Month: September 2020

As a common heterocyclic compound, it belong thiazolidine compound,(R)-2-Oxothiazolidine-4-carboxylic acid,19771-63-2,Molecular formula: C4H5NO3S,mainly used in chemical industry, its synthesis route is as follows.,19771-63-2

16(a) (4R)-N-(2-Hydroxyethyl)-2-oxothiazolidine-4-carboxamide 0.9 ml of oxalyl chloride and one drop of N,N-dimethylformamide were added to a suspension of 1.0 g of (4R)-2-oxothiazolidine-4-carboxylic acid in 20 ml of benzene, and the resulting mixture was stirred at room temperature for 1.5 hours. At the end of this time, the solvent was removed by distillation under reduced pressure. A solution of the residual pale yellow oil dissolved in 10 ml of methylene chloride was then added dropwise to a solution of 1.25 g of 2-ethanolamine in 25 ml of methylene chloride, whilst ice-cooling, and the mixture was stirred for 1.5 hours, whilst ice-cooling. The solvent was then removed by distillation under reduced pressure, and the resulting residue was purified by column chromatography through silica gel, using a 9:1 by volume mixture of methylene chloride and methanol as the eluent. The colorless crystals thus obtained were further recrystallized from ethyl acetate, to give 0.65 g of the title compound as colorless plates, melting at 116-118 C. Nuclear Magnetic Resonance Spectrum (CDCl3 +hexadeuterated dimethyl sulfoxide) delta ppm:

With the synthetic route has been constantly updated, we look forward to future research findings about (R)-2-Oxothiazolidine-4-carboxylic acid,belong thiazolidine compound

Reference£º
Patent; Sankyo Company, Limited; US5298516; (1994); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belong thiazolidine compound,3-Aminorhodanine,1438-16-0,Molecular formula: C3H4N2OS2,mainly used in chemical industry, 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.

With the synthetic route has been constantly updated, we look forward to future research findings about 3-Aminorhodanine,belong thiazolidine compound

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 belong thiazolidine compound,(S)-4-Phenylthiazolidine-2-thione,185137-29-5,Molecular formula: C9H9NS2,mainly used in chemical industry, its synthesis route is as follows.,185137-29-5

Add 1000 ml of dichloromethane and 500 ml (3.6 mol) of triethylamine to a 5-liter four-necked flask.Phenylthiooxazolidinone 195g (1mol), propionic acid 80g (1.1mol),Add 1000g (1mol) of 2-chloropyridine p-toluenesulfonic acid methyl salt to 1000mlThe dichloromethane solution was added and stirred at 25 C for 5 hours.TLC showed complete reaction, adding water to extract the reaction, followed by water,Saturated brine, the organic phase was washed with anhydrous sodium sulfate and concentrated.Recrystallization gave 240 g of product with a yield of 95.6%.HPLC purity >99%.

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-4-Phenylthiazolidine-2-thione,belong thiazolidine compound

Reference£º
Patent; Shanghai Lark Pharmaceutical Technology Co., Ltd.; Shen Xin; Yang Jidong; Hu Xiaochuan; Li Feng; (6 pag.)CN109020913; (2018); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

