Heterocyclic Building Blocks-Thiazolidine

171877-39-7, (S)-4-Benzylthiazolidine-2-thione is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To an ice-bath cold solution of 35 (S)-4-benzylthiazolidine-2-thione13 (18.37g, 87.87mmol) and 36 Et3N (26.66mL, 175.74mmol) in 37 CH2Cl2 (266mL) was added 38 4-phenylbutanoyl chloride (freshly prepared from 39 4-phenylbutyric acid (17.31g, 105.44mmol)). The resulting mixture was stirred at room temperature for 24h. Then brine was added and extracted with CH2Cl2 (3¡Á40mL), the organic layers were washed (brine), dried (Na2SO4) and concentrated. The yellow crude oil was purified through chromatography (silica-gel, hexanes/40 EtOAc (98:2) and (95:5)) to afford 24.76mg (77%); [alphaD25]=+157.80 (c=2.3, CHCl3). IR (NaCl) nu 3025, 2935, 2849, 1603, 1695, 1496, 1454, 1342, 1394, 1359, 1342, 1293, 1264, 1192, 1157, 1135, 1040, 893, 746, 701cm-1. 1H NMR (500MHz, CDCl3) delta 7.16-7.34 (10H, m), 5.33 (1H, ddd, J=4.0, 7.5 and 11.5Hz), 3.38 (1H, ddd, J=6.0, 9.0 and 17.0Hz), 3.33 (1H, dd, J=7.5 and 11.5Hz), 3.13-3.20 (2H, m), 3.01 (1H, dd, J=10.5 and 13.0Hz), 2.84 (1H, d, J=11.5Hz), 2.68 (2H, t, J=7.0Hz). 13C NMR (125MHz, CDCl3) delta 201.06, 173.73, 141.53, 136.56, 129.44, 128.88, 128.53, 128.36, 127.19, 125.96, 68.53, 37.93, 36.79, 35.11, 31.90, 26.43ppm.. HRMS m/z calcd. for C20H21ONS2Na [M+Na+]: 378.0962, found: 378.0970; m/z calcd. for C20H21ONS2K [M+K+]: 394.0702, found: 394.0724.

The synthetic route of 171877-39-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Royo, Santiago; Schirmeister, Tanja; Kaiser, Marcel; Jung, Sascha; Rodriguez, Santiago; Bautista, Jose Manuel; Gonzalez, Florenci V.; Bioorganic and Medicinal Chemistry; vol. 26; 16; (2018); p. 4624 – 4634;,
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110199-16-1, (R)-4-Isopropylthiazolidine-2-thione is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

The synthetic route of 110199-16-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhengzhou University; Zang Shuangquan; Dong Xiyan; Han Zhen; (10 pag.)CN110396107; (2019); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.26364-65-8,2-Cyanoimino-1,3-thiazolidine,as a common compound, the synthetic route is as follows.

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.

As the paragraph descriping shows that 26364-65-8 is playing an increasingly important role.

Reference£º
Article; Jia, Ai-Quan; Ma, Sen; Wang, Jun-Ling; Zhang, Qian-Feng; Journal of Chemical Crystallography; (2020);,
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1438-16-0, 3-Aminorhodanine is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution in absolute ethanol (30 mL/mmol) of the adequate aldehyde (1 equiv) and hydrazine (1 equiv) was heated under reflux for 5-18 h depending on the reactants. After cooling to room temperature, the precipitated solid was collected by filtration and dried under vacuum to afford the corresponding hydrazone. If no precipitate was observed, the reaction mixture was concentrated under reduced pressure. 4.2.26 (E)-3-(2-hydroxybenzylideneamino)-2-thioxothiazolidin-4-one (6g). 31 Yellow solid, yield: 52%, mp: 179-180 C. IR (neat) numax: 3038, 1727, 1716, 1615 cm-1. 1H NMR (300 MHz, DMSO-d6) delta: 4.32 (s, 2H); 6.34-7.01 (m, 2H); 7.47 (ddd, J = 1.8, 7.2, 8.3 Hz, 1H); 7.83 (dd, J = 1.7, 7.8 Hz, 1H); 8.96 (s, 1H); 10.68 (s, 1H). 13C NMR (75 MHz, DMSO-d6) delta: 34.6; 116.7; 117.6; 119.6; 128.5; 134.6; 158.6; 167.0; 197.0. HRMS (DCI, CH4) m/z calcd for C10H9N2O2S2 [M+H]+: 253.0105, found: 253.0106.

