Category: thiazolidine

(R)-4-Isopropylthiazolidine-2-thione, cas is 110199-16-1, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

110199-16-1, Dissolve 16 mg (0.1 mmol) of (R) -4-isopropylthiazolidine-2-thione (D) in a mixed solution of 3 mL of DMAc and 1 mL of acetonitrile, and stir rapidly; add 19 mg (0.1 mmol) of AgNO3 and stir to solution After clarification, the reaction was stirred at room temperature for 5 minutes. After the reaction, the clarified solution was left at room temperature to be protected from light and volatilized. After 2 days, light yellow lumpy crystals were obtained, yield 74%, filtered, washed with acetonitrile, and dried at room temperature for use. Nature test materials.

With the rapid development of chemical substances, we look forward to future research findings about (R)-4-Isopropylthiazolidine-2-thione

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Patent; Zhengzhou University; Zang Shuangquan; Dong Xiyan; Han Zhen; (10 pag.)CN110396107; (2019); 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 stirred solution of 5-{9-fluoro-5-[(S)-(2-fluorophenyl)(oxan-4-yl)methyl]-6- methanesulfonyl-5H-pyrido[3,2-b]indol-3-yl}-4-(2H3)methyl-l-methyl-lH-l,2,3-triazole (7.8 mg, 0.0140 mmol) and isothiazolidine-l,l-dione (8.5 mg, 0.0560 mmol) in NMP (0.15 mL) was added t-BuOK (6.3 mg, 0.0560 mmol). This mixture was heated at 65 C for 100 min and cooled to room temperature. The mixture was then diluted with MeOH and purified via preparative LC/MS with the following conditions: Column: Waters XBridge Phenyl, 19 x 200 mm, 5-muiotatauiota particles; Mobile Phase A: 5:95 ACN: water with 10 mM NH4OAc; Mobile Phase B: 95:5 ACN: water with 10 mM NH4OAc; Gradient: 15-70% B over 20 min, then a 5-min hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to give 2-{5-[(S)-(2-fluorophenyl)(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}- 6,2-thiazolidine-l,l-dione (6.1 mg, 64%). NuMuRhonu (500MHz, DMSO-de) delta 8.69 (s, 1H), 8.42 (d, J=8.5 Hz, 1H), 8.15-8.06 (m, 1H), 7.99 (s, 1H), 7.63 (d, J=8.5 Hz, 1H), 7.31 (br d, J=4.2 Hz, 2H), 7.06- 6.95 (m, 2H), 4.18-4.09 (m, 1H), 4.06-3.99 (m, 1H), 3.93-3.84 (m, 1H), 3.76 (s, 3H), 3.72 (br d, J=8.3 Hz, 1H), 3.60 (s, 1H), 3.53 (br s, 3H), 3.27 (br t, J=11.3 Hz, 1H), 2.66-2.58 (m, 3H), 2.54 (s, 2H), 1.96-1.84 (m, 1H), 1.79 (br s, 2H), 0.71 (br d, J=12.3 Hz, 1H). LCMS: RT = 1.610 min; (ES): m/z (M+H)+= 656.10, LCMS: Column: Waters Acquity UPLC BEH C18, 2.1 x 50 mm, 1.7-mutaueta particles; Mobile Phase A: 5:95 ACN:water with 10 mM NH4OAc; Mobile Phase B: 95:5 ACN:water with 10 mM NH4OAc; Temperature: 50 C; Gradient: 0-100% B over 3 min, then a 0.75-min hold at 100% B; Flow: 1.11 mL/min. HPLC Purity at 220 nm: 97 %

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

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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;,
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Thiazolidine hydrochloride, cas is 14446-47-0, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

