Category: thiazolidine

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

A mixture of 2-(4-bromophenyl)-6-cyclobutyl-5,6,7,8-tetrahydro-4H-[1 ,3]thiazolo[4,5- ofjazepine (may be prepared as described in Example 2) (57.0mg, 0.16mmol), isothiazolidine 1 ,1 -dioxide (38.0mg, 0.31 mmol), cesium carbonate (78.0mg, 0.24mmol), tris(dibenzylideneacetone)dipalladium(0) (7.00mg, 0.00deltammol), and 4,5- bis(diphenylphosphino)-9,9-dimethyl-xanthene (Xantphos) (14.0mg, 0.024mmol) in 1 ,4- dioxane (3ml) was heated under argon at 1060C for 3 hours. The reaction was then cooled to room temperature, diluted with methanol and passed down an ion exchange cartridge (SCX) and washed with methanol and then a 2M ammonia in methanol solution. The basic fractions were then reduced and purified using silica gel chromatography, eluting with a mixture of 2M ammonia in methanol and dichloromethane (1-2.5%) to afford the product (E99); MS (ES+) m/e 404 [M+H]+.

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

Reference£º
Patent; GLAXO GROUP LIMITED; WO2006/97691; (2006); A1;,
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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

Procedure B. To a solution of RhA-8 (300 mg, 1.09 mmol) in ethanol(10 mL) was added slowly a solution of 3-amino-2-thioxothiazolidin-4-one (2, 158.2 mg, 1.09 mmol) in ethanol and was added to acetic acid(2 drops) as a catalyst. The reaction mixture was refluxed for 8 h, andwas monitored by TLC. After the completion of the reaction, the mixturewas cooled to room temperature. The red product formed wasrecrystallized from ethanol, filtered, and dried in vacuo. After recrystallization,4 (382 mg, 87%) was obtained as red solid(Mp:>300 C). 1H NMR (400 MHz, DMSO-d6): delta 12.41 (bs, NH, 1H),12.08 (bs, NH, 1H), 8.82 (s, N=CH, 1H), 8.22 (d, J=7.7 Hz, =CH,1H), 8.14-8.13 (m, =CH, 2H), 8.00-7.97 (m, =CH, 2H), 7.54-7.52 (m,=CH, 2H), 7.31-7.22 (m, =CH, 3H), 5.96 (s, =CH, 1H); 13C NMR(100 MHz, DMSO-d6): delta 206.9, 171.1, 165.7, 157.0, 147.8, 144.8,138.2, 137.3, 136.4, 135.6, 135.1, 130.7, 126.7, 124.2, 123.4, 122.3,121.6, 113.3, 112.6, 111.2, 110.3 (Fig. S9); IR (KBr, cm-1): 3242 cm-1 (=CeH), 1729 cm-1 (C]O), 1612 cm-1 (O]C-N-C]S), 1414,1315 cm-1 (C]S); ESI-MS (m/z) [M] calcd for C21H14N4OS2 402.49,found: 402.12.

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

Reference£º
Article; Bayindir; Caglayan, Cuneyt; Karaman, Muhammet; Guelcin, ?lhami; Bioorganic Chemistry; vol. 90; (2019);,
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3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid, cas is 7025-19-6, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.,7025-19-6

General procedure: To a mixture of 5-chloroisatin (182 mg, 1.0 mmol) and N-carboxyethylrhodanine (205 mg, 1.0 mmol) was added DMSO-d6 (3.0 mL). The reaction was followed by proton NMR until the disappearance of the starting material.

7025-19-6 is used more and more widely, we look forward to future research findings about 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid

Reference£º
Article; Xue, Fengtian; MacKerell Jr., Alexander D.; Heinzl, Geoffrey; Hom, Kellie; Tetrahedron Letters; vol. 54; 13; (2013); p. 1700 – 1703;,
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1,1-Dioxo-isothiazolidine, cas is 5908-62-3, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.,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]+.

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

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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As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO376,mainly used in chemical industry, 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 synthetic route has been constantly updated, we look forward to future research findings about 2-Cyanoimino-1,3-thiazolidine,belong thiazolidine compound

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,1438-16-0

General procedure: General procedure for synthesis of N-substituted-rhodanine derivatives RhAs: To a solution of aldehydes (3a-3h, 1.0 equiv.) in ethanol (10 mL) was added slowly to the solution of 3-amino-2-thioxothiazolidin-4-one (2, 1.0 equiv.) in EtOH. The reaction mixture was stirred at room temperature without a catalyst for between 4 h and 12 h, and was monitored by TLC. After, the mixture product was recrystallized from EtOH. After recrystallization, N-substituted-rhodanine derivatives (RhAs) were obtained as follows.

