Heterocyclic Building Blocks-Thiazolidine

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

1,2-thiazolidine 1,1-dioxide (0.03 I g, 0.259 mmol) in dimethylformamide (1 mL) was treated with 60% sodium hydride (0.012g, 0.518 mmol, 0.021 g of a 60% in oil dispersion).The reaction mixture was stirred for 5 mm. To this solution was added Example 41b (0.05 g,0.086 mmol). The reaction mixture was stirred at room temperature for 2 hours. 2 N NaOH (1 mL) was added and the reaction mixture was heated at 65 C for 2 hours. After cooling to room temperature, the reaction mixture was partitioned between water and ethyl acetate. The aqueous layer was extracted with additional ethyl acetate twice. The combined organic layerswere washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified by preparative HPLC (C18, 10-80% acetonitrile in 0.1% TFA water) to afford 0.025 g (64%) of the title compound. 1H NMR (500 MHz, DMSO-d6) 2.21-2.25 (m, 2H), 3.15 (t, J=6.97 Hz, 2H), 3.23-3.27 (m, 2H), 3.50 (s, 3H), 4.13 (s, 2H), 6.25-6.26 (m, IH), 6.88 (d, J=7.63 Hz, 2H), 7.00 (d, J8.54 Hz, 1H), 7.03-7.05 (m, IH), 7.25-7.30 (m, 4H), 7.34 (dd,J=8.39, 2.29, ZH), 7.48 (d, J=2.44 Hz, 1H), 12.00 (s, 1 H). MS (ESI+) m/z 450.2 (M+H).

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

Reference£º
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; WANG, Le; PRATT, John, K.; MCDANIEL, Keith, F.; WO2013/97052; (2013); A1;,
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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.,1438-16-0

Procedure B. To a solution of RhA-8 (300 mg, 1.09 mmol) in ethanol(10 mL) was added slowly a solution of 3-amino-2-thioxothiazolidin-4-one (2, 158.2 mg, 1.09 mmol) in ethanol and was added to acetic acid(2 drops) as a catalyst. The reaction mixture was refluxed for 8 h, andwas monitored by TLC. After the completion of the reaction, the mixturewas cooled to room temperature. The red product formed wasrecrystallized from ethanol, filtered, and dried in vacuo. After recrystallization,4 (382 mg, 87%) was obtained as red solid(Mp:>300 C). 1H NMR (400 MHz, DMSO-d6): delta 12.41 (bs, NH, 1H),12.08 (bs, NH, 1H), 8.82 (s, N=CH, 1H), 8.22 (d, J=7.7 Hz, =CH,1H), 8.14-8.13 (m, =CH, 2H), 8.00-7.97 (m, =CH, 2H), 7.54-7.52 (m,=CH, 2H), 7.31-7.22 (m, =CH, 3H), 5.96 (s, =CH, 1H); 13C NMR(100 MHz, DMSO-d6): delta 206.9, 171.1, 165.7, 157.0, 147.8, 144.8,138.2, 137.3, 136.4, 135.6, 135.1, 130.7, 126.7, 124.2, 123.4, 122.3,121.6, 113.3, 112.6, 111.2, 110.3 (Fig. S9); IR (KBr, cm-1): 3242 cm-1 (=CeH), 1729 cm-1 (C]O), 1612 cm-1 (O]C-N-C]S), 1414,1315 cm-1 (C]S); ESI-MS (m/z) [M] calcd for C21H14N4OS2 402.49,found: 402.12.

As the paragraph descriping shows that 1438-16-0 is playing an increasingly important role.

Reference£º
Article; Bayindir; Caglayan, Cuneyt; Karaman, Muhammet; Guelcin, ?lhami; Bioorganic Chemistry; vol. 90; (2019);,
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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

Step 2-1-(1,1-dioxo-isothiazolidin-2-ylmethyl)-3-benzyl-5-bromo-benzene (8B) A mixture of 8A (5 g, 14.7 mmol), 1,3-propanesultam (3.6 g, 29.7 mmol) and potassium carbonate (4.1 g, 29.7 mmol) in acetonitrile (60 mL) was refluxed overnight. The solvent was removed under reduced pressure. The residue was partitioned between ethyl acetate and brine. The organic phase was dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatograph (ethyl acetate/hexanes) to give 8B as a white solid.

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

Reference£º
Patent; Zhuang, Linghang; Wai, John S.; Payne, Linda S.; Young, Steven D.; Fisher, Thorsten E.; Embrey, Mark W.; Guare, James P..; US2005/10048; (2005); A1;,
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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: A solution of 0.002 mol of rhodanine in 5 mL of ethanol and 0.05 mL of 2-aminoethanol were added to a solution of 0.002 mol of aldehyde 1 in 5 mL of ethanol. The mixture was refluxed for 2-3 h and cooled. The precipitate was filtered off and recrystallized.

