Biginelli reaction in aqueous medium: a greener and sustainable approach to substituted 3,4-dihydropyrimidin-2(1H)-ones

Tetrahedron Letters

Volumn 48, Issue 41, 2007, Pages 7343-7346

  Polshettiwar, Vivek ^a   Varma, Rajender S ^a  

^a U S ENVIRONMENTAL PROTECTION AGENCY   (United States)

Author keywords

3,4 Dihydropyrimidin 2(1H) ones; Aqueous medium; Biginelli reaction; Greener; Microwave irradiation; Polystyrenesulfonic acid (PSSA); Sustainable

Indexed keywords

3,4 DIHYDROPYRIMIDIN 2 (1H) ONE DERIVATIVE; ORGANIC SOLVENT; POLYSTYRENESULFONIC ACID; PYRIMIDINONE DERIVATIVE; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; BIGINELLI REACTION; CATALYSIS; MICROWAVE IRRADIATION;

EID: 34548504530     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.08.031     Document Type: Article

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31. Typical experimental procedure: The alkylacetoacetate (1 mmol), aldehyde (1 mmol) and urea/thiourea (1.2 mmol) were taken in a 10 mL crimp-sealed thick-walled glass tube equipped with a pressure sensor and a magnetic stirrer, and were dissolved in 20% PSSA solution in water (three times the weight of aldehyde). The reaction tube was then placed inside the cavity of a CEM Discover focused microwave synthesis system, operated at 80 ± 5 °C (temperature monitored by a built-in infrared sensor), power 40-100 W and pressure 20-30 psi for 20 min. After completion of reaction, products were isolated with simple filtration (few ml of water was added to facilitate easy filtration) and recrystallized to afford pure 3,4-dihydropyrimidin-2(1H)-ones.