Nitration imidazo imidazole

Tmidazo[2,l-Z)]thiazole has been shown by n.m.r, spectroscopy to protonate on the N-atom of the imidazole ring, whilst the mass spectra of some 2-alkyl-substituted imidazo[2,l-6]thiazoles have been correlated with their structures. Compound (69) is brominated in the vacant imidazole ring position by bromine in acetic acid or with sodium hypobromite, but bromination with bromine in chloroform occurs preferentially in the vacant a-position of the furan ring, and in this case a mixture of mono- and di-bromo-compounds is obtained. Compound (69) undergoes the Mannich reaction preferentially in the vacant imidazole ring position the products undergo further substitution e.g. nitration) in the a-position of the furan ring. ... 

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