Category: 39093-93-1

39093-93-1, 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

Example 224-(1,1-Dioxo-thiomorpholine-4-carbonyl)-2-methyl-2H-pyrazole-3-carboxylic acid (2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-amideA mixture of 1-methyl-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid (100 mg, 276 mumol), thiomorpholine-1,1-dioxide (44.8 mg, 331 mumol), diisopropylethylamine (145 mul, 828 mumol) and propylphosphonic anhydride (50percent in ethyl acetate, 407 mul, 690 mumol) in tetrahydrofurane (7.00 ml) is stirred for 4 hours at 70¡ã C. and then for 60 hours at 25¡ã C. under nitrogen atmosphere.The solvent is evaporated and to the residue is added sat. aqueous sodium hydrogencarbonate solution.The mixture is stirred for 20 minutes while a white solid precipitates.The solid is collected by filtration, washed with diethylether and dried affording 4-(1,1-dioxo-thiomorpholine-4-carbonyl)-2-methyl-2H-pyrazole-3-carboxylic acid (2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-yl)-amide (112 mg, 84.7percent) as a white solid. mp.: >250¡ã C. MS: m/z=480.2 (M+H+).

According to the analysis of related databases, 39093-93-1, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; Flohr, Alexander; Gobbi, Luca; Groebke Zbinden, Katrin; Koerner, Matthias; Peters, Jens-Uwe; US2012/142665; (2012); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – 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. 39093-93-1, name is Thiomorpholine 1,1-dioxide. A new synthetic method of this compound is introduced below. 39093-93-1

Step 2 Preparation of (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-((2-(1,1-dioxidothiomorpholino)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)octadecahydro-1H-cyclopenta[a]chrysen-9(5bH)-one To a solution of (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-(aziridin-1-yl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)octadecahydro-1H-cyclopenta[a]chrysen-9(5bH)-one (4.0 g, 8.85 mmol) and thiomorpholine 1,1-dioxide (4.79 g, 35.4 mmol) in toluene (30 mL) was added boron trifluoride diethyl etherate (1 mL in 100 mL of toluene, 10 mL) forming a yellow suspension. The mixture was sonicated for 2 min, then stirred at RT for 5 days. The reaction mixture was diluted with EtOAc (200 mL), washed with NaHCO3 (200 mL), dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by a silica gel column (160 gm) eluted with 20-50percent of EtOAc/Hexane to give desired ketone (2.95 g, 57percent) as a solid. MS: m/e 587.5 (M+H)+, 2.39 min (method 4). 1H NMR (400 MHz, CHLOROFORM-d) delta 4.74-4.70 (m, 1H), 4.62-4.59 (m, 1H), 3.11-2.99 (m, 7H), 2.72-2.36 (m, H), 1.98-0.82 (m. 23H), 1.69 (s, 3H), 1.08 (s, 6H), 1.04 (s, 3H), 0.98 (s, 3H), 0.95 (s, 3H).

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; BRISTOL-MYERS SQUIBB COMPANY; Swidorski, Jacob; Meanwell, Nicholas A.; Regueiro-Ren, Alicia; Sit, Sing-Yuen; Chen, Jie; Chen, Yan; US2013/210787; (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

