Heterocyclic Building Blocks-Thiomorpholine

76176-87-9, 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-oxide hydrochloride, cas is 76176-87-9,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

To a solution of thiomorpholine 1-oxide hydrochloride (140 mg) and triethylamine (0.125 mL) in N,N-dimethylformamide (15 mL) were added [2-(7-methyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indol-2-yl)-4,5-dihydro-1,3-thiazol-5-yl]acetic acid (200 mg), 1-hydroxybenzotriazole (121 mg) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (172 mg) under ice-cooling, and the mixture was stirred under ice-cooling and then at room temperature for 15 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with aqueous sodium hydrogen carbonate solution and saturated brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (ethyl acetate:methanol = 100:0 to 75:25, volume ratio), and the obtained pale-yellow crystals were recrystallized from ethyl acetate-hexane to give the title compound (104 mg, yield 42%) as colorless crystals. melting point 157-160C. MS 547 (MH+).

The chemical industry reduces the impact on the environment during synthesis,76176-87-9,Thiomorpholine-1-oxide hydrochloride,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP2371826; (2011); 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.

Thiomorpholine 1,1-dioxide (2.00 g, 14.8 mmol) was dissolved in THF (20 mL) at 0 ¡ãC. Di-tert-butyl dicarbonate (3.55 g, 16.3 mmol) was added, followed by triethylamine (4.12 mL, 29.6 mmol). The resulting mixture was stirred at room temperature overnight. It was diluted with EtOAc and washed with brine. The organic layer was dried over MgS04 and concentrated. The crude residue obtained was subjected to purification on the ISCO using an 80 g column and eluting with 0-70percent EtOAc/hexanes (5percent KMnCn aq. was used in staining the TLC plates). The appropriate fractions were combined and concentrated to obtain (3.46 g, 99percent) of the title compound. NMR (400MHz, CDCh) delta 4.00 – 3.89 (m, 4H), 3.06 – 2.97 (m, 4H), 1.51 (s, 10H)

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; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; VACCARO, Wayne; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; DELUCCA, George V.; DESKUS, Jeffrey A.; HAN, Wen-Ching; KUMI, Godwin Kwame; SCHMITZ, William D.; STARRETT, John E., JR.; HILL, Matthew D.; HUANG, Hong; (563 pag.)WO2016/183118; (2016); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

As a common heterocyclic compound, it belongs to Thiomorpholine compound, name is Thiomorpholin-3-one, and cas is 20196-21-8, its synthesis route is as follows.

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.

20196-21-8, 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.,20196-21-8 ,Thiomorpholin-3-one, other downstream synthetic routes, hurry up and to see

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 Thiomorpholine compound, name is (R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, and cas is 114525-81-4, its synthesis route is as follows.

Trifluoroacetic acid (4 mL, 23.5 mmol) was added to a stirred solution of (R)-4-(tert- butoxycarbonyl)thiomorpholine-3-carboxylic acid (1.0 g, 4.05 mmol) in CH2CI2 (20 mL), and the reaction mixture was stirred at room temperature for 2 h. Volatile byproducts were removed at reduced pressure and the residue was concentrated from toluene (2 x 20 mL) and dried under high vacuum for 30 min. The crude residue was dissolved in 1,4-dioxane (10 mL) and water (10 mL) was added followed by NaHCC (1.02 g, 12.15 mmol) and a solution of FMOC-C1 (1.04 g, 4.05 mmol) in 1,4-dioxane (10 mL). The reaction mixture was stirred at room temperature for 16 h. The mixture was concentrated under reduced pressure to remove volatile organic solvent and the residue was washed with MTBE (2 x 20 mL). The aqueous layer was acidified with IN aqueous HC1 to pH 2 and extracted with EtOAc (3 x 50 mL). The combined organic extracts were washed with brine solution (50 mL), dried over anhydrous a2S04, filtered and concentrated. The residue was purified by reverse phase column chromatography (CI 8; eluent: 10-100% acetonitrile/water) to afford the title compound (1.00 g) as a white semi-solid.

114525-81-4, 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.,114525-81-4 ,(R)-4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BLIZZARD, Timothy Allen; BIFTU, Tesfaye; WO2013/148478; (2013); 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.

tert-Butyl thiomorpholine-4-carboxylate (1.91 g, 9.42 mmol) was dissolved in dichloromethane (50 ml); m-chloroperbenzoic acid (5.0 g, 19 mmol) was gradually added while cooled with ice bath, stirred, and under nitrogen atmosphere; and the reaction mixture was stirred at room temperature for 12 hours. After addition of a saturated aqueous solution of sodium thiosulfate, the reaction mixture was kept stirred for a while; and this was subjected to extraction with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. Triethylamine (8.1 ml, 58 mmol) were added to the obtained crystals; and the reaction mixture was stirred at room temperature. tert-Butoxycarbonyl dicarbonate (13.3 ml, 58 mmol) was added thereto; and the reaction mixture was stirred at room temperature for 10 hours. The reaction mixture was concentrated under reduced pressure; and the obtained crystals were suspended with a solvent mixture of diethyl ether: ethanol = 10: 1, filtered off, washed with diethyl ether and dried under aeration to yield the title compound as colorless crystals (2.03 g, 8.63 mmol, 91.6percent). 1H-NMR Spectrum (DMSO-d6) delta (ppm): 1.40 (9H, s), 3.09 (4H, t, J=5.2 Hz), 3.72 (4H, t, J=5.2 Hz).

