Month: October 2020

As a common heterocyclic compound, it belongs to thiazolidine compound, name is (S)-4-Benzylthiazolidine-2-thione, and cas is 171877-39-7, its synthesis route is as follows.,171877-39-7

(S)-4-Benzylthiazolidine-2-thione 6 (18.4 g, 88 mmol, 1 equiv), DMAP (1.1 g, 8.8 mmol, 0.1 equiv) and NEt3 (18.4 mL, 132 mmol, 1.5 equiv) were dissolved in dry CH2Cl2 (240 mL) and cooled to 0 C. AcCl (9.4 mL, 132 mmol, 1.5 equiv) was added dropwise and the reaction was allowed to reach room temperature and stirred overnight. The mixture was then quenched with satd NH4Cl (200 mL), diluted with Et2O (300 mL), and the organic phase was washed with satd CuSO4 (3×100 mL), water (100 mL), and brine (100 mL), dried (MgSO4), filtered, and concentrated. Recrystallization of the crude material from EtOH afforded acetylated auxiliary 7 (18 g, 81%) as yellow needles; [alpha]D20 335 (c 13, CH2Cl2) previously reported [alpha]D20 211 (c 10, CHCl3);32 Mp 111-115 C previously reported 88-90 C;33 1H NMR (400 MHz, CDCl3) delta 7.37-7.12 (m, 5H), 5.31 (m, 2H), 3.31 (dd, J=11.5, 7.2 Hz, 1H), 3.15 (dd, J=13.2, 3.8 Hz, 1H), 2.97 (dd, J=13.2, 10.6 Hz, 1H), 2.82 (d, J=11.5 Hz, 1H), 2.72 (s, 3H); 13C NMR (100 MHz, CDCl3) delta 201.8, 170.8, 136.5, 129.5, 128.9, 127.2, 68.3, 58.3, 36.7, 27.1.

171877-39-7 is used more and more widely, we look forward to future research findings about (S)-4-Benzylthiazolidine-2-thione

Reference£º
Article; Kitir, Betuel; Baldry, Mara; Ingmer, Hanne; Olsen, Christian A.; Tetrahedron; vol. 70; 42; (2014); p. 7721 – 7732;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

Name is 1,1-Dioxo-isothiazolidine, as a common heterocyclic compound, it belongs to thiazolidine compound, and cas is 5908-62-3, its synthesis route is as follows.,5908-62-3

To the mixture of 4-(5-bromo-6-nitropyridin-3-yl)morpholine (1.00 g, 3.47 mmol) in toluene (20 ml), isothiazolidine 1,1-dioxide (0.63 g, 5.21 mmol), Cul (0.17 g, 0.87 mmol), DMEDA (0.15 g, 1.74 mmol) and K2C03 (0.96 g, 6.94 mmol) were added successively. The mixture was heated at 80C for 5 h under nitrogen atmosphere. After cooling down to room temperature, the mixture was filtrated and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (DCM/MeOH= 100/1 ) to give the desired product (0.49 g, 43.1 %). NMR (300 MHz, -DMSO) delta 8.16 (d, J = 2.7 Hz, 1H), 7.51 (d, J = 2.7 Hz, 1H), 3.79-3.72 (m, 6H), 3.43-3.34 (m, 6H), 2.43 (m, 2H ).MS (ESI+) m/z 329 (M+l)

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

Reference£º
Patent; AVEXA LIMITED; SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY (SIOC); RHODES, David, Ian; DEADMAN, John, Joseph; LE, Giang, Thanh; VAN DE GRAFF, Nicholas, Andrew; LONG, Lu; XINMING, Li; XIAO, Feng; CHANGJIANG, Yu; WO2012/6680; (2012); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid, cas is 7025-19-6, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.,7025-19-6

General procedure: To a mixture of aldehyde (1.0 mmol), 3-(4-oxo-2-thioxothiazolidin-3-yl)propanoic acid (205 mg,1.0 mmol) or 3-(2-(1H-tetrazol-5-yl)ethyl)-2-thioxothiazolidin-4-one (229 mg, 1.0 mmol) and NaOAc (820 mg, 10.0 mmol) was added acetic acid (5.0 mL). The reaction was allowed to stir at 105 C for 0.5h – 12h, then cooled to room temperature. To the reaction was added water (15mL). The resulting mixture was sonicated to give yellow-orange slurry. After filtration, the solid was washed with water (75 mL) and dried under high vacuum to yield the corresponding product as a red fine powder.

7025-19-6 is used more and more widely, we look forward to future research findings about 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid

Reference£º
Article; Liang, Dongdong; Robinson, Elizabeth; Hom, Kellie; Yu, Wenbo; Nguyen, Nam; Li, Yue; Zong, Qianshou; Wilks, Angela; Xue, Fengtian; Bioorganic and Medicinal Chemistry Letters; vol. 28; 6; (2018); p. 1024 – 1029;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belongs to thiazolidine compound, name is 1,1-Dioxo-isothiazolidine, and cas is 5908-62-3, its synthesis route is as follows.,5908-62-3

To a mixture of Cs2C03(41 mg, 0.12 mmol), 5-(5-(4-bromophenyl)- l,2,4-oxadiazol-3-yl)-l-(3-(2-methoxyethoxy)benzyl)pyridin-2(lH)-one(synthesized with analogous method to Example 65, using 4-bromobenzoic acid instead of 4-(trifluoromethoxy)benzoic acid; 30 mg, 0.062 mmol), Pd2(dba)3 (0.6 mg, 0.62 muiotaetaomicron), and XPhos (1.1 mg, 2.5 muiotaetaomicron) in toluene (311 muEpsilon) previously degassed with N2, was added isothiazolidine 1,1 -dioxide (6.4 mu, 0.075 mmol). The mixture was heated to 80 C for 12 h, cooled to RT, filtered through a pad Celite and concentrated under reduced pressure. The residue was purified by prep-HPLC (Mobile phase: A = 0.1% TFA/H20, B = 0.1% TFA/ MeCN; Gradient: B = 30% – 70% in 12 min; Column: CI 8) to give the title compound; H NMR (600 MHz, Chloroform-if) delta 8.25 (d, J = 2.4 Hz, IH), 8.13 (d, J = 8.8 Hz, 2H), 8.04 (dd, J = 9.5, 2.4 Hz, IH), 7.35 (d, / = 8.8 Hz, 2H), 7.28 (m, IH), 6.95 (d, / = 8.0 Hz, IH), 6.93 (m, IH), 6.88 (dd, / = 8.1, 2.4 Hz, IH), 6.77 (d, / = 9.5 Hz, IH), 5.22 (s, 2H), 4.14 – 4.04 (m, 2H), 3.87 (t, / = 6.5 Hz, 2H), 3.79 – 3.68 (m, 2H), 3.46 – 3.43 (m, 2H), 3.43 (s, 3H), 2.67 – 2.56 (m, 2H); MS (ES+) C26H26N406S requires: 522, found: 523 [M+H]+

With the complex challenges of chemical substances, we look forward to future research findings about 5908-62-3,belong thiazolidine compound

Reference£º
Patent; JONES, Philip; DIFRANCESCO, Maria, Emilia; PETROCCHI, Alessia; MARSZALEK, Joe; LIU, Gang; KANG, Zhijun; CARROLL, Christopher, L.; MCAFOOS, Timothy; CZAKO, Barbara; WO2014/31928; (2014); A2;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

Name is 1,1-Dioxo-isothiazolidine, as a common heterocyclic compound, it belongs to thiazolidine compound, and cas is 5908-62-3, its synthesis route is as follows.,5908-62-3

