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Part – B Studies on isatin derivatives…..
Fig. B.1.4
Fig. B.1.5
B.6 MANNICH REACTION ON ISATIN
The Mannich reaction consists in the condensation of ammonia or a
primary or secondary amine, usually as the hydrochloride, with formaldehyde
and a compound containing at least one hydrogen atom of pronounced
reactivity. The essential feature of the reaction is the replacement of the active
hydrogen atom by an aminomethyl or substituted aminomethyl group. The
Mannich reaction is readily applied to isatins.
Varma and Nobles 231 synthesized a series of Isatin-N-Mannich bases
derived from isatin (Fig. B.1.6), 5-methyl and 5-bromoisatins as the active
hydrogen component and dimethylamine, diethylamine, morpholine,
piperidine, N-ethylcyclohexylamine, 3-azabicyclo [3.2.2] nonane and 3-azabicyclo
[3.2.1] octane as the secondary amine moiety.
Department of Chemistry, Saurashtra University, Rajkot-360 005 119