Category: thiazolidine

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 A. To a solution of 1H-indole-3-carbaldehyde (3h,489.7 mg, 3.37 mmol) in ethanol (10 mL) was added slowly to the solutionof 3-amino-2-thioxothiazolidin-4-one (2, 250 mg, 1.69 mmol) inethanol and was added to acetic acid (2 drops) as a catalyst. The reactionmixture was refluxed overnight, and the mixture was cooled toroom temperature. The red product formed was recrystallized fromethanol, filtered, and dried in vacuo. Compound 4 (286 mg, 42%) wasobtained as red solid after recrystallization.

1438-16-0 3-Aminorhodanine 74033, athiazolidine compound, is more and more widely used in various fields.

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.2682-49-7,Thiazolidin-2-one,as a common compound, the synthetic route is as follows.,2682-49-7

EXAMPLE 6 3-(4-Bromobutyl)-2,2-dimethyl-4-thiazolidinone A solution of 2,2-dimethyl-4-thiazolidinone (5.00 g) in DMF (30 ml) was added dropwise to a suspension of NaH (0.0419 mole, previously washed with hexane) in DMF (30 ml) under N2. The resultant mixture was stirred for 1 h, transferred to an addition funnel and added dropwise to a solution of 1,4-dibromobutane (18.10 g) in DMF (50 ml) over a period of 40 min. The resultant solution was heated at 70 C. under N2 for 120 hr. TLC analysis (silica gel, 10% EtOAc/CH2 Cl2) showed the presence of one major product and starting thiazolidinone. The reaction mixture was cooled to room temperature and poured into H2 O (400 ml), and the aqueous mixture extracted with EtOAc (3*175 ml). The combined extracts were washed with H2 O (200 ml) and brine (200 ml), dried over Na2 SO4, and concentrated in vacuo to an oily residue (20.44 g). The crude product was purified by HPLC (4% EtOAc/CH2 Cl2) to yield 5.91 g of oil. Distillation in vacuo afforded 4.61 g of a faint yellowish oil, bp 133-136 C./0.70 mm Hg. ANALYSIS: Calculated for C9 H16 BrNOS: 40.60% C; 6.06% H; 5.26% N. Found: 40.63% C; 6.03% H; 5.17% N.

The synthetic route of 2682-49-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hoechst-Roussel Pharmaceuticals Inc.; US4933453; (1990); A;,
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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, To the mixture of 4-(5-bromo-6-nitropyridin-3-yl)morpholine (1.00 g, 3.47 mmol) in toluene (20 ml), isothiazolidine 1,1-dioxide (0.63 g, 5.21 mmol), Cul (0.17 g, 0.87 mmol), DMEDA (0.15 g, 1.74 mmol) and K2C03 (0.96 g, 6.94 mmol) were added successively. The mixture was heated at 80C for 5 h under nitrogen atmosphere. After cooling down to room temperature, the mixture was filtrated and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (DCM/MeOH= 100/1 ) to give the desired product (0.49 g, 43.1 %). NMR (300 MHz, -DMSO) delta 8.16 (d, J = 2.7 Hz, 1H), 7.51 (d, J = 2.7 Hz, 1H), 3.79-3.72 (m, 6H), 3.43-3.34 (m, 6H), 2.43 (m, 2H ).MS (ESI+) m/z 329 (M+l)

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

Reference£º
Patent; AVEXA LIMITED; SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY (SIOC); RHODES, David, Ian; DEADMAN, John, Joseph; LE, Giang, Thanh; VAN DE GRAFF, Nicholas, Andrew; LONG, Lu; XINMING, Li; XIAO, Feng; CHANGJIANG, Yu; WO2012/6680; (2012); A1;,
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A common heterocyclic compound, the thiazolidine compound, name is 2-(4-((2,4-Dioxothiazolidin-5-yl)methyl)phenoxy)acetic acid,cas is 179087-93-5, mainly used in chemical industry, its synthesis route is as follows.

