Category: Thiomorpholine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20196-21-8,Thiomorpholin-3-one,as a common compound, the synthetic route is as follows.,20196-21-8

Preparation 6 4-Benzylthiomorpholin-3-one Under a nitrogen atmosphere in a flame-dried flask, sodium hydride (4.65 g, 0.1 05 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. 60-62 C. Recrystallization of 5 g from 100 mL of Et2O gave 3.5 g of pure product, m.p. 62-63 C. along with a second crop of 0.75 g with m.p. 62-63 C.

As the paragraph descriping shows that 20196-21-8 is playing an increasingly important role.

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO447,mainly used in chemical industry, its synthesis route is as follows.,39093-93-1

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].

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

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO440,mainly used in chemical industry, its synthesis route is as follows.,39093-93-1

3′,5′-O-(Tetraisopropyldisiloxane-1,3-diyl)-2′-O-(1,1-dioxo-1lambda6-thiomorpholine-4-carbothioate)-uridine (8.9 g, 15 mmol) was dissolved in Me-THF (75 mL, 0.2 M) and thiomorpholine-1,1-dioxide (2.23 g, 16.5 mmol) was added. Reaction mixture was stirred for 2 h at ambient temperature. Hydrogen fluoride pyridine (HFxPy) (2.33 mL, 90 mmol) and pyridine (5.05 mL, 63 mmol) were added drop-wise. Reaction mixture might be cooled if warmed up. The mixture was stirred for 2.5 h at ambient temperature. The reaction mixture was extracted with water (75 mL). The aqueous phase was extracted with Me-THF (2.x.150 mL), organics were combined and dried (100 g Na2SO4), filtered and evaporated. Yield 6.3 g (100percent). Rf (TLC 10percent MeOH/DCM): 0.25.

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

Reference£º
Patent; Dellinger, Douglas J.; Myerson, Joel; Sierzchala, Agnieszka; Dellinger, Geraldine F.; Timar, Zoltan; US2010/76183; (2010); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

128453-98-5, 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid is a Thiomorpholine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,128453-98-5

Boc protected thiomorpholine carboxylic acid (3.1g, 13mmol), HOBt (2.1g, 16mmol) and EDCI hydrochloride (3.7g, 20mmol) dissolved in DMF(20ml) was added 28% of ammonium hydroxide solution (4.5g, 130mmol) at RT. After 4h, the reaction mixture was poured into saturated water solution of NaHCO3 and diluted with EtOAc, washed with sat’d NaHCO3 and brine. The organic layer was dried (Na2S04) and concentrated. The crude product was purified by flash chromatography on silica gel with EA/Hex to give .23g of amide. 1H-NMR (400 MHz, CDCI3j delta 5.2 (d, 1 H),6.15 (br., 1 H), 5.68 (br., 1 H), 5.02(br., 1 H), 4.25 (br., 1 H), 3.16(d, 1 H), 2.8 (m, 1 H), 2.7 (t, 1 H), 2.4 (d, 1 H), 1.47 (s, 9H).

128453-98-5 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid 2756831, aThiomorpholine compound, is more and more widely used in various fields.

Reference£º
Patent; GILEAD SCIENCES, INC.; CAI, Zhenhong, R.; DU, Zhimin; JI, Mingzhe; JIN, Haolun; KIM, Choung, U.; MISH, Michael, R.; PHILLIPS, Barton, W.; PYUN, Hyung-jung; SHENG, Xiaoning, C.; WU, Qiaoyin; ZONTE, Catalin, Sebastian; WO2011/156610; (2011); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

59801-62-6, Thiomorpholine 1,1-dioxide hydrochloride is a Thiomorpholine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,59801-62-6

A mixture of 3-[2-amino-4-(4-chlorophenyl)-5-thiazolyl]propionic acid (2.67 g), diethyl cyanophosphate (1.69 g), thiomorpholine-1,1-dioxide hydrochloride (1.62 g), triethylamine (2.9 ml) and N,N-dimethylformamide (40 ml) was stirred at room temperature for 3 hrs. The reaction mixture was poured into water, extracted with ethyl acetate, washed with 0.1N aqueous sodium hydroxide solution and water, dried over anhydrous magnesium sulfate and concentrated. The precipitated solid was collected by filtration to give 4-{3-[2-amino-4-(4-chlorophenyl)-5-thiazolyl]propanoyl]thiomorpholine-1,1-dioxide as a colorless powder. Recrystallization from ethanol-isopropyl ether gave colorless prism crystals. melting point: 220-222C.

The synthetic route of 59801-62-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; EP1486490; (2004); A1;,
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

Step 1. In a 25 mL round-bottomed flask, 6-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine (420 mg, 1.19 mmol, Eq: 1.00) and thiomorpholine 1,1-dioxide (482 mg, 3.57 mmol) were combined with toluene (3 ml) to give a yellow solution. Bis(tri-tert-butylphosphine)palladium(0) (60.7 mg, 119 mumol) and sodium tert-butoxide (400 mg, 4.16 mmol, Eq: 3.5) were added. The reaction mixture was heated to 80¡ã C. and stirred for 1 h. The reaction mixture was poured into 20 mL sat NaCl and extracted with EtOAc (3.x.20 mL). The organic layers were dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 40 g, 20percent to 40percent EtOAc in hexanes) to give 6-(1,1-Dioxo-1lambda*6*-thiomorpholin-4-yl)-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (327 mg, 68percent) as a yellow oil that solidified as off white solid upon standing.

