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Volumn 13, Issue 2, 2011, Pages 276-282

An expeditious, highly efficient, catalyst-free and solvent-free synthesis of nitroamines and nitrosulfides by Michael addition

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EID: 79751497330     PISSN: 14639262     EISSN: 14639270     Source Type: Journal    
DOI: 10.1039/c0gc00830c     Document Type: Article
Times cited : (81)

References (41)
  • 5
    • 0003980673 scopus 로고    scopus 로고
    • P. T. Anastas and J. C. Warner, Oxford University Press, Oxford, UK
    • Green Chemistry: Theory and Practice, ed. P. T. Anastas and J. C. Warner, Oxford University Press, Oxford, UK, 1998.
    • (1998) Green Chemistry: Theory and Practice
  • 35
    • 85032770825 scopus 로고    scopus 로고
    • β-Nitrostyrenes have been synthesized using a modified procedure (Ref. 20). In a typical procedure, a mixture of 3-nitrobenzaldehyde (2.267 g, 15 mM), nitromethane (6 mL, 110 mM) and ammonium acetate (0.4 g, 5.2 mM) in glacial acetic acid (40 mL) was heated under reflux for 8 h. Then the hot solution was poured into 400 mL of ice-cold water in a beaker. Immediately the product began to precipitate out. To get the complete precipitation, the beaker was kept in refrigerator for 4 h. The precipitate was filtered under reduced pressure, washed with water and dried under vacuum to afford 2.84 g (97.6%) of pure 3-nitro-β-nitrostyrene (2b)
    • β-Nitrostyrenes have been synthesized using a modified procedure (Ref. 20). In a typical procedure, a mixture of 3-nitrobenzaldehyde (2.267 g, 15 mM), nitromethane (6 mL, 110 mM) and ammonium acetate (0.4 g, 5.2 mM) in glacial acetic acid (40 mL) was heated under reflux for 8 h. Then the hot solution was poured into 400 mL of ice-cold water in a beaker. Immediately the product began to precipitate out. To get the complete precipitation, the beaker was kept in refrigerator for 4 h. The precipitate was filtered under reduced pressure, washed with water and dried under vacuum to afford 2.84 g (97.6%) of pure 3-nitro-β-nitrostyrene (2b).


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