Heterocyclic Building Blocks-Thiomorpholine

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholine 1,1-dioxide, and cas is 39093-93-1, its synthesis route is as follows.,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.

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine 1,1-dioxide,belong Thiomorpholine compound

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

Name is Thiomorpholine, as a common heterocyclic compound, it belongs to Thiomorpholine compound, and cas is 123-90-0, its synthesis route is as follows.,123-90-0

To a solution of thiomorpholine (1.0g, 9. 69MMOL) in acetic acid (11.5mL) cooled to 0¡ãC (ice bath) was added aqueous hydrogen peroxide solution (30percent w/v, 4mL) and the reaction heated to 100¡ãC for 16H. The mixture was cooled and solvent removed in vacuo before trituration of the residue with methanol gave a white precipitate. The solid was filtered and washed with methanol to give the title compound as an off-white powder. m/z (ES+) = 136. 06 [M+ H] +.

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine

Reference£º
Patent; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Thiomorpholine 1,1-dioxide, cas is 39093-93-1, it is a common heterocyclic compound, the Thiomorpholine compound, its synthesis route is as follows.

39093-93-1, General procedure: To a vial containing a solution of urea acid, 8a, (369.7 mg, 1 mmol), EDCI (230.8 mg, 1.2 mmol) and HOBt (147.6 mg, 1.1 mmol) in 1:1 DCM:N,N-dimethylformamide (DMF; 10 mL) was added 1,1-dioxothiomorpholine (133.1 mg, 1 mmol). The vial was capped, and the solution was stirred at room temperature for 27 h. The reaction mixture was diluted with EtOAc and washed with water (x3) and brine (x1). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. Purification by silica flash column using 97:3 DCM:MeOH gave 401.0 mg (82percent) of 13a as a white solid.

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Reference£º
Article; Moffett, Kristofer; Konteatis, Zenon; Nguyen, Duyan; Shetty, Rupa; Ludington, Jennifer; Fujimoto, Ted; Lee, Kyoung-Jin; Chai, Xiaomei; Namboodiri, Haridasan; Karpusas, Michael; Dorsey, Bruce; Guarnieri, Frank; Bukhtiyarova, Marina; Springman, Eric; Michelotti, Enrique; Bioorganic and Medicinal Chemistry Letters; vol. 21; 23; (2011); p. 7155 – 7165;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Name is Thiomorpholine 1,1-dioxide, as a common heterocyclic compound, it belongs to Thiomorpholine compound, and cas is 39093-93-1, its synthesis route is as follows.,39093-93-1

[3740] A solution of methyl 3-fluoiO-4-((( l-methyl- l H-indazol-4-yl)amino)methyl)benzoate (0.384 g, 1.225 mmol), N,N-diisopropylethylamine ( 1.280 mL, 7.351 mmol) and triphosgene (0.182 g, 0.61 mmol) in dichloromethane (5 mL) was stirred at the room temperature for 30 min, and mixed with thiomorpholine 1 , 1 -dioxide (0.166 g, 1.225 mmol). The reaction mixture was stirred at the same temperature for additional 1 8 hr. Then, water was added to the reaction mixture, followed by extraction with dichloromethane. The bi-phasic mixture was passed through a plastic frit to remove the solid residues and aqueous layer, and the organic layer collected was concentrated in vacuo. The residue was chromatographed (Si02, 12 g cartridge; methanol / dichloromethane = 0 percent to 5 percent ) to give methyl 3-fluoro-4-((N-( l-methyl- l H-indazol-4-yl)- l , l-dioxidothiomorpholine-4-carboxamido )methyl)benzoate as pale yellow oil (0.531 g, 91.3 percent).

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Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; KIM, Yuntae; LEE, Chang Sik; SONG, Hyeseung; GWAK, Dal-Yong; LEE, Jaeyoung; OH, Jung Taek; LEE, Chang Gon; KIM, II Hyang; (1041 pag.)WO2017/23133; (2017); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholin-3-one, and cas is 20196-21-8, its synthesis route is as follows.,20196-21-8

Preparation 5 4-(4-Trifluoromethylphenyl)-thiomorpholin-3-one. A mixture of thiomorpholin-3-one (500 mg, 4.27 mmol), 4-trifluoromethyl-1-iodobenzene (1.25 mL, 8.5 mmol) and copper metal (814 mg, 12.8 mmol) was heated in a sealed glass tube at 185-200 C. for 18 hours. The residue was then purified by flash chromatography to give 260 mg of the title product as a white solid. M.p. 85-87 C. Mass spectrum 262 (M-1). 1H-NMR (CDCl3, 400 MHz) d 7.62 (2H, d), 7.37 (2H, d), 3.97 (2H, t), 3.43 (2H, s), 3.01 (2H, t).

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Reference£º
Patent; Gibbs, Megan Ann; Howard, Harry Ralph; Sprouse, Jeffrey Scott; Schachter, Joel Barry; Chappell, Phillip Branch; US2002/49214; (2002); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Name is Thiomorpholine 1,1-dioxide, as a common heterocyclic compound, it belongs to Thiomorpholine compound, and cas is 39093-93-1, its synthesis route is as follows.,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.

