Category: Thiomorpholine

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO283,mainly used in chemical industry, its synthesis route is as follows.,39093-93-1

[0162] 2-(4-Bromomethyl-phenyl)-4,4,5,5-tetramethyl-[l,3,2]dioxaborolane (1 eq) and DIPEA (2 eq) are dissolved in DCM/MeOH (5: 1 v:v) under N2 and thiomorpho line 1,1 -dioxide (2 eq) is added portionwise. The resulting solution is stirred at room temperature for 16 h. After this time, the reaction is complete. The solvent is evaporated. The compound is extracted with EtOAc and water, washed with brine and dried over anhydrous MgSO i. Organic layers are filtered and evaporated. The final compound is isolated without further purification.

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; GALAPAGOS NV; WIGERINCK, Piet, Tom, Bert, Paul; VAN ‘T KLOOSTER, Gerben, Albert, Eleutherius; (142 pag.)WO2016/165952; (2016); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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

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%.

With the complex challenges of chemical substances, we look forward to future research findings about 39093-93-1,belong Thiomorpholine compound

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

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

Step 3 Synthesis of Thiomorpholine-3,4-dicarboxylic acid 4-tert-butyl ester 3-(4-phenyl-butyl) ester (compound 64) Compound 64 was prepared from compound 63 (70% yield) by a synthetic method analogous to Example 3-Step 3. Spectral analysis of the product was consistent with compound 64: 1H NMR (CDCl3): (two rotamers) delta 7.4-7.1 (5H, m), 4.3-4.1 (3H, m), 3.78 (1H, m), 3.39 (1H, m), 3.2-3.0 (3H, m), 2.78 (1H, d, J=13 Hz), 2.60 (2H, m), 1.62 (9H, s).

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

Reference£º
Patent; Guo, Chuangxing; Dong, Liming; Hou, Xinjun J.; Vanderpool, Darin; Villafranca, Jesus Ernest; US2002/61881; (2002); 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

Example 1. Preparation of Compound 1 1.1. Route 1 1.1.1. 4-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-thiomorpholine-1,1-dioxide 2-(4-Bromomethyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (1 eq) and DIPEA (2 eq) are dissolved in DCM/MeOH (5:1 v:v) under N2 and thiomorpholine 1,1-dioxide (2 eq) is added portionwise. The resulting solution is stirred at room temperature for 16 h. After this time, the reaction is complete. The solvent is evaporated. The compound is extracted with EtOAc and water, washed with brine and dried over anhydrous MgSO4. Organic layers are filtered and evaporated. The final compound is isolated without further purification.

39093-93-1 is used more and more widely, we look forward to future research findings about Thiomorpholine 1,1-dioxide

Reference£º
Patent; DE WEER, Marc Maurice Germain; VRIELYNCK, Sara Bertha Camiel; SABOURAULT, Nicolas Luc; MOESCHWITZER, Jan Peter; US2015/224199; (2015); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

76176-87-9, Thiomorpholine-1-oxide hydrochloride is a Thiomorpholine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,76176-87-9

