60-42 C. Recrystallization of 5 g from 100 mL of Et2O gave 3.5 g of pure product, m.p. 62-43 C. along with a second crop of 0.75 g with m.p. 62-43 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 20196-21-8, and friends who are interested can also refer to it.

Reference£º
Patent; Pfizer INC; US6423708; (2002); B1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem