Extracurricular laboratory: Synthetic route of 39093-93-1

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

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 Cs2C03 (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 6.45 g (50percent) of the desired 4-(4-Bromophenyl)thiomorpholine 1 , 1 -dioxideas a light yellow solid. MS(ES,m/z):292.1 (M + 1).

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Reference£º
Patent; MERCK SHARP & DOHME CORP.; STACHEL, Shawn; FU, Jianmin; XU, Shimin; PAONE, Daniel; LI, Jing; GINNETTI, Anthony; Lim, John; WO2015/51479; (2015); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Downstream synthetic route of Thiomorpholine 1,1-dioxide

39093-93-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,39093-93-1 ,Thiomorpholine 1,1-dioxide, other downstream synthetic routes, hurry up and to see

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.

[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.

39093-93-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,39093-93-1 ,Thiomorpholine 1,1-dioxide, other downstream synthetic routes, hurry up and to see

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

Introduction of a new synthetic route about 39093-93-1

39093-93-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,39093-93-1 ,Thiomorpholine 1,1-dioxide, other downstream synthetic routes, hurry up and to see

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.

A mixture of 2-bromo-5-iodopyridine (1.0 g), thiomorpholine 1,1-dioxide (0.51 g), tris(dibenzylideneacetone)dipalladium(0) (0.11 g), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (0.20 g), sodium tert-butoxide (0.85 g) and toluene (30 mL) was stirred under argon atmosphere at room temperature for 4 days. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (420 mg). MS(ESI+): [M+H]+ 290.9.

39093-93-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,39093-93-1 ,Thiomorpholine 1,1-dioxide, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Saitoh, Morihisa; Yogo, Takatoshi; Kamei, Taku; Tokunaga, Norihito; Ohba, Yusuke; Yukawa, Takafumi; (191 pag.)US2016/159773; (2016); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Introduction of a new synthetic route about Thiomorpholine 1,1-dioxide

The chemical industry reduces the impact on the environment during synthesis,39093-93-1,Thiomorpholine 1,1-dioxide,I believe this compound will play a more active role in future production and life.

39093-93-1, 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. Thiomorpholine 1,1-dioxide, cas is 39093-93-1,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

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.

The chemical industry reduces the impact on the environment during synthesis,39093-93-1,Thiomorpholine 1,1-dioxide,I believe this compound will play a more active role in future production and life.

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

Share a compound : 39093-93-1

The chemical industry reduces the impact on the environment during synthesis,39093-93-1,Thiomorpholine 1,1-dioxide,I believe this compound will play a more active role in future production and life.

39093-93-1, 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. Thiomorpholine 1,1-dioxide, cas is 39093-93-1,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

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.

The chemical industry reduces the impact on the environment during synthesis,39093-93-1,Thiomorpholine 1,1-dioxide,I believe this compound will play a more active role in future production and life.

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

Some tips on 39093-93-1

The chemical industry reduces the impact on the environment during synthesis,39093-93-1,Thiomorpholine 1,1-dioxide,I believe this compound will play a more active role in future production and life.

39093-93-1, 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. Thiomorpholine 1,1-dioxide, cas is 39093-93-1,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-bromobenzylbromide (625 mg, 2.5 mmol) in THF (12 mL) was added thiomorpholine-1,1-dioxide in one portion (400 mg, 3.0 mmol). The resulting mixture was stirred at rt for 18 h whereupon a white ppt formed. The solvent was removed underreduced pressure to give a residue that was dissolved in DCM and sequentially washedwith NaHCO3 (aq. Sat.) (40 mL), water (40 mL) and brine (40 mL), before finally passing through a phase separator cartridge (Biotage). Removal of the organic extracts in vacuo afforded the title compound as a white solid (755 mg, 2.5 mmol, 99percent).

The chemical industry reduces the impact on the environment during synthesis,39093-93-1,Thiomorpholine 1,1-dioxide,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; AUSPHERIX LIMITED; HOLMES, Ian; NAYLOR, Alan; ALBER, Dagmar; POWELL, Jonathan Raymond; MAJOR, Meriel Ruth; NEGOITA-GIRAS, Gabriel; ALLEN, Daniel Rees; (181 pag.)WO2017/93544; (2017); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

New learning discoveries about 39093-93-1

39093-93-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,39093-93-1 ,Thiomorpholine 1,1-dioxide, other downstream synthetic routes, hurry up and to see

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.

