Cyclic oligomers of N-substituted aziridines

Details Cyclic oligomers of N-substituted aziridines Cyclic oligomers of N-substituted aziridines

1974-01-21

1978-06-06

Daus, Donald G.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260239E, C07D25502, C07D25702, C07D25900

Patent

active

040936155

ABSTRACT:
Novel cyclic oligomers of the formula ##STR1## ARE PREPARED BY CONTACTING (A) A STRONG PROTIC ACID WITH (B) AN N-substituted non-activated aziridine of the formula ##STR2## wherein R.sub.1 and R.sub.2 are independently hydrogen or lower alkyl and R.sub.3 is hydrogen, hydroxyl, cyano or an organic radical which is inert in the process. The process is typically conducted in an aqueous alkanol medium. E.g. the cyclic tetramer of N-phenethylaziridine was obtained as the predominant product by heating a solution of N-phenethylaziridine in aqueous ethanol at reflux temperatures in the presence of p-toluenesulfonic acid.

REFERENCES:
patent: 3458818 (1969-12-01), Thompson
Tsuboyama et al., Tetrahedron Letters No. 16, pp. 1367-1370 (1970).
Hansen et al., J. Het. Chem., vol. 5, p. 305 (1968).
Dermer et al., Ethylenimine and Other Aziridines, (Academic Press, 1969), pp. 317-322 and 327-332.

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