Pharmaceutical chemistry Lab.

Report
O
O
+ N + O N NH MeCN
Cl O O N N
O O 0 °C-rt O
I
II III O O
MWt: 94.49 MWt: 129.25 MWt: 248.12 IV
Wt= 0.209 g Wt= 0.286 g Wt= 0.5 g
MWt: 306.32

1. The name of the experiment: experiment 8

2. Number of the experiment: 8
3. Name of the student performing the experiment: ‫زهراء فيصل حسين‬
4- Material used in the experiment

Name MWt. Wt. mmol Note

compound (I) 94.49 0.209 g 2.212
compound (II) 129.25 0.286 g 2.213
compound (III) 248.12 0.5 g 2.02
MeCN 10 ml as
solvent
water 70 ml for
dilution
Na2SO4 For drying

5- Procedure:
A solution of compound (III) (0.5 g) was made in MeCN (10 mL), and stirred this
suspension at 0° C. Compound (I) (0.209 g) and compound (II) (0.286 g) was then added
in that order to a stirred and cooled solution. The cooling bath then was removed after 5
min. The reaction mixture was stirred at room temperature (rt) for 30 min. after that the
reaction mixture was diluted with water (70 mL) and extracted with EtOAc (3x30 mL).
The combined organic extracts were dried over (Na 2SO4), then the solvent was evaporated
under vacuum. The residue is then purified by column chromatography over silica (100 g)
using 90% EtOAc-heptane as an eluent and compound (IV) (536 mg) was obtained as a
crystalline white solid.
6- Calculation
Compound I
Mole = w/Mw = 0.209/94.49 = 0.002212 mole = 2.212 mmole
Compound II
Mole = w/Mw = 0.286/129.25 = 0.002213 mole = 2.213 mmole
Compound III
Mole = w/Mw = 0.5/248.12 = 0.00202 mole = 2.02 mmole
 Compound III will be consumed at the end of the reaction and compound I and II will be
at excess which means compound III is the limiting agent

Theoretical yield
mole = w/Mw
w = mole * molecular weight = 0.002 * 306.32 = 0.617 g

practical yield was 536 mg which equals 0.536 g

Percent yield = practical weight * 100%/ theoretical yield = 0.536 * 100%/ 0.617
Percent yield = 86.87%

7- Discussion