5.40 3-{1-OXO-4-[4-(1-OXO-THIOMORPHOLIN-4-YLMETHYL)-BENZYLOXY]-1,3-DIHYDRO-ISOINDOL-2-YL}-PIPERIDINE-2,6-DIONE In a 20-mL reaction vial, N,N-diisopropylethylamine (0.197 mL, 1.128 mmol) was added to a suspension of 1-oxo-thiomorpholine hydrochloride (97 mg, 0.620 mmol) in MeCN (5 mL). The mixture was sonicated at room temperature to break up solid. Upon full dissolution of the, 3-(4-(4-(bromomethyl)benzyloxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione (250 mg, 0.564 mmol) was added to the solution in one portion and the resulting mixture was stirred at room temperature. After about 1 hour, MeCN (~5 mL) was added to improve stirring. The mixture was stirred for another 4 hours at room temperature and then diluted with EtOAc (15 mL). The slurry was stirred for a few minutes then filtered on a fine-pore filter funnel with suction. The cake was washed with a small portion of EtOAc (~5 mL), suction dried, and then dried further in vacuum oven at 40 C. to give 3-{1-oxo-4-[4-(1-oxo-thiomorpholin-4-ylmethyl)-benzyloxy]-1,3-dihydro-isoindol-2-yl}-piperidine-2,6-dione as a white solid (110 mg, 40% yield): HPLC: Waters Symmetry C18, 5 mum, 3.9*150 mm, 1 ml/min, 240 nm, 15/85 CH3CN/0.1% H3PO4, 4.25 min (98.9%); mp: 170-172 C., 1H NMR (DMSO-d6) delta 1.90-2.05 (m, 1H, CHH), 2.36-2.47 (m, 1H, CHH), 2.53-2.66 (m, 3H, CH2, CHH), 2.66-2.77 (m, 2H, CH2), 2.79-3.01 (m, 5H, CH2, CH2, CHH), 3.57 (s, 2H, CH2), 4.25 (d, J=17.6 Hz, 1H, CHH), 4.42 (d, J=17.6 Hz, 1H, CHH), 5.11 (dd, J=5.1, 13.2 Hz, 1H, CH), 5.23 (s, 2H, CH2), 7.26-7.39 (m, 4H, Ar), 7.40-7.54 (m, 3H, Ar), 10.97 (s, 1H, NH); 13C NMR (DMSO-d6) delta 22.33, 31.16, 43.56, 45.07, 45.51, 51.55, 61.15, 69.36, 114.96, 115.22, 127.67, 128.92, 129.80, 129.95, 133.28, 135.38, 137.67, 153.48, 167.97, 170.96, 172.81; LC/MS M+H=482; Anal Calcd for C25H27N3O5S+1.0 H2O: C, 60.10; H, 5.85; N, 8.41; S, 6.42. Found: C, 59.94; H, 5.52; N, 8.26; S, 6.45.

76176-87-9 Thiomorpholine-1-oxide hydrochloride 20441479, aThiomorpholine compound, is more and more widely used in various fields.

Reference£º
Patent; Man, Hon-Wah; Muller, George W.; Ruchelman, Alexander L.; Khalil, Ehab M.; Chen, Roger Shen-Chu; Zhang, Weihong; US2011/196150; (2011); 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

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 CS2CO3 (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 the desired 4-(4-Bromophenyl)thiomorpholine 1 ,1 -dioxide as a light yellow solid. MS (ES, m/z): 292.1 (M + 1).

39093-93-1 is used more and more widely, we look forward to future research findings about Thiomorpholine 1,1-dioxide

Reference£º
Patent; MERCK SHARP & DOHME CORP.; STACHEL, Shawn; PAONE, Daniel, V.; LI, Jing; GINNETTI, Anthony; FU, Jianmin; XU, Shimin; WO2015/123089; (2015); 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

Step 1. Preparation of (S)-benzyl 4-((lR,3aS,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)-3a- ((2-( 1 , 1 -dioxidothiomorpholino)-2-oxoethyl)amino)-5 a,5b,8, 8, 11 a-pentamethyl- 1 -(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)-l-(fluoromethyl)cyclohex-3-enecarboxylate. In a 1 dram vial with PTFE lined screw cap were combined 2- (((lR,3aS,5aR,5bR,7aR,l laS,l lbR,13aR,13bR)-9-((S)-4-((benzyloxy)carbonyl)-4- (fluoromethyl)cyclohex- 1 -en- 1 -yl)-5a,5b, 8, 8, 11 a-pentamethyl- 1 -(prop- 1 -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-3a-yl)amino)acetic acid, TFA (0.025 g, 0.030 mmol) with thiomorpholine 1,1-dioxide (10.20 mg, 0.075 mmol) and HATU (0.029 g, 0.075 mmol) in THF (1 mL). To the mixture was added DIPEA (0.026 mL, 0.151 mmol), and the resulting solution was agitated overnight at rt. The crude mixture was purified by reverse phase preparative HPLC (Prep HPLC Method 16) to give the product (0.0269 g, 94percent yield) as a white powder TFA salt. LCMS: m/z 831.5 (M+H)+, 2.50 min (method 1).

