Category: Thiomorpholine

20196-21-8, 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., 20196-21-8

(15) A mixture of 5-chloro-N-((1-(4-iodophenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide 1-6 prepared in Example 1 (230 mg, 0.518 mmol), 3-thiomorpholinone (121 mg, 1.03 mmol), 1,2-trans-diaminocyclohexane (26 muL, 0.21 mmol) and K3PO4 (220 mg, 1.04 mmol) in dioxane (2 mL) was degassed with Ar before being charged with CuI (40 mg, 0.21 mmol). The mixture in a sealed tube was heated at 110 C. overnight. It was then purified by HPLC to give the title compound (58 mg). MS 433.1 and 435.0 (M+H, Cl pattern)., 20196-21-8

The chemical industry reduces the impact on the environment during synthesis, 20196-21-8, I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Millennium Pharmaceuticals, Inc.; US2007/259924; (2007); A1;,
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. 39093-93-1, name is Thiomorpholine 1,1-dioxide. This compound has unique chemical properties. The synthetic route is as follows. 39093-93-1

To a well stirred suspension of thiomorpholine 1,1 -dioxide (0.36 g, 2.7 mmol) and potassium carbonate (0.37 g, 2.7 mmol) in acetone (5 mL) was added l-bromo-4- chloromethyl-benzene (0.50 g, 2.4 mmol). The mixture was stirred for 48 hours at room temperature. The mixture was filtered and the volatiles were evaporated. The residue was suspended in ether (100 mL), filtered and evaporated to a solid. The material was purified via chromatography utilizing an ISCO automated purification apparatus (24 g silica gel column 10percent – >;100percent ethyl acetate in hexane). 4-(4-Bromo-benzyl)-thiomorpholine 1,1- dioxide was isolated as a white solid (0.72 g, 97percent). 1H NMR (400 MHz, CDCl3, delta, ppm): 7.47 (d, J=7.6 Hz, 2H), 7.19 (d, J=7.7 Hz, 2H), 3.60 (s, 2H), 3.08-2.94 (m, 8H). MS = 304, 306 (MH)+.

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; CEPHALON, INC.; CURRY, Matthew A.; DORSEY, Bruce D.; DUGAN, Benjamin J.; GINGRICH, Diane E.; MESAROS, Eugen F.; MILKIEWICZ, Karen L.; WO2010/141796; (2010); A2;,
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

To a solution of thiomorpholine 1,1-dioxide (37.4 mg, 0.277 mmol) in ethanol (1 mL) was added (S)i sopropyl 2-(6-(bromomethyl)-4-(4,4-dimethylpiperidin- l-yl)-5 -(2-(4-fluoro-2- methylbenzyl)- 1,2,3 ,4-tetrahydroi soquinolin-6-yl)-2-methylpyridin-3 -yl)-2-(tert-butoxy)acetate (20 mg, 0.028 mmol) and the resulting mixture was stirred at room temp for 16 h. Mixture was then treated with iON NaOH (0.028 mL, 0.277 mmol) at 80 ¡ãC for 4 h. Mixture was then cooled and purified by prep HPLC to afford (S)-2-(tert-butoxy)-2- (4-(4,4-dimethylpiperidin- 1 -yl)-6-((1, 1 -dioxidothiomorpholino)methyl)-5-(2-(4-fluoro-2- methylbenzyl)- 1,2,3 ,4-tetrahydroi soquinolin-6-yl)-2-methylpyridin-3 -yl)acetic acid (15.8mg, 0.021 mmol, 78 percent yield). ?HNMR (500MHz, DMSO-d6) oe 7.40-7.27 (m, 1H),7.25 -7.15 (m, 1H), 7.14-6.96 (m, 3H), 6.90 (br. s., 1H), 5.79 (br. s., 1H), 3.61 (br. s.,4H), 3.47 – 3.34 (m, 3H), 3.34 – 3.18 (m, 2H), 2.94 (br. s., 2H), 2.84 (d, J=9.9 Hz, 3H),2.77 – 2.68 (m, 6H), 2.47 (s, 3H), 2.36 (br. s., 3H), 2.12 (br. s., 1H), 1.89 – 1.79 (m, 1H),1.49 (br. s., 1H), 1.35 – 1.14 (m, 2H), 1.12 (s, 9H), 1.06-0.91 (m, 1H), 0.85 (br. s., 3H),0.61 (br. s., 3H). LCMS (M+H) = 735.1.

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; VIIV HEALTHCARE UK (NO.5) LIMITED; EASTMAN, Kyle J.; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PATEL, Manoj; SIVAPRAKASAM, Prasanna; TU, Yong; (275 pag.)WO2017/25915; (2017); 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

Dissolved a mixture of 1,4-dibromobenzene (10.0 14 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), BNAP (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 andheated 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-dioxide as a light yellow solid. MS (ES, m/z): 292.1 (M + 1).

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; MERCK SHARP & DOHME CORP.; STACHEL, Shawn; PAONE, Daniel, V.; LI, Jing; GINNETTI, Anthony; LIM, John; FU, Jianmin; XU, Shimin; WO2015/54038; (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

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).

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; 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

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. 134676-67-8, name is N-Boc-2-thiomorpholinecarboxylic Acid. This compound has unique chemical properties. The synthetic route is as follows. 134676-67-8

Synthesis of Example 32 Thiomo holine-2,4-dicarboxylic acid 4-tert-butyl ester (10 g, 40.43 mmol) is dissolved in a mixture of dichloromethane (50 mL) and methanol (40 inL) and cooled to 0 C under N2. A solution of trimethylsilyldiazomethane (2M in diethyl ether, 44.5 mL, 89 mmol) is added dropwise with stirring, the mixture allowed to warm to room temperature and stirred overnight. The solvent is removed under vacuum, the residue dissolved in ethyl acetate and washed with water, dried over magnesium sulphate and the solvent removed under vacuum to give compound 32-1.Yield: 10.5 gES mass spectrum: [M+H-tBu]+ = 206Retention time HPLC : 1.76 min (UPLC Method 1 )

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 134676-67-8, we look forward to future research findings about .

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; HAMPRECHT, Dieter; KISTLER, Barbara; LINGARD, Iain; WO2012/80456; (2012); A1;,
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. 39093-93-1, name is Thiomorpholine 1,1-dioxide. This compound has unique chemical properties. The synthetic route is as follows. 39093-93-1

General procedure: A mixture ofmethyl 3-iodobenzoate (1 mmol), corresponding amine (3 mmol), K2CO3(4 mmol), CuI (0.2 mmol) and L-proline (0.4 mmol) in 15 mL of DMSO was heatedat 60 ¡ãC for 8 h. The cooled mixture was pour into 150 ml water, and extractedwith ethyl acetate (3 ¡Á 15 mL), the organic fractions were combined, washedwith saturated brine (2 ¡Á 15 ml) prior to drying over anhydrous sodium sulfate.After filtration and concentrate using a rotary evaporator, the residue was purified by silica gel column chromatographyusing a mixture of petroleum ether/ethyl acetate (20 : 1, v/v) as eluent toafford the desired product.

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
Article; Li, Zheng; Pan, Miaobo; Su, Xin; Dai, Yuxuan; Fu, Mian; Cai, Xingguang; Shi, Wei; Huang, Wenlong; Qian, Hai; Bioorganic and Medicinal Chemistry; vol. 24; 9; (2016); p. 1981 – 1987;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem