Heterocyclic Building Blocks-Thiazolidine

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.

7025-19-6 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid 81492, athiazolidine compound, is more and more widely used in various fields.

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

179087-93-5, 2-(4-((2,4-Dioxothiazolidin-5-yl)methyl)phenoxy)acetic acid is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,179087-93-5

Acetonitrile (140.9 kg) was added to 4-[(2,4-dioxothiazolidin-5-yl)methyl]phenoxyacetic acid (18.0 kg, 64.0 mol) produced according to the process described in Japanese Patent Application (Kokai) No. 2001-72671, and after cooling to an internal temperature of 8C, thionyl chloride (8.3 kg, 69.8 mol) was added. Dimethylformamide (14.4 L) was further added followed by stirring for 3.5 hours at a temperature of 8 to 15C. An acetonitrile (84.6 kg) solution of tert-butyl N-(2-amino-5-methoxyphenyl)-N-methylcarbamate (15.7 kg, 62.2 mol) and triethylamine (8.4 kg, 83.0 mol) held at a temperature of 0 to 10C was added dropwise thereto over 1 hour while cooling so as to maintain at a temperature of 0 to 5C followed by further stirring for 2 hours at the same temperature. Next, water (144 L) was added over 22 minutes followed by stirring for 30 minutes while holding at an internal temperature of 0 to 6C and allowing to stand undisturbed for 12 hours. After filtering out the resulting crystals, the crystals were washed with a 2:1 aqueous solution (54 L) to obtain wet crystals of tert-butyl N- {2-{4-(2,4-dioxothiazolidin-5-yl)methyl]phenoxyacetylamino}-5-methoxyphenyl}-N-methylcarbamate.

179087-93-5 2-(4-((2,4-Dioxothiazolidin-5-yl)methyl)phenoxy)acetic acid 11323485, athiazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Daiichi Sankyo Company, Limited; EP1902713; (2008); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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

To a stirred solution of racemic 3-fluoro-2-({9-fluoro-6-methanesulfonyl-3-[4- (2H3)methyl-l-methyl-lH-l,2,3-triazol-5-yl]-5H-pyrido[3,2-b]indol-5-yl}(oxan-4- yl)methyl)pyridine (80.0 mg, 0.140 mmol) and isothiazolidine- 1,1 -dione (69.8 mg, 0.580 mmol) in NMP (0.70 mL) was added t-BuOK (56.5 mg, 0.500 mmol). The mixture was heated at 65 C for 70 min and cooled to room temperature. The mixture was diluted with water and extracted with EtOAc. Combined EtOAc extracts were dried (MgSCn), filtered, and concentrated. The crude product was purified by silica gel column chromatography (Teledyne ISCO CombiFlash 0% to 100% solvent A/B= DCM/10% MeOH/DCM, RediSep Si02 12 g, detecting at 254 nM, and monitoring at 220 nM). Concentration of appropriate fractions provided racemic 2-{5-[(3-fluoropyridin-2- yl)(oxan-4-yl)methyl]-6-methanesulfonyl-3-[4-(2H3)methyl-l-methyl-lH-l,2,3-triazol-5- yl]-5H-pyrido[3,2-b]indol-9-yl}-l 6,2-thiazolidine-l,l-dione (110 mg). This racemic mixture was separated by chiral prep SFC (Berger SFC MGII, ColummChiral IB 25 X 2.1 cm ID, 5muiotaeta Flow rate: 50.0 mL/min. Mobile Phase: 80/20 CC /MeOH Detector Wavelength: 220 nm) to give Enantiomers A (13.3 mg, 13%) and B (10.5 mg, 11%). Enantiomer A: NMR (400MHz, CDCb) delta 8.57 (d, J=1.8 Hz, 1H), 8.46 (dt, J=4.4, 1.5 Hz, 1H), 8.40 (d, J=8.6 Hz, 1H), 8.15 (d, J=2.0 Hz, 1H), 7.77 (d, J=8.6 Hz, 1H), 7.41- 7.28 (m, 3H), 4.34-4.24 (m, 1H), 4.21-4.11 (m, 1H), 4.01 (br dd, J=12.0, 2.7 Hz, 1H), 3.95 (s, 3H), 3.82 (br dd, J=11.6, 3.1 Hz, 1H), 3.61-3.53 (m, 2H), 3.46 (br d, J=2.3 Hz, 1H), 3.43 (s, 3H), 3.34 (br d, J=11.7 Hz, 1H), 3.20 (td, J=l 1.9, 1.9 Hz, 1H), 2.84-2.71 (m, 2H), 1.89-1.74 (m, 3H), 0.54 (br d, J=13.0 Hz, 1H); SFC RT = 10.07 min (Column: Chiralcel IB 250 x 4.6 mm, 5 muiotaeta; Mobile Phase: 80/20 CCh/MeOH; Flow: 2 mL/min); Enantiomer B: NMR (400MHz, CDCb) delta 8.56 (d, J=1.8 Hz, 1H), 8.45 (dt, J=4.3, 1.4 Hz, 1H), 8.40 (d, J=8.6 Hz, 1H), 8.15 (d, J=1.8 Hz, 1H), 7.76 (d, J=8.6 Hz, 1H), 7.42- 7.28 (m, 3H), 4.34-4.24 (m, 1H), 4.22-4.12 (m, 1H), 4.01 (br dd, J=11.7, 2.8 Hz, 1H), 3.95 (s, 3H), 3.82 (br dd, J=l 1.3, 3.2 Hz, 1H), 3.56 (dt, J=7.7, 3.9 Hz, 2H), 3.46 (br d, J=2.4 Hz, 1H), 3.43 (s, 3H), 3.37-3.28 (m, 1H), 3.23-3.15 (m, 1H), 2.84-2.69 (m, 2H), 1.79 (br dd, J=12.8, 4.2 Hz, 3H), 0.54 (br d, J=12.8 Hz, 1H) LCMS (M+H) = 556.2; SFC RT = 12.21 min (Column: Chiralcel IB 250 x 4.6 mm, 5 muiotaeta; Mobile Phase: 80/20 CCh/MeOH; Flow: 2 mL/min).

