Process for the preparation of arylidine dyes using an active me

Details Process for the preparation of arylidine dyes using an active me Process for the preparation of arylidine dyes using an active me

1991-12-03

1993-05-25

Higel, Floyd D.

Organic compounds -- part of the class 532-570 series

Organic compounds

Nitriles

558373, 558374, 558375, 558376, 558400, 558401, 558402, 558403, 564305, 564409, C07C25500, C07C21100, C07C20900

Patent

active

052141861

ABSTRACT:
A process for the preparation of arylidene dyes comprises the reaction of an aromatic amine with an enolate salt of a formylated active methylene compound in the presence of a sulfonyl halide compound. An enol sulfonate is postulated as a reactive intermediate in the reaction. The process gives high yields of products under mild reaction conditions and allows the use of aromatic groups containing substituents such as hydroxy that lead to side reactions and low product yields with previously known methods for making arylidene dyes.

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Fieser et al., "Reagents for Organic Synthesis", vol. 5, p. 446 (1975).
Initiating Carbenium Ions from Tetramethylene Zwitterions Cationic Polymerization Initiated by 2,2-Dicyanovinyl Iodide and 2,2-Dicyanovinyl p-Toluenesulfonate, Polymer Bulletin--Springer-Verlag 1985; Anne Buyle Padias and H. K. Hall, Jr. Chemistry Department, University of Arizona, Tucson, Ariz. 85721, USA.
The Chemistry of Synthetic Dyes, Academic Press, N.Y., 1970, vol. III, p. 450; K. Venkataraman.

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