The synthetic route of 1438-16-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Vanucci-Bacque, Corinne; Carayon, Chantal; Bernis, Corinne; Camare, Caroline; Negre-Salvayre, Anne; Bedos-Belval, Florence; Baltas, Michel; Bioorganic and Medicinal Chemistry; vol. 22; 15; (2014); p. 4269 – 4276;,
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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

To a stirred solution of 5-{9-fluoro-6-methanesulfonyl-5-[(S)-oxan-4- yl(phenyl)methyl]-5H-pyrido[3,2-b]indol-3-yl}-4-(2H3)methyl-l-methyl-lH-l,2,3- triazole (40.0 mg, 0.075 mmol) and isothiazolidine 1,1-dioxide (36.1 mg, 0.298 mmol) in NMP (0.40 mL) was added t-BuOK (29.2 mg, 0.261 mmol). This mixture was heated at 65 C for 2 h and cooled to room temperature. The mixture was 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 9.6 mg. (20%). NMR (500MHz, DMSO-de) delta 8.72 (s, IH), 8.38 (d, J=8.4 Hz, IH), 7.89 (s, IH), 7.62 (br d, J=8.1 Hz, 3H), 7.37 – 7.30 (m, 2H), 7.26 (s, IH), 6.82 (br d, J=10.4 Hz, IH), 4.11 (br s, 2H), 3.86 (br d, J=8.4 Hz, IH), 3.77 (s, 3H), 3.75 (s, 3H), 3.65 (br d, J=8.8 Hz, IH), 3.57 (br t, J=7.4 Hz, IH), 3.53 – 3.45 (m, IH), 3.40 (br d, J=12.1 Hz, IH), 3.19 (br t, J=11.6 Hz, IH), 2.62 (quin, J=7.1 Hz, 2H), 2.52 – 2.52 (m, IH), 1.95 (br d, J=12.5 Hz, IH), 1.77 – 1.58 (m, 2H), 0.43 (br d, J=12.5 Hz, IH); LCMS: RT = 1.573 min; (ES): m/z (M+H)+ = 638.05; LCMS: Column: Waters Acquity UPLC BEH CI 8, 2.1 x 50 mm, 1.7-muiotaeta particles; Mobile Phase A: 5:95 ACN:water with 10 mM LtOAc; Mobile Phase B: 95:5 ACN:water with 10 mM NH40Ac;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 220nm: 99 %.

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

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;,
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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.

To a mixture of Intermediate 1 (1 equiv.) and isothiazo lidine 1,1-dioxide (1.2 equiv.) in 1 ,4-dioxane was added cesium carbonate (1.5 equiv.). The reaction was heated to 100 C for 16 h, after which the reaction was diluted with water, and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. The crude material was purified via silica gel chromatography utilizing a 3-10% methanol in dichloromethane gradient to deliver the desired compound, Compound 1-503 (71.3 mg, 73% yield) as an off- white solid.1H-NMR (500 MHz, CDC13) oe 8.57 (d, 1 H), 8.47 (d, 1 H), 7.36 (s, 1 H), 7.20-7.25 (m, 1 H),7.03-7.07 (m, 1 H), 6.96-7.01 (m, 1 H), 6.84-6.88 (m, 1 H), 6.61 (m, 1 H), 5.99 (s, 2 H), 4.27 (t, 2 H), 3.44 (t, 2 H), 2.66 (t, 2 H).

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

Reference£º
Patent; NAKAI, Takashi; MOORE, Joel; PERL, Nicholas Robert; IYENGAR, Rajesh R.; MERMERIAN, Ara; IM, G-Yoon Jamie; LEE, Thomas Wai-Ho; HUDSON, Colleen; RENNIE, Glen Robert; JIA, James; RENHOWE, Paul Allen; BARDEN, Timothy Claude; YU, Xiang Y; SHEPPECK, James Edward; IYER, Karthik; JUNG, Joon; WO2014/144100; (2014); A2;,
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1438-16-0, 3-Aminorhodanine is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Two indole groups, 1H-indole-3-carbaldehyde (1) and 5-Bromo-1H-indole-3-carbaldehyde (2) (Sigma-Aldrich) were used as the primary core for insertion of the substituents 3-amino-2-thioxo-thiazolidin-4-one, 2-thioxo-thiazolidin-4-one, thiazolidin-2,4-dione and 2-thioxo-imidazolidin-4-one. The substituents were obtained commercially, except thiazolidin-2,4-dione that was synthesized in our laboratory according to the methodology of Brown [69].Prior to this reaction process, the groups 3a, 3b, 3c and 3d were solubilized in ethanol in the presence of morpholine and left stirring for 10 minutes at a temperature of 65 C. After this, indole nucleus (1 and 2) was added to the reaction system to obtain the final derivatives. Change of color was observed in all reactions after addition of indoles and precipitate formation 20min later. The reaction was monitored by thin layer chromatography (TLC) to check product formation and termination of the reaction. In general, the reaction lasted about 1h. As the reaction finished, the products were filtered and subjected to purification by successive washing with ethanol. The purity of the products was verified by 1H NMR, 13C NMR, mass spectroscopy and infrared.