5908-62-3 1,1-Dioxo-isothiazolidine 642157, athiazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HAN, Wen-Ching; DEGNAN, Andrew P.; DESKUS, Jeffrey A.; GAVAI, Ashvinikumar V.; GILL, Patrice; SCHMITZ, William D.; STARRETT, John E., Jr.; (193 pag.)WO2016/183115; (2016); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

26364-65-8, 2-Cyanoimino-1,3-thiazolidine is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,26364-65-8

General procedure: Thiazolidin-2-ylidene-cyanamide (0.317 g, 2.50 mmol) inacetonitrile (20 mL) was dropwise added to a stirred solutionof substituted benzyl bromide (2.5 mmol) and 14 mL NaOHaqueous solution (1 M). The mixture is stirred at room temperaturefor 8-10 h. The soild was collected by filtration,washed with n-hexane and dried in vacuo.

26364-65-8 2-Cyanoimino-1,3-thiazolidine 3700797, athiazolidine compound, is more and more widely used in various fields.

Reference£º
Article; Jia, Ai-Quan; Ma, Sen; Wang, Jun-Ling; Zhang, Qian-Feng; Journal of Chemical Crystallography; (2020);,
Thiazolidine – Wikipedia
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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

Preparation 71 2-(2,4-Dimethoxybenzyl)-isothiazolidine-1,1-dioxide A solution of 1,1-(azodicarbonyl)dipiperidine (1.874 g, 7.4 mmol) in anhydrous tetrahydrofuran (10 mL) was added dropwise to a 0 C. solution of 1,3-propanesultam (0.6 g, 4.95 mmol), triphenylphosphine (1.95 g, 7.4 mmol), and 2,4-dimethoxybenzyl alcohol (1.0 g, 6.2 mmol) in anhydrous tetrahydrofuran (20 mL). The resultant solution was stirred at 0 C. for 3 hrs, warmed to room temperature and stirred for a further 16 hrs. The solution was concentrated under reduced pressure and suspended in ethyl acetate/hexanes to precipitate a white solid. The solid was removed by filtration and the filtrate purified by silica gel chromatography (25-70% ethyl acetate/hexanes) to give a pale yellow oil (0.505 g). 1H NMR (CDCl3, 300 MHz) delta 7.31-7.28 (dd, 1H, J=0.6, 7.8 Hz), 6.49-6.44 (m, 2H), 4.17 (s, 2H), 3.81 (s, 3H), 3.80 (s, 3H), 3.19-3.13 (m, 4H), 2.32-2.23 (m, 2H).

As the paragraph descriping shows that 5908-62-3 is playing an increasingly important role.

Reference£º
Patent; Bersot, Ross; Humphries, Paul; US2013/303524; (2013); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belong thiazolidine compound,3-Aminorhodanine,1438-16-0,Molecular formula: C3H4N2OS2,mainly used in chemical industry, its synthesis route is as follows.,1438-16-0

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.

With the synthetic route has been constantly updated, we look forward to future research findings about 3-Aminorhodanine,belong thiazolidine compound

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
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belong thiazolidine compound,1,1-Dioxo-isothiazolidine,5908-62-3,Molecular formula: C3H7NO2S,mainly used in chemical industry, its synthesis route is as follows.,5908-62-3

Procedure E; [00215] To a sealed tube containing CuI (8mg, 0.039mmol), K2CO3 (0.2 Ig, 1.54 mmol) and (IS, 25)-cyclohexane-l,2-diamine (9mg, 0.077 mmol) under a N2 atmosphere was added a solution of 5-bromo-2-(naphthalene-2-yl)benzo[d]oxazole (0.25g, 0.77 mmol) in anhydrous toluene (2.5 mL), followed by a solution of isothiazolide-l,2-dioxide (0.12g, 0.96 mmol) in anhydrous toluene (2.5 mL). The resulting reaction mixture was heated to HO0C for 12h, cooled to room temperature, filtered over celite and concentrated under reduced pressure. The residue was purified by column chromatography eluting with petroleum ether/EtOAc (1/0 to 0/1, v/v), followed by a crystallisation from industrial methylated spirits to give 30mg (11%) of 5-(isothiazolidin-dioxide-2-yl)-2-(naphthalene-2-yl)benzo[d]oxazole. LCMS RT = 2.24 min, M+H+ 364.8. 1H NMR (D6-DMSO): 8.84 (IH, br s), 8.26 (IH, dd, J 1.6 &; 8.6), 8.20- 8.13 (2H, m), 8.06-8.03 (IH, m), 7.85 (IH, d, J 8.8), 7.70-7.63 (3H, m), 7.38 (IH, dd, J2.3 &; 8.9), 3.84 (2H, t, J6.5), 3.55 (2H, t, J7.3), 2.45 (2H, m).

With the synthetic route has been constantly updated, we look forward to future research findings about 1,1-Dioxo-isothiazolidine,belong thiazolidine compound

Reference£º
Patent; BioMarin IGA, Ltd.; WREN, Stephen, Paul; WYNNE, Graham, Michael; WILSON, Francis, Xavier; POIGNANT, Severine, Danielle; WO2010/112093; (2010); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belong thiazolidine compound,3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid,7025-19-6,Molecular formula: C6H7NO3S2,mainly used in chemical industry, 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 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; 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 belong thiazolidine compound,(S)-4-Benzylthiazolidine-2-thione,171877-39-7,Molecular formula: C10H11NS2,mainly used in chemical industry, its synthesis route is as follows.,171877-39-7

.

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-4-Benzylthiazolidine-2-thione,belong thiazolidine compound

Reference£º
Article; Royo, Santiago; Rodriguez, Santiago; Schirmeister, Tanja; Kesselring, Jochen; Kaiser, Marcel; Gonzalez, Florenci V.; ChemMedChem; vol. 10; 9; (2015); p. 1484 – 1487;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belong thiazolidine compound,2-Cyanoimino-1,3-thiazolidine,26364-65-8,Molecular formula: C4H5N3S,mainly used in chemical industry, its synthesis route is as follows.,26364-65-8

250mL three-necked flask cyanoimino-1,3-thiazolidine 3.4 g (0.0265mol), and treated with 150 mL of acetonitrile was stirred, after dissolved with K2CO3 3.7g (0.0265mol), a solution of 5.3 g (0.0265 mol) of diethoxy thiophosphoryl chloride (94%) in 50 mL of acetonitrile was slowly added dropwise, 15 min within the drop is completed, heating to 45C for 13 h. After completion of the reaction, the filtrate was concentrated to give a yellow oil which was passed through a silica gel column (V petroleum ether: V ethyl acetate = 7: 3). Recrystallization from ethyl acetate gave a colorless transparent crystal L090813. Melting point 49.2-51.5 C, yield 76.9%.

With the synthetic route has been constantly updated, we look forward to future research findings about 2-Cyanoimino-1,3-thiazolidine,belong thiazolidine compound

Reference£º
Patent; Qingdao Agricultural University; Sun, Jialong; (11 pag.)CN103554176; (2016); B;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com