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, To a solution of 1.75 g (10.0 mmol) of an aldehyde derivative (2) in 20 mL of toluene were added 1.13 g (10.0 mmol) of rhodanine-3-propionic acid and 2.5 g (30.0 mmol) of piperidine, followed by stirring under reflux for 2.5 hours. After completion of the reaction, the mixture was cooled to room temperature, diluted with 100 mL of toluene, supplemented with 100 mL of water, and stirred. After the whole had been left to stand still, an organic layer was separated and dried over anhydrous sodium sulfate. After filtration, toluene was distilled off under reduced pressure, and recrystallization of the residue from ethanol afforded 1.6 g (yield: 43.2%) of a target product (8).

With the rapid development of chemical substances, we look forward to future research findings about 7025-19-6

Reference£º
Patent; CANON KABUSHIKI KAISHA; Tanaka, Toshio; Watanabe, Kohei; Nomoto, Tsuyoshi; Okano, Mie; Shintou, Taichi; Miyazaki, Takeshi; Nishimura, Yuhei; Shimada, Yasuhito; (39 pag.)US10227337; (2019); B2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.26364-65-8,2-Cyanoimino-1,3-thiazolidine,as a common compound, the synthetic route is as follows.,26364-65-8

0.2 g of intermediate IIb, 0.7 g of intermediate IIIa and 1. 01g of diisopropylethylamine were dissolved in 15 mL of acetonitrile. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to give the crude product, which was subjected to column chromatography to give the final product Ib in a yield of 61%

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

Reference£º
Patent; Nantong University; Dai, Hong; Dai, Bao jiang; Zhuang, Hui yang; Fan, Chong guang; Gu, Jia Hong; Zhang, Yue; Bao, Ning; Li, Gang; (9 pag.)CN104326986; (2016); B;,
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2682-49-7, Thiazolidin-2-one is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,2682-49-7

EXAMPLE 3 6-Cyano-2,2-dimethyl-3,4-dihydro-trans-4-(2-oxo-3-thiazolidin-1-yl)-2H-benzo[b]-pyran-3-ol (E3) STR10 To a mixture of 6-cyano-3,4-dihydro-2,2-dimethyl-3,4-epoxy-2H-benzo[b]pyran (0.59 g) and 2-oxothiazolidine (0.38 g) stirred in dry dimethyl sulphoxide (30 ml) was added sodium hydride (0.11 g, 80% dispersion in oil). After stirring at room temperature for 6 hours, water (50 ml) was added and the aqueous phase extracted with ethyl acetate. The organic layer was washed with water and brine and dried over magnesium sulphate. Filtration and evaporation gave a gum (0.35 g) which was chromatographed (chromatotron, pentane-ethyl acetate gradient elution, 2 mm silica gel) to give a fraction (105 mg) which was recrystallized from ethyl acetate-pentane to give the title compound (32 mg) as crystals of m.p. 239-240 C. Mass spectrum M+ at m/z 286.0781 Calcd. for C15 H14 N2 O2 S 286.0776.

As the paragraph descriping shows that 2682-49-7 is playing an increasingly important role.

Reference£º
Patent; Beecham Group p.l.c.; US4496565; (1985); A;,
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5908-62-3, 1,1-Dioxo-isothiazolidine is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5908-62-3

To a solution of the compound (58 mg) produced in Reference Example 7 in DMF (1 mL), cesium carbonate (51 mg) and 1,3-propanesultam (20 mg) were added, and the resulting mixture was stirred overnight at 50C. The reaction mixture was filtered, and then the filtrate was concentrated under reduced pressure, and the resulting residue was purified by Biotage SNAP KP-NH (hexane : ethyl acetate). The resulting purified product was dissolved in dimethoxyethane (1 mL) and methanol (1 mL), then an aqueous solution of sodium hydroxide (2 mol/L, 130 muL) was added, and the resulting mixture was stirred overnight at room temperature. The reaction mixture was neutralized with a hydrochloric acid aqueous solution, followed by concentration under reduced pressure. The resulting residue was washed with water in slurry, and washed with acetonitrile in slurry to obtain the compound (46 mg) of the present invention having the following physical property values. HPLC retention time (min): 2.90; MS (ESI, Pos.): 555.23 (M+H)+; 1H-NMR (CDCl3): delta 1.65-1.83, 2.24-2.61, 3.08, 3.13-3.25, 4.10-4.23, 5.78, 6.45, 7.03-7.13, 7.26, 7.51, 7.63, 8.19, 8.89, 9.41.

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

Reference£º
Patent; ONO Pharmaceutical Co., Ltd.; ASADA, Masaki; TANI, Kousuke; HIGUCHI, Satonori; EP3632898; (2020); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.171877-39-7,(S)-4-Benzylthiazolidine-2-thione,as a common compound, the synthetic 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.

The synthetic route of 171877-39-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kitir, Betuel; Baldry, Mara; Ingmer, Hanne; Olsen, Christian A.; Tetrahedron; vol. 70; 42; (2014); p. 7721 – 7732;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7025-19-6,3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid,as a common compound, the synthetic 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.

