The Journal of Organic Chemistry

The Mechanism of the Acid-Catalyzed Rearrangement of N-Arylaminomethyl Aryl Sulfides

GF Grillot, PTS Lau

Index: Grillot,G.F.; Lau,P.T.S. Journal of Organic Chemistry, 1965 , vol. 30, p. 28 - 33

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Citation Number: 10

Abstract

Evidence is presented to indicate that the condensation of aromatic thiols, formaldehyde, and aromatic amines in the presence of strong acid results first in the formation of the intermediate products, N-arylaminomethyl aryl sulfides (I) which then rearrange intermolecularly to p-aminobenzyl aryl sulfides (11), a process resembling closely the acid- catalyzed rearrangement of diazoaminobenzenes to p-aminoazobenzenes, Two ...