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Chapter – 5 Synthesis and Characterization…..
5.8.3 GENERAL PROCEDURE FOR THE PREPARATION OF DNJ-1001
TO DNJ-1015
0.01 mole of appropriately substituted aryl amino coumarin was
dissolved into 30 ml of dimethylformamide. 1 ml of formaldehyde (37-41 %
solution) and 0.01 mole of an appropriate secondary amine were added into
above reaction mixture under acidic condition. The content was heated on
boiling water bath for some time and the reaction mixture was left overnight at
room temperature to furnish the product. The separated crystals were filtered
off and it was washed with acetone to give white to pale yellow coloured
shining crystals. The purity of the compound was checked by silica gel-G F254
thin layer chromatography using toluene : ethyl acetate (7 : 3) as a mobile
phase. Recrystallization was not required in any case though it was carried
out from acetone / methanol. (Physical data of the synthesized end products
are summarized in the table 5.9.1)
1-methyl piperazine was used in case of DNJ-1001 while 1-benzyl
piperazine was used in case of DNJ-1003. Rests of the compounds were
synthesized using 1-ethyl piperazine.
Moreover single crystal of DNJ-1003 was developed in order to prove
the X-ray crystallographic structure. Acquired crystal structure and related
data are also given.
Department of Chemistry, Saurashtra University, Rajkot – 360 005 295