Example 58 1-(4-bromophenyl)-3-(3-thiazolidinyl)propan-1-one 12.56 g (0.1 mol) of thiazolidine hydrochloride, 19.9 (0.1 mol) of 4-bromoacetophenone, 12 ml of 36% formaldehyde solution (0.144 mol), 30 ml of ethanol and 5 drops of concentrated hydrochloric acid are mixed and then heated. After a short reflux period, a homogenous solution is formed. After 7 hours boiling, the solution is evaporated, the oily residue is poured into 1000 ml of acetone under stirring and the precipitated starting material is filtered off. After evaporating the filtrate, the residue is recrystallized from ethanol or methanol to give the hydrochloride salt of the title compound, m.p.: 170C., 14446-47-0

With the rapid development of chemical substances, we look forward to future research findings about Thiazolidine hydrochloride

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Patent; RICHTER GEDEON VEGYESZETI GYAR R.T.; EP411775; (1991); A1;,
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As a common heterocyclic compound, it belongs to thiazolidine compound, name is Thiazolidin-2-one, and cas is 2682-49-7, its synthesis route is as follows.,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.

With the complex challenges of chemical substances, we look forward to future research findings about Thiazolidin-2-one

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Patent; Beecham Group p.l.c.; US4496565; (1985); A;,
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As a common heterocyclic compound, it belongs to thiazolidine compound, name is 1,1-Dioxo-isothiazolidine, and cas is 5908-62-3, its synthesis route is as follows.,5908-62-3

To a mixture of tert-butyl (6S)-3-iodo-6-methyl-6,7-dihydro-4H-pyrazolo[l,5-a]pyrazine- 5-carboxylate (intermediate 1-1, 100 mg, 0.28 mmol), 1,2-thiazolidine 1,1-dioxide (compound la, 50 mg, 0.41 mmol), trans-N,N’-dimethylcyclohexane-l,2-diamine (8 mg, 0.055 mmol) and Cul (10 mg, 0.055 mmol) in DMSO (5 mL) was added K2C03 (114 mg, 0.83 mmol). The reaction mixture was stirred at 100 C for 12 hours, and then concentrated under reduced pressure. The residue was purified by prep-HPLC to give tert-butyl (6S)-3-(l,l-dioxo-l,2-thiazolidin-2-yl)-6- methyl-6,7-dihydro-4H-pyrazolo[l,5-a]pyrazine-5-carboxylate (compound lb, 72 mg) as a yellow solid. MS obsd. (ESI+) [(M+H)+]: 357.

With the complex challenges of chemical substances, we look forward to future research findings about 5908-62-3,belong thiazolidine compound

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Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xingchun; LIN, Xianfeng; SHEN, Hong; HU, Taishan; ZHANG, Zhisen; (96 pag.)WO2018/11163; (2018); A1;,
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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.

53 Sodium borohydride (19.1 g) was added to 48 THF (750 mL), and slurry of 54 N-aminorhodanine (250 g) in THF (500 mL) was added portionwise at below 5 C. After stirring for 30 minutes at below 5 C., 55 methanol (111 mL) was added dropwise, and the mixture was stirred for 2 hours. 56 Conc. hydrochloric acid (44 mL) was diluted with water (500 mL) and added dropwise to the mixture, and then 49 water (1000 mL) was added dropwise, and the mixture was stirred for 1 hour at below 10 C. The precipitated crystals were filtered, washed with water (600 mL) and dried at 40 C. under reduced pressure to yield the 57 title compound (209.1 g). (0189) MS (m/z): 151 [M+H]+, 1438-16-0

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

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Patent; NIPPON SHINYAKU CO., LTD.; HIGUCHI, Fumi; (17 pag.)US2019/48023; (2019); A1;,
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(R)-2-Oxothiazolidine-4-carboxylic acid, cas is 19771-63-2, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