A 5 mL jiW tube equipped with a stir bar was charged with 250 mg of tert-butyl (R)-5-bromo-3-((methyl((S)-5 ,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-3 ,4-dihydroisoquinoline-2( 1H)-carboxylate(0.514 mmol, 1 equiv), 90.0 mg of thiomorpholine 1,1-dioxide (0.668 mmol, 1.3 equiv), 48.0mg of BNAP(0.077 mmol, 0.15 equiv), 0.25 1 g of Cs2CO3 (0.771 mmol, 1.5 equiv), and 24.0mg of Pd2(dba)3 (0.026mmol, 0.05 equiv) and the system was set under Ar atmosphere by flashing through Ar for 1 h. Then 2.57mL of dioxane (degassed by bubbling through Ar for 1 h) was added. After stirring at 140¡ãC for 3 h in thejiW reactor (normal power), EA was added and the suspension was filtered through celite plug. The cmde product was purified on silica gel column using 0-100percent EA in hexanes as eluent affording 252 mg (91percent) of the product 15. 1H NMR (400 MHz, CDCl3) 8.28 (s, 1H), 7.35 (d, J = 7.6 Hz, 1H), 7.11 (t, J = 7.8 Hz, 1H), 7.07-6.99 (m, 1H), 6.91 (d, J = 7.6 Hz, 1H), 6.80- 6.72 (m, 1H), 4.70 (br s, 0.5H), 4.58 (d, J = 17.1Hz, 1H), 4.50 (br s, 0.5H), 3.89-3.77 (m, 1H), 3.65 (s, 1H), 3.50-3.34 (m, 4H), 3.31 -3.15 (m, 5H), 2.872.61 (m, 4H), 2.47 – 2.20 (m, 1H), 2.23 (s, 3H), 2.02 – 1.80 (m, 3H), 1.66 – 1.56 (m, 1H), 1.50 (s, 9H); LC-MS (ESI-API, 254 nm) 75-95percent MeOH in H20 (0.1percent HCO2H), 3 mm, 1.00 mL/min, C18 (Agilent Zorbax XDB-18, 50mm x 4.6 mm, 3.5 .im), m/z = 541.2 (M + H), t = 0.514 mm.

39093-93-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,39093-93-1 ,Thiomorpholine 1,1-dioxide, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; EMORY UNIVERSITY; LIOTTA, Dennis C.; JECS, Edgars; WILSON, Robert James; NGUYEN, Huy Hoang; KIM, Michelle Bora; WILSON, Lawrence; MILLER, Eric James; TAHIROVIC, Yesim Altas; TRUAX, Valarie; KAISER, Thomas; (311 pag.)WO2018/156595; (2018); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Introduction of a new synthetic route about 39093-93-1

The chemical industry reduces the impact on the environment during synthesis,39093-93-1,Thiomorpholine 1,1-dioxide,I believe this compound will play a more active role in future production and life.

39093-93-1, 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. Thiomorpholine 1,1-dioxide, cas is 39093-93-1,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

4-Bromomethylbenzeneboronic acid pinacol ester (5.0 g,1.68 mmol), 1,1-dioxide thiomorpholine 2.74 g (2.02 mmol), and potassium carbonate (2.79 g, 2.02 mmol) were added to a flask and added with DMF (25mL). The mixture was stirred at 80oC for 4 hours. The reaction mixture was cooled to rt., and poured into ice water (125 mL), and stirred for 30 min. The mixture was filtered to give 4.72 g of the title compound as white solid (yield of 79.7%).

The chemical industry reduces the impact on the environment during synthesis,39093-93-1,Thiomorpholine 1,1-dioxide,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; The National Institutes Of Pharmaceutical Research; YIN, Huijun; YAN, Xu; ZONG, Libin; TIAN, Weixue; ZHENG, Li; DOU, Haoshuai; YANG, Yan; (68 pag.)EP3556761; (2019); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Analyzing the synthesis route of Thiomorpholine 1,1-dioxide

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Thiomorpholine 1,1-dioxide, 39093-93-1

39093-93-1, 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. Thiomorpholine 1,1-dioxide, cas is 39093-93-1,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 1 ,4-dibromobenzene (118 mg, 0.5 mmol), thiomorpholine- 1,1 -dioxide (68 mg, 0.5 mmol), Pd2dba3 (12 mg, 2.5molpercent), BINAP (24 mg, 7.5 molpercent), sodium 2-methylpropan-2-olate (72 mg,0.75 mmol) and toluene (2 mL) was stirred at 800C for overnight. The reaction mixture was cooled down to room temperature and worked-up. The residue was purified on slilica gel flash column chromatography(eluent: 0-50percent EtOAc in hexane) to afford 4-(4-bromophenyl)thiomorpholine- 1,1 -dioxide as a white solid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Thiomorpholine 1,1-dioxide, 39093-93-1

Reference£º
Patent; IRM LLC; CHE, Jianwei; DING, Qiang; HE, Xiaohui; LIU, Hong; LIU, Yahua; MICHELLYS, Pierre-Yves; OKRAM, Barun; WU, Xu; YANG, Kunyong; ZHU, Xuefeng; WO2011/14795; (2011); A2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

The important role of 39093-93-1

39093-93-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,39093-93-1 ,Thiomorpholine 1,1-dioxide, other downstream synthetic routes, hurry up and to see

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.

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. 1H NMR (400 MHz, acetone-d6): delta 10.03 (s, 1H), 9.23 (s, 1H), 8.11 (d, J = 8.4 Hz, 1H), 8.00 (d, J = 7.2 Hz, 1H), 7.86 (d, J = 8.0 Hz, 1H), 7.67 (d, J = 8.2 Hz, 1H), 7.49-7.41 (m, 2H), 7.40-7.34 (m, 1H), 6.70 (s, 1H), 4.14-4.05 (m, 4H), 3.20 (t, J = 4.8 Hz, 4H), 1.30 (s, 9H). MS m/z (APCI+) Found (M+H): 486.2

39093-93-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,39093-93-1 ,Thiomorpholine 1,1-dioxide, other downstream synthetic routes, hurry up and to see

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