B. Synthesis of 5?-O-DMT-3?-O-[methyl-(N,N-diisopropyl)]-phosphoramidite-2?-O-thiomorpholino-1, 1-dioxidethionocarbamateuridine. 3?-5?-tetraisopropyldisiloxane Uridine (ChemeGenes), 10 mmol, 4.8 grams was dissolved in 100mls of anhydrous acetonitril in a 500 ml roundbottom flask fitted with a serum stopper. To the reaction 1.9 grams of1, 1?-thiocarbonyldiimidazole (Aldrich) was added with 0.2 grams of 4-(dimethyl)aminopyridine. The reaction washeated using a heat gun and stirred until the reagents had dissolved and the solution was clear. The reaction wasallowed to stir overnight (12 hours). After 12 hours, the reaction mixture was a slurry of crystals. The crystals wereisolated by filtration through a medium sintered glass funnel. The product was washed with cold acetonitrile anddried under vacuum. TLC analysis confirmed that the product was a single species giving 5.97 grams of product(100percent) ESI-Q-TOF mass spectroscopy analysis confirmed the product as the 5?,3?-O-(tetraisopropyldisiloxane-1,3-diyl)-2?-thionoimidazole with a mass of M+1, 598.12 m/e. The product was redissolved in 100 ml of anhydrousacetonitrile by heating using a heat gun. To the reaction was added 11 mmol of thiomorpholine-1, 1-dioxide (TCIAmerica) and 1.1 mmol of 4-(dimethyl)aminopyridine. The reaction was stoppered and stirred for 12 hours. After 12hours, the reaction mixture was a slurry of crystals. The crystals were isolated by filtration through a medium sinteredglass funnel. The product was washed with cold acetonitrile and dried under vacuum. TLC analysis confirmed thatthe product was a single species giving 6.61 grams of product (99percent). ESI-Q-TOF mass spectroscopy analysisconfirmed the product as the 5?,3?-O-(tetraisopropyldisiloxane-1, 3-diyl)-2?-O-thiomorpholino-1, 1-dioxidethionocarbamatewith a mass of M+1, 664.21 m/e. Hydrogen fluoride-pyridine complex (HF:Py 7:3, 7 mL) was carefully toice-cold solution of pyridine (8 mL) in acetonitrile (46.5 mL). The pyridine-HF reagent so formed (32 mL) was thentransferred to the flask with 5?, 3?-O-(tetraisopropyldisiloxane-1,3-diyl)- 2?-O-thiomorpholino-1, 1-dioxidethionocarbamateprotected uridine (10 mmole), and the mixture was stirred at room temperature for 2 hours. The reactionwas quenched with 5percent solution of calcium chloride in water (300 mL). Crude product was extracted with EtOAc(3-5 times), and dried with anhydrous Na2SO4. After filtration organic layer was concentrated to a viscous oil giving3.4 grams (80percent yield) of product shown as a single spot by TLC with a confirmed identity of the 2?-O-thiomorpholino-1, 1-dioxidethionocarbamate protected uridine by ESI-Q-TOF mass spectroscopy with a mass of M+ 1, 422.10 m/e.2?-O-thiomorpholino-1, 1-dioxidethionocarbamate protected uridine (8.0 mmole) was redissolved in anhydrous THF(80 mL), 2,4,6-collidine (60 mmole) and dimethoxytrityl chloride (10.0 mmole) were added, and the mixture wasstirred at room temperature until TLC (CHCl3/MeOH 9:1) showed full disappearance of nucleoside substrate (16-24hours). 2,4,6-Collidine (8.0 mmole) and 1-methylimidazole (4.0 mmole) were added in one portion and N,N-diisopropylmethylphosphonamidicchloride (20 mmol) was added slowly to the reaction mixture over 10-15 minutes. Thereaction mixture was then stirred for another 2 hours. The solvent was removed in vacuo, and the crude productwas purified by column chromatography using hexanes with a gradient of EtOAc (0-50percent).

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; Agilent Technologies, Inc.; Dellinger, Douglas J.; Sierzchala, Agnieska; Turner, John; Myerson, Joel; Kupihar, Zoltan; Ferreira, Fernando; Caruthers, Marvin H.; EP2476689; (2015); B1;,
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.39093-93-1, Thiomorpholine 1,1-dioxide it is a common compound, a new synthetic route is introduced below., 39093-93-1

Example 1 Step 3: (1,1-Dioxo-thiomorpholin-4-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1-(2,2,2-trifluoro-ethyl)-1H-indol-2-yl]-methanone A mixture of 5-(1-isopropyl-piperidin-4-yloxy)-1-(2,2,2-trifluoro-ethyl)-1H-indole-2-carboxylic acid, hydrochloric salt with one equivalent of lithium chloride (650 mg, 1.0 eq.), 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethylurunium tetrafluoroborate (563 mg, 1.2 eq.), thiomorpholine-1,1-dioxide (purchased at Syntec, ref. M1201) and diisopropylethylamine (1.22 mL, 5 eq.) in dimethylformamide was stirred at room temperature for 24 h and then partitioned between an aqueous solution of sodium hydrogenocarbonate and ethyl acetate. The aqueous layer was extracted with ethyl acetate and the combined organic layers were washed with water and brine, dried over sodium sulfate, filtered, evaporated in vacuo and purified on silica eluting with dichloromethane/methanol/ammoniac. One fraction was isolated and dried in vacuo, to yield 468 mg (66percent) of the desired product as off-white solid. MS (m/e): 502.5 (MH+, 100percent). ; Example20 Step 4: (1,1-Dioxo-1lambda6-thiomorpholin-4-yl)-(5-hydroxy-1-isopropyl-1H-indol-2-yl)-methanone In analogy to the procedure described for the synthesis of example 1, step 3, the title compound was synthesised from 5-Hydroxy-1-isopropyl-1H-indole-2-carboxylic acid (Example 20, step 3) and thiomorpholine-1,1-dioxide (purchased at Syntec, ref. M1201). The desired product was obtained in a yield of 75percent as white solid. MS (m/e): 335.5 (M-H, 100percent)., 39093-93-1

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; Nettekoven, Matthias; Plancher, Jean-Marc; Richter, Hans; Roche, Olivier; Rodriguez Sarmiento, Rosa Maria; Taylor, Sven; US2007/123526; (2007); A1;,
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 mixture of 1-bromo-4- (bromomethyl) benzene (500 mg, 2.00 mmol) and thiomorpholine 1, 1-dioxide (513 mg, 2.99 mmol) was added THF (10 mL) and triethylamine (0.84 mL) in turn. After the mixture was stirred at rt for 15 h, the raw materail was consumed monitored by TLC. The reaction mixture was diluted with EtOAc (200 mL) and washed with saturated aqueous NaCl (50 mL) three times. The combined organic layers were concentrated in vacuo. The residue was purified by silica gel column chromatography eluted with PE/EtOAc (v/v) 3/1 to give a white solid product (310 mg, 50.9) .[0893]MS (ESI, pos. ion) m/z: 304.1 [M+1]+ and[0894]1H NMR (400 MHz, CDCl3) : delta (ppm) 7.46 (d, J 8.4 Hz, 2H) , 7.19 (d, J 8.4 Hz, 2H) , 3.59 (s, 2H) , 3.07-3.05 (m, 4H) , 2.98-2.95 (m, 4H)

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; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; ZHANG, Yingjun; CHENG, Changchung; HUANG, Jiuzhong; BAI, Shun; REN, Xingye; LI, Zhi; ZHOU, Youbai; (368 pag.)WO2016/615; (2016); A1;,
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 solution of tert-butyl 4-((lR,3aR,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)- 5a,5b,8,8,l la-pentamethyl-3a-(2-oxoethyl)-l-(prop-l-en-2-yl)- 2,3,3a,4,5,5a,5b,6,7,7a,8,l l,l la,l lb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)benzoate (50 mg, 0.082 mmol) in DCE (2 mL) was added acetic acid (0.014 mL, 0.245 mmol) and thiomorpholine 1,1-dioxide (25.4 mg, 0.188 mmol). The mixture became cloudy at first but turned into clear solution 10 min later. The mixture was stirred at RT for 2 hours. Sodium triacetoxyborohydride (86 mg, 0.408 mmol) was added, and the stirring was continued for 72 hours. The resulting mixture was diluted with saturated NaHCC (7 mL) and extracted with dichloromethane (3 x 7 mL). The combined organic layers were dried over anhydrous a2S04. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The crude product was purified on silica gel column, eluted with mixtures of hexane/acetone first, followed by MeOH/CLkCh to afford the title compound as a white solid (50 mg, 83percent). MS: m/e 732.73 (M+H)+, 3.01 min (method 6). NMR (400MHz, CHLOROFORM-d) delta 7.93 – 7.83 (m, 2H), 7.23 – 7.09 (m, 2H), 5.30 – 5.25 (m, 1H), 4.71 (d, J=2.0 Hz, 1H), 4.62 – 4.58 (m, 1H), 3.36 – 3.29 (m, 4H), 3.13 – 3.06 (m, 4H), 3.06 – 3.00 (m, 2H), 2.54 – 2.37 (m, 2H), 2.11 (dd, J=17.2, 6.4 Hz, 1H), 2.00 – 1.78 (m, 3H), 1.74 (m, 4H), 1.70 (s, 3H), 1.67 – 1.62 (m, 2H), 1.60 (s, 9H), 1.56 – 1.17 (m, 11H), 1.11 – 1.08 (m, 3H), 1.07 – 1.03 (m, 2H), 1.01 (s, 3H), 0.99 (s, 3H), 0.93 (s, 6H).

