Month: November 2020

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
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: 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;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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
Thiazolidine – ScienceDirect.com

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

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

General procedure: 5-(l -(3-Bromobenzyl)- 5-methyl-lH-l,2,4-triazol-3-yl)-3-(4-(trifluoromethoxy) phenyl)- 1,2,4-oxadiazole (40 mg, 0.0833 mmol), Cs2C03 (54 mg, 0.167 mmol), XPhos (16 mg, 0.0333 mmol), Pd2(dba)3 (15 mg, 0.0167 mmol), and N’,N’-dimethylethane-l,2-diamine were placed in a microwave reaction vessel and dioxane (1 mL), which had been degassed by bubbling N2 through it for 10 min, was added. The reaction was heated by microwave irradiation at 120 C for 1 h. Purification by prep-HPLC (MeCN/H20 30% -70% MeCN containing 0.1% TFA) afforded N,N-dimethyl-2- ((3-((5-methyl-3-(3-(4-(trifluoromethoxy)phenyl)-l,2,4-oxadiazol-5-yl)-lH-l,2,4- triazol-l-yl)methyl)phenyl)amino)ethanaminium trifluoroacetate as a thin film (1.5 mg, 4%).

5908-62-3 is used more and more widely, we look forward to future research findings about 1,1-Dioxo-isothiazolidine

Reference£º
Patent; JONES, Philip; DIFRANCESCO, Maria, Emilia; PETROCCHI, Alessia; CARROLL, Christopher, L.; MARSZALEK, Joe; CZAKO, Barbara; JOHNSON, Ryan; THEROFF, Jay; WO2014/31936; (2014); A2;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

3-Aminorhodanine, cas is 1438-16-0, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

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

With the rapid development of chemical substances, 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
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belongs to thiazolidine compound, name is 3-Aminorhodanine, and cas is 1438-16-0, its synthesis route is as follows.,1438-16-0

Preparation Example 2 To a solution of 3-aminorhodanine (1.00 g) in ethanol (20 ml) were added 4-phenoxybenzaldehyde (1.47 g) and piperidine (57 mg), and the mixture was heated with reflux for 2 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: chloroform) to give 3-amino-5-(4-phenoxybenzylidene)-2-thioxothiazolidin-4-one (1.52g).

With the complex challenges of chemical substances, we look forward to future research findings about 1438-16-0,belong thiazolidine compound

Reference£º
Patent; KNC LABORATORIES CO., LTD.; NATIONAL UNIVERSITY CORPORATION KOBE UNIVERSITY; Kataoka, Tohru; Shima, Fumi; Neya, Masahiro; Sasahara, Daisuke; US2014/194412; (2014); 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: C8H14ClNO194,mainly used in chemical industry, its synthesis route is as follows.,19771-63-2

To a solution of 3-[3-[[4-[(3-aminopropyl) amino] -5-bromo-2- pyrimidinyl] amino] PHENYL-2, 4-IMIDAZOLIDINEDIONE hydrogen chloride salt (6.9 g, 13.9 mmol), (-)-2-OXO-4-THIAZOLIDINECARBOXYLIC acid (2.5 g, 17 mmol, 1.2 equiv. ) and N,N-diisopropylethylamine (10 mL, 57.4 MMOL, 4.1 equiv. ) in DIMETHYLFORMAMIDE (150 mL) was added 0-(7-AZABENZOTRIAZOL-1-YL)-N, N, N’, N’ tetramethyluronium HEXAFLUOROPHOSPHATE (6.5 g, 17.1 MMOL, 1.2 equiv. ) at 0 C. The resulting solution was warmed to room temperature and stirred overnight. The reaction mixture was concentrated under reduced pressure to remove dimethylformamide. The crude residue was triturated in water to give a suspension. The suspension was filtered and the filter cake was washed with water and air-dried (ca. 8 g). The solid was purified by HPLC chromatography using acetonitrile/water to afford the title compounds, (4R)-N-[3-[[5-bromo-2-[[3- (2, 5-dioxo-1-imidazolidinyl) phenyl] amino]-4-pyrimidinyl] amino] PROPYL]-2-OXO-4- thiazolidinecarboxamide (2.8 G) and (4R)-N-[3-[[5-bromo-2-[[3-[2,5-dioxo-3-[[(4R)- 2-oxo-4-thiazolidinyl] carbonyl]-1-imidazolidinyl] phenyl] amino]-4- pyrimidinyl] amino] propyl]-2-oxo-4-thiazolidinecarboxamide (72 mg). N-[3-[[5-bromo-2-[[3-(2,5-dioxo-1-imidazolidinyl)phenyl]amino]-4- pyrimidinyl] amino] propyl]-2-oxo-4-thiazolidinecarboxamide :’H NMR (400 MHz, DMSO-d6) : 5/POM = 1.71 (m, 2H), 3.14 (m, 2H), 3.36 (m, 1H), 3.42 (m, 2H), 3.64 (t, 1H), 4.04 (s, 2H), 4.23 (m, 1H), 6.99 (d, 1H), 7.01 (t, 1H), 7.59 (d, 1H), 7.72 (s, 1 H), 7.81 (br s, 1 H), 8.16 (m, 2H), 8.29 (s, 1H), 8.34 (s, 1H), 9.99 (br s, 1 H). (4R)-N-[3-[[5-bromo-2-[[3-[2,5-dioxo-3-[[(4R)-2-oxo-4-thiazolidinyl]carbonyl]- 1-imidazolidinyl] phenyl] amino]-4-pyrimidinyl] amino] propyl]-2-oxo-4- thiazolidinecarboxamide :’H NMR (400 MHz, DMSO-d6) : 6/POM = 1.64 (m, 2H), 3.12 (m, 2H), 3,38 (m, 4H), 3.79 (m, 2H), 4.02 (s, 2H), 5.04 (d, 2H), 5.12 (d, 2H), 6.94 (d, 1 H), 7.34 (t, 1H), 7.56 (d, 1H), 7.69 (s, 1H), 8.08 (s, 1H), 8.18 (s, 1 H), 8.26 (s, 1 H), 8.37 (s, 1 H), 9.79 (br s, 1 H).

With the complex challenges of chemical substances, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid,belong thiazolidine compound

Reference£º
Patent; SCHERING AKTIENGESELLSCHAFT; WO2004/48343; (2004); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com