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; Sinenko; Slivchuk; Pil?o; Raenko; Brovarets; Russian Journal of General Chemistry; vol. 86; 7; (2016); p. 1597 – 1603; Zh. Obshch. Khim.; vol. 86; 7; (2016); p. 1119 – 1125,7;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.179087-93-5,2-(4-((2,4-Dioxothiazolidin-5-yl)methyl)phenoxy)acetic acid,as a common compound, the synthetic route is as follows.,179087-93-5

Example 3 N-[2-[4-(2,4-Dioxothiazolidin-5-ylmethyl)phenoxyacetylamino]-5-methoxyphenyl]-N-methylcarbamic Acid t-butyl Ester (Exemplification Compound Number 9-8) To a suspension at 0 C. of N-(2-amino-5-methoxyphenyl)-N-methylcarbamic acid t-butyl ester (4.2 g) and 4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxyacetic acid (5.2 g) in methylene chloride (30 ml) was added triethylamine (5.1 ml) and 50% propylphosphonic acid cyclic anhydride in ethyl acetate (12.7 g) and the mixture was stirred at the same temperature for 2 hours. At the end of this time to the reaction mixture was added 5% aqueous sodium hydrogencarbonate solution and the mixture was extracted with methylene chloride. The extract was washed with water and diluted hydrochloric acid and concentrated in vacuo. To the residue was added methanol (40 ml) and the precipitated crystals were filtered to give the title compound (7.3 g, yield 85%). IR spectrum (KBr, nu cm-1): 3323, 1751, 1697, 1534, 1510, 1232, 1153. 1H-NMR spectrum (DMSO-d6, 400 MHz, delta ppm): 1.28(9H, br.s), 3.02(3H, s), 3.07(1H, dd, J=14.0, 9.1 Hz), 3.31(1H, dd, J=14.0, 4.3 Hz), 3.74(3H, s), 4.65(2H, s), 4.87(1H, dd, J=9.1, 4.3 Hz), 6.80-6.95(2H, m), 6.92(2H, d, J=8.5 Hz), 7.19(2H, d, J=8.5 Hz), 7.69(1H, br.s), 8.95(1H, br.s), 12.00(1H, br.s).

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; SANKYO COMPANY, LIMITED; US2003/8907; (2003); A1;,
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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

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%.

The synthetic route of 26364-65-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Qingdao Agricultural University; Sun, Jialong; (11 pag.)CN103554176; (2016); B;,
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.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: A solution of 0.002 mol of rhodanine in 5 mL of ethanol and 0.05 mL of 2-aminoethanol were added to a solution of 0.002 mol of aldehyde 1 in 5 mL of ethanol. The mixture was refluxed for 2-3 h and cooled. The precipitate was filtered off and recrystallized.

As the paragraph descriping shows that 7025-19-6 is playing an increasingly important role.

Reference£º
Article; Sinenko; Slivchuk; Pil?o; Raenko; Brovarets; Russian Journal of General Chemistry; vol. 86; 7; (2016); p. 1597 – 1603; Zh. Obshch. Khim.; vol. 86; 7; (2016); p. 1119 – 1125,7;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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

The Compound (H-1) (2.63 g), rhodanine-3-propionic acid (2.05 g) and ammonium acetate (0.52 g) were dissolved in 2.2 g of acetic acid, and the mixture was stirred under heat at 120C. After 15 minutes, when the heating was stopped, the reaction product immediately solidified. The reaction product was cooled to room temperature, and then, water (50 ml) was added. The mixture was stirred, and a crystal was recovered by filtration. The crystal was transferred into a beaker, and the crystal was washed with water (100 ml) twice and then washed with 2-propnanol (100 ml) to give Compound (B-28) shown as an example. 4.08 g. Yield 90.6 %. Melting point = 215.6 – 220.2C. Fig. 8 shows UV absorption spectrum of Compound (B-28) in ethanol. A maximum absorption wavelength (lambdamax) = 486.0 nm. A maximum molecular coefficient (epsilon max) = 43,700 l/mol¡¤cm.

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
Patent; MITSUBISHI PAPER MILLS LIMITED; EP1526159; (2005); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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

Under a nitrogen atmosphere, a solution of 5-bromo-6-chloro- pyridine-2-carboxylic acid methyl ester (Example 9 c, lg, 4 mmol), isothiazolidine 1 , 1 -dioxide (730 mg, 06 mmol), copper(I) iodide (150 mg, 0.8 mmol), l ,3-di(pyridin-2-yl)propane-l ,3-dione (CAN 10198- 89-7, 180 mg, 0.8 mmol) and potassium carbonate (1.1 g, 8 mmol) in DMF (20 mL) was reacted for 24 h at 1 10C. The reaction mixture was poured into water, and extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were washed with water and brine, dried over anhydrous sodium sulfate and evaporated. The residue was purified by column chromatography (silica gel, 4 g, 10% ethyl acetate in petroleum ether) to yield the title compound (0.048 g, 1.6 mmol, 41.4 %) as yellow solid; MS (EI): m/e = 291.0[M+Hf.

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

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; BISSANTZ, Caterina; GRETHER, Uwe; HEBEISEN, Paul; KIMBARA, Atsushi; LIU, Qingping; NETTEKOVEN, Matthias; PRUNOTTO, Marco; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHULZ-GASCH, Tanja; ULLMER, Christoph; WANG, Zhiwei; YANG, Wulun; WO2012/168350; (2012); A1;,
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