Iodine-Catalyzed Versatile Synthesis of 4,6-Diarylpyrimidin-2(1H)-ones (DAPMs) via One-Pot, Multicomponent Reaction

Abstract

An efficient, solvent-free, one-pot, three-component cyclocondensation reaction between aldehyde, ketone, and urea to give 4,6-diarylpyrimidin-2(1H)-ones (DAPMs) using iodine as catalyst is described. This new protocol provides a simple and environmentally benign route along with the associated advantages of good to excellent yield of the products (90–96%) and short reaction times (5–15 min) at 80 °C.

Keywords:

• Aldehyde
• 4,6-diarylpyrimidin-2(1h)-one
• iodine
• ketone
• solvent-free reaction
• urea

Notes

^a p-Methoxybenzaldehyde (2 mmol), acetophenone (2 mmol), and urea (3 mmol).

^b Yields are isolated products.

^a Reaction condition: A mixture of aldehyde (2 mmol), methylketone (2 mmol), urea (2 mmol), and iodine (5 mol%) was heated at 80 °C until the reactions went to completion [5–15 min, TLC].

^b All the products are known and were characterized by comparison of the physical data with the samples prepared by the reported methods^{[ 6 ]}and by IR spectral analysis: Compound 4b was characterized by ¹H NMR and LC–mass spectral analysis.

^c Yields refer to pure isolated products.