7025-19-6,7025-19-6, 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of the selected aldehyde (0.75 mmol), 3-(2?- hydroxycarbonylethyl)-2-thioxothiazolidin-4-one (0.75 mmol, 159 mg) and anhydrous sodium acetate (2.25 mmol, 187 mg) in glacial acetic acid (0.75 mL) was thoroughly mixed in an appropriate 10 mL thick-walled glass vial. This was tightly sealed with a Teflon cap and the reaction mixture was stirred and heated at 140 C for 5 minutes, under focused microwave irradiation, with an initial power setting of 75 W. After cooling to room temperature, the yellow solid that precipitated from the crude product mixture was washed with distilled water, filtered under reduced pressure, recrystallized from dichloromethane and dried at room temperature under vacuum, yielding the desired compound as a bright-yellow solid. See, e.g., Figure 1. Yield: 83%, 215 mg; mp (C): 216-217; FT-JR (v, cm?): 3512, 3012, 1691, 1585, 1520, 1441, 1429, 1386,1314, 1253, 1218, 1171, 1152, 1106, 1075, 1025, 1005, 993, 937, 916, 873, 845, 792,734, 710, 622, 597, 566, 557, 536, 500; UV-vis (CH3OH): Xfflax, nm (relative absorbance, = 283 (70.3), 388 (100), 453 (17.2); ?H NMR (400 MHz, (CD3)2SO/CCL): oe, ppm =7.67 (1H, s, CH), 7.19 (2H, d, J= 7.6 Hz, ArH), 4.27 (2H, t, J= 7.8 Hz,NCH2CH2CO2H), 2.61 (2H, t, J= 7.8 Hz, NCH2CH2CO2H); ?3C NMR (100 MHz,(CD3)2SO/CCL): oe,ppm= 191.9, 171.1, 166.3, 152.3 (dd,J= 243.3 and 7.6 Hz), 137.1(t, J= 16.1 Hz), 131.4, 122.9 (t, J= 8.6 Hz), 120.9, 113.9 (dd, J= 15.2 and 7.4 Hz), 39.7,30.6; HR-MS (EJ): mlz = 344.9946 (M, C,3H9F2N0452 required 344.9941).

7025-19-6 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid 81492, athiazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; BSIM2 ? BIOMOLECULAR SIMULATIONS LDA; PONTES MEIRELES FERREIRA DE BRITO, Rui Manuel; VIEIRA SIMOES, Carlos Jose; DE VASCONCELOS DIAS DE PINHO MELO, Teresa Margarida; DA SILVA VICTOR, Bruno Lourenco; LOURENCO DE ALMEIDA, Zaida Catarina; CABRAL LOPES, Ana Lucia; OLIVEIRA NASCIMENTO, Bruno Filipe; (182 pag.)WO2016/80853; (2016); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belong thiazolidine compound,3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid,7025-19-6,Molecular formula: C6H7NO3S2,mainly used in chemical industry, its synthesis route is as follows.,7025-19-6

General procedure: To a solution of 1,3-diaryl-4-formylpyrazoles 4 (1.0 mmol) and rhodanine analogs 5 (1.0 mmol) in absolute ethanol (8.0 mL) was added drops of acetic acid and piperidine. The reaction mixture was stirred at 40-50 C, until the completion of the reaction as evidenced by TLC. After the solution was cooled, the resulting reaction mixture was ltered off and crude product was purified by 95% ethanol to afford pure products 6-29. The yield, melting point and spectral data of each compound are given below.

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; Xu, Li-Li; Zheng, Chang-Ji; Sun, Liang-Peng; Miao, Jing; Piao, Hu-Ri; European Journal of Medicinal Chemistry; vol. 48; (2012); p. 174 – 178;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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.

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

As the paragraph descriping shows that 1438-16-0 is playing an increasingly important role.

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;,
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 3-bromo-9-fluoro-6-methanesulfonyl-5H-pyrido[3,2- bjindole (200 mg, 0.583 mmol) and isothiazolidine-l,l-dione (278 mg, 2.30 mmol) in NMP (2.40 mL) was added t-BuOK (203 mg, 1.81 mmol). This mixture was heated at 115 C for 11 h and cooled to room temperature. The mixture was diluted with EtOAc (20 mL) and 10% aq. LiCl solution (20 mL). Some insoluble solid was filtered to give the desired product, 2-(3-bromo-6-(methylsulfonyl)-5H-pyrido[3,2-b]indol-9- yl)isothiazolidine-l,l-dione (115 mg, 44%). NMR (400MHz, DMSO-de) delta 11.94 (br s, 1H), 8.72 (br s, 1H), 8.32 (br s, 1H), 8.04 (br d, J=7.6 Hz, 1H), 7.55 (br s, 1H), 4.22 (br s, 2H), 3.59 (br s, 2H), 3.39 (br s, 3H), 2.61 (br s, 2H). HPLC: RT=2.055 min (Chromolith ODS 4.6 x 50 mm (4 min grad) eluting with 10-90% aqueous MeOH over 4 min containing 0.1 % TFA, 4 mL/min, monitoring at 220 nm); MS (ES): m/z= 444,1 ; 445.9 (Br pattern) [M+H]+.

