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Synthesis, Structure and Spectral Charectarization of Friedal Craft N-Benzylation of Isatin and Their Novel Schiff’s Bases


Affiliations
1 P.W. College of Pharmacy, Dhamangaon Road, Yavatmal-445001 (M.S.), India
2 K.L.E. College of Pharmacy, Rajaji Nagar, Bangalore-560010, India
     

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Isatin (1H-indole-2, 3-Dione) is synthetically versatile molecule. Erdman and Laurent first obtained it in 1841 as a product from the oxidation of indigo by nitric acid and chromic acid. Isatin (Indole 2’3 dione), its 5-halo derivatives were reacted to form the Schiff’s bases,Mannich bases and Friedal Craft Alkylation’s to form C-C, C-N, C=N bonds. From the spectral studies it reveals that the isatin were undergoes reaction at C-3 and N-1 position. The structures of the synthesized derivatives were characterized from 1H-NMR, IR spectral data and elemental analysis. The most of the compound synthesized were shown to possess biological activity.

Keywords

Isatin, Schiff’s Base, N-Benzylation, Dimethyl Formamide.
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  • Synthesis, Structure and Spectral Charectarization of Friedal Craft N-Benzylation of Isatin and Their Novel Schiff’s Bases

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Authors

R. A. Hajare
P.W. College of Pharmacy, Dhamangaon Road, Yavatmal-445001 (M.S.), India
R. M. Gaurkhede
P.W. College of Pharmacy, Dhamangaon Road, Yavatmal-445001 (M.S.), India
P. P. Chinchole
P.W. College of Pharmacy, Dhamangaon Road, Yavatmal-445001 (M.S.), India
A. V. Chandewar
P.W. College of Pharmacy, Dhamangaon Road, Yavatmal-445001 (M.S.), India
A. S. Wandhare
P.W. College of Pharmacy, Dhamangaon Road, Yavatmal-445001 (M.S.), India
S. S. Karki
K.L.E. College of Pharmacy, Rajaji Nagar, Bangalore-560010, India

Abstract


Isatin (1H-indole-2, 3-Dione) is synthetically versatile molecule. Erdman and Laurent first obtained it in 1841 as a product from the oxidation of indigo by nitric acid and chromic acid. Isatin (Indole 2’3 dione), its 5-halo derivatives were reacted to form the Schiff’s bases,Mannich bases and Friedal Craft Alkylation’s to form C-C, C-N, C=N bonds. From the spectral studies it reveals that the isatin were undergoes reaction at C-3 and N-1 position. The structures of the synthesized derivatives were characterized from 1H-NMR, IR spectral data and elemental analysis. The most of the compound synthesized were shown to possess biological activity.

Keywords


Isatin, Schiff’s Base, N-Benzylation, Dimethyl Formamide.