Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
N-formylation of a secondary aliphatic amine has been achieved through the in situ reaction of potassium o-nitrophenolate, generated from o-nitrophenol, K2CO3, KOH, and bis(2-chloroethyl)amine hydrochloride in hot DMF. The initial product, N,N-bis[2-(2-nitrophenoxy)ethyl]formamide has been reduced to provide N,N-bis[2-(2-aminophenoxy)ethyl]formamide which after an MnII-templated cyclocondensation reaction with 2,6-diformylpyridine followed by reductive demetallation with NaBH4 gives an N,N′-diformylated 36-membered N8O4 oxaazamacrocycle.
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