Category: thiazolidine

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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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.

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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, 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 %).

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Patent; ANADYS PHARMACEUTICALS, INC.; WO2008/82725; (2008); A1;,
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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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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;,
Thiazolidine – Wikipedia
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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.

EXAMPLE 24; 3,3-Difluoro-cyclobutanecarboxylic Acid ((S)-3-{5-[2-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-4,6-dimethyl-pyrimidine-5-carbonyl]-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl}-1-phenyl-propyl)-amide (I-49); step 1-; A solution of isothiazolidine 1,1-dioxide (114, 40 mg, 0.33 mmol; CAS Reg No. 5908-62-3) in THF (0.4 mL) and DMF (0.4 mL) was treated with NaH (14 mg, 60% dispersion in mineral oil) and heated to 80 C. for 5 min before a solution of 84 (116 mg, 0.27 mmol) in DMF (1.6 mL) was added. The reaction mixture was stirred at 80 C. for 5 min, allowed to cool to RT, quenched by the addition of water, extracted with EtOAc, dried (Na2SO4) and concentrated in vacuo. The residue was purified by SiO2 column chromatography eluting with DCM:MeOH:NH4OH (60/10/1) to afford 115 mg (90%) of 115a.

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

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Patent; Lemoine, Remy; Melville, Chris Richard; Rotstein, David Mark; Wanner, Jutta; US2007/191335; (2007); A1;,
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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

(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%).

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

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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;,
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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.

Example 60: 5-{5-[(3-{(1R,5S/1S,5R)-1-[4-(1,1-Dioxido-2-isothiazolidinyl)phenyl]-3- azabicyclo [3. 1.0] hex-3-yl} propyl) thio]-4-methyl-4H-1, 2, 4-triazol-3-yl}-2- methylquinoline hydrochloride; A Schlenk tube was charged with 5-[5-({3-[(1R,5S/1S,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 (0) (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 C for 12 h. The reaction mixture was allowed to cool to room temperature, diluted with dichloromethane (10 mL), filtered 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 Et20), the solvent evaporated in vacuo and the material thus obtained triturated with Et20 to give 52 mg of the title compound as a white solid. NMR (‘H, DMSO): 8 10.57 (bs, 1H), 8.27 (bd, 1H), 8.19 (d, 1H), 7.94 (t, 1H), 7.82 (d, 1H), 7.55 (d, 1H), 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, 1H), 1.66/1. 10 (t/m, 2H). MS (m/z) : 575 [MH] +.

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

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Patent; GLAXO GROUP LIMITED; WO2005/80382; (2005); A1;,
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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.

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.

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

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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.1438-16-0,3-Aminorhodanine,as a common compound, the synthetic 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

The synthetic route of 1438-16-0 has been constantly updated, and we look forward to future research findings.

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