(Example 2) tert-Butyl N-{2-{4-[(2,4-dioxothiazolidin-5-yl)methyl]phenoxyacetylamino}-5-methoxyphenyl}-N-methylcarbamate Thionyl chloride (27.66 g, 232.5 mmol) and dimethylformamide (12 ml) were poured into a suspension of 4-[(2,4-dioxothiazolidin-5-yl)methyl]phenoxyacetic acid (60.0 g, 213.3 mmol) in dichloromethane (390 ml), and the mixture was heated to reflux (39C). After completion of dissolution, the solution was stirred for 30 minutes and cooled to 0 to 5C. A solution of tert-butyl N-(2-amino-5-methoxyphenyl)-N-methylcarbamate (53.84 g, 213.4 mmol) and triethylamine (25.92 g, 256.2 mmol) in dichloromethane (624 ml) was added dropwise while maintaining the internal temperature at 5C or less. The reaction solution was stirred at 5C for one hour. Then, dichloromethane (300 ml) was poured in, followed by addition of a solution prepared from sodium bicarbonate (24 g) and water (480 ml). The mixture was stirred at 20C for 20 minutes, allowed to stand, and then separated, and the aqueous layer was discarded. Water (480 ml) was added to the organic layer, the mixture was stirred at 20C for 20 minutes, allowed to stand, and then separated, and the aqueous layer was discarded. A solution of 38% hydrochloric acid (19.8 ml) and water (480 ml) was poured into the organic layer. The mixture was stirred at 20C for 20 minutes, and then the aqueous layer was discarded. Activated carbon (1.8 g) and dichloromethane (18 ml) were further added to the organic layer, and the mixture was stirred for 30 minutes. Thereafter, activated carbon was filtered off. The residue was washed with dichloromethane (90 ml) and the filtrate and the washing liquid were combined and concentrated under reduced pressure at an internal temperature of 25C to a fluid volume of 300 ml. After stirring at normal pressure for 10 minutes, methanol (300 ml) was added and the mixture was concentrated under reduced pressure at an internal temperature of 25C to a fluid volume of 300 ml. Methanol (300 ml) was further added and the mixture was concentrated under reduced pressure at an internal temperature of 30C to a fluid volume of 300 ml. Methanol (198 ml) was added thereto and the mixture was cooled to 0 to 5C and further stirred for one hour. The resulting crystals were separated by filtration, washed with cold methanol (240 ml), and then dried under reduced pressure at 50C to obtain tert-butyl N-{2-{4-[(2,4-dioxothiazolidin-5-yl)methyl]phenoxyacetylamino}-5-methoxyphenyl}-N-methylcarbamate (97.09 g, 188.3 mmol) (yield: 89%).(Example 5) {5-4-[(6-Methoxy-1-methyl-1H-benzimidazol-2-yl)methoxy]benzyl}thiazolidine-2,4-dione hydrochloride (5-1) Thionyl chloride (28.15 kg, 236.6 mol) and dimethylformamide (6.1 L) were poured into a suspension of 4-[(2,4-dioxothiazolidin-5-yl)methyl]phenoxyacetic acid (61.0 kg, 216.9 mol) in dichloromethane (398 L), and the mixture was refluxed for six hours. After cooling the resulting solution to 0 to 5C, a solution of tert-butyl N-(2-amino-5-methoxyphenyl)-N-methylcarbamate (54.72 kg, 216.9 mol) and triethylamine (26.35 kg, 260.4 mol) in dichloromethane (562 L) was added dropwise over one hour while maintaining the internal temperature at 5C or less, and the mixture was stirred at 0 to 5C for 15 minutes. Water (488 L) was poured in with stirring and sodium bicarbonate (24.4 kg) was added (the internal temperature was raised to about 20C). Then, dichloromethane (305 L) was poured in and the mixture was stirred for 20 minutes while cooling to 0 to 3C. Water (488 L) was poured in, the mixture was stirred at 10 to 20C for five minutes and allowed to stand for 30 minutes, and the aqueous layer was discarded. Water (488 L) and then 38% hydrochloric acid (23.8 kg) were poured in, the mixture was stirred for five minutes and then allowed to stand for 10 minutes, and the aqueous layer was discarded. Water (488 L) was poured in, the mixture was stirred for five minutes and then allowed to stand for 12 hours, and the aqueous layer was discarded. A suspension of activated carbon (1.83 kg) in dichloromethane (18 L) was added thereto. After stirring for 30 minutes, activated carbon was separated by filtration. Activated carbon was washed with dichloromethane (92 L) and the filtrate and the washing liquid were combined and concentrated under reduced pressure at an internal temperature of 20 to 30C to about 300 L. Methanol (305 L) was poured in and the mixture was concentrated under reduced pressure at an internal temperature of 20 to 30C to about 300 L. Methanol (305 L) was further poured in and the mixture was concentrated under reduced pressure at an internal temperature of 20 to 30C to about 300 L. Methanol (201 L) was poured in and the mixture was stirred at 5C for one hour. Then, the resulting crystals were separated by filtration, washed with methanol (244 L), and then dried under reduced pressure at 50C to obtain tert-butyl N-{2-{4-[(2,4-dioxothiazolidin-5-yl)methyl]phenoxyacetylamino}-5-methoxyphenyl}-N-methylcarbamate (103.9 kg, …