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

Reference£º
Patent; Billedeau, Roland Joseph; Kondru, Rama K.; Lopez-Tapia, Francisco Javier; Lou, Yan; Owens, Timothy D.; Qian, Yimin; So, Sung-Sau; Thakkar, Kshitij C.; Wanner, Jutta; US2012/295885; (2012); A1;,
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

A solution of 1-(bromomethyl)-3-nitrobenzene (2.400 g, 11.110 mmol), thiomorpholine 1,1-dioxide (1.427 g, 10.554 mmol) and N,N-diisopropylethylamine (2.5 16 mL, 14.442 mmol) in acetonitrile (16 mL) was stirred at the room temperature for 24 hr. Then, water was added to the reaction mixture, followed by extraction with dichloromethane. The organic layer was washed with aqueous saturated sodium chloride solution, dried with anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was chromatographed (Si02, 12 g cartridge; ethyl acetate / hexane = 0 percent to 50 percent) to give 4-(3-nitrobenzyl)thiomorpholine 1,1-dioxide as yellow solid (2.800 g, 93.2 percent).

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

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; HAN, Younghue; KIM, Yuntae; CHOI, Daekyu; MIN, Jaeki; BAE, Miseon; YANG, Hyunmo; KIM, Dohoon; (644 pag.)WO2017/18803; (2017); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Thiomorpholin-3-one, cas is 20196-21-8, it is a common heterocyclic compound, the Thiomorpholine compound, its synthesis route is as follows.,20196-21-8

Preparation 4 4-(3,4-Dichlorophenyl)-thiomorpholin-3-one Under a nitrogen atmosphere in a flame-dried flask, sodium hydride (72 mg, 1.79 mmol, 60% oil dispersion) was washed with hexanes and then treated with 6 mL of anhydrous DMF, and cooled to 0 C. Thiomorpholin-3-one (200 mg, 1.71 mmol) was added in one portion with stirring. After gas evolution had stopped (ca. 30 min), 4-iodo-1,2-dichlorobenzene (700 mg, 2.56 mmol) was added, followed after 5 minutes by copper (I) bromide (490 mg, 3.42 mmol). After heating at 75 C. overnight, the mixture was partitioned between ethyl acetate and 1N lithium chloride, filtered through diatomaceous earth and combined with additional ethyl acetate washes of the diatomaceous earth filter cake. The organic layers were washed with additional 1N lithium chloride, brine (saturated sodium chloride) and dried over calcium sulfate (CaSO4). Concentration in vacuo gave 363 mg of light brown oil which was flash chromatographed (30-50% ethyl acetate in hexanes) to give a white solid, 108 mg. 1H-NMR (CDCl3, 400 MHz) d 7.44 (1H, d), 7.37 (1H, s), 7.12 (1H, dd), 3.93 (2H, t), 3.43 (2H, s), 3.01 (2H, t).

With the rapid development of chemical substances, we look forward to future research findings about Thiomorpholin-3-one

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

4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, cas is 128453-98-5, it is a common heterocyclic compound, the Thiomorpholine compound, its synthesis route is as follows.,128453-98-5

Boc protected thiomorpholine carboxylic acid (3.1g, 13mmol), HOBt (2.1g, 16mmol) and EDCI hydrochloride (3.7g, 20mmol) dissolved in DMF(20ml) was added 28% of ammonium hydroxide solution (4.5g, 130mmol) at RT. After 4h, the reaction mixture was poured into saturated water solution of NaHCO3 and diluted with EtOAc, washed with sat’d NaHCO3 and brine. The organic layer was dried (Na2S04) and concentrated. The crude product was purified by flash chromatography on silica gel with EA/Hex to give .23g of amide. 1H-NMR (400 MHz, CDCI3j delta 5.2 (d, 1 H),6.15 (br., 1 H), 5.68 (br., 1 H), 5.02(br., 1 H), 4.25 (br., 1 H), 3.16(d, 1 H), 2.8 (m, 1 H), 2.7 (t, 1 H), 2.4 (d, 1 H), 1.47 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid

Reference£º
Patent; GILEAD SCIENCES, INC.; CAI, Zhenhong, R.; DU, Zhimin; JI, Mingzhe; JIN, Haolun; KIM, Choung, U.; MISH, Michael, R.; PHILLIPS, Barton, W.; PYUN, Hyung-jung; SHENG, Xiaoning, C.; WU, Qiaoyin; ZONTE, Catalin, Sebastian; WO2011/156610; (2011); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, cas is 128453-98-5, it is a common heterocyclic compound, the Thiomorpholine compound, its synthesis route is as follows.,128453-98-5

Intermediate 55: 1,1-Dioxo-1lambda6-thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester Thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester (120 mg, 0.485 mmol) was dissolved in Et2O (8 ml). To the solution was added mCPBA (172 mg, 0.994 mmol), followed later by a second portion of mCPBA (84 mg, 0.485 mmol). The precipitate which formed was filtered, washed with Et2O and dried to yield a white solid of 1,1-dioxo-1lambda6-thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester (74 mg).

With the rapid development of chemical substances, we look forward to future research findings about 4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid

Reference£º
Patent; Millennium Pharmaceuticals, Inc.; US2005/239781; (2005); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem