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Chapter – 2 Microwave assisted simple and fast…..
Code
No.
Substitution
R1 & R2
Reaction Time
(min.) (at 480 W)
% Yield
DNJ-401 Piperidine 5.5 82
DNJ-402 Morpholine 6.1 80
DNJ-403 1-Methyl Piperazine 6.0 77
DNJ-404 1-Ethyl Piperazine 6.2 79
DNJ-405 1-Benzyl Piperazine 7.0 81
2.4.4 GENERAL PROCEDURE FOR THE PREPARATION OF DNJ-501 TO
DNJ-505
0.01 mole of an appropriate side chain (SC-01 to SC-05) was charged
into 250 ml erlenmeyer flask loosely covered with gravity funnel. 0.015 mole
of anhydrous potassium carbonate was added followed by addition of 0.01
mole of isatin into above flask. 1 ml of dimethylformamide was added in order
to make slurry. The reaction mixture was irradiated under microwave
irradiation into household microwave oven (LG MS-192 W) at 480 W for
desired time. The progress and the completion of the reaction were checked
by silica gel-G F254 thin layer chromatography using toluene : ethyl acetate (7 :
3) as mobile phase. The reaction mixture was then taken into 50 ml water and
it was extracted with ethyl acetate (30 ml X 3), the combined organic layer
was washed using water (20 ml X 2). The organic layer was dried on
anhydrous sodium sulphate and the solvent was removed under reduced
pressure to acquire the product. (Physical data of the synthesized end
products are summarized in the table 2.5.3)
Code
No.
Substitution
R1 & R2
Reaction Time
(min.) (at 480 W)
% Yield
DNJ-501 Piperidine 6.5 81
DNJ-502 Morpholine 7.0 83
DNJ-503 1-Methyl Piperazine 7.4 77
DNJ-504 1-Ethyl Piperazine 7.5 79
DNJ-505 1-Benzyl Piperazine 7.3 82
Department of Chemistry, Saurashtra University, Rajkot – 360 005 82