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine 1,1-dioxide

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

A common heterocyclic compound, the Thiomorpholine compound, name is Thiomorpholine 1,1-dioxide,cas is 39093-93-1, mainly used in chemical industry, its synthesis route is as follows.

A mixture of (S) – 4 – (1 – (4-fluoro-phenyl) – 2-methoxy-ethylamine) – 5-methyl-pyrrolo [2,1-f] [1, 2, 4] triazine-6-carboxylic acid (100 mg, 0 . 29mmol) and thiomorpholine -1,1-dioxide (58 mg, 0 . 44mmol) dissolved in N, N-dimethyl formamide (5 ml) in, then add 1-hydroxy benzotriazole (51 mg, 0 . 38mmol), 1-ethyl-3 – (3-dimethylamino-propyl) carbodiimide hydrochloride (74 mg, 0 . 38mmol) and triethylamine (88 mg, 0 . 87mmol), stirring the mixture at room temperature until the TLC reaction monitoring raw material the reaction is complete, to be added in to the reaction solution (100 ml), ethyl acetate (50 ml ¡Á 3) extraction, then by saturated sodium chloride solution (100 ml ¡Á 2) washing, the organic phase is dried with anhydrous sodium sulfate, concentrated under reduced pressure, the resulting residue is purified with silica gel column chromatography, to obtain (S) – (1,1-dioxy thiophosphoro morphline) – {4 – [1 – (4-fluorophenyl) – 2-methoxy-ethylamine] – 5-methyl-pyrrolo [2,1-f] [1, 2, 4] triazin-6-yl}}-methyl ketone (105 mg, white solid), yield: 78.4percent., 39093-93-1

As the rapid development of chemical substances, we look forward to future research findings about 39093-93-1

Reference£º
Patent; SHANGHAI CDYMAX PHARMACEUTICALS CO LTD; An, XiaoXia; Bie, PingYan; Yang, wuli; Liu, Jun; (49 pag.)CN103848833; (2016); B;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO243,mainly used in chemical industry, its synthesis route is as follows.,39093-93-1

Trifluoro-methanesulfonic 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.), Pd2 (dba)3 (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. overnight. The reaction solution was added to 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 target compound (white powder, 2.1 mg, 7percent). 1H-NMR (270 MHz, DMSO-d6) delta: 8. 29 (1H, d, J=8.6 Hz), 8. 07 (1H, d, J=8. 9 Hz), 8.00 (1H, s), 7. 55 (1H, dd, J=8. 5, 1. 7 Hz), 7. 34 (1H, d, J=2. 0 Hz), 7. 15 (1H, dd, J=9.1, 2.7 Hz), 4. 01 (4H, s), 3. 16 (4H, s), 1. 77 (6H, s).LCMS: m/z 420 [M+H]+

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine 1,1-dioxide,belong Thiomorpholine compound

Reference£º
Patent; Chugai Seiyaku Kabushiki Kaisha; US2012/83488; (2012); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Name is Thiomorpholine 1,1-dioxide, as a common heterocyclic compound, it belongs to Thiomorpholine compound, and cas is 39093-93-1, its synthesis route is as follows.,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)

With the complex challenges of chemical substances, we look forward to future research findings about Thiomorpholine 1,1-dioxide

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO287,mainly used in chemical industry, its synthesis route is as follows.,59801-62-6

To a solution of 7-(3-chloro-phenylamino )-3-methyl-lH-pyrrolo[2,3-c ]pyridine-4-carboxylic acid (150mg) in dimethylformamide (4ml) was added 4-ethylmorpholine (253mul), thiomorpholine 1,1- dioxide hydrochloride (90. mg), 1-hydroxybenzotriazole hydrate (105mg) and 1-(3- dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (115mg) and the solution stirred at room temperature overnight. The dimethylformamide was evaporated and the residue dissolved in ethyl acetate (40ml) and washed with 5% sodium hydrogen carbonate solution (25ml) and water (25ml). The organic layer was dried (MgS04) and evaporated to give an orange oil. The residue was triturated with diethyl ether to give a white solid which was then filtered off, sucked dry then dried at 40C under vacuum to afford the title compound (75mg). NMR (d6-DMSO) 8 2.11 (3H, s), 2.49-2.57 (8H, m), 6.94 (1H, d), 7.31 (1H, t), 7.38 (1H, s), 7.73 (1H, d), 7.82 (1H, s), 8.32 (1H, s), 9.45 (1H, s), 11.65 (1H, brs). LC/MS [MH+] 419 consistent with molecular formula C19H1935ClN4O3S

With the synthetic route has been constantly updated, we look forward to future research findings about Thiomorpholine 1,1-dioxide hydrochloride,belong Thiomorpholine compound

Reference£º
Patent; GLAXO GROUP LIMITED; WO2005/121140; (2005); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem