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Chapter – 3 Preparation of small library…..
Code
Substitution
R
MF
MW
(g/m)
MP
(°C)
%
Yield
ABT-01 4-H C7H6N2S 150 126-128 79
ABT-02 4-OCH3 C8H8N2OS 180 166-168 83
ABT-03 4-Cl C7H5ClN2S 184 200-202 80
ABT-04 4-F C7H5FN2S 168 182-184 81
ABT-05 4-NO2 C7H5N3O2S 195 248-250 77
3.4.5 PREPARATION OF 3-((UN) SUBSTITUTED 1, 3-BENZOTHIAZOL-2-
YL IMINO)-1, 3-DIHYDRO-2H-INDOL-2-ONE
It was prepared according to the method reported by Chohan et. al. f
To a stirred solution of 0.01 mole of an appropriately substituted 2-amino
benzothiazole in 50 ml warm ethanol was added 0.01 mole 1H-indole-2, 3dione
in 60 ml ethanol. Then 2–3 drops of conc. sulphuric acid were added
and the reaction mixture was refluxed for 4 hours. The progress and the
completion of the reaction were checked by silica gel-G F254 thin layer
chromatography using hexane : ethyl acetate (6 : 4) as a mobile phase. After
the reaction to be completed, the flask was cooled to afford a solid product.
The solid residue was filtered, washed with cold ethanol, then with ether and
dried. Recrystallization was carried out from hot ethanol.
Code No.
Substitution
R
MF
MW
(g/m)
MP
(°C)
%
Yield
DNJ-1500-A 4-H C15H9N3OS 279 164-166 55
DNJ-1500-B 4-OCH3 C16H11N3O2S 309 188-190 57
DNJ-1500-C 4-Cl C15H8ClN3OS 313 194-198 51
DNJ-1500-D 4-F C15H8FN3OS 297 190-192 56
DNJ-1500-E 4-NO2 C15H8N4O3S 324 208-210 50
f Z. H. Chohan, H. Pervez, A. Rauf, K. M. Khan, C. T. Supuran; J. Enz. Inhib. and Med.
Chem., 2004, 19 (5), 417.
Department of Chemistry, Saurashtra University, Rajkot – 360 005 156