The substituted picramide (III) gives the 1-σ(Meisenheimer) complex (IV) on treatment with KOMe in methanol; when an equivalent of HCl is added to (IV) the relatively stable neutral complex (V) is produced, which decomposes to (III) and methanol in polar solvents.
E. Bergman, N. R. McFarlane and J. J. K. Boulton, J. Chem. Soc. D, 1970, 511b DOI: 10.1039/C2970000511B
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