A facile and expedient microwave-assisted solvent-free method for the synthesis of 2-amino-4-(2-oxo-2H-chromen-3-yl)nicotinonitriles

作者：Srikrishna Devulapally^*; Dubey Pramod Kumar

来源：Journal of the Iranian Chemical Society, 2018, 15(7): 1647-1654.

DOI：10.1007/s13738-018-1363-6

• Coumarins
• 2-Amino-3-cyanopyridines
• Solvent-free method
• Microwave irradiation

An efficient method for the synthesis of novel 2-amino-4-(2-oxo-2H-chromen-3-yl)nicotinonitriles has been developed under solvent-free conditions using enaminonitriles and various aliphatic amines. 3-acetyl-2H-chromen-2-one (1) reacted with malononitirle in ethanol using l-proline as a base to give 2-(1-(2-oxo-2H-chromen-3-yl)ethylidene)malononitrile (2) which on reaction with dimethylformamide dimethyl acetal (DMF-DMA) resulted in the formation of 2-(3-(dimethylamino)-1-(2-oxo-2H-chromen-3-yl)allylidene)malononitrile (3). The later on reaction with various aliphatic amines under solvent-free conditions gave the title compounds, i.e., 2-amino-4-(2-oxo-2H-chromen-3-yl)nicotinonitriles (4). Microwave irradiation method has also been applied successfully to achieve the compounds in excellent yields.
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• 出版日期2018-7