Heterocyclic Building Blocks-Thiomorpholine

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. 59801-62-6, name is Thiomorpholine 1,1-dioxide hydrochloride. A new synthetic method of this compound is introduced below. 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.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 59801-62-6, we look forward to future research findings about .

Reference£º
Patent; Takeda Chemical Industries, Ltd.; EP1486490; (2004); 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. 59801-62-6, name is Thiomorpholine 1,1-dioxide hydrochloride. A new synthetic method of this compound is introduced below. 59801-62-6

After 158 mg of cis-(+)-2-(4-Bromomethylbenzyl)-4-(3,4-dimethoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1 -one obtained in the step 1 in Example 2-1 was dissolved in 20 mL of N,N-Dimethylformamide, 1.10 g of 1,1,-Dioxidothiomorpholine hydrochloride and 1.77 g of Potassium carbonate were added thereto and then the reaction liquid was stirred at room temperature for 9 hours. Water was added to the reaction liquid, and the reaction liquid was subjected to extraction procedure with ethyl acetate. The organic layer was washed with water and saturated saline and dried with anhydrous Magnesium sulfate, and the solvent was evaporated in vacuo. The crude product was purified through silica gel column chromatography to obtain 827 mg of the objective compound as a white amorphous substance. 1H-NMR(CDCl3) delta: 1.9-2.3(3H,m), 2.83(1H,t), 2.9-3.1(9H,m), 3.35(1H,ddd), 3.61(2H,s), 3.92(3H,s), 3.93(3H,s), 5.02(2H,dd), 5.73(2H,m), 6.86(1H,d), 7.2-7.3(3H,m), 7.36(2H,d), 7.46(1H,d) Specific rotation [alpha]D25 = 418.59 (c = 1.0, chloroform)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 59801-62-6, we look forward to future research findings about .

Reference£º
Patent; Nippon Shinyaku Co., Ltd.; EP1873147; (2008); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, 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., 128453-98-5

To the reaction flask was added 1-tert-butoxycarbonylthiomorpholine-2-carboxylic acid (2.47 g, 10 mmol)And dichloromethane (20 mL),After stirring and dissolving,Ice bath cooling,Triethylamine (1.55 mL, 11 mmol) was added in turn,Isobutyl chloroformate (1.503 g, 11 mmol),After the reaction under ice bath for 1 hour,2,6-dimethylaniline 3a (1.51 g, 12.5 mmol) was added,The reaction was stirred at room temperature for 6 hours.(30 mL) and dichloromethane (20 mL) were added thereto, and the aqueous layer was extracted with dichloromethane (20 mL x 3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. Chromatography Separation and Purification (petroleum ether / ethyl acetate (v / v) = 5: 1-1: 1)To give a pale yellow solidTert-butyl 3 – ((2,6-dimethylphenyl) carbamoyl) thiomorpholine-4-carboxylate (40a) (1.57 g, yield 44.7%).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. 128453-98-5. We look forward to the emergence of more reaction modes in the future.

Reference£º
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Wang Wei; Chen Lei; Wang Wenjing; Wei Yonggang; Liu Zhenhong; Qin Linlin; (74 pag.)CN106928127; (2017); 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

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.

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; 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

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. 864685-25-6, name is 3-(3-Chlorophenyl)thiomorpholine. A new synthetic method of this compound is introduced below. 864685-25-6

Example 297 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-[3-(3-thiomorpholinyl)phenyl]-1H-indole-7-carboxamide trifluoroacetate To a solution of 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-7-carboxamide (60 mg, 0.13 mmol) in dioxane (1.5 mL) and water (0.5 mL) was added 3-(3-chlorophenyl)thiomorpholine (84 mg, 0.39 mmol) and potassium carbonate (107.6 mg, 0.78 mmol). This mixture was degassed for 5 min then tetrakis(triphenylphosphine)palladium(0) (14.0 mg, 0.013 mmol) was added. The resulting mixture was reacted in a microwave for 30 min at 160 C. The solid was filtered off and all solvents were evaporated. The resulting solution was re-dissolved in dichloromethane and separator was used to remove water. The mixture was concentrated to give organic solvent and then purified by Gilson Preparatory HPLC to give 7.4 mg of the title compound (11%). LC/MS=m/z 513.4 [M+H] Ret. Time: 1.54

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 864685-25-6, we look forward to future research findings about .

Reference£º
Patent; Deng, Jianghe; Kerns, Jeffrey K.; Jin, Qi; Lin, Guoliang; Lin, Xichen; Lindenmuth, Michael; Neipp, Christopher; Nie, Hong; Thomas, Sonia M.; Widdowson, Katherine L.; US2009/143372; (2009); 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

Example 24 {6-[3-(3-?1iota1thetaGammatheta-rho1?6etagamma1)-5^6?1iotagamma1-?8thetaChi3zetaomicron1-4-gamma^6?1iotaomicronchigamma]-rhogammapi??eta-3-gamma1}-(1,1-??omicronchiomicron-1lambda6- thiomorpholin-4-yl)-methanone To a solution of 6-[3-(3-chloro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid (69 mg, 0.2 mmol) in DMF (300 L) were added 2-(lH-benzotriazole-l-yl)-l, 1,3,3- tetramethyluronium tetrafluoroborate (71 mg, 0.22 mmol), Nu,Nu-diisopropyl ethyl amine (171 muL, 1.0 mmol) and thiomorpholine-S,S-dioxide (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 (80 mg, 87percent) which was obtained as a white solid. MS: m/e = 462.1 [M+H]+., 39093-93-1

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; F. HOFFMANN-LA ROCHE AG; DOTT, Pascal; HANLON, Steven Paul; HILDBRAND, Stefan; IDING, Hans; THOMAS, Andrew; WALDMEIER, Pius; WO2013/57123; (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

[3712] A solution of methyl 3-fluoi -4-(( l -mf.i yl- l H-indazol-7-yl)amino)methyl)benzoate (0.384 g, 1.226 mmol), N,N-diisopropylethylamine (1.281 mL, 7.353 mmol) and triphosgene (0.182 g, 0.613 mmol) in dichloromethane (5 mL) was stirred at the room temperature for 30 min, and mixed with thiomorpholine 1 , 1-dioxide (0.166 g, 1.226 mmol). The reaction mixture was stirred at the same temperature for additional 18 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-( 1 -methyl- 1 H-indazol-7-y 1)- 1 , 1 -dioxidothiomorpholine-4-carboxamido )methyl)benzoate as pale yellow oil (0.510 g, 87.7 percent).

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; 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

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 25mL round bottom flask, Intermediate 7 (540 mg, 1.45 mmol), Intermediate 9 (359 mg, 1.45 mmol), EDCI (418 mg, 2.18 mmol), HOBt (294 mg, 2.18 mmol), DIEA (374 mg, 2.9 mmol) and tetrahydrofuran (9 mL) were added, and stirred at room temperature overnight. Thereafter, the reaction product was subjected to vacuum distillation for removal of solvent, dissolved with water, and extracted 3 times with ethyl acetate. The extracts were combined, washed 3 times with saturated brine, concentrated, and separated through a silica gel column (eluent: petroleum ether/ethyl acetate), to give 688 mg of a white foamy solid product, yield 78.8%. [0081] 1H-NMR (400 MHz, CDCl3) delta ppm: 7.42 (1H, d, J = 1.12 Hz), 7.27 (2H, m), 5.75 (1H, s), 5.19 (1H, s), 4.58 (2H, s), 3.95-3.44(10H, brm), 3.12 (1H, m), 2.82 (2H, m), 2.43 (2H, m), 1.92 (9H, s); EI-MS (m/z): 601.1 [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; Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China; Peking University; LI, Song; WANG, Ying; XIAO, Junhai; MA, Dalong; GONG, Hongwei; QI, Hui; WANG, Lili; LING, Xiaomei; ZHENG, Zhibing; ZHANG, Yang; ZHONG, Wu; LI, Meina; XIE, Yunde; XU, Enquan; LI, Xingzhou; MA, Jing; ZHAO, Guoming; ZHOU, Xinbo; WANG, Xiaokui; LIU, Hongying; EP2805947; (2014); 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

2-(4-Bromomethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (1 eq) and DIPEA (2eq) were dissolved in DCM/MeOH (5:1 v:v) under N2 and thiomorpholine 1,1-dioxide (2 eq) wasadded portion wise. The resulting solution was stirred at room temperature for 16h. After this time,the reaction was complete. The solvent was evaporated. The compound was extracted with EtOAcand water, washed with brine and dried over anhydrous MgS04. Organic layers were filtered andevaporated. The final compound was isolated without further purification.

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; GALAPAGOS NV; VAN ‘T KLOOSTER, Gerben Albert Eleutherius; BRYS, Reginald Christophe Xavier; VAN ROMPAEY, Luc Juliaan Corina; NAMOUR, Florence Sylvie; WO2013/189771; (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

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