The Journal of Organic Chemistry

Effect of nuclear substitution on the reaction of aromatic amines with ethylene oxide

M FREIFELDER, GR STONE

Index: Freifelder,M.; Stone,G.R. Journal of Organic Chemistry, 1961 , vol. 26, p. 1477 - 1480

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Citation Number: 34

Abstract

The need in this laboratory for some N, N-bis-(2-hydroxyethy1) anilines gave us the opportunity to observe the effect of nuclear substitution on the reaction of aromatic amines with ethylene oxide. Our interest had been aroused by the work of Ross' who reported successful reactions with 0-, m-and p-toluidine and 0-and p-anisidine at 90" for sixteen hours He found it necessary to raise the temperature to 150" to get bis substitution with p- ...