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; SIT, Sing-Yuen; CHEN, Yan; CHEN, Jie; SWIDORSKI, Jacob; VENABLES, Brian Lee; SIN, Ny; MEANWELL, Nicholas A.; REGUEIRO-REN, Alicia; HARTZ, Richard A.; XU, Li; LIU, Zheng; WO2015/157483; (2015); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

It is a common heterocyclic compound, the Thiomorpholine compound, Thiomorpholine-1-oxide hydrochloride, cas is 76176-87-9 its synthesis route is as follows.,76176-87-9

5.40 3-{1-OXO-4-[4-(1-OXO-THIOMORPHOLIN-4-YLMETHYL)-BENZYLOXY]-1,3-DIHYDRO-ISOINDOL-2-YL}-PIPERIDINE-2,6-DIONE In a 20-mL reaction vial, N,N-diisopropylethylamine (0.197 mL, 1.128 mmol) was added to a suspension of 1-oxo-thiomorpholine hydrochloride (97 mg, 0.620 mmol) in MeCN (5 mL). The mixture was sonicated at room temperature to break up solid. Upon full dissolution of the, 3-(4-(4-(bromomethyl)benzyloxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione (250 mg, 0.564 mmol) was added to the solution in one portion and the resulting mixture was stirred at room temperature. After about 1 hour, MeCN (~5 mL) was added to improve stirring. The mixture was stirred for another 4 hours at room temperature and then diluted with EtOAc (15 mL). The slurry was stirred for a few minutes then filtered on a fine-pore filter funnel with suction. The cake was washed with a small portion of EtOAc (~5 mL), suction dried, and then dried further in vacuum oven at 40 C. to give 3-{1-oxo-4-[4-(1-oxo-thiomorpholin-4-ylmethyl)-benzyloxy]-1,3-dihydro-isoindol-2-yl}-piperidine-2,6-dione as a white solid (110 mg, 40% yield): HPLC: Waters Symmetry C18, 5 mum, 3.9*150 mm, 1 ml/min, 240 nm, 15/85 CH3CN/0.1% H3PO4, 4.25 min (98.9%); mp: 170-172 C., 1H NMR (DMSO-d6) delta 1.90-2.05 (m, 1H, CHH), 2.36-2.47 (m, 1H, CHH), 2.53-2.66 (m, 3H, CH2, CHH), 2.66-2.77 (m, 2H, CH2), 2.79-3.01 (m, 5H, CH2, CH2, CHH), 3.57 (s, 2H, CH2), 4.25 (d, J=17.6 Hz, 1H, CHH), 4.42 (d, J=17.6 Hz, 1H, CHH), 5.11 (dd, J=5.1, 13.2 Hz, 1H, CH), 5.23 (s, 2H, CH2), 7.26-7.39 (m, 4H, Ar), 7.40-7.54 (m, 3H, Ar), 10.97 (s, 1H, NH); 13C NMR (DMSO-d6) delta 22.33, 31.16, 43.56, 45.07, 45.51, 51.55, 61.15, 69.36, 114.96, 115.22, 127.67, 128.92, 129.80, 129.95, 133.28, 135.38, 137.67, 153.48, 167.97, 170.96, 172.81; LC/MS M+H=482; Anal Calcd for C25H27N3O5S+1.0 H2O: C, 60.10; H, 5.85; N, 8.41; S, 6.42. Found: C, 59.94; H, 5.52; N, 8.26; S, 6.45.

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

Reference£º
Patent; Man, Hon-Wah; Muller, George W.; Ruchelman, Alexander L.; Khalil, Ehab M.; Chen, Roger Shen-Chu; Zhang, Weihong; US2011/196150; (2011); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is 3-(3-Chlorophenyl)thiomorpholine, and cas is 864685-25-6, its synthesis route is as follows.,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

With the complex challenges of chemical substances, we look forward to future research findings about 3-(3-Chlorophenyl)thiomorpholine

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

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholine 1,1-dioxide hydrochloride, and cas is 59801-62-6, its synthesis route is as follows.,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)

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

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