2-(2-AMINO-6-CHLORO-3-CYANO-4H-CHROMEN-4-YL)MALONONITRILE synthesis
- Product Name:2-(2-AMINO-6-CHLORO-3-CYANO-4H-CHROMEN-4-YL)MALONONITRILE
- CAS Number:175136-95-5
- Molecular formula:C13H7ClN4O
- Molecular Weight:270.67
Yield:175136-95-5 99%
Reaction Conditions:
with N,N,N',N'-tetramethylguanidine in neat liquid at 20; for 0.666667 h;
Steps:
30 General procedure for synthesis of (2-amino-3-cyano-4H-chromene-4-yl)phosphonates (1-24) and 2-amino-4H-chromenes (25-32)
General procedure: TMG (3.5 mmol) was added to a mixture of SA (1 mmol), MN (1 mmol) and DAP (1 mmol) in neat condition. The resulting mixture was stirred at room temperature. After completion of the reaction (monitored by TLC), distilled water (15 mL) was added to the reaction mixture and stirring continued till a free flowing solid was obtained. It was filtered and then washed successively with water, n-hexane. The crude product was purified by recrystallization from ethanol solution. For this, the crude product was saturated in boiling ethanol and then the solution mixture was filtered when it was hot to remove the undissolved solid. The hot filtrate cooled down to room temperature to afford elemental analytically pure crystalline product. The similar experimental procedures were adopted for the synthesis of all the 2-amino-4H-chrormens.
References:
Kalla, Reddi Mohan Naidu;Byeon, Seong Jin;Heo, Min Seon;Kim, Il [Tetrahedron,2013,vol. 69,# 49,p. 10544 - 10551]
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