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; Eisai Co., Ltd.; EP1522540; (2005); A1;,
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.

To a solution of N-Boc thiomorpholine carboxylic acid (1.36 g, 5.51 mmol) in dichloromethane (13.6 ml) were added under N2, at r.t., TBTU (1.95 g, 6.06 mmol) and DIPEA (1.92 ml, 11.02 mmol) and the solution was stirred for 30 mins. To a suspension of L-serine methyl ester hydrochloride (1.71 g, 11.02 mmol) in dichloromethane (13.6 ml) was added DIPEA (1.92 ml, 11.02 mmol) and the resulting solution was stirred for 30 mins. Then the solution containing the serine free base was added to the reaction mixture and it was left stirring for 16 hrs. Water was added to the reaction mixture and the aqueous layer was extracted with dichloromethane (x3) and the combined organic phases were dried (Na2SO4) and evaporated to dryness. The crude title compound (3.87 g) was used in the next step without further purification. UPLC/MS: m/z= 371 (M+Na); 349 (M+1 ); 293 (M-fBu); 249 (M-BOC+1 ) (at) t=0.59 min

128453-98-5, 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.,128453-98-5 ,4-(tert-Butoxycarbonyl)thiomorpholine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/28654; (2007); 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.

To the acetonitrile (7.4 mL) solution of thiomorpholine 1,1-dioxide (0.500 g, 3.70 mmol) in ice-cold condition, triphosgene (1.10 g, 3.70 mmol) was added under an argon gas atmosphere , and the mixture was stirred overnight at room temperature. Hexane was added to the reaction solution and a solid obtained by concentration is sonicated. The solid was collected by filtration, washed with hexane, and dried under reduced pressure,The title compound was obtained (white solid, 0.731 g, 3.70 mmol, quantitative).

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; CHIBA UNIVERSITY; YAKULTHONSHA COMPANY LIMITED; TAKAYAMA, HIROMITSU; YASOBU, NAOKO; KITAJIMA, MARIKO; YAEGASHI, TAKASHI; MATSUZAKI, TAKESHI; NAGAOKA, MASATO; HASHIMOTO, SHUSUKE; NISHIYAMA, HIROYUKI; SUGIMOTO, TAKUYA; ONO, MASAHIRO; (176 pag.)JP5829520; (2015); B2;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

123-90-0, 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, cas is 123-90-0,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

9.98 g of thiomorpholine and 14.8 g of triflic anhydride were stirred together in DCM at room temperature for 2 hours. The reaction was then partitioned between 1 M K2C03 (aq) and DCM. The organic layer was separated and dried by passing through a hydrophobic frit, then concentrated in vacuo. 13.82 g of the resultant oil was stirred with 85.2 g of oxone in 50 mL of methanol and 50 mL of water for 18 h at room temperature. The reaction was then filtered and washed with methanol and the filtrate concentrated. This was then partitioned between water and EtOAc and the aqueous layer washed 3 times with EtOAc. The combined organic extracts were then dried (MgS04) and concentrated to produce a white solid. This was then stirred at room temperature with 40 g of K2C03 in 80 mL of methanol for 18 h. The methanol was then removed in vacuo and the remains partitioned between DCM and sat. K2CO3 (aq). The combined organic extracts were passed through a hydrophobic frit and concentrated in vacuo to produce the title compound, 3.51 g.

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, 123-90-0

Reference£º
Patent; ARROW THERAPEUTICS LIMITED; WO2005/89771; (2005); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

134676-67-8, 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. N-Boc-2-thiomorpholinecarboxylic Acid, cas is 134676-67-8,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

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 )

The chemical industry reduces the impact on the environment during synthesis,134676-67-8,N-Boc-2-thiomorpholinecarboxylic Acid,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GIOVANNINI, Riccardo; HAMPRECHT, Dieter; KISTLER, Barbara; LINGARD, Iain; WO2012/80456; (2012); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

864685-25-6, 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. 3-(3-Chlorophenyl)thiomorpholine, cas is 864685-25-6,the Thiomorpholine compound, it is a common compound, a new synthetic route is introduced below.

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

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 3-(3-Chlorophenyl)thiomorpholine, 864685-25-6

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