Heterocyclic Building Blocks-Thiazolidine

It is a common heterocyclic compound, the thiazolidine compound, 1,1-Dioxo-isothiazolidine, cas is 5908-62-3 its synthesis route is as follows.,5908-62-3

Intermediate 7 (0.088 g, 0.087 mmol) was combined with isothiazolidine 1,1-dioxide (0.105 g, 0.866 mmol) in anhydrous dichloromethane (0.87 mE). paraToluenesulfonic acid monohydrate (1.647 mg, 8.66 tmol) was added. The reaction was stirred at room temperature for 30 minutes.10517] The entire reaction mixture was purified by normal phase flash column chromatography (0-60% acetonitriledichloromethane, gradient elution, 12 g silica column, TEC in 30% acetonitrile-dichloromethane) to give Example 19 (0.020 g, 0.017 mmol, 19.9% yield) as a white solid.Example 1910518] ESIMS [M+NH4] 1123.0, [M-H] 1104.0.10519] HRMS: Calculated for ammonium adductC58H92N20165NH4-1122.6511; found 1122.652.10520] ?H NMR (600 MHz, Chloroform-d) oe 6.45 (dd,J=14.7, 10.9 Hz, 1H), 6.22 (dd, J=14.7, 10.7 Hz, 1H), 6.13(dd, J=14.9, 10.6 Hz, 1H), 5.99 (d, J=10.9 Hz, 1H), 5.35 (dd,J=14.9, 9.8 Hz, 1H), 5.21 (d, J=5.8 Hz, 1H), 5.10 (d, J=9.9Hz, 1H), 4.73 (ddd, J=11.0, 9.2, 4.7 Hz, 1H), 4.69 (d, J=12.4Hz, 1H), 4.64 (m, 1H), 4.49 (s, 1H), 4.13 (d, J=6.5 Hz, 1H),3.97 (t, J=11.3 Hz, 1H), 3.84 (dd, J=18.5, 11.4 Hz, 2H),3.78-3.69 (m, 2H), 3.64 (m, 2H), 3.56 (td, J=13.5, 3.0 Hz,1H), 3.43-3.31 (m, 4H), 3.28 (m, 3H), 3.26-3.17 (m, 2H),3.12-2.92 (m, 3H), 2.76-2.68 (m, 1H), 2.45-2.34 (m, 1H),2.31-2.21 (m, 3H), 2.20-2.10 (m, 3H), 2.06 (m, 1H), 1.87(m, 4H), 1.75 (m, 3H), 1.71-1.59 (m, 3H), 1.60 (s, 3H),1.60-1.50 (m, 1H), 1.48-1.39 (m, 1H), 1.42-1.31 (m, 2H),1.33-1.20 (m, 8H), 1.11 (s, 3H), 1.11-1.05 (m, 2H), 1.03 (dd,J=18.2, 6.6 Hz, 6H), 0.99-0.82 (m, 1OH), 0.79 (q, J=12.0 Hz,1H).

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

Reference£º
Patent; NOVARTIS AG; BONAZZI, Simone; CONNOLLY, Michael; GLASS, David Jonathan; MIHALIC, Manuel; PATTERSON, Andrew William; ROGGO, Silvio; SHAVLAKADZE, Tea; (68 pag.)US2019/92788; (2019); A1;,
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Name is 2-Cyanoimino-1,3-thiazolidine, as a common heterocyclic compound, it belongs to thiazolidine compound, and cas is 26364-65-8, its synthesis route is as follows.,26364-65-8

General procedure: Thiazolidin-2-ylidene-cyanamide (0.317 g, 2.50 mmol) inacetonitrile (20 mL) was dropwise added to a stirred solutionof substituted benzyl bromide (2.5 mmol) and 14 mL NaOHaqueous solution (1 M). The mixture is stirred at room temperaturefor 8-10 h. The soild was collected by filtration,washed with n-hexane and dried in vacuo.

With the complex challenges of chemical substances, we look forward to future research findings about 2-Cyanoimino-1,3-thiazolidine

Reference£º
Article; Jia, Ai-Quan; Ma, Sen; Wang, Jun-Ling; Zhang, Qian-Feng; Journal of Chemical Crystallography; (2020);,
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As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO252,mainly used in chemical industry, its synthesis route is as follows.,5908-62-3

EXAMPLE 9 STR38 Sodium hydride (1.25 g of a 50% dispersion in oil) was added at room temperature to a stirred solution of isothiazolidine-1,1-dioxide (2.42 g) in DMF (15 cm3). After stirring for 0.5 hours 2-methyl-2-[1-(6,7-dimethoxyquinazolin-4-yl)piperid-4-yl]oxirane (5.0 g) was added and the mixture was stirred for 4 hours at 100. Volatile material was removed in vacuo, the residue was partitioned between chloroform (100 cm3) and water (50 cm3) and the chloroform layer was dried (MgSO4) and evaporated. The residue was chromatographed on silica (“Merck” 60.9385) eluding with methanol:ethyl acetate, 1:4, to give a solid which was recrystallized from ethyl acetate-methanol to give 2-{2-hydroxy-2-[1-(6,7-dimethoxyquinazolin-4-yl)piperid-4-yl]prop-1-yl}isothiazolidine-1,1-dioxide, m.p. 173-174 (4.15 g). Analysis %: Found: C,55.6; H,6.8; N,12.4; Calculated for C21 H30 N4 O5 S: C,56.0; H,6.7; N,12.4.

With the complex challenges of chemical substances, we look forward to future research findings about 1,1-Dioxo-isothiazolidine,belong thiazolidine compound

Reference£º
Patent; Pfizer Inc.; US4542132; (1985); A;,
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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.

EXAMPLE 47 3-[(5-Methoxy-1,3-benzodithiol-2-ylidene)amino]-2-thioxo-4-thiazolidinone A slurry of 4.15 g of N-(5-methoxy-1,3-benzodithiol-2-ylidene)-N-methylbenzaminium iodide, N-aminorhodanine (1.48 g, 0.01 mole) and sodium carbonate (530 mg, 0.005 mole) in 100 ml of dimethylformamide is heated at 120 C for 2 hours. The reaction mixture is chilled in an ice bath and the resultant precipitate collected by filtration. The product is recrystallized from dimethylformamide to yield 2.23 g of the title compound, melting point 254-255 C. Anal. Calc’d. for C11 H8 N2 O2 S4: C, 40.23; H, 2.46; N, 8.53; S, 39.05. Found: C, 40.27; H, 2.37; N, 8.70; S, 38.83., 1438-16-0

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

Reference£º
Patent; E. R. Squibb & Sons, Inc.; US4104467; (1978); A;,
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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
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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 stirred solution of 5-{9-fluoro-5-[(S)-(4-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 (24.0 mg, 0.0400 mmol) and isothiazolidine-l,l-dione (26.2 mg, 0.220 mmol) in NMP (0.25 mL) was added t-BuOK (19.4 mg, 0.170 mmol). This mixture was heated at 65 C for 2 h 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-muiotaeta 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)-(4- 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} -l 6,2-thiazolidine-l,l-dione (11.6 mg, 40%). NMR (500MHz, DMSO-de) delta 8.73 (s, IH), 8.37 (d, J=8.5 Hz, IH), 7.90 (s, IH), 7.71-7.65 (m, 2H), 7.61 (d, J=8.4 Hz, IH), 7.16 (br t, J=8.7 Hz, 2H), 6.78 (br d, J=10.2 Hz, IH), 4.10 (br t, J=6.8 Hz, 2H), 3.88 (br d, J=10.7 Hz, IH), 3.83 (s, 3H), 3.64 (br d, J=8.7 Hz, IH), 3.57 (br t, J=7.5 Hz, IH), 3.47 (br s, 2H), 3.39 (br s, IH), 3.17 (br t, J=11.4 Hz, IH), 2.66-2.57 (m, 2H), 2.54 (s, 3H), 1.90 (br d, J=12.6 Hz, IH), 1.64 (br t, J=12.1 Hz, 2H), 0.42 (br d, J= 1.8 Hz, IH). LCMS: RT = 1.670 min; (ES): m/z (M+H)+ = 656.15. LCMS: Column: Waters Acquity UPLC BEH C18, 2.1 x 50 mm, 1.7-muetaiota 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: 98 %

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

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
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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: 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.

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; 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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Name is 1,1-Dioxo-isothiazolidine, as a common heterocyclic compound, it belongs to thiazolidine compound, and cas is 5908-62-3, its synthesis route is as follows.,5908-62-3

isothiazolidine-1,1-dioxide (150 mg, 1.24 mmol) And sodium hydride (52mg, 1.30mmol) in 3ml DMF, After stirring for 30min, A 2 ml solution of DMF in which N-Boc-bromoethylamine (276 mg, 1.24 mmol) was dissolved was added dropwise, Stir overnight, After the TLC detection reaction is completed, add water for extraction. Organic layer in turn with water , Washed with saturated saline, Dry over anhydrous sodium sulfate. Suction filtration, the filtrate was concentrated under reduced pressure, the crude product was separated by column chromatography, 150 mg of a white solid were obtained with a yield of 46%.

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

Reference£º
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhang Ao; Meng Linghua; Ding Jian; Chen Shulun; Ding Chunyong; Guo Wei; (26 pag.)CN110143955; (2019); A;,
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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.,1438-16-0

General procedure: A mixture of aminorhodanine (1 mmol), isatin (1 mmol) and 5 muL of acetic acid in 2mL of distilled ethanol was placed in a cylindrical quartz reactor (Phi = 4 cm). The reactor was introducedinto a monomode microwave (Anton Paar) apparatus, for 5 min at100 C and 50 Watts. The crude reaction mixture was allowed tocool down at room temperature and ethanol (10 mL) or mixture of H2O/EtOH (10 mL) was directly added in the cylindrical quartzreactor. The resulting precipitated product was filtered off and waspurified by recrystallization from ethanol if necessary.

1438-16-0 is used more and more widely, we look forward to future research findings about 3-Aminorhodanine

Reference£º
Article; Khaldoun, Khadidja; Safer, Abdelmounaim; Boukabcha, Nourdine; Dege, Necmi; Ruchaud, Sandrine; Souab, Mohamed; Bach, Stephane; Chouaih, Abdelkader; Saidi-Besbes, Salima; Journal of Molecular Structure; vol. 1192; (2019); p. 82 – 90;,
Thiazolidine – Wikipedia
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As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO344,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