ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
α-Haloamines, XLII. Reactions in the Imidazolidine and Oxazolidine SeriesN-Chloromethyl-N.N′-dialkyl-N′-acyl-1.2-diamino-ethanes 4 are formed by reaction of 1.3-dialkylimidazolidines 3 with acyl halides. With hydrogen cyanide N-cyanomethyl-N.N′-dialkyl-1.2-diaminoethanes 6 are obtained and with methyl bromide the monoquarternary imidazolidinium salts 7 are formed.Analogous quarternary oxazolidinium salts 14 and N-alkyl-N-(2-hydroxyethyl)glycinonitriles 12 are obtained by treating 3-alkyloxazolidines 13 with methyl iodide and hydrogen cyanide, respectively. Cleavage with acyl halides, however, yields α-haloethers of type 16.
Notes:
Aus 1.3-Dialkyl-imidazolidinen 3 entstehen mit Acylhalogeniden N-Chlormethyl-N.N′-dialkyl-N′-acyl-1.2-diamino-äthane 4, mit Cyanwasserstoff N-Cyanmethyl-N.N′-dialkyl-1.2-diamino-äthane 6 und mit Methylbromid monoquartäre Imidazolidiniumsalze 7.3-Alkyl-oxazolidine 13 liefern analog mit Methyljodid quartäre Oxazolidiniumsalze 14 und mit Cyanwasserstoff N-Alkyl-N-[2-hydroxy-äthyl]-glycin-nitrile 12, während die Spaltung mit Acylhalogeniden zu α-halogenierten Äthern des Typs 16 führt.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19721050717
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