As the paragraph descriping shows that 5908-62-3 is playing an increasingly important role.

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

As a common heterocyclic compound, it belong thiazolidine compound,(S)-4-Benzylthiazolidine-2-thione,171877-39-7,Molecular formula: C10H11NS2,mainly used in chemical industry, its synthesis route is as follows.,171877-39-7

General procedure: To thiazolidine-2-thiones (1.0 equiv.) in THF (5.5 mL/mmol), 60% NaH dispersion in mineral oil (1.2 equiv.)was slowly added at 0 C. The reaction mixture was stirred for 15 min at 0 C before acetyl chloride (1.2 equiv.)was added dropwise. The reaction mixture was stirred for 30 min at 0 C, upon which it was warmed to roomtemperature and allowed to stir for another 2 h. The reaction was quenched with saturated NH4Cl (3 mL/mmol)and the layers were separated. The aq. layer was extracted with EtOAc (2 x 4 mL/mmol) and the combinedorganic layers were dried (Na2SO4),filtered, and concentrated in vacuo. The crude product was purified bycolumn chromatography on silica (hexanes/EtOAc 8:2) to afford the title compounds as yellow oils.

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-4-Benzylthiazolidine-2-thione,belong thiazolidine compound

Reference£º
Article; Tungen, J¡ãrn E.; Aursnes, Marius; Hansen, Trond Vidar; Tetrahedron Letters; vol. 56; 14; (2015); p. 1843 – 1846;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belong thiazolidine compound,3-Aminorhodanine,1438-16-0,Molecular formula: C3H4N2OS2,mainly used in chemical industry, its synthesis route is as follows.,1438-16-0

Procedure A. To a solution of 1H-indole-3-carbaldehyde (3h,489.7 mg, 3.37 mmol) in ethanol (10 mL) was added slowly to the solutionof 3-amino-2-thioxothiazolidin-4-one (2, 250 mg, 1.69 mmol) inethanol and was added to acetic acid (2 drops) as a catalyst. The reactionmixture was refluxed overnight, and the mixture was cooled toroom temperature. The red product formed was recrystallized fromethanol, filtered, and dried in vacuo. Compound 4 (286 mg, 42%) wasobtained as red solid after recrystallization.

With the synthetic route has been constantly updated, we look forward to future research findings about 3-Aminorhodanine,belong thiazolidine compound

Reference£º
Article; Bayindir; Caglayan, Cuneyt; Karaman, Muhammet; Guelcin, ?lhami; Bioorganic Chemistry; vol. 90; (2019);,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belong thiazolidine compound,Thiazolidin-2-one,2682-49-7,Molecular formula: C3H5NOS,mainly used in chemical industry, its synthesis route is as follows.,2682-49-7

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 2-nitrobenzyl bromide is refluxed for 6 hours, then cooled down and thoroughly mixed with 50 ml of water. The mixture is filterred 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. IR (KBr): 1670 cmmin1 (C=O) 1525, 1345 cmmin1 (NO2) 1H-NMR (CDCl3): 3.1-3.8 ppm (m, 4H, 2CH2) 4.9 ppm (s, 2H,CH2) 7.2-8.3 ppm (m, 4H, ArH).

With the synthetic route has been constantly updated, we look forward to future research findings about Thiazolidin-2-one,belong thiazolidine compound

Reference£º
Patent; RICHTER GEDEON VEGYESZETI GYAR R.T.; EP320910; (1989); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com