- Published: September 13, 2022
- Updated: September 13, 2022
- University / College: University of Wisconsin-Madison
- Language: English
- Downloads: 45
ABSTRACT
This is a scientific lab report prepared after an empirical observation. The main experiment is the synthesis of 1, 4-Dihydropyridine. A simple dihydropyridine from a simple reactant (formaldehyde, ammonium acetate and 2, 4-pentanedione ), is synthesized. The final part of this work deals with the determination of reasonable mechanisms for this synthesis.
INTRODUCTION
1, 4-Dihydropyridine is an equivalent of nicotinamide adenine dinucleotide (NADH) coenzymes. It exhibits a wide range of biological activities such as calcium channel blocking. This explains their wide use today in pharmacology.
Objective
The aim of this experiment is to synthesize a sample of dihydropyridine and determine the mechanisms for this synthesis.
Requirements
- Formaldehyde (1, 3. 0 mmol),
- 2, 4-pentanedione (2, 9. 0 mmol),
- Ammonium acetate (3, 12 mmol),
- water,
- Source of heat.
METHODOLOGY
Procedure
A mixture of formaldehyde (1, 3. 0 mmol), 2, 4-pentanedione (2, 9. 0 mmol), and ammonium acetate (3, 12 mmol) in approximately 12 mL of water was heated at reflux for about 40 Minutes. The mixture was then cooled, filtered and washed with 10 – 15 mL of water. Washing was done for the second time with approximately equal amount of water as in the first case.
Results
A pure solid product was obtained after washing. For confirmation on the purity of the solid substance, both IR and NMR spectrums, were obtained.
A melting point of approximately 220 0 C was also obtained.
ANALYSIS
A recrystallization from absolute ethanol is done if any findings point towards an impure product.
In the analysis, the formaldehyde comes from 37% by weight solution. MW = 30 g/mol
2, 4-pentanedione MW = 100 g/mol, Ammonium Acetate MW = 77 g/mol
CONCLUSION
The dihydropyridine is probably not (read not) very soluble in CDCl3 and therefore, use of DMSO/CDCl3 mixture for the NMR is employed.