Reg. No.

II
ICH 503
ll Semester M.Sc. Degree Examination, April/May 2022
INDUSTRIAL CHEMISTRY
Synthetlc, Heterocyclic and Medicinal Chemistry
Time 3 Hours Max. Marks : 70
Note: 1) Answer any five from Part-A andany full five questions
from Part-B.
2) Figures to the right indicate marks.

PART A
1. Answer any five questions. (5x2=10)
a) Write the structure of the following compounds:
) Longiflene
ii)Prelog-Djerassi Lactone.1 1i
b) Outline the retrosynthetic analysis of ethyl p-âmino benzoate.

c)Predict the product in the following reactions.

CH3
H Heat

CH3

YO UV light

d) What is oxy-cope rearrangement reaction ?

e) Predict the products in the following reactions.

OcHBi Br2
C H CH3COOH

NaNH2
i) N
liq. NH P.T.O.
ICH 503
2
Imidazole is more acidic than Pyrrole, why ?
f)
of action of 5-Fluorouracil
g) synthesis and mode
Outline the
differentiate analogues and prod rug ? Give one example each.
h) How do you
PART B

in organic synthesis ? Explain

do you need to protect carbonyl group
2. a) Why
with example. in
C-X disconnection approach used
b)Write a short note on two group
Retrosynthetic analytical techniques.
the following compound ? Explain through
c) How would you make
retrosynthetic analytical technique.

CH
HN

CI
(4+4+4)
CI
method of
Sketch suitable retrosynthetic
scheme and give synthetic
3. a)
followingcompound:
Juvabione.
solid phase synthesis of polypeptides.
b) Write a short note on scheme for
suitable retrosynthetic analysis and propose synthetic
c) Suggest
following compound:
N CH
(5+4+3)
HO

each.
reactions with one example
a) Give classification of pericyclic
membered heterocyclic compounds using
b) How do prepare five
you
reactions.
1,3 dipolar cycloaddition allowed. (4+4+4)
c)Explain by FMO method Diels-Alder
reaction is thermally
addition
reactions ? Explain (4n +2)
5. a) What are cycloaddition
reaction by FMO method.
Anthrafacial shifts of hydrogen and (Three,
and
b) Discuss the Suprafacial
Three) sigmatropic rearrangement reactions process used in
electro
con rotator and dis rotator
Write a short note on (4+4+4)
c)
cyclic reactions.

,
 3- ICH 503

6. a) Write a short note on Skraup Quinoline Synthesis.

b) Discuss Hantzsch-Widman system for naming fused heterocycles with
examples.
c)Discuss steps involved in the preparation ofquinoline from Indole/lsatin. (4+4+4)
7. a) Explain the synthesis and reactions of the following compound:
Thiazole.
in
b) 2-bromopyridine gives two isomeric products on treatment with NaNH,
liq. ammonia but with sodium methoxide it gives single product, why?
c) Discuss synthesis and reactions of Benzofurane. (4+4+4)
actions
8. a) Give the synthesis of methotrexate and explain its mode of
as a

antinoplastic agent.
What is drug ? Classify the drugs on the basis of therapeutic action.
b)
Write short note on factors governing the drug design ADME. (4+4+4)
c) a

9. a) Write a synthesis and mode of action of Cincophene.

short note on

b) What are drug receptors ? Discuss drug receptor interaction.

and discuss only one theory in
c) Give the different theories of drug activity
(4+4+4)
detail.
i y