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; BRISTOL-MYERS SQUIBB COMPANY; SIT, Sing-Yuen; CHEN, Jie; CHEN, Yan; SWIDORSKI, Jacob; REGUEIRO-REN, Alicia; MEANWELL, Nicholas A.; (109 pag.)WO2016/77572; (2016); 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.39093-93-1, Thiomorpholine 1,1-dioxide it is a common compound, a new synthetic route is introduced below., 39093-93-1

1,3-dibromobenzene (1.6g, 6.81mmol),thiomorpholine dioxide (300mg, 2.22mmol) BINAP (300mg, 0.48mmol), cesium carbonate (2.5g, 23.67mmol) and palladiumacetate (150mg) were dissolved in 10mL dry toluene in a 50mL single-neck flask. The reaction solution washeated to 90¡ãC under argon atmosphere and stirred for 18 hours. After completion of the reaction, the reaction solutionwas filtered, the filtrate was evaporated to dryness under reduced pressure, and the residue was purified by columnchromatography to give 90mg product, which was directly used in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 39093-93-1, and friends who are interested can also refer to it.

Reference£º
Patent; Shanghai Pharmaceuticals Holding Co., Ltd.; XIA, Guangxin; LI, Di; ZUO, Hongjian; WU, Guangsheng; DUAN, Lingjun; ZHANG, Jing; MAO, Yu; LIU, Yanjun; (152 pag.)EP3424928; (2019); 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

5-bromo-2-chloromethyl-pyridine (486mg, 2mmol) and thiomorpholine 1,1-dioxide (406mg, 3mmol) was dissolved in N, N- dimethylformamide (10ml) and then potassium carbonate (986mg, 7mmol), the reaction was stirred for 12 hours at room temperature, 100ml of water was added to the reaction mixture was cooled, (100ml * 3) and extracted with ethyl acetate, then with saturated sodium chloride solution (100ml * 2), dried the organic phase was dried over anhydrous magnesium sulfate filtered, and concentrated under reduced pressure to give 1- (5-bromo – pyridin-2-ylmethyl) – (1,1-dioxo – thiomorpholine) – piperazine (499 mg of the , white solid), yield: 81.8percent.

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; SHANGHAI CDYMAX PHARMACEUTICALS CO., LTD; An, Xiaoxia; Bie, Pingyan; Liu, Jun; Yang, Wuli; (42 pag.)CN103360407; (2016); B;,
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

Preparation 14 4-(4-bromobenzyl)thiomorpholine 1,1-dioxide A mixture of thiomorpholine 1,1-dioxide (270 mg, 2.0 mmol) in DMF (10 ml) was prepared at room temperature and sodium hydride (60 wt percent in oil, 96 mg, 2.40 mmol) added in one portion and the mixture stirred at room temperature for 1 h. 1-Bromo-4-(bromomethyl)benzene was then added in one portion and the mixture stirred overnight for 17.5 h under argon. The mixture was then quenched with saturated aqueous ammonium chloride solution (10 ml) and diluted with ethyl acetate (30 ml). The mixture was partitioned and the aqueous layer removed. The organic layers were then washed with 5percent aqueous lithium chloride solution (2*10 ml), brine (10 ml), dried over magnesium sulphate and the solvent removed under reduced pressure. The crude product was then purified by column (0-5percent methanol/dichloromethane) to afford 4-(4-bromobenzyl)thiomorpholine 1,1-dioxide as a colourless solid (283 mg, 0.93 mmol, 47percent). 1H NMR (500 MHz; CDCl3) delta 2.98 (brs, 4H), 3.06 (brs, 4H), 3.60 (s, 2H), 7.20 (d, 2H, J=8.1 Hz), 7.47 (d, 2H, J=8.3 Hz) ppm. Purity by LCMS (UV Chromatogram, 190-450 nm) 95percent, rt=5.0 min, m/z 306 (M+H)+

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; Gilbert, Ian Hugh; Norcross, Neil; Baragana Ruibal, Beatriz; Porzelle, Achim; US2015/45354; (2015); A1;,
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

1-acetyl-6-bromoindolin-3-one (1 g, 4 mmol)And 1,1-dioxothiomorpholine (0.7g, 4mmol) dissolved In 1,2-dichloroethane (30 mL),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 (0.92 g, 92percent) was obtained., 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; Shanghai Xiangjin Biological Technology Co., Ltd.; Sun Fang; Zhan Youni; (53 pag.)CN108341814; (2018); A;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem