Chemistry of Heterocyclic Compounds p. 320 - 325 (1988)
Update date:2022-08-04
Topics:
Varlamov, S. V.
Kadorkina, G. K.
Kostyanovskii, R. G.
3,3-Dimethyloxaziridine reacts with chloral and acetaldehyde to give crystalline N-(α-hydroxyalkyl)oxaziridines; the reaction with acetaldehyde is reversible.The N-aminomethylation of NH-oxaziridines is not realized, evidently because of the tendency of oxaziridines to iminate nucleophiles.The weakly nucleophilic chloromethylphthalimide and chloromethyl methyl ether give imidomethyl- and methoxymethyloxaziridines. 3,3-Dimethyldiaziridine reacts with excess chloromethyl methyl eter to give the N-monomethoxymethyl derivative.It is shown that α-hydroxyalkyloxaziridines and methoxymethyl-substituted oxaziridine and dizaridine do not enter into the aminomethylation of compounds with a labile hydrogen.
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