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

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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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

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;,
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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, Scheme 13d5-Hydroxy-4-(7-iodo- 1 , 1 -dioxo- 1 ,4-dihydro- 1 lambda6-benzo[ 1 ,2,4]thiadiazin-3-yl)-2-(3- methyl-butyl)-6-1hiophen-2-yl-2H-pyridazin-3-one (3a); (0.25 g, 0.438 mmol), potassium triphosphate (0.465 g, 2.19 mmol), sarcosine (0.023 g, 0.263 mmol), and copper (I) iodide (0.021 g, 0.110 mmol) were combined. Anhydrous N1N- dimethylformamide (3 mL) was added followed by isothiazolidine 1,1-dioxide (0.531 g, 4.38 mmol, prepared according to the procedure from Org. Lett; 5; 22; 2003; 4175- 4178). The solution was degassed while stirring under vacuum and the flask charged with nitrogen. The mixture stirred at 1000C for 16 h. LC-MS indicated the major product to be the amino acid intermediate. Additional isothiazolidine 1,1-dioxide (0.531 g, 4.38 mmol) was added. The solution was degassed while stirring under vacuum and the flask charged with nitrogen. The mixture stirred at 1000C for 16 h. LC-MS indicated complete reaction at this point.Upon cooling, the mixture was diluted with ethyl acetate (80 mL), washed with IM aqueous hydrochloric acid (2 x 10 mL), saturated aqueous ammonium chloride (10 mL), dried over magnesium sulfate filtered. Methyl alcohol (100 mL) was added and the desired product crystallized over a period of 2 h. Collection by filtration followed by rinsing with methyl alcohol (2 x 10 mL) followed by drying in vacuo for 3 h afforded the desired product, 4-[7-(l,l-dioxo-llambda6-isothiazolidm-2-yi)-l,l-dioxo-l,4- dihydro-llambda6-benzo[l,2,4]miadiazin-3-yl]-5-hydroxy-2-(3-methyl-butyl)-6-thiophen- 2-yl-2H-pyridazin-3-one (66a) (0.0693, 0.123 mmol, 28 % yield), as an orange powder. 1H NMR (400 MHz, DMSO-d6) delta: 0.96 (6H, d, J= 6.2 Hz), 1.59 – 1.71 (3H, m), 2.44 (2H, quintet, J= 7.1 Hz), 3.59 (2H, t, J= 6.9 Hz), 3.85 (2H, t, J= 6.7 Hz), 4.17 (2H, t, J= 6.7 Hz), 7.17 (IH, dd, J1 = 5.6 Hz, J2 = 3.9 Hz), 7.54 – 7.58 (2H, m), 7.68 – 7.71 (2H, m), 7.91 (IH, d, J= 4.0 Hz), 13.94 (IH, s). LC-MS (ESI): (exact mass: 563.10): m/e = 564.66 [M+H]+ (100 %).

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

Reference£º
Patent; ANADYS PHARMACEUTICALS, INC.; WO2008/82725; (2008); A1;,
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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: 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.

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

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

The 3-amino-2-thioxothiazolidin-4-one (2, 3-amino-rhodanine,302.2 mg, 2.04 mmol) in ethanol (15 mL) was heated to boiling for10 min, and the solution of indoline-2,3-dione (1, isatin, 300.0 mg,2.04 mmol) in ethanol (15 mL) was added slowly using dropwise. Thereaction mixture was stirred for 5 h at 100 C without catalyst, and wasmonitored by TLC. After the completion of the reaction, the red productformed was recrystallized from ethanol, filtered, and dried in vacuo.After recrystallization, 2-OxI-Rh (407 mg, 72%), which is Z isomer, wasobtained as red solid (m.p. > 300 C). 1H-NMR (400 MHz, DMSO-d6):delta 11.25 (s, NH, 1 H), 8.82 (d, J =7.7 Hz, =CH, 1 H), 7.42 (t, J=7.7 Hz, =CH, 1 H), 7.10 (t, J =7.7 Hz, =CH, 1 H), 6.97 (d, J=7.7 Hz, =CH, 1 H), 5.97 (bs, NH2, 2 H); 13C-NMR (100 MHz, DMSOd6):delta 191.9, 168.0, 163.5, 144.8, 133.2, 128.6, 127.8, 125.5, 122.2,119.9, 110.7 (Fig. S1); IR (KBr, cm-1): 3410 cm-1 (NH2, stretch primary),3146 cm-1 (]CeH, isatin H), 1713 cm-1 (C]O), 1632 cm-1(O]C-NeC]S), 1595 cm-1 (CeC, stretch in ring), 1458, 1335 cm-1(C]S), 1189 cm-1 (CeN, stretch peak), 742 cm-1 (NH2 wag) (Fig. S2);Anal. Calcd. for C11H7N3O2S2: C, 47.64; H, 2.54; N, 15.15; O, 11.54; S,23.12; found: C, 47.57; H, 2.31; N, 15.07

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

Reference£º
Article; Bayindir, Sinan; Journal of Photochemistry and Photobiology A: Chemistry; vol. 372; (2019); p. 235 – 244;,
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