87664-69-5

Upstream product

• 2892-54-8 2,3,4,4-tetrachloro-3-butenoic acid 
• 106-49-0 p-toluidine 

Downstream Products

• 87694-11-9 3,3,4,4-Tetrachlor-N-(4-methylphenyl)-1,2-cyclobutandiylidenbis(chloroacetamid) 
• 87694-16-4 2,4,4-Trichlor-3-dimethylamino-N-(4-methylphenyl)-3-butenