Heterocyclic Building Blocks-Thiazolidine

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;,
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1,1-Dioxo-isothiazolidine, cas is 5908-62-3, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.,5908-62-3

General procedure: Example 2 3-Ethyl-5-methyl-6-[(2-oxoazetidin-1-yl)methyl]-1-(3,3,3-trifluoropropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione To a solution of 85 mg (1.19 mmol) of 2-azetidinone in 1.6 ml of THF were added 48 mg (1.19 mmol) of sodium hydride (60% suspension in mineral oil), then the mixture was heated to 60 C. for 60 min and subsequently cooled back down to RT (“Solution 1”). To a solution of 80 mg (0.238 mmol) of the compound from Ex. 140A in 1.6 ml of dichloromethane in another reaction vessel were added, at 0 C., 83 mul (0.476 mmol) of N,N-diisopropylethylamine and 18 mul (0.250 mmol) of thionyl chloride. After 20 min at 0 C., Solution 1 was added and the cooling bath was removed. The reaction mixture was stirred at RT for about 18 h. All the volatile constituents were then removed on a rotary evaporator. The remaining residue was separated into its components by means of preparative HPLC (Method 10). After concentration of the product fractions and drying under high vacuum, 5 mg (5% of theory, 92% purity) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6, delta/ppm): 4.26 (s, 2H), 4.12 (t, 2H), 3.90 (q, 2H), 3.29-3.21 (m, 2H), 3.17 (t, 2H), 2.86-2.69 (m, 2H), 2.41 (s, 3H), 2.29-2.16 (m, 2H), 1.12 (t, 3H). LC/MS (Method 1, ESIpos): Rt=0.96 min, m/z=440 [M+H]+.

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

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); A1;,
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1,1-Dioxo-isothiazolidine, cas is 5908-62-3, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.,5908-62-3

General procedure: Inside a N2 filled glovebox, benzenesulfonamide (250 mg, 1.590 mmol) and copper(I) iodide (15.14 mg, 0.080 mmol), 4-toluene bromide (326mg, 1.91 mmol), potassium carbonate (550 mg, 3.98 mmol), Acetonitrile (4 mL), and N1,N2dimethylethane-1,2-diamine (70.1 mg, 0.795 mmol) was charged into a vial. The vial was then heated to 70 oC for 8hr, LC indicated >97% conversion of benzenesulfonamide. The reaction mixture was then cooled to room temperature. 2N HCl (4mL) was added slowly, followed by EtOAc extraction (5mL x 3). The organic layers were combined, concentrated, and flash chromatographed (SiO2, 20:1–> 3:1 Heptane:EtOAc) to give N(p-tolyl) benzene sulfonamide as white solids (380 mg, 97%).

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

Reference£º
Article; Wang, Xiang; Guram, Anil; Ronk, Michael; Milne, Jacqueline E.; Tedrow, Jason S.; Faul, Margaret M.; Tetrahedron Letters; vol. 53; 1; (2012); p. 7 – 10;,
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(R)-2-Oxothiazolidine-4-carboxylic acid, cas is 19771-63-2, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

EXAMPLE 1 (4R)-N-(2-Nitrooxyethyl)-2-oxothiazolidine-4-carboxamide (Compound No. 1-1) 11.4 ml of triethylamine and 5.3 ml of diethyl cyanophosphonate were added, whilst ice-cooling, to a suspension of 4.0 g of (4R)-2-oxothiazolidine-4-carboxylic acid and 4.6 g of N-(2-nitrooxyethyl)amine nitrate in 80 ml of dry tetrahydrofuran, and the resulting mixture was stirred at room temperature for 2 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, and the residue was mixed with ethyl acetate. The resulting mixture was then washed with a saturated aqueous solution of sodium chloride, after which it was dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, and the residual brown oil thus obtained was purified by column chromatography through silica gel, using ethyl acetate as the eluent. The brown crystals thus obtained were recrystallized from ethyl acetate, to give 1.68 g of the title compound as colorless needles, melting at 130-131 C. (with decomposition). Nuclear Magnetic Resonance Spectrum (CDCl3 +hexadeuterated dimethyl sulfoxide) delta ppm:, 19771-63-2

As the rapid development of chemical substances, we look forward to future research findings about 19771-63-2

Reference£º
Patent; Sankyo Company, Limited; US5298516; (1994); A;,
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3-Aminorhodanine, cas is 1438-16-0, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

53 Sodium borohydride (19.1 g) was added to 48 THF (750 mL), and slurry of 54 N-aminorhodanine (250 g) in THF (500 mL) was added portionwise at below 5 C. After stirring for 30 minutes at below 5 C., 55 methanol (111 mL) was added dropwise, and the mixture was stirred for 2 hours. 56 Conc. hydrochloric acid (44 mL) was diluted with water (500 mL) and added dropwise to the mixture, and then 49 water (1000 mL) was added dropwise, and the mixture was stirred for 1 hour at below 10 C. The precipitated crystals were filtered, washed with water (600 mL) and dried at 40 C. under reduced pressure to yield the 57 title compound (209.1 g). (0189) MS (m/z): 151 [M+H]+, 1438-16-0

As the rapid development of chemical substances, we look forward to future research findings about 1438-16-0

Reference£º
Patent; NIPPON SHINYAKU CO., LTD.; HIGUCHI, Fumi; (17 pag.)US2019/48023; (2019); A1;,
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Thiazolidin-2-one, cas is 2682-49-7, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

Thiazolidinone (3.43 g, 29.32 mmol) and POBr3 (25 g, 87.96 mmol, 3 equiv.) are mixed under nitrogen as solids. The reaction mixture is then heated to HO0C under stirring for 3 h causing the formation of a black syrup. The reaction mixture is then allowed to cool down to room temperature and a mixture of water/ice (200 mL) is added very cautiously. The resulting grey suspension is extracted with diethyl ether (3 x 50 mL), the organic layers are combined, filtered through a silica plug and evaporated to afford the title compound as an orange oil (4 g, 57%) which is used in the next step without further purification., 2682-49-7

With the rapid development of chemical substances, we look forward to future research findings about Thiazolidin-2-one

Reference£º
Patent; GALAPAGOS N.V.; WO2007/138072; (2007); A2;,
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7025-19-6,7025-19-6, 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 0.005 mol of appropriate rhodanine-3-alkanoicacid, 5 g molecular sieves 4 A, 25 cm3 isopropyl alcohol,0.0055 mol appropriate aldehyde and 2.53 g (0.025 mol)triethylamine were placed in a flask. The mixture washeated under a reflux condenser for 5 h in nitrogen. Afterheating, the solution was filtered hot. The permeate wascooled and 50 cm3 of 2M hydrochloric acid solution wasadded. The resulting sediment was filtered using Buechnerfunnel and crystallised from isopropyl alcohol or glacialacetic acid.

The synthetic route of 7025-19-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Tejchman, Waldemar; Korona-Glowniak, Izabela; Malm, Anna; Zylewski, Marek; Suder, Piotr; Medicinal Chemistry Research; vol. 26; 6; (2017); p. 1316 – 1324;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5908-62-3,1,1-Dioxo-isothiazolidine,as a common compound, the synthetic route is as follows.,5908-62-3

Intermediate 6 (0.090 g, 0.093 mmol) was combined with isothiazolidine 1,1-dioxide (0.112 g, 0.926 mmol) in anhydrous dichloromethane (0.93 mE). paraToluenesulfonic acid monohydrate (1.761 mg, 9.26 tmol) was added in one portion. The reaction was stirred at room temperature for 100 minutes.10510] The entire reaction mixture was purified by silica gel flash column chromatography (0-40% acetone-heptane, gradient elution, 24 g silica column, TEC in 40% acetoneheptane, visualize under UV) to give a mixture of Example 18 and residual unreacted isothiazolidine 1,1-dioxide.10511] The mixed material was again purified by silica gel flash column chromatography (0-50% acetonitrile-dichloromethane, gradient elution, 24 g column, TEC in 30% acetonitrile-dichloromethane, visualize under UV) to give Example 18 (0.02 1 g, 0.019 mmol, 20.4% yield) as a white solid.Example 1810512] ESIMS [M+NH4] 1078.9, [M-H] 1059.9.10513] HRMS: calculated for C57H92N2014SNa sodiumadduct-1083.6167. Found 1083.6151.10514] ?H NMR (600 MHz, Chloroform-d) oe 6.45 (dd,J=14.5, 11.0 Hz, 1H), 6.21 (dd, J=14.6, 10.7 Hz, 1H), 6.14(dd, J=14.8, 10.8 Hz, 1H), 5.98 (d, J=10.9 Hz, 1H), 5.35 (dd,J=14.8, 9.8 Hz, 1H), 5.20 (d, J=5.8 Hz, 1H), 5.09 (d, J=9.8Hz, 1H), 4.72 (d, J=12.1 Hz, 1H), 4.61 (m, 1H), 4.46 (s, 1H),4.10 (d, J=6.9 Hz, 1H), 3.96 (t, J=11.4 Hz, 1H), **373 (t,J=5.5 Hz, 2H), 3.68 (d, J=6.9 Hz, 1H), 3.59 (m, 4H), 3.53(m, 2H), 3.46 (s, 3H), 3.28 (s, 3H), 3.21 (m, 1H), 3.13 (m,1H), 3.07 (m, 2H), 3.05-2.99 (m, 1H), 2.97 (q, J=8.0 Hz,1H), 2.78 (dq, J=14.4, 7.1 Hz, 1H), 2.44-2.33 (m, 1H), 2.31(m, 2H), 2.27-2.19 (m, 1H), 2.19-2.12 (m, 2H), 2.07-1.94 (m, 2H), 1.88 (s, 3H), 1.83 (d, J=12.9 Hz, 1H), 1.74 (m, 3H),1.66 (m, 7H), 1.56-1.44 (m, 1H), 1.43 (m, 2H), 1.41-1.15(m, 12H), 1.04 (m, 7H), 0.91 (m, 8H), 0.84 (d, J=6.7 Hz,3H), 0.70 (q, J=12.0 Hz, 1H).

The synthetic route of 5908-62-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; BONAZZI, Simone; CONNOLLY, Michael; GLASS, David Jonathan; MIHALIC, Manuel; PATTERSON, Andrew William; ROGGO, Silvio; SHAVLAKADZE, Tea; (68 pag.)US2019/92788; (2019); A1;,
Thiazolidine – Wikipedia
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Name is 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid, as a common heterocyclic compound, it belongs to thiazolidine compound, and cas is 7025-19-6, its synthesis route is as follows.,7025-19-6

Raw material A30 and rhodamine molar ratio 1:1.1 is dissolved in ethanol, pyridine is added and reacted at 80 C. for 4 hours. The molar ratio of pyridine to A30 is 1:1. After the reaction was completed, the mixture was cooled to room temperature and a yellow solid precipitated. After suction filtration, the filter cake was washed with dilute hydrochloric acid, washed with water, dried in an infrared light, and then recrystallized from ethanol to obtain a yellow solid with a yield of 81%.

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

Reference£º
Patent; Guangdong University of Technology; Du Zhiyun; Li Penghui; Jiang Hong; Zhang Wenjin; Zhao Mincong; Chen Huixiong; Dong Changzhi; Zheng Xi; Zhang Kun; (37 pag.)CN107698577; (2018); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

7025-19-6, 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,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.

The synthetic route of 7025-19-6 has been constantly updated, and we look forward to future research findings.

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