Category: 39093-93-1

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

39093-93-1, 4-bromodeacetyl colchicine (59 mg, 0.14 mmol) was dissolved in dichloromethane (1.2 mL). Thiophosgene (0.011 mL, 0.14×1.05 mmol) and triethylamine (0.047 mL, 0.14×2.4 mmol) were added, and stirred at room temperature for 2 hours. Thiomorpholine-1,1-dioxide (38 mg, 0.14×2 mmol) was added, and stirred at room temperature overnight. The solvent was distilled off after the reaction. The residue was purified by Silica gel column chromatography (Biotage Isolera One, SANP 10 g, chloroform/methanol) to obtain title compound (a yellow solid, 78 mg, 90.8percent) .

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; CHIBA UNIVERSITY; YAKULTHONSHA COMPANY LIMITED; TAKAYAMA, HIROMITSU; YASOBU, NAOKO; KITAJIMA, MARIKO; YAEGASHI, TAKASHI; MATSUZAKI, TAKESHI; NAGAOKA, MASATO; HASHIMOTO, SHUSUKE; NISHIYAMA, HIROYUKI; SUGIMOTO, TAKUYA; ONO, MASAHIRO; (176 pag.)JP5829520; (2015); B2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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

7-Bromo-isochroman-4-one (0.45 g, 2 mmol) and 1,1-dioxothiomorpholine (0.3 g, 2 mmol) were dissolved in 1,2-dichloroethane (30 mL) and added Sodium triacetoxyborohydride (1 g, 20 mmol) was stirred 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.

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; Shanghai Xiangjin Biological Technology Co., Ltd.; Sun Fang; Zhan Youni; (53 pag.)CN108341814; (2018); A;,
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

Dissolved a mixture of 1 ,4-dibromobenzene (10.014 g, 42.4 mmol) and thiomorpholine 1,1- dioxide (5.16 g, 38.2 mmol) in dioxane (150 mL), then added Pd(OAc)2 (959 mg, 4.24 mmol), BINAP (racemic) (2.64 g, 4.24 mmol), and Cs2C03 (41.48 g, 127 mmol). The reaction mixture was degassed several times then connected to a reflux condensor under nitrogen and heated to 100 ¡ãC for overnight. The reaction was cooled to RT then filtered through celite, and washed with EtOAc. The resulting solution was concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel (0-50percent EtOAc in hexanes) to yield 6.45 g (50percent) of the desired 4-(4-Bromophenyl)thiomorpholine 1 , 1 -dioxideas a light yellow solid. MS(ES,m/z):292.1 (M + 1)., 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; MERCK SHARP & DOHME CORP.; STACHEL, Shawn; FU, Jianmin; XU, Shimin; PAONE, Daniel; LI, Jing; GINNETTI, Anthony; Lim, John; WO2015/51479; (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

To a solution of 6-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid (99 mg, 0.33 mmol (69 mg, 0.2 mmol)) in DMF (300 mu.) were added 2-(lH-benzotriazole-l-yl)-l, 1,3,3- tetramethyluronium tetrafluoroborate (71 mg, 0.22 mmol), Nu,Nu-diisopropyl ethyl amine (171 mu, 1.0 mmol) and thiomorpholine-S,S-dioxide (17.3 mu, 0.22 mmol). The resulting reaction mixture was stirred for 1 h at room temperature. Concentration and purification by chromatography (Si02, heptane:ethyl acetate = 100:0 to 1: 1) afforded the title compound (73 mg, 55%) as a white solid. MS: m/e = 446.1 [M+H]+.

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Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; DOTT, Pascal; GRASSMANN, Olaf; KAMMERER, Michael; MANNS, Joachim; SCHWITTER, Urs; THOMAS, Andrew; WYTTENBACH, Nicole; WO2013/57124; (2013); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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

Into a 250-mL round-bottom flask, was placed a solution of (2S)-4-[(tert-butyldiphenylsilyl)oxy]-2-[[4-(4-fluorophenyl)phenyl]formamido]butanoic acid (2 g, 3.60 mmol, 1.00 equiv) in tetrahydrofuran (50 mL), DEPBT (1.62 g, 5.41 mmol, 1.50 equiv). This was followed by the addition of imidazole (370 mg, 5.44 mmol, 1.50 equiv). stirred for 40 min at 0¡ã C. To this was added a solution of thiomorpholine-1,1-dioxide (890 mg, 6.58 mmol, 1.50 equiv) in tetrahydrofuran (20 mL) dropwise with stirring at 0¡ã C. in 30 min. The resulting solution was stirred for 16 h at 25¡ã C. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 50 mL of H2O. The resulting solution was extracted with 3¡Á50 mL of ethyl acetate and the organic layers combined. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:1). This resulted in 2 g (82percent) of (1) as a off-white solid.

