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A Double Ionic Mechanism for the Chapman-like Rearrangement of Imino-ethers to N-Alkylamides, in the Solid State or in the Melt. Theoretical and Experimental Evidence

DOI: 10.1039/c39920000132

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 132 - 134 (1992)

Update date:2022-08-16

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Authors:

Dessolin, MicheleDessolin, Michele

Eisenstein, OdileEisenstein, Odile

Golfier, MichelGolfier, Michel

Prange, ThierryPrange, Thierry

Sautet, PhilippeSautet, Philippe

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Article abstract of DOI:10.1039/c39920000132

Using 5-methoxy-2-aryl-1,3,4-oxadiazoles as models it was shown that the thermal rearrangement of imino-ethers to N-alkylamides proceeds through a double ionic mechanism; kinetics measurements in the solid state and in the melt give apparent activation energies that support ab initio calculated activation enthalpies.

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Product name:5-(4-methoxyphenyl)-3-methyl-1,3,4-oxadiazol-2(3H)-one

Cas No:41126-02-7

41126-02-7

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