✍ Scribed by Cees N. M. Bakker; Frans M. Kaspersen
No coin nor oath required. For personal study only.
Reaction of N^1^‐substituted uracils with bromine in water at pH 7 leads to 5‐bromo‐6–hydroxy‐5,6‐dihydrouracils. For different N^1^‐substituents these products were isolated and the relatively stable derivatives were characterized by ^1^H NMR and mass spectroscopy. On electrophilic iodination with [^131^I]iodide and chloramine‐T in water no indications were obtained for the formation of such dihydrouracils except for uridine and deoxyuridine. However, on reaction of N^1^‐substituted uracils with N^1^‐iodosuccinimide in CHCl~3~ containing ethanol or in ethanol, 5‐iodo‐6‐ethoxy‐5,6‐dihydrouracils could be isolated as reaction products.
📜 SIMILAR VOLUMES
Regioselective halogenation of the N-susbtituted lactams (3a)-(3d) affords the corresponding exocyclic bromides (4a)-(4d). The procedure provides a novel alternative mute to N-(c&aloaJkyl)-substituted lactams, which are of particular interest in the synthesis of g-lactam antibiotics. Reactions of N
## Abstract Iododerivatives of __N__‐methylcarbazole (1), __N__‐phenylcarbazole (2), __N__‐benzylcarbazole (3), 2‐methoxy‐__N__‐methylcarbazole (4) and 3‐acetamido‐__N__‐ethylcarbazole (5) are synthesised. __N__‐Iodosuccinimide (NIS) in tetrahydrofurane/H~2~SO~4~ (catalyst), a mixture of KIO~3~ ‐ K