Heterocyclic Building Blocks-Thiazolidine

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 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 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
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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

General procedure: 5-(l -(3-Bromobenzyl)- 5-methyl-lH-l,2,4-triazol-3-yl)-3-(4-(trifluoromethoxy) phenyl)- 1,2,4-oxadiazole (40 mg, 0.0833 mmol), Cs2C03 (54 mg, 0.167 mmol), XPhos (16 mg, 0.0333 mmol), Pd2(dba)3 (15 mg, 0.0167 mmol), and N’,N’-dimethylethane-l,2-diamine were placed in a microwave reaction vessel and dioxane (1 mL), which had been degassed by bubbling N2 through it for 10 min, was added. The reaction was heated by microwave irradiation at 120 C for 1 h. Purification by prep-HPLC (MeCN/H20 30% -70% MeCN containing 0.1% TFA) afforded N,N-dimethyl-2- ((3-((5-methyl-3-(3-(4-(trifluoromethoxy)phenyl)-l,2,4-oxadiazol-5-yl)-lH-l,2,4- triazol-l-yl)methyl)phenyl)amino)ethanaminium trifluoroacetate as a thin film (1.5 mg, 4%).

5908-62-3 is used more and more widely, we look forward to future research findings about 1,1-Dioxo-isothiazolidine

Reference£º
Patent; JONES, Philip; DIFRANCESCO, Maria, Emilia; PETROCCHI, Alessia; CARROLL, Christopher, L.; MARSZALEK, Joe; CZAKO, Barbara; JOHNSON, Ryan; THEROFF, Jay; WO2014/31936; (2014); A2;,
Thiazolidine – Wikipedia
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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.

General procedure: A mixture of aminorhodanine (1 mmol), isatin (1 mmol) and 5 muL of acetic acid in 2mL of distilled ethanol was placed in a cylindrical quartz reactor (Phi = 4 cm). The reactor was introducedinto a monomode microwave (Anton Paar) apparatus, for 5 min at100 C and 50 Watts. The crude reaction mixture was allowed tocool down at room temperature and ethanol (10 mL) or mixture of H2O/EtOH (10 mL) was directly added in the cylindrical quartzreactor. The resulting precipitated product was filtered off and waspurified by recrystallization from ethanol if necessary., 1438-16-0

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

Reference£º
Article; Khaldoun, Khadidja; Safer, Abdelmounaim; Boukabcha, Nourdine; Dege, Necmi; Ruchaud, Sandrine; Souab, Mohamed; Bach, Stephane; Chouaih, Abdelkader; Saidi-Besbes, Salima; Journal of Molecular Structure; vol. 1192; (2019); p. 82 – 90;,
Thiazolidine – Wikipedia
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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

Preparation Example 2 To a solution of 3-aminorhodanine (1.00 g) in ethanol (20 ml) were added 4-phenoxybenzaldehyde (1.47 g) and piperidine (57 mg), and the mixture was heated with reflux for 2 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: chloroform) to give 3-amino-5-(4-phenoxybenzylidene)-2-thioxothiazolidin-4-one (1.52g).

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

Reference£º
Patent; KNC LABORATORIES CO., LTD.; NATIONAL UNIVERSITY CORPORATION KOBE UNIVERSITY; Kataoka, Tohru; Shima, Fumi; Neya, Masahiro; Sasahara, Daisuke; US2014/194412; (2014); A1;,
Thiazolidine – Wikipedia
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As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO194,mainly used in chemical industry, its synthesis route is as follows.,19771-63-2

To a solution of 3-[3-[[4-[(3-aminopropyl) amino] -5-bromo-2- pyrimidinyl] amino] PHENYL-2, 4-IMIDAZOLIDINEDIONE hydrogen chloride salt (6.9 g, 13.9 mmol), (-)-2-OXO-4-THIAZOLIDINECARBOXYLIC acid (2.5 g, 17 mmol, 1.2 equiv. ) and N,N-diisopropylethylamine (10 mL, 57.4 MMOL, 4.1 equiv. ) in DIMETHYLFORMAMIDE (150 mL) was added 0-(7-AZABENZOTRIAZOL-1-YL)-N, N, N’, N’ tetramethyluronium HEXAFLUOROPHOSPHATE (6.5 g, 17.1 MMOL, 1.2 equiv. ) at 0 C. The resulting solution was warmed to room temperature and stirred overnight. The reaction mixture was concentrated under reduced pressure to remove dimethylformamide. The crude residue was triturated in water to give a suspension. The suspension was filtered and the filter cake was washed with water and air-dried (ca. 8 g). The solid was purified by HPLC chromatography using acetonitrile/water to afford the title compounds, (4R)-N-[3-[[5-bromo-2-[[3- (2, 5-dioxo-1-imidazolidinyl) phenyl] amino]-4-pyrimidinyl] amino] PROPYL]-2-OXO-4- thiazolidinecarboxamide (2.8 G) and (4R)-N-[3-[[5-bromo-2-[[3-[2,5-dioxo-3-[[(4R)- 2-oxo-4-thiazolidinyl] carbonyl]-1-imidazolidinyl] phenyl] amino]-4- pyrimidinyl] amino] propyl]-2-oxo-4-thiazolidinecarboxamide (72 mg). N-[3-[[5-bromo-2-[[3-(2,5-dioxo-1-imidazolidinyl)phenyl]amino]-4- pyrimidinyl] amino] propyl]-2-oxo-4-thiazolidinecarboxamide :’H NMR (400 MHz, DMSO-d6) : 5/POM = 1.71 (m, 2H), 3.14 (m, 2H), 3.36 (m, 1H), 3.42 (m, 2H), 3.64 (t, 1H), 4.04 (s, 2H), 4.23 (m, 1H), 6.99 (d, 1H), 7.01 (t, 1H), 7.59 (d, 1H), 7.72 (s, 1 H), 7.81 (br s, 1 H), 8.16 (m, 2H), 8.29 (s, 1H), 8.34 (s, 1H), 9.99 (br s, 1 H). (4R)-N-[3-[[5-bromo-2-[[3-[2,5-dioxo-3-[[(4R)-2-oxo-4-thiazolidinyl]carbonyl]- 1-imidazolidinyl] phenyl] amino]-4-pyrimidinyl] amino] propyl]-2-oxo-4- thiazolidinecarboxamide :’H NMR (400 MHz, DMSO-d6) : 6/POM = 1.64 (m, 2H), 3.12 (m, 2H), 3,38 (m, 4H), 3.79 (m, 2H), 4.02 (s, 2H), 5.04 (d, 2H), 5.12 (d, 2H), 6.94 (d, 1 H), 7.34 (t, 1H), 7.56 (d, 1H), 7.69 (s, 1H), 8.08 (s, 1H), 8.18 (s, 1 H), 8.26 (s, 1 H), 8.37 (s, 1 H), 9.79 (br s, 1 H).

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

Reference£º
Patent; SCHERING AKTIENGESELLSCHAFT; WO2004/48343; (2004); A1;,
Thiazolidine – Wikipedia
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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