In this experiment, 4-(4-chlorophenyl)-3,4-dihydropyrimidine-2-one is synthesized in a solvent-free reaction, where urea, ethyl acetoacetate, 4-chlorobenzaldehyde are used as the reactants and p-toluenesulfonic acid is used as the catalyst. This reaction is similar to the original synthesis of DHPM by Pietro Bignelli, as it incorporates a single step. Due to its environmentally friendly conditions, such as the use of solar energy as a heat source and the lack of solvent, this synthesis of 4-(4-chlorophenyl)-3,4-dihydropyrimidine-2-one is considered to be “Green Chemistry”.
Introduction
Dihydropyrimidinones (DHPMs), such as, 3,4-dihydropyrimidine-2-(1H)-one, and their derivatives have been a hot topic both in the lab and in media due …show more content…
Once the ten minutes are up, the solids are then isolated by vacuum filtration, in a set up that includes a Hirsch funnel, and then rinsed with 9.8 mL of hot water and 5.0 m of ice-cold 95% ethanol. Once rinsed, the solids were then recrystallized with a 1:3 ratio of ethanol:acetone; which include 10 mL of ethanol and 20 mL of acetone, giving us a total volume of 30.0 mL. Once the 1:3 ratio of ethanol:acetone was added, the crude produce is then dissolved by heating the solution on hotplate with the heat knob on about 3-4, so as to not overheat the product. Once fully dissolved, the solution is left to cool to room temperature, then placed in an ice-bath for about 20 minutes. Then once again, the solid is isolated through vacuum filtration and a Hirsch funnel. The mixture is rinsed with 10.0 mL of water and 5.0 mL of 95% ethanol. The product is left through vacuum filtration for longer than required due to the slow rate of separation of the crude product and the liquids. Once rinsed, the solid is then placed on filter paper and dried under the heat lamp for about 15 minutes, far less then the required