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; Imago Biosciences, Inc.; Rienhoff, JR., Hugh Y.; McCall, John M.; Clare, Michael; Celatka, Cassandra; Tapper, Amy E.; (226 pag.)US2016/237043; (2016); 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

A 5 mL jiW tube equipped with a stir bar was charged with 250 mg of tert-butyl (R)-5-bromo-3-((methyl((S)-5 ,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-3 ,4-dihydroisoquinoline-2( 1H)-carboxylate(0.514 mmol, 1 equiv), 90.0 mg of thiomorpholine 1,1-dioxide (0.668 mmol, 1.3 equiv), 48.0mg of BNAP(0.077 mmol, 0.15 equiv), 0.25 1 g of Cs2CO3 (0.771 mmol, 1.5 equiv), and 24.0mg of Pd2(dba)3 (0.026mmol, 0.05 equiv) and the system was set under Ar atmosphere by flashing through Ar for 1 h. Then 2.57mL of dioxane (degassed by bubbling through Ar for 1 h) was added. After stirring at 140¡ãC for 3 h in thejiW reactor (normal power), EA was added and the suspension was filtered through celite plug. The cmde product was purified on silica gel column using 0-100percent EA in hexanes as eluent affording 252 mg (91percent) of the product 15. 1H NMR (400 MHz, CDCl3) 8.28 (s, 1H), 7.35 (d, J = 7.6 Hz, 1H), 7.11 (t, J = 7.8 Hz, 1H), 7.07-6.99 (m, 1H), 6.91 (d, J = 7.6 Hz, 1H), 6.80- 6.72 (m, 1H), 4.70 (br s, 0.5H), 4.58 (d, J = 17.1Hz, 1H), 4.50 (br s, 0.5H), 3.89-3.77 (m, 1H), 3.65 (s, 1H), 3.50-3.34 (m, 4H), 3.31 -3.15 (m, 5H), 2.872.61 (m, 4H), 2.47 – 2.20 (m, 1H), 2.23 (s, 3H), 2.02 – 1.80 (m, 3H), 1.66 – 1.56 (m, 1H), 1.50 (s, 9H); LC-MS (ESI-API, 254 nm) 75-95percent MeOH in H20 (0.1percent HCO2H), 3 mm, 1.00 mL/min, C18 (Agilent Zorbax XDB-18, 50mm x 4.6 mm, 3.5 .im), m/z = 541.2 (M + H), t = 0.514 mm.

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; EMORY UNIVERSITY; LIOTTA, Dennis C.; JECS, Edgars; WILSON, Robert James; NGUYEN, Huy Hoang; KIM, Michelle Bora; WILSON, Lawrence; MILLER, Eric James; TAHIROVIC, Yesim Altas; TRUAX, Valarie; KAISER, Thomas; (311 pag.)WO2018/156595; (2018); 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

