Heterocyclic Building Blocks-Thiomorpholine

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

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%).

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; 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

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.

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).

If you are interested in these compounds, 39093-93-1, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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

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

Preparation 5 4-(4-Trifluoromethylphenyl)-thiomorpholin-3-one A mixture of thiomorpholin-3-one (500 mg, 4.27 mmol), 4-trifluoromethyl-1-iodobenzene (1.25 mL, 8.5 mmol) and copper metal (814 mg, 12.8 mmol) was heated in a sealed glass tube at 185-200 C. for 18 hours. The residue was then purified by flash chromatography to give 260 mg of the title product as a white solid. M.p. 85-87 C. Mass spectrum 262 (M+1). 1H-NMR (CDCl3, 400 MHz) d 7.62 (2H, d), 7.37 (2H, d), 3.97 (2H, t), 3.43 (2H, s), 3.01 (2H, t).

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; Pfizer INC; US6423708; (2002); B1;,
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.76176-87-9, Thiomorpholine-1-oxide hydrochloride it is a common compound, a new synthetic route is introduced below., 76176-87-9

To a solution of 6-chloro-3-pyridazinecarboxaldehyde (1) (502 mg, 3.52 mmol, 1.0 eq) in 1 ,2-dichloroethane (4 ml_) was added NaOAc (722 mg, 8.80 mmol, 2.5 eq) followed by CH2CI2 (2 ml_) and thiomorpholine-1 -oxide hydrochloride (2) (1.37 g, 8.80 mmol, 2.5 eq). The mixture was stirred for 10 min before the addition of NaBH(OAc)3 (1.12 g, 5.28 mmol, 1.5 eq) then stirred for 4 h at room temperature. The reaction was quenched with 1 M NaOH (5 ml_) and the resulting mixture was poured into H20 (10 ml_) and extracted with CH2CI2 (10 ml_) then EtOAc (2 x 10 ml_). The combined organic extracts were dried over MgS04, filtered and concentrated in vacuo. Purification by silica gel chromatography using CH2CI2/MeOH (1 :0-19: 1 ) yielded intermediate 3 as an off- white solid (408 mg, 47%). (1335) LCMS (ES): Found 245.9 [M+Hf. (1336) 1H NMR (300MHz, DMSO-cf6), d: 7.91 (d, J=8.9 Hz, 1 H), 7.81 (d, J=8.9 Hz, 1 H), 3.89 (s, 2H), 2.82-3.04 (m, 4H), 2.59-2.79 (m, 4H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 76176-87-9, and friends who are interested can also refer to it.

Reference£º
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

Adding a certain compound to certain chemical reactions, such as: Thiomorpholine 1,1-dioxide, cas is 39093-93-1,the Thiomorpholine compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 39093-93-1,the Thiomorpholine, compound., 39093-93-1

4-bromomethylboronic 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) were added to the reaction flask,250ml of N,N-dimethylformamide was added and the reaction was stirred at 80C for 4h.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. The yield was 79.7%., 39093-93-1

If you are interested in these compounds, 39093-93-1, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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; Mi Zhen; Yang Yan; (30 pag.)CN107880038; (2018); A;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem

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.

Step g: crystalline (U-dioxo-1 6-thiomorpholin-4-yl)-{6-r3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxyl-pyridin-3-yl|-methanone in anhydrous polymorphic form A (Form A ({drug4a})) To a solution of 6-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid (99 mg, 0.33 mmol (69 mg, 0.2 mmol)) in DMF (300 mu) were added 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (71 mg, 0.22 mmol), N,N-diisopropyl ethyl amine (171 mul, 1.0 mmol) and thiomorpholine-S,S-dioxide (17.3 mul, 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 (73 mg, 55%) as a white solid. MS: m/e = 446.1 [M+H]+., 39093-93-1

If you are interested in these compounds, 39093-93-1, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference£º
Patent; IP Gesellschaft fuer Management mbH; Trinius, Frank; EP2792360; (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

