Heterocyclic Building Blocks-Thiazolidine

Thiazolidin-2-one, cas is 2682-49-7, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

EXAMPLE 5 Preparation of 3-(2-nitrophenylmethyl)-2-thiazolidinone A mixture containing 3.09 g (0.03 mol) of 2-thiazolidinone, 11.2 g of potassium carbonate, 1.8 g of potassium hydrogen carbonate, 0.5 ml of water, 30 ml of methyl isobutyl ketone and 6.5 g (0.03 mol) of nitrobenzyl bromide is refluxed for 6 hours, then cooled down and thoroughly mixed with 50 ml of water. The mixture is filtered and the clear filtrate is separated. The organic phase is washed with 10 ml of water, dried and evaporated. The oily residue is recrystallized from ethanol to give 2.65 g (37.0%) of the title compound, m.p.: 92-93 C., 2682-49-7

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

Reference£º
Patent; Richter Gedeon Vegyeszeti Gyar Rt.; US4937252; (1990); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

Name is 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid, as a common heterocyclic compound, it belongs to thiazolidine compound, and cas is 7025-19-6, 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.

With the complex challenges of chemical substances, we look forward to future research findings about 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid

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
Thiazolidine – ScienceDirect.com

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

Preparation 71 2-(2,4-Dimethoxybenzyl)-isothiazolidine-1,1-dioxide A solution of 1,1-(azodicarbonyl)dipiperidine (1.874 g, 7.4 mmol) in anhydrous tetrahydrofuran (10 mL) was added dropwise to a 0 C. solution of 1,3-propanesultam (0.6 g, 4.95 mmol), triphenylphosphine (1.95 g, 7.4 mmol), and 2,4-dimethoxybenzyl alcohol (1.0 g, 6.2 mmol) in anhydrous tetrahydrofuran (20 mL). The resultant solution was stirred at 0 C. for 3 hrs, warmed to room temperature and stirred for a further 16 hrs. The solution was concentrated under reduced pressure and suspended in ethyl acetate/hexanes to precipitate a white solid. The solid was removed by filtration and the filtrate purified by silica gel chromatography (25-70% ethyl acetate/hexanes) to give a pale yellow oil (0.505 g). 1H NMR (CDCl3, 300 MHz) delta 7.31-7.28 (dd, 1H, J=0.6, 7.8 Hz), 6.49-6.44 (m, 2H), 4.17 (s, 2H), 3.81 (s, 3H), 3.80 (s, 3H), 3.19-3.13 (m, 4H), 2.32-2.23 (m, 2H).

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

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO268,mainly used in chemical industry, 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.

With the synthetic route has been constantly updated, we look forward to future research findings about 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid,belong thiazolidine compound

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
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belongs to thiazolidine compound, name is (R)-2-Oxothiazolidine-4-carboxylic acid, and cas is 19771-63-2, its synthesis route is as follows.,19771-63-2

EXAMPLE 1 N-[Trans-4-nitroxymethylcyclohexylmethyl]-(4R)-2-oxothiazolidin-4-yl-carboxamide (Exemplary Compound No. 1-32) In 7 ml of dry benzene was suspended 0.35 g of (4R)-2-oxo-4-thiazolidinecarboxylic acid, and 0.42 ml of oxalyl chloride and a few drops of dimethylformamide were added thereto at room temperature and stirred at room temperature for 2 hours. The solvent was distilled off under reduced pressure to obtain the acid chloride as a pale yellow oil. Meanwhile, 0.51 g of trans-4-nitroxymethylcyclohexylmethylamine hydrochloride was suspended in 10 ml of dry dichloromethane, and 0.95 ml of triethylamine and 5 ml of a solution of the acid chloride in dry dichloromethane were added dropwise thereto with stirring under ice-cooling and stirred at the same temperature for 1 hour. The solvent was distilled off under reduced pressure. The residue was subjected to silica gel column chromatography employing ethyl acetate as an eluding solvent to separate and purify and crystallized from ether to obtain 0.30 g of the desired compound as a colorless crystalline solid. m.p.: 117-119 C. (decomp.); NMR spectrum (CDCl3 +d6 -DMSO) delta ppm: 0.90-1.15(4H,m), 1.40-1.60(1H,m), 1.60-1.95(5H,m), 3.14(2H,m), 3.60-3.78(2H,m), 4.20-4.38(3H,m), 7.10(1H,bs), 7.67(1H,bs)

With the complex challenges of chemical substances, we look forward to future research findings about 19771-63-2,belong thiazolidine compound

Reference£º
Patent; Sankyo Company, Limited; US5843973; (1998); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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

Reference£º
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;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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

Reference£º
Patent; Beecham Group p.l.c.; US4496565; (1985); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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

Reference£º
Patent; RICHTER GEDEON VEGYESZETI GYAR R.T.; EP411775; (1991); 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

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.

Reference£º
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;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

(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

Reference£º
Patent; Zhengzhou University; Zang Shuangquan; Dong Xiyan; Han Zhen; (10 pag.)CN110396107; (2019); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com