Synthesis of 2-Amino-4H-Chromene Derivatives Catalyzed by K2CO3 at Warer
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TQ426.94;TQ655

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    Abstract:

    Six 2-amino-4H-chromene derivatives were synthesized from the substituted salicylaldehyde with cyanoacetate in the presence of water or 50% ethanol solution catalyzed by K2CO3. With salicylaldehyde and ethyl cyanoacetate as template reaction, the effect of various factors on the yield of the reaction were investigated by single factor experiments. The results showed that the goal product was obtained 94.2% yield within based on 10 mmol of salicylaldehyde, molar ratio of salicylaldehyde to ethyl cyanoacetate 1︰2.5, dosage of K2CO3 1 mmol, 20mL water as solvent and reaction time 40 min in water bath of 40℃ constant temperature. The catalyst solution can be resued for 5 cycles without significant loss of activity. When methyl cyanoacetate displaces ethyl cyanoacetate, the corresponding goal product was synthesized with the yield 90.1%. When solid 5-bromo(or chloro)-salicylaldehyde displaces salicylaldehyde at 20mL 50% ethanol solution as solvent, the corresponding target products were synthesized with the yield from 78.9%~86.6%.

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History
  • Received:August 03,2014
  • Revised:September 12,2014
  • Adopted:September 23,2014
  • Online: November 14,2014
  • Published:
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