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Merck
  • Synthesis of N-[(dialkylamino)methyl]acrylamides and N-[(dialkylamino)methyl]methacrylamides from Schiff base salts: useful building blocks for smart polymers.

Synthesis of N-[(dialkylamino)methyl]acrylamides and N-[(dialkylamino)methyl]methacrylamides from Schiff base salts: useful building blocks for smart polymers.

Organic & biomolecular chemistry (2018-05-19)
Abdullah Alzahrani, Styliana I Mirallai, Benjamin A Chalmers, Patrick McArdle, Fawaz Aldabbagh
要旨

The traditional thermal Mannich reaction is unsuitable for preparing polymerizable N-methylene amino substituted acrylamides and methacrylamides. Herein we provide a facile multi-gram high yield synthesis of these monomeric precursors to stimuli-responsive polymers by the addition of acrylamides and methacrylamides onto in situ generated or freshly isolated methylene Schiff base (iminium) salts. The X-ray crystal structure of the hydrated iminium salt, 1-(hydroxymethyl)azocan-1-ium chloride and monomer·HCl salt (N-[(azocan-1-yl)methyl]prop-2-enamide hydrochloride) is described.

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製品内容

Sigma-Aldrich
N,N,N′,N′-テトラメチルジアミノメタン, 99%
Sigma-Aldrich
N,N,N′,N′-Tetraethylmethanediamine, 97%