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

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 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 64 2-(2-Methylbut-3-yn-2-yl)-isothiazolidine-1,1-dioxide To a stirred solution of 1,3-propanesultam (2.000 g, 16.5 mmol) in anhydrous N,N-dimethylformamide (30 mL) at 0 C. was added 60% sodium hydride in mineral oil (1.981 g, 49.5 mmol) and the mixture was stirred at 0 C. for 1 hr. 3-Chloro-3-methyl-1-butyne (2.300 g, 22.4 mmol) was added and the reaction mixture was stirred at 0 C. for 1 hr and then slowly warmed to room temperature and stirred for 16 hrs. The reaction was carefully quenched with water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, dried (anhydrous sodium sulfate), and concentrated in vacuo. The residue was purified by silica gel chromatography (0-70% ethyl acetate/hexanes) to afford the desired product as a yellow oil (1.35 g, 44%). 1H NMR (300 MHz, CDCl3) delta 3.52 (t, 2H, J=6.6 Hz), 3.23 (t, 2H, J=7.5 Hz), 2.46 (s, 1H), 2.42-2.28 (m, 2H), 1.74 (s, 6H).

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

Reference£º
Patent; Bersot, Ross; Humphries, Paul; US2013/303524; (2013); A1;,
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2-(4-((2,4-Dioxothiazolidin-5-yl)methyl)phenoxy)acetic acid, cas is 179087-93-5, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

Example 3 N-[2-[4-(2,4-Dioxothiazolidin-5-ylmethyl)phenoxyacetylamino]-5-methoxyphenyl]-N-methylcarbamic Acid t-butyl Ester (Exemplification Compound Number 9-8) To a suspension at 0 C. of N-(2-amino-5-methoxyphenyl)-N-methylcarbamic acid t-butyl ester (4.2 g) and 4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxyacetic acid (5.2 g) in methylene chloride (30 ml) was added triethylamine (5.1 ml) and 50% propylphosphonic acid cyclic anhydride in ethyl acetate (12.7 g) and the mixture was stirred at the same temperature for 2 hours. At the end of this time to the reaction mixture was added 5% aqueous sodium hydrogencarbonate solution and the mixture was extracted with methylene chloride. The extract was washed with water and diluted hydrochloric acid and concentrated in vacuo. To the residue was added methanol (40 ml) and the precipitated crystals were filtered to give the title compound (7.3 g, yield 85%). IR spectrum (KBr, nu cm-1): 3323, 1751, 1697, 1534, 1510, 1232, 1153. 1H-NMR spectrum (DMSO-d6, 400 MHz, delta ppm): 1.28(9H, br.s), 3.02(3H, s), 3.07(1H, dd, J=14.0, 9.1 Hz), 3.31(1H, dd, J=14.0, 4.3 Hz), 3.74(3H, s), 4.65(2H, s), 4.87(1H, dd, J=9.1, 4.3 Hz), 6.80-6.95(2H, m), 6.92(2H, d, J=8.5 Hz), 7.19(2H, d, J=8.5 Hz), 7.69(1H, br.s), 8.95(1H, br.s), 12.00(1H, br.s)., 179087-93-5

With the rapid development of chemical substances, we look forward to future research findings about 2-(4-((2,4-Dioxothiazolidin-5-yl)methyl)phenoxy)acetic acid

Reference£º
Patent; SANKYO COMPANY, LIMITED; US2003/8907; (2003); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

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

General procedure: General procedure for synthesis of N-substituted-rhodanine derivatives RhAs: To a solution of aldehydes (3a-3h, 1.0 equiv.) in ethanol (10 mL) was added slowly to the solution of 3-amino-2-thioxothiazolidin-4-one (2, 1.0 equiv.) in EtOH. The reaction mixture was stirred at room temperature without a catalyst for between 4 h and 12 h, and was monitored by TLC. After, the mixture product was recrystallized from EtOH. After recrystallization, N-substituted-rhodanine derivatives (RhAs) were obtained as follows.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Aminorhodanine

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 belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO387,mainly used in chemical industry, its synthesis route is as follows.,171877-39-7

The product was synthesizedfollowing a previously reported procedure.1 To a solution of (S)-4-benzylthiazolidine-2-thione(0.15 g, 0.72 mmol) and triethylamine (0.11 mL, 0.79 mmol) in DCM (1.1 mL) at 0 C wasadded dropwise a solution of butyryl chloride (0.078 mL, 0.75 mmol) dissolved in DCM (0.3mL) over 2 min. The vial containing the butyryl chloride solution was rinsed with additionalDCM (0.3 mL) which was added to the reaction. The reaction was warmed to room temperatureand stirred for 4.5 h. The reaction was then quenched with water and the organic layer wasseparated from the aqueous phase. The aqueous phase was extracted three times with DCM.The combined organic layers was washed with brine and dried with anhydrous Na2SO4. Thesuspension was filter and volatile materials were removed using a rotary evaporator. The crudematerial was purified via silica gel flash chromatography (7% acetone in hexanes) to yield 0.169g of product as a yellow solid (84% yield). The resonances in the 1H NMR and 13C spectrum ofthe product matched previously reported chemical shifts.1

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; Huang, David S.; Wong, Henry L.; Georg, Gunda I.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 16; (2018); p. 2789 – 2793;,
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