Step 1: (1,1-Dioxidothiomorpholin-4-yl)acetonitrile; 2.66 g (19.3 mmol) of potassium carbonate were added to a solution of 1.74 g (12.8 mmol) of thiomorpholine 1,1-dioxide [E. S. Lazer et al., J. Med. Chem. 2007, 37 (7), 913-923] and 1.69 g (14.1 mmol) of bromoacetonitrile in 30 ml of acetonitrile, and the mixture was stirred for 16 h at 60¡ã C. After cooling, precipitated salts were filtered off and the filtrate was evaporated to dryness on a rotary evaporator. The residue obtained was purified by MPLC (silica gel, mobile phase: cyclohexane/ethyl acetate 1:1). 2.03 g (91percent of theory) of the title compound were obtained.1H-NMR (400 MHz, CDCl3, delta/ppm): 3.61 (s, 2H), 3.13 (s, 8H).MS (DCI, NH3): m/z=192 [M+NH4]+.GC/MS (method I, EIpos): Rt=6.66 min, m/z=174 [M]+.

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; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/312930; (2011); 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. 76176-87-9, name is Thiomorpholine-1-oxide hydrochloride. 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. 76176-87-9

To a solution of 6-chloro-3-pyridazinecarboxaldehyde (1) (502 mg, 3.52 mmol, 1.0 eq) in 1 ,2-dichloroethane (4 ml_) was added NaOAc (722 mg, 8.80 mmol, 2.5 eq) followed by CH2CI2 (2 ml_) and thiomorpholine-1 -oxide hydrochloride (2) (1.37 g, 8.80 mmol, 2.5 eq). The mixture was stirred for 10 min before the addition of NaBH(OAc)3 (1.12 g, 5.28 mmol, 1.5 eq) then stirred for 4 h at room temperature. The reaction was quenched with 1 M NaOH (5 ml_) and the resulting mixture was poured into H20 (10 ml_) and extracted with CH2CI2 (10 ml_) then EtOAc (2 x 10 ml_). The combined organic extracts were dried over MgS04, filtered and concentrated in vacuo. Purification by silica gel chromatography using CH2CI2/MeOH (1 :0-19: 1 ) yielded intermediate 3 as an off- white solid (408 mg, 47%). (1335) LCMS (ES): Found 245.9 [M+Hf. (1336) 1H NMR (300MHz, DMSO-cf6), d: 7.91 (d, J=8.9 Hz, 1 H), 7.81 (d, J=8.9 Hz, 1 H), 3.89 (s, 2H), 2.82-3.04 (m, 4H), 2.59-2.79 (m, 4H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 76176-87-9, we look forward to future research findings about .

Reference£º
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); 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

To a solution of 4-chloro-l-methyl-ljH-pyrrolo[3,2-c]pyridine-7-carboxylic acid (726mg) in dimethylformamide (12ml) was added 1-[3-(diemethylamino)propyl]-3-ethylcarbodiimide (0.73g) , 1- hydroxybenzotriazole (0.52g), N-ethylmorpholine (0.48ml) and thiomorpholine 1,1-dioxide hydrochloride (0.66g). The solution was stirred at room temperature overnight. The reaction was diluted with water and extracted three times with ethyl acetate. The ethyl acetate layers were combined, washed with saturated sodium chloride solution and dried (MgS04) then evaporated. The residue was triturated with diethyl ether/n-hexane and filtered to afford the title compound as an off- white solid (0.907g). LC/MS [MH+] 328 consistent with molecular formula C13H1435C1IV303S., 59801-62-6

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; GLAXO GROUP LIMITED; WO2005/121140; (2005); 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. 76176-87-9, name is Thiomorpholine-1-oxide hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. 76176-87-9

To a solution of thiomorpholine 1-oxide hydrochloride (340 mg) and triethylamine (0.31 mL) in N,N-dimethylformamide (25 mL) were added [2-(7-ethyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indol-2-yl)-4,5-dihydro-1,3-thiazol-5-yl]acetic acid (500 mg), 1-hydroxybenzotriazole (300 mg) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (420 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 80:20, volume ratio), and the obtained pale-yellow crystals were recrystallized from tetrahydrofuran-ethyl acetate to give the title compound (354 mg, yield 58%) as colorless crystals. melting point 194-196C. MS 561 (MH+).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant. 76176-87-9, we look forward to future research findings about .

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP2371826; (2011); A1;,
Thiomorpholine – Wikipedia
Thiomorpholine | C4H9NS – PubChem