(S)-3-Bromo-7-chloro-5-(phenyl(tetrahydro-2H-pyran-4-yl)methyl)-5H- pyrrolo[2,3-b:4,5-b’]dipyridine (150 mg, 0.328 mmol), thiomorpholine 1,1-dioxide (311 mg, 2.30 mmol) and the triethylamine (0.365 mL, 2.63 mmol) were dissolved in 1.2 mL of DMSO and microwaved at 175 ¡ãC for 2 h. It was diluted with 1percent MeOH/EtOAc and washed twice with brine. The organic layer was dried over MgS04 and concentrated to obtain 181 mg of crude. The crude material was purified via preparative LC/MS with the following conditions: Column: XBridge CI 8, 19 x 200 mm, 5-muiotatauiota particles; Mobile Phase A: 5:95 ACN: water with 10-mM NH4OAc; Mobile Phase B: 95:5 ACN: water with 10- mM NH4OAc; Gradient: 40-80percent B over 15 min, then a 5-min hold at 100percent B; Flow: 20 mL/min. Fractions containing the title compound were combined and dried via centrifugal evaporation. The yield of the product was 76percent. NMR (500MHz, DMSO- d6) delta 8.62 (br. s., 1H), 8.43 (s, 1H), 8.30 (d, J=8.4 Hz, 1H), 7.73 (d, J=7.3 Hz, 2H), 7.32 (t, J=7.5 Hz, 2H), 7.24 (t, J=7.3 Hz, 1H), 7.03 (d, J=8.8 Hz, 1H), 5.61 (br. s., 1H), 4.28 (br. s., 4H), 3.90 – 3.82 (m, 1H), 3.76 (d, J=10.3 Hz, 1H), 3.53 (br. s., 1H), 3.30 – 3.16 (m, 6H), 1.50 – 1.38 (m, 2H), 1.24 (d, J=7.3 Hz, 1H), 1.13 (d, J=l 1.0 Hz, 1H); LC/MS (M+H) = 555.0 [Column: Waters Aquity BEH C18 2.1 X 50 mm 1.7u; Mobile Phase A: water with 0.05percent TFA; Mobile Phase B: ACN with 0.05percent TFA; Temperature: 40 ¡ãC; Gradient: 2-98percent B over 1.5 min; Flow: 0.8 mL/min]., 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; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; VACCARO, Wayne; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; DELUCCA, George V.; DESKUS, Jeffrey A.; HAN, Wen-Ching; KUMI, Godwin Kwame; SCHMITZ, William D.; STARRETT, John E., JR.; HILL, Matthew D.; HUANG, Hong; (563 pag.)WO2016/183118; (2016); 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

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

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

4-bromomethylphenylboronic acid pinacol ester (50.00 g, 16.84 mmol), 1,1-dioxide thiomorpholine(27.36 g, 20.24 mmol), potassium carbonate (27.92 g, 20.20 mmol) was added to a reaction flask, 250 mL of N,N-dimethylformamide was added, and the reaction was stirred at 80 C. for 4 hours. After cooling to room temperature, the reaction solution was poured into 1250 mL of ice water, stirred for 30 minutes, and the title product was collected by suction filtration. The white solid was 47.2 g, and the yield was 79.7%.

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; China Pharmaceutical Research And Development Center Co., Ltd.; Yin Huijun; Yan Xu; Zong Libin; Dong Liuxin; Han Yachao; Xi Qingchuan; Dou Haoshuai; Yang Yan; (48 pag.)CN107759587; (2018); A;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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

Step-E: (1R,2R)?N-(1-Cyanocyclopropyl)-2-{4-[4-(1,1-dioxo-1lambda6-thiomorpholin-4-yl)phenyl]-2-(4-fluorophenyl)-1,3-oxazol-5-yl}cyclohexanecarboxamide (Compound 7) [0274] To a mixture of (1R,2R)-2-(4-(4-bromophenyl)-2-(4-fluorophenyl)oxazol-5-yl)-N-(1-cyanocyclopropyl)cyclohexanecarboxamide (116 mg, 0.228 mmol), thiomorpholine 1,1-dioxide (93 mg, 0.685 mmol), Chloro(2-dicyclohexylphosphino-2?,4?,6?-triisopropyl-1,1?-biphenyl)[2-(2-aminoethyl)phenyl)]palladium(II) (8.43 mg, 0.011 mmol) and K3PO4.H2O (63.1 mg, 0.274 mmol) in a vial under an inert atmosphere was added THF (1.5 mL). The vial was sealed and heated at 100¡ã C. for 2 h., cooled to rt and concentrated. The residue was taken in DMSO, filtered and the filtrate was subjected to reverse phase HPLC purification (Sunfire C18 30¡Á150 mm column; 10 to 95percent MeCN in water. 0.1percent TFA modifier for MeCN and water). Desired fractions were partitioned between saturated aqueous sodium bicarbonate and dichloromethane. Layers were separated. Aqueous layer was extrated with dichloromethane (3¡Á). Combined organic solutions were dried over Na2SO4 and concentrated to give desired product as a white solid (120 mg, 93percent). MS [M+H]+ 563.1. 1H NMR (400 MHz, CDCl3) delta 8.05-8.02 (m, 2H), 7.68-7.63 (m, 2H), 7.21-7.14 (m, 2H), 7.20-6.97 (m, 2H), 5.66 (s, 1H), 3.94-3.91 (m, 1H), 3.30-3.22 (m, 1H), 3.14-3.12 (m, 4H), 2.51-2.44 (m, 1H), 2.1-1.3 (m, 10H), 0.78-0.58 (m, 2H).

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; Stachel, Shawn; Paone, Daniel V.; Li, Jing; Nanda, Kausik; US2015/99719; (2015); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem