Month: November 2020

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

A Schlenk tube was charged with 5-[5-({3-[(1 R,5S/1 S,5R)-1-(4-bromophenyl)-3- azabicyclo[3.1.0]hex-3-yl]propyl}thio)-4-methyl-4H-1 ,2,4-triazol-3-yl]-2-methylquinoline (cf. Example 2; 0.15 g), isothiazolidine 1 ,1 -dioxide (46 mg), tris(dibenzylideneacetone)- dipalladium(O) (6 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (10 mg), cesium carbonate (130 mg) and 1 ,4-dioxane (2 mL). The Schlenk tube was sealed with a teflon screwcap and the reaction mixture was stirred at 100 0C for 12 h. The reaction mixture was allowed to cool to room temperature, diluted with dichloromethane (10 mL), filtered EPO and concentrated in vacuo. The crude product was purified by flash chromatography (dichloromethane to 10% MeOH in dichloromethane) to give 50 mg of the free base of the title compound. To a solution of this material in dichloromethane (0.3 mL) was added HCI (0.087 mL, 1 M in Et2O), the solvent evaporated in vacuo and the material thus obtained triturated with Et2O to give 52 mg of the title compound as a white solid.NMR (1H, DMSO): delta 10.57 (bs,1 H), 8.27 (bd, 1 H), 8.19 (d, 1 H), 7.94 (t, 1 H), 7.82 (d, 1 H), 7.55 (d, 1 H)1 7.32 (d, 2H), 7.18 (d, 2H), 4.03 (dd, 1H), 3.72 (m, 3H), 3.60/3.20 (bm, 8H), 3.45 (s, 3H), 2.75 (s, 3H), 2.41 (m, 2H), 2.25 (m, 2H), 2.14 (m, 1 H), 1.66/1.10 (t/m, 2H). MS (ml z) 575 [MH]+.

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

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/22980; (2007); 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

V-(2-Nitrophenyl)-3-(4-oxo-2-thioxothiazolidin-3-yl)propanamide (34b). To a suspension of 33 (100 mg, 0.48 mmol) in 4 mL of dry dichloromethane, thionyl chloride (40 mu, 0.58 mmol) was added. The reaction was monitored by TLC and after the disappearance of the starting material, 2-nitroaniline (80 mg, 0.58 mmol) was added. The resulting mixture was stirred at room temperature for 2 hours. H20 was added to the reaction mixture, then it was extracted with EtOAC, dried over Na2S04, concentrated under reduced pressure and purified with flash chromatography (hexane/EtOAc:l/l) to give the desired product 34b (130 mg, yield 84%) as a yellow solid.Mp 170-171 C. 1H NMR (400 MHz, CDC -d) delta (ppm) 10.27 (s, 1H), 8.64-8.62 (m, 1 H), 8.15-8.13 (m, 1H), 7.60-7.56 (m, 1H), 7.15-7.11 (m, 1H), 4.45 (t, J = 8, 2H), 3.94 (s, 2H), 2.22 (t, J = 8, 2H). 13C NMR (100 MHz, OMSO-d6) delta (ppm) 206.19, 173.99, 168.83, 136.04, 134.16, 128.02, 125.78, 123.59, 122.38, 40.28, 35.43, 34.87. MS (ESI) m/z: 324.4 [M-H]~. Anal. Calcd for (Ci2HiiN304S2): C, 44.30; H, 3.41; N, 12.91. Found: C, 44.36; H, 3.38; N, 12.90.

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
Patent; CONSIGLIO NAZIONALE DELLE RICERCHE; UNIVERSITA DEGLI STUDI DI SIENA; RADI, Marco; BOTTA, Maurizio; FALCHI, Federico; MAGA, Giovanni; BALDANTI, Fausto; PAOLUCCI, Stefania; WO2011/39735; (2011); A2;,
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

V-(2-Hydroxyphenyl)-3-(4-oxo-2-thioxothiazolidin-3-yl)propanamide (34a). Compound 33 (1.0 g, 4.87 mmol) and N,N-diisopropylethylamine (932 muEpsilon, 5.36 mmol) were dissolved in 20 mL of dry 1,2-dichloroethane and finally pivaloyl chloride (660 mu, 5.36 mmol) was added dropwise. The reaction mixture was stirred at room temperature for 3 hours and then 2-aminophenol (531 mg, 4.87 mmol) was added. The mixture was allowed to stir at room temperature for additional 18 hours. The solvent was removed under reduced pressure and the mixture was purified with flash chromatography (hexane/EtOAc: l/l) to give the desired product 34a (1.233 g, yield 85%) as a yellow solid. Mp 168-170 C. 1H NMR (400 MHz, OMSO-d6) delta (ppm) 9.65 (s, 1H), 9.36 (s, 1H), 7.63 (d, J = 7.7 1H), 6.95-6.91 (m, 1H) 6.83 (d, J = 7.8, 1H) 6.75-6.72 (m, 1H), 4.24 (s, 2H), 4.13 (t, J = 7.4, 2H), 2.68 (t, J = 7.5, 2H). 13C NMR (50 MHz, DMSO-Patent; CONSIGLIO NAZIONALE DELLE RICERCHE; UNIVERSITA DEGLI STUDI DI SIENA; RADI, Marco; BOTTA, Maurizio; FALCHI, Federico; MAGA, Giovanni; BALDANTI, Fausto; PAOLUCCI, Stefania; WO2011/39735; (2011); A2;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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

100 mg (0.231 mmol) of (¡À)-1-(4-bromophenyl)-7,8-dimethoxy-N,4-dimethyl-4,5-dihydro-3H-2,3-benzodiazepine-3-carboxamide (Example 49A), 33.6 mg (0.278 mmol) of 1,2-thiazolidine 1,1-dioxide (CAS [5908-62-3]), 64 mg (0.46 mmol) of potassium carbonate and 13 mg (0.023 mmol) of allylchloropalladium dimer (CAS [12012-95-2]) are charged in 3 ml of 2-methyltetrahydrofuran and the suspension is degassed with argon for 10 min. Then 39 mg (0.093 mmol) of di-tert-butyl(2?,4?,6?-triisopropylbiphenyl-2-yl)phosphane (CAS [564483-19-8]) are added, degassing with argon is carried out again, and the mixture is heated at 80 C. for 16 h. The crude mixture is filtered, and then the solvent is removed and the residue obtained is purified by preparative HPLC. This gave 32 mg (29% of theory) of the desired product as a solid.

As the rapid development of chemical substances, we look forward to future research findings about 5908-62-3

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SIEGEL, STEPHAN; BAURLE, STEFAN; CLEVE, ARWED; HAENDLER, BERNARD; FERNANDEZ-MONTALVAN, AMAURY ERNESTO; MONNING, URSULA; KRAUSE, SABINE; LEJEUNE, PASCALE; SCHMEES, NORBERT; BUSEMANN, MATTHIAS; HOLTON, SIMON; KUHNKE, JOACHIM; (434 pag.)JP2015/529192; (2015); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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

B. Preparation of 5-[[3-(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-3-amino-2-thioxo-4-thiazolidinone The benzaldehyde intermediate from Example 77A (20.0 g; 112.2 mmol), N-aminorhodanine (18.29 g; 123.4 mmol) and sodium acetate (36.8 g; 448.8 mmol) were suspended in 560 ml of acetic acid. The suspension was heated to reflux, stirred at that temperature for 7 hours (at which time a precipitate had formed) and then cooled to room temperature with stirring. The precipitate was recovered by filtration and then washed successively with a 1:1 ethyl acetate/diethyl ether solution then a diethyl ether wash. The recovered precipitate was dried under vacuum at 60 C. for 2 hours to provide 14.5 g of the desired subtitled intermediate. m.p. >225 C.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Aminorhodanine

Reference£º
Patent; Eli Lilly and Company; US5731336; (1998); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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

General procedure: Under N2 atmosphere, NaH (120 mg, 60% dispersion in mineral oil, 3 mmol)was added to a solution of thiazolidine-2-thione 2 (2.5 mmol) in 5 mL of THF and the resulting solution was cooled to 78C by a dry-ice-acetone bath. Propionyl chloride(255 mg, 2.5 mmol, 480 muL) was then dropped in. After removal of the solvent in vacuo,the residue was purified by column chromatography with a mixture of petroleum ether(60-90C)/EtOAc (5:1, v/v) as eluent.

185137-29-5 is used more and more widely, we look forward to future research findings about (S)-4-Phenylthiazolidine-2-thione

Reference£º
Article; Chen, Ning; Du, Hongguang; Liu, Weidong; Wang, Shanshan; Li, Xinyao; Xu, Jiaxi; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 190; 1; (2015); p. 112 – 122;,
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

B. Preparation of 5-[[3-(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-3-amino-2-thioxo-4-thiazolidinone The benzaldehyde intermediate from Example 78A (20.0 g; 112.2 mmol), N-aminorhodanine (18.29 g; 123.4 mmol) and sodium acetate (36.8 g; 448.8 mmol) were suspended in 560 ml of acetic acid. The suspension was heated to reflux, stirred at that temperature for 7 hours (at which time a precipitate had formed) and then cooled to room temperature with stirring. The precipitate was recovered by filtration and then washed successively with a 1:1 ethyl acetate/diethyl ether solution then a diethyl ether wash. The recovered precipitate was dried under vacuum at 60 C for 2 hours to provide 14.5 g of the desired subtitled intermediate. m.p. >225 C.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Aminorhodanine

Reference£º
Patent; The University of Colorado Foundation, Inc.; US5158966; (1992); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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

General procedure: To a mixture of tetrazoloquinoline aldehyde 1a (1 mmol) and rhodanine 2a (1 mmol), 20 mol % [HDBU][HSO4] was added, and the mixture was heated on an oil bath at 80 C for 30 min. During the reaction process, the mixture was solidified and after completion of the reaction (monitored by TLC), the reaction was cooled to room temperature, water was added and stirred for 5 min. The solid obtained was removed by filtration and recrystallized from EtOH-DMF. The filtrate was dried under reduced pressure to recover ionic liquid and reused in subsequent cycles.

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
Article; Subhedar, Dnyaneshwar D.; Shaikh, Mubarak H.; Nawale, Laxman; Yeware, Amar; Sarkar, Dhiman; Khan, Firoz A. Kalam; Sangshetti, Jaiprakash N.; Shingate, Bapurao B.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 9; (2016); p. 2278 – 2283;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

Name is (R)-2-Oxothiazolidine-4-carboxylic acid, as a common heterocyclic compound, it belongs to thiazolidine compound, and cas is 19771-63-2, its synthesis route is as follows.,19771-63-2

(2) To 1.47 g of the compound obtained in Reference Example 1-(1) were successively added an aqueous solution comprising 1.5 ml of water and an aqueous solution containing 0.6 g of sodium hydroxide and 4.4 ml of dimethylsulfoxide under ice-cooling. To the mixture was added 2.3 ml of benzyl chloride at room temperature, and the resulting mixture was stirred for 15 hours. The mixture was neutralized by dil. hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and then, insoluble material was filtered off and the filtrate was concentrated to give 2.24 g of (4R)-2-oxo-3-benzylthiazolidin-4-carboxylic acid as colorless crystal. Melting point: 95-97C MS ¡¤APCI (m/z): 238 [(M+H)+] [alpha]D25: -102.2 (C=1.0, chloroform).

With the complex challenges of chemical substances, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid

Reference£º
Patent; TANABE SEIYAKU CO., LTD.; EP1462444; (2004); A1;,
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

(1S,2S)-N1,N2-Dimethylcyclohexane-1,2-diamine (46.1 mg, 0.30 mmol) and copper iodide (56.3 mg, 0.30 mmol) were added to a mixture of 2,3-dichloro-5-nitropyridine (571 mg, 2.96 mmol), isothiazolidine 1,1-dioxide (430 mg, 3.55 mmol) and potassium carbonate (817.5 mg, 5.92 mmol) in dioxane (6 mL) under N2. The reaction mixture was stirred at 100 C. for 16 h. The mixture was filtered, and the filtrate was extracted with ethyl acetate. The organic extracts were dried over Na2SO4, filtered, and the filtrate concentrated under reduced pressure. The resultant crude product was purified by flash chromatography (petroleum ether/ethyl acetate=100:0 to petroleum ether/ethyl acetate=50:50) to afford compound 58a as a white solid (600 mg, 73%).

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

Reference£º
Patent; Janssen Biotech, Inc.; Lu, Tianbao; Allison, Brett Douglas; Barbay, Joseph Kent; Connolly, Peter J.; Cummings, Maxwell David; Diels, Gaston; Edwards, James Patrick; Kreutter, Kevin D.; Philippar, Ulrike; Shen, Fang; Thuring, Johannes Wilhelmus John Fitzgerald; Wu, Tongfei; (412 pag.)US2018/170909; (2018); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com