An ionic liquid mediated one-pot synthesis of substituted thiazolidinones and benzimidazoles

Tetrahedron Letters

Volumn 50, Issue 35, 2009, Pages 5031-5034

  Yadav, Ashok K ^a   Kumar, Manoj ^a   Yadav, Tripti ^a   Jain, Renuka ^a  

^a UNIVERSITY OF RAJASTHAN   (India)

Author keywords

1,3 Thiazolidin 4 ones, 1H,3H thiazolo 3,4 a benzimidazoles; 2 Mercaptoacetic acid and aromatic aldehyde; Ionic liquid promoted synthesis

Indexed keywords

1,2 PHENYLENEDIAMINE; ALDEHYDE; AMINE; BENZIMIDAZOLE DERIVATIVE; BORIC ACID; IONIC LIQUID; THIAZOLIDINE DERIVATIVE; THIOGLYCOLIC ACID; TRIFLUOROACETIC ACID;

ARTICLE; ONE POT SYNTHESIS; POLYMERIZATION; PURIFICATION;

EID: 67650114830     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.06.091     Document Type: Article

References (22)

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18. 4 and [MOEMIM]TFA have been synthesized according to the reported method, for example, Bonahote, P.; Dias, Ana-Paula; Papageorgiou, N.; Kalyansundram, K.; Graztel, M. Inorg. Chem. 1996, 35, 1168.
19. 254 plates) in petroleum ether-ethyl acetate (8:2) and visualization was accomplished in a iodine chamber/UV-light. After completion of the reaction, the contents were neutralized by 10% aqueous sodium bicarbonate solution and extraction was carried out with ethyl acetate (3 × 10 mL). The solvent was removed under reduced pressure (5 mm of Hg). The pasty mass, thus obtained, was extracted with diethyl ether (3 × 10 mL), dried over anhydrous sodium sulphate and ether was distilled. The product, so obtained, was purified by crystallization with ethanol/column chromatography (Merck Silica gel 60-120 mesh). The ionic liquid layer was washed with water (3 × 5 mL) and kept for 2 h at 80-85 °C under reduced pressure (5 mm of Hg). This ionic liquid was used in recycling.
20. 2OS
21. Typical experimental procedure for synthesis of 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles (2a-e): A mixture of 1,2-phenylenediamine (3 mmol), aromatic aldehyde (3 mmol), 2-mercaptoacetic acid (6 mmol) was taken in round bottom flask. The reaction was performed in the same way as described above.
22. 2S: C, 63.5; H, 4.00; N, 9.26. Found: C, 63.40; H, 3.91; N, 9.18.