Pharmaceutical Chemistry Lab. Report
Pharmaceutical Chemistry Lab. Report
Report
O
O O
Cl + IPA H
O N NH2 O N N
I Reflux, 20 h
O II III
5- Procedure:
A suspension of compound (II) (2.883 g, 1 mmol) was made in isopropyl alcohol (IPA)
(75 mL) then (1.52 g, 1 mmol) of compound (I) was added to the suspension. Then the
mixture was Refluxed for 20 h. After that a solution of NaHCO3 (1.513 g) was added to
water (30 mL) and was refluxed for another 1.5 h. The reaction was then stopped. Using
rotatory evaporator, the solution was evaporated. The residue was diluted with water (100
mL) and extracted with EtOAc (3x50 mL). After that the organic layer was collected and
dried over Na2SO4. The solvent was then evaporated. The residue was purified by column
chromatography using silica (500 g) as a stationary phase and 80% EtOAc-heptane as
mobile phase. TLC was used to collect fractions that was expected to contain the product.
These fractions were combined together. The solvent was removed using evaporation and
yellow powder was obtained, the powder was dried in vacuo to obtain compound (III)
(1.675 g).
6- Calculation
Compound I
Mole = w/Mw = 1.52/92.52 = 0.0164 mole
Compound II
Mole = w/Mw = 2.883/192.22 = 0.015 mole
Since compound II will be consumed completely at the end of the reaction, it is the
limiting agent and there will be an excess of compound I.
7- Discussion