Alumina sulfuric acid: An efficient heterogeneous catalyst for the synthesis of amidoalkyl naphthols

Letters in Organic Chemistry

Volumn 5, Issue 4, 2008, Pages 290-295

  Shaterian, Hamid R ^a   Hosseinian, Asghar ^a   Yarahmadi, Hossein ^a   Ghashang, Majid ^a  

^a UNIVERSITY OF SISTAN AND BALUCHESTAN   (Iran)

Author keywords

Alumina sulfuric acid; Amidoalkyl 2 naphthol; Heterogeneous catalyst; Multi component reactions

Indexed keywords

EID: 49549083753     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017808784049524     Document Type: Article

References (37)

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33. 3H was prepared according to the reported procedure [19, 20]. All yields refer to isolated products after purification. Products were characterized by comparison with authentic samples and by spectroscopy data (IR, 1H NMR spectra). The NMR spectra were recorded on a Bruker Avance DPX 500 MHz instrument. The spectra were measured in DMSO-d6 relative to TMS (0.00 ppm). Elemental analyses for C, H, and N were performed using a Heraeus CHN-O-Rapid analyzer. IR spectra were recorded on a Perkin-Elmer 781 spectrophotometer. Mass spectra were recorded on a Agilent technologies 5973 network mass selective detector (MSD) operating at an ionization potential of 70 eV. TLC was performed on silica-gel PolyGram SIL G/UV 254 plates.
34. 3H (0.067 g, 0.2 mmol) was added, then the reaction mixture was stirred for 20 h at 85 °C under reflux condition. Then, the reaction mixture was filtered. Then solution was concentrated to solidify. The solid product was purified by recrystallization in aqueous EtOH (15%).
35. 3H (0.067 g, 0.2 mmol) was added. The mixture was stirred at 120 °C in oil bath and the reaction was followed by TLC. After completion, the mixture was cooled to 25 °C, boiling EtOH was added and the mixture stirred for 5 min. The catalyst was filtered. Then solution was cooled to room temperature, the solid so obtained was filtered and recrystallized in aqueous EtOH (15%).
36. 3H (0.067 g, 0.2 mmol) was added and the mixture was inserted in a microwave oven (Samsung model KE300R) at 600 W for the appropriate time (Table 3, Method C). The reaction was followed by TLC. After completion of reaction, mass was cooled to 25 °C, then the solid residue was solved in boiling EtOH and the mixture stirred for 5 min. The catalyst was filtered. Then solution was cooled to room temperature, the solid so obtained was filtered and recrystallized in aqueous EtOH (15%).
37. +, 17.83%), 308 (5-82%), 276 (5.87%), 262 (36.04%), 261 (100.00%), 218 (16.71%), 144 (6.60%), 115 (7.99%).