1,2-thiazolidine 1,1-dioxide (0.03 I g, 0.259 mmol) in dimethylformamide (1 mL) was treated with 60% sodium hydride (0.012g, 0.518 mmol, 0.021 g of a 60% in oil dispersion).The reaction mixture was stirred for 5 mm. To this solution was added Example 41b (0.05 g,0.086 mmol). The reaction mixture was stirred at room temperature for 2 hours. 2 N NaOH (1 mL) was added and the reaction mixture was heated at 65 C for 2 hours. After cooling to room temperature, the reaction mixture was partitioned between water and ethyl acetate. The aqueous layer was extracted with additional ethyl acetate twice. The combined organic layerswere washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified by preparative HPLC (C18, 10-80% acetonitrile in 0.1% TFA water) to afford 0.025 g (64%) of the title compound. 1H NMR (500 MHz, DMSO-d6) 2.21-2.25 (m, 2H), 3.15 (t, J=6.97 Hz, 2H), 3.23-3.27 (m, 2H), 3.50 (s, 3H), 4.13 (s, 2H), 6.25-6.26 (m, IH), 6.88 (d, J=7.63 Hz, 2H), 7.00 (d, J8.54 Hz, 1H), 7.03-7.05 (m, IH), 7.25-7.30 (m, 4H), 7.34 (dd,J=8.39, 2.29, ZH), 7.48 (d, J=2.44 Hz, 1H), 12.00 (s, 1 H). MS (ESI+) m/z 450.2 (M+H).

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

Reference£º
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; WANG, Le; PRATT, John, K.; MCDANIEL, Keith, F.; WO2013/97052; (2013); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belongs to thiazolidine compound, name is 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid, and cas is 7025-19-6, its synthesis route is as follows.,7025-19-6

General procedure: To a mixture of aldehyde (1.0 mmol), 3-(4-oxo-2-thioxothiazolidin-3-yl)propanoic acid (205 mg,1.0 mmol) or 3-(2-(1H-tetrazol-5-yl)ethyl)-2-thioxothiazolidin-4-one (229 mg, 1.0 mmol) and NaOAc (820 mg, 10.0 mmol) was added acetic acid (5.0 mL). The reaction was allowed to stir at 105 C for 0.5h – 12h, then cooled to room temperature. To the reaction was added water (15mL). The resulting mixture was sonicated to give yellow-orange slurry. After filtration, the solid was washed with water (75 mL) and dried under high vacuum to yield the corresponding product as a red fine powder.

With the complex challenges of chemical substances, we look forward to future research findings about 7025-19-6,belong thiazolidine compound

Reference£º
Article; Liang, Dongdong; Robinson, Elizabeth; Hom, Kellie; Yu, Wenbo; Nguyen, Nam; Li, Yue; Zong, Qianshou; Wilks, Angela; Xue, Fengtian; Bioorganic and Medicinal Chemistry Letters; vol. 28; 6; (2018); p. 1024 – 1029;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belongs to thiazolidine compound, name is (S)-4-Phenylthiazolidine-2-thione, and cas is 185137-29-5, its synthesis route is as follows.,185137-29-5

General procedure: To thiazolidine-2-thiones (1.0 equiv.) in THF (5.5 mL/mmol), 60% NaH dispersion in mineral oil (1.2 equiv.)was slowly added at 0 C. The reaction mixture was stirred for 15 min at 0 C before acetyl chloride (1.2 equiv.)was added dropwise. The reaction mixture was stirred for 30 min at 0 C, upon which it was warmed to roomtemperature and allowed to stir for another 2 h. The reaction was quenched with saturated NH4Cl (3 mL/mmol)and the layers were separated. The aq. layer was extracted with EtOAc (2 x 4 mL/mmol) and the combinedorganic layers were dried (Na2SO4),filtered, and concentrated in vacuo. The crude product was purified bycolumn chromatography on silica (hexanes/EtOAc 8:2) to afford the title compounds as yellow oils.

With the complex challenges of chemical substances, we look forward to future research findings about 185137-29-5,belong thiazolidine compound

Reference£º
Article; Tungen, J¡ãrn E.; Aursnes, Marius; Hansen, Trond Vidar; Tetrahedron Letters; vol. 56; 14; (2015); p. 1843 – 1846;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belongs to thiazolidine compound, name is 3-Aminorhodanine, and cas is 1438-16-0, its synthesis route is as follows.,1438-16-0

EXAMPLE 48 2-Thioxo-3-[[5-(trifluoromethyl)-1,3-benzodithiol-2-ylidene]amino]-4-thiazolidinone A slurry of 3.0 g of N-methyl-N-[5-(trifluoromethyl)-1,3-benzodithiol-2-ylidene]benzaminium iodide, N-aminorhodanine (982 mg) and sodium carbonate (351 mg) in 100 ml of anhydrous dimethylformamide is heated at 120 C for 2 hours. The reaction mixture is chilled in an ice bath and the resultant precipitate collected by filtration. This product is recrystallized from dimethylformamide to yield 570 mg of the title compound, melting point 285-288 C. Anal. Calc’d. for C11 H5 F3 N2 OS4: C, 36.06; H, 1.38; N, 7.65; S, 35.00; F, 15.56. Found: C, 36.14; H, 1.26; N, 7.89; S, 35.16; F, 15.61.

With the complex challenges of chemical substances, we look forward to future research findings about 1438-16-0,belong thiazolidine compound

Reference£º
Patent; E. R. Squibb & Sons, Inc.; US4104467; (1978); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid, cas is 7025-19-6, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.,7025-19-6

To a mixture of 3-(4-oxo-2-thioxothiazolidin-3-yl)propanoic acid (205 mg, 1.0 mmol), H2N-Gly-OEt hydrochloride (140 mg, 1.0 mmol) and EDC (192 mg, 1.0 mmol) in DMF (5.0 mL) was added triefhylamine (140 muEpsilon, 1.0 mmol). The reaction mixture was stirred at room temperature for 16 h, and then concentrated. The crude product was purified by flash chromatogrphy (EtOAc/Hexanes 1 :2- 1 :1) to give FX-3019 as a white solid (276 mg, 0.95 mmol, 95%): :H NMR (400 MHz, DMSO-de) delta 1.25-1.30 (t, 7 = 6.8 Hz, 3H), 2.64-2.70 (t, 7 = 7.6 Hz, 2H), 4.01 (s, 3H), 4.20-4.25 (dd, 7= 7.2, 14.0 Hz, 2H), 4.25-4.35 (t, 7 = 8.0 Hz, 2H), 6.04 (s, 1H); 13C NMR (100 MHz, DMSO-de) delta 14.1, 32.7, 35.4, 40.6, 41.4, 61.7, 169.4, 169.8, 173.6, 201.0; LC-TOF (M+H+) calcd for C10H15N2O4S2 291, found 291. Chemical Formula: C18H16BrN305S2

With the rapid development of chemical substances, we look forward to future research findings about 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid

Reference£º
Patent; MELNICK, Ari; CERCHIETTI, Leandro, Carlos, A.; CARDENAS, Mariano, G.; XUE, Fengtian; MACKERELL, Alexander, D.; WO2014/204859; (2014); A2;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO420,mainly used in chemical industry, its synthesis route is as follows.,7025-19-6

General procedure: To a mixture of 5-chloroisatin (182 mg, 1.0 mmol) and N-carboxyethylrhodanine (205 mg, 1.0 mmol) was added DMSO-d6 (3.0 mL). The reaction was followed by proton NMR until the disappearance of the starting material.

With the synthetic route has been constantly updated, we look forward to future research findings about 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid,belong thiazolidine compound

Reference£º
Article; Xue, Fengtian; MacKerell Jr., Alexander D.; Heinzl, Geoffrey; Hom, Kellie; Tetrahedron Letters; vol. 54; 13; (2013); p. 1700 – 1703;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com