87694-15-3Relevant academic research and scientific papers
Reactions of 2,3,4,4-Tetrachloro-3-butenamides with Alcoholates and Amines
Roedig, Alfred,Ritschel, Werner
, p. 1496 - 1503 (2007/10/02)
From the amides 2c - e, available from hexachlorobutadiene (1a) via the intermediates 1b, 2a, and 2b, the thermally unstable allenes 3 are generated by bases.On treating 2c at room temperature with one mole of ethylate a dimer of 3c, probably 4, and from 2d with four moles of methylate the addition product 6 is obtained.Reactions of 2c - e with primary amines lead to the enamines 7 and 8, respectively.Secondary amines however, yield the nonconjugated compounds 9 which rearrange with an excess of amines into the conjugated isomers 10.Spectroscopic evidence for 1:1 equilibriums of the stereoisomers 78 and 1012 in CDCl3 solution is given.