179087-93-5, As the rapid development of chemical substances, we look forward to future research findings about 179087-93-5

Reference£º
Patent; Daiichi Sankyo Company, Limited; EP1894929; (2008); A1;,
Thiazolidine – Wikipedia
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A common heterocyclic compound, the thiazolidine compound, name is 3-Aminorhodanine,cas is 1438-16-0, mainly used in chemical industry, its synthesis route is as follows.

General procedure: General procedure for synthesis of N-substituted-rhodanine derivatives RhAs: To a solution of aldehydes (3a-3h, 1.0 equiv.) in ethanol (10 mL) was added slowly to the solution of 3-amino-2-thioxothiazolidin-4-one (2, 1.0 equiv.) in EtOH. The reaction mixture was stirred at room temperature without a catalyst for between 4 h and 12 h, and was monitored by TLC. After, the mixture product was recrystallized from EtOH. After recrystallization, N-substituted-rhodanine derivatives (RhAs) were obtained as follows. (E)-3-((4-hydroxy-3-methoxybenzylidene)amino)-2-thioxothiazolidin- 4-one [61]: The product RhA-1 was obtained as yellow solid (76% yield). Mp: 160.5-161.5 C. 1H NMR (400 MHz, DMSO-d6): delta 9.58 (s, OH, 1H), 8.48 (s, N=CH, 1H), 7.41 (d, J=1.6 Hz, =CH, 1H), 7.25 (dd, J=7.7, 1.6 Hz, =CH, 1H), 7.06 (d, J=7.7 Hz, =CH, 1H), 4.33 (s, CH2, 2H), 3.86 (s, OCH3, 3H); 13C NMR (100 MHz, DMSO-d6): delta 196.8, 170.5, 169.8, 152.3, 147.0, 123.6, 113.0, 111.8, 55.7, 34.7 (Fig. S1); ESI-MS (m/z) [M+H]+ calcd. for C11H10N2O3S2 283.02, found: 283.12; IR (KBr, cm-1): 3112 cm-1 (=CeH, aromatic H), 1717 cm-1 (C]O), 1638 cm-1 (O]C-N-C]S), 1544 cm-1 (CeC, stretch in ring), 1439, 1332 cm-1 (C]S). (E)-3-((4-methylbenzylidene

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

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

Raw material A33 and Rhodamine molar ratio 1:1.1 is dissolved in ethanol, pyridine is added, and reacted at 80 C. for 4 hours. The molar ratio of pyridine to A33 is 1:1. After the reaction was completed, the mixture was cooled to room temperature and a yellow solid precipitated. After suction filtration, the filter cake was washed with dilute hydrochloric acid, washed with water, dried in an infrared light, and then recrystallized from ethanol to obtain a yellow solid with a yield of 82%.

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; Guangdong University of Technology; Du Zhiyun; Li Penghui; Jiang Hong; Zhang Wenjin; Zhao Mincong; Chen Huixiong; Dong Changzhi; Zheng Xi; Zhang Kun; (37 pag.)CN107698577; (2018); 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, Example 9 Preparation of Intermediate 11 [0449] [0450] To an oven dried 50 mL round-bottom flask, methyl 2-bromo-5-methylbenzoate (352 mg, 1.54 mmol), sultam (236 mg, 1.95 mmol), cesium carbonate (732 mg, 2.25 mmol), palladium acetate (40.4 mg, 0.18 mmol), and Xanphos (136 mg, 0.235 mmol) were added and flask was placed under argon. Reagents were suspended in 8 mL of anhydrous dioxane and mixture was heated at 100 C. overnight. After cooling to room temperature, reaction mixture was filtered, washing with ethyl acetate. Combined filtrate was concentrated under reduced pressure and resulting film was purified by silica gel column chromatography (25-100% Ethyl Acetate in Hexanes) to yield intermediate 11. [0451] 1H-NMR (DMSO, 400 MHz): delta 7.75 (d, 1H), 7.44 (m, 1H), 7.35 (m, 1H), 3.89 (s, 3H), 3.81 (t, 2H), 3.28 (t, 2H), 2.55 (m, 2H), 2.39 (s, 3H). [0452] LCMS m/z [M+H]+C12H15NO4S requires: 270.07. Found 270.12.

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

Reference£º
Patent; GILEAD SCIENCES, INC.; Boojamra, Constantine G.; Hui, Hon Chung; Jansa, Petr; Mackman, Richard L.; Parrish, Jay P.; Sangi, Michael; Siegel, Dustin; Sperandio, David; Yang, Hai; US2013/164280; (2013); A1;,
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185137-29-5, (S)-4-Phenylthiazolidine-2-thione is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Thiazolidine-2-thione 2 (2.5 mmol), benzyl chloride (317 mg, 2.5 mmol), and K2CO3(691 mg, 5 mmol) were dissolved in 10 mL of acetone. The resulting solution was refluxedfor 2-4 h under TLC monitoring and then was allowed to cool to r.t. and filtered. Afterremoval of the solvent, the crude product was obtained and purified by silica-gel columnchromatography with a mixture of petroleum ether and EtOAc (10:1, v/v) as eluent.

185137-29-5, The synthetic route of 185137-29-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Chen, Ning; Du, Hongguang; Liu, Weidong; Wang, Shanshan; Li, Xinyao; Xu, Jiaxi; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 190; 1; (2015); p. 112 – 122;,
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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, A mixture of 3-(5-amino-2-(2-(chloromethy l)-6-fluorobenzyl)-8-(pyrimidm-4-yl)- [l,2,4]triazolo[l,5-c]pyrimidin-7-yl)benzonitrile (10 mg, 0.021 mmol), (3RAR)-4- fluoropyrrolidm-3-ol hydrochloride (4.51 mg, 0.032 mmol) and CS2CO3 (20.7 mg, 0.064 mmol) in DMF (1 mL) was stirred at 100 C for 10 min. The reaction mixture was then cooled to r.t., diluted with methanol (4 mL), and purified by preparative LC-MS (pH 2, acetonitrile/water with TFA) to afford the product as a TFA salt. LCMS calculated for C2.8H24F2N9O ( M i l ) : 540.2; found 540.2.

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

Reference£º
Patent; INCYTE CORPORATION; WANG, Xiaozhao; GAN, Pei; HAN, Heeoon; HUANG, Taisheng; MCCAMMANT, Matthew S.; QI, Chao; QIAN, Ding-Quan; WU, Liangxing; YAO, Wenqing; YU, Zhiyong; ZHANG, Fenglei; (284 pag.)WO2019/168847; (2019); 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,5908-62-3

Preparation 64 2-(2-Methylbut-3-yn-2-yl)-isothiazolidine-1,1-dioxide To a stirred solution of 1,3-propanesultam (2.000 g, 16.5 mmol) in anhydrous N,N-dimethylformamide (30 mL) at 0 C. was added 60% sodium hydride in mineral oil (1.981 g, 49.5 mmol) and the mixture was stirred at 0 C. for 1 hr. 3-Chloro-3-methyl-1-butyne (2.300 g, 22.4 mmol) was added and the reaction mixture was stirred at 0 C. for 1 hr and then slowly warmed to room temperature and stirred for 16 hrs. The reaction was carefully quenched with water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, dried (anhydrous sodium sulfate), and concentrated in vacuo. The residue was purified by silica gel chromatography (0-70% ethyl acetate/hexanes) to afford the desired product as a yellow oil (1.35 g, 44%). 1H NMR (300 MHz, CDCl3) delta 3.52 (t, 2H, J=6.6 Hz), 3.23 (t, 2H, J=7.5 Hz), 2.46 (s, 1H), 2.42-2.28 (m, 2H), 1.74 (s, 6H).

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

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