EXAMPLE 1 (4R)-N-(2-Nitrooxyethyl)-2-oxothiazolidine-4-carboxamide (Compound No. 1-1) 11.4 ml of triethylamine and 5.3 ml of diethyl cyanophosphonate were added, whilst ice-cooling, to a suspension of 4.0 g of (4R)-2-oxothiazolidine-4-carboxylic acid and 4.6 g of N-(2-nitrooxyethyl)amine nitrate in 80 ml of dry tetrahydrofuran, and the resulting mixture was stirred at room temperature for 2 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, and the residue was mixed with ethyl acetate. The resulting mixture was then washed with a saturated aqueous solution of sodium chloride, after which it was dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, and the residual brown oil thus obtained was purified by column chromatography through silica gel, using ethyl acetate as the eluent. The brown crystals thus obtained were recrystallized from ethyl acetate, to give 1.68 g of the title compound as colorless needles, melting at 130-131 C. (with decomposition). Nuclear Magnetic Resonance Spectrum (CDCl3 +hexadeuterated dimethyl sulfoxide) delta ppm:, 19771-63-2

As the rapid development of chemical substances, we look forward to future research findings about 19771-63-2

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Patent; Sankyo Company, Limited; US5298516; (1994); A;,
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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

General procedure: Inside a N2 filled glovebox, benzenesulfonamide (250 mg, 1.590 mmol) and copper(I) iodide (15.14 mg, 0.080 mmol), 4-toluene bromide (326mg, 1.91 mmol), potassium carbonate (550 mg, 3.98 mmol), Acetonitrile (4 mL), and N1,N2dimethylethane-1,2-diamine (70.1 mg, 0.795 mmol) was charged into a vial. The vial was then heated to 70 oC for 8hr, LC indicated >97% conversion of benzenesulfonamide. The reaction mixture was then cooled to room temperature. 2N HCl (4mL) was added slowly, followed by EtOAc extraction (5mL x 3). The organic layers were combined, concentrated, and flash chromatographed (SiO2, 20:1–> 3:1 Heptane:EtOAc) to give N(p-tolyl) benzene sulfonamide as white solids (380 mg, 97%).

With the rapid development of chemical substances, we look forward to future research findings about 1,1-Dioxo-isothiazolidine

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Article; Wang, Xiang; Guram, Anil; Ronk, Michael; Milne, Jacqueline E.; Tedrow, Jason S.; Faul, Margaret M.; Tetrahedron Letters; vol. 53; 1; (2012); p. 7 – 10;,
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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

General procedure: Example 2 3-Ethyl-5-methyl-6-[(2-oxoazetidin-1-yl)methyl]-1-(3,3,3-trifluoropropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione To a solution of 85 mg (1.19 mmol) of 2-azetidinone in 1.6 ml of THF were added 48 mg (1.19 mmol) of sodium hydride (60% suspension in mineral oil), then the mixture was heated to 60 C. for 60 min and subsequently cooled back down to RT (“Solution 1”). To a solution of 80 mg (0.238 mmol) of the compound from Ex. 140A in 1.6 ml of dichloromethane in another reaction vessel were added, at 0 C., 83 mul (0.476 mmol) of N,N-diisopropylethylamine and 18 mul (0.250 mmol) of thionyl chloride. After 20 min at 0 C., Solution 1 was added and the cooling bath was removed. The reaction mixture was stirred at RT for about 18 h. All the volatile constituents were then removed on a rotary evaporator. The remaining residue was separated into its components by means of preparative HPLC (Method 10). After concentration of the product fractions and drying under high vacuum, 5 mg (5% of theory, 92% purity) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6, delta/ppm): 4.26 (s, 2H), 4.12 (t, 2H), 3.90 (q, 2H), 3.29-3.21 (m, 2H), 3.17 (t, 2H), 2.86-2.69 (m, 2H), 2.41 (s, 3H), 2.29-2.16 (m, 2H), 1.12 (t, 3H). LC/MS (Method 1, ESIpos): Rt=0.96 min, m/z=440 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 1,1-Dioxo-isothiazolidine

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Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); 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.,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.

7025-19-6 is used more and more widely, we look forward to future research findings about 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid

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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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