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

Reference£º
Article; Lafayette, Elizabeth Almeida; de Almeida, Sinara Monica Vitalino; Cavalcanti Santos, Renata Virginia; de Oliveira, Jamerson Ferreira; Amorim, Cezar Augusto da Cruz; da Silva, Rosali Maria Ferreira; Pitta, Maira Galdino da Rocha; Pitta, Ivan da Rocha; de Moura, Ricardo Olimpio; de Carvalho Junior, Luiz Bezerra; de Melo Rego, Moacyr Jesus Barreto; de Lima, Maria do Carmo Alves; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 511 – 522;,
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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.

B. Preparation of 5-[[3-(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-3-amino-2-thioxo-4-thiazolidinone The benzaldehyde intermediate from Example 77A (20.0 g; 112.2 mmol), N-aminorhodanine (18.29 g; 123.4 mmol) and sodium acetate (36.8 g; 448.8 mmol) were suspended in 560 ml of acetic acid. The suspension was heated to reflux, stirred at that temperature for 7 hours (at which time a precipitate had formed) and then cooled to room temperature with stirring. The precipitate was recovered by filtration and then washed successively with a 1:1 ethyl acetate/diethyl ether solution then a diethyl ether wash. The recovered precipitate was dried under vacuum at 60 C. for 2 hours to provide 14.5 g of the desired subtitled intermediate. m.p. >225 C.

The synthetic route of 1438-16-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eli Lilly and Company; US5731336; (1998); 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.

3-CYCLOBUTYL-7- [ (5-IODO-2-PYRIDINYL) OXY]-2, 3,4, 5-TETRAHYDRO-1H-3-BENZAZEPINE (E207) (200 mg, 0.48 MMOL), isothiazolidine 1,1-dioxide (116 mg, 0.96 MMOL), (Evans, Brian J.; Takahashi Doi, Joyce; Musker, W. Kenndh J. Org. Chem.; 55; 9; 1990; 2580-2586) potassium carbonate (238 mg, 1.73 MMOL), copper (I) iodide (27 mg, 0.14 MMOL) and N, N- dimethylethylenediamine (0.02 ml, 0.14 MMOL) were added together in dry dioxane (3 ml) and heated in a microwave reactor at 140 C for 20 minutes. The mixture was diluted with methanol and applied to a SCX column eluting with methanol and then a mixture of. 880 AMMONIA/METHANOL (1: 9). The basic fractions were combined and concentrated in vacuo. The resulting residue was purified by column chromatography eluting with a mixture of. 880 ammonia: methanol : dichloromethane (0.5 : 4.5 : 95) to afford the title compound (145 mg); MS (ES+) M/E 414 [M+H] +.

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

Reference£º
Patent; GLAXO GROUP LIMITED; WO2004/56369; (2004); 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

Example 26.1.3: Preparation of 3-Benzyloxy-7-(l,l-dioxo-isothiazolidin-2-yl)-4- oxo-4H-pyrido[l,2-fl]pyrimidine-2-carboxylic acid 4-fluoro-benzylamide; The product from Example 26.1.2 (100 mg, 0.189 mmol), isothiazolidine 1,1-dioxide (46 mg, 0.378 mmol), copper(I) iodide (4 mg, 0.019 mmol), N,N-dimethylethyl diamine (3 mg, 0.039 mmol) and potassium carbonate (55 mg, 0.378 mmol) were mixed in DMF (4.0 mL) and heated to 80 0C. After 2 h, TLC indicated that the reaction was complete. The reaction mixture was cooled to room temperature and poured into aqueous hydrochloric acid (1.0 M, 40 mL. The resulting solid was collected by filtration and washed with water, dried and subjected to column chromatography (dichloromethane/methanol 50:1) to afford the desired product (93 mg, 95%).1H NMR (300 MHz, D6-DMSO) delta 3.64 (2H, t, J=I. ,3 Hz, cyclic-(SO2)-CH2CH2CH2N), 3.89 (2H, t, J=6.5 Hz, cyclic-(SO2)-CH2CH2CH2N-), 4.43 (2H, d, J=5.9 Hz, NHCH2), 5.14 (2H, s, CH2O)D7.06 (2H, t, J=9.0 Hz, ArH), 7.32-7.48 (7H, m, ArH), 7.84 (IH, d, J=9.9 Hz, ArH), 8.00 (IH, dd, J=2.8, 9.7 Hz, ArH), 8.61 (IH, d, J=2.6 Hz, ArH), 9.07 (IH, t, J=6.2 Hz 5 NHCH2).

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

Reference£º
Patent; AVEXA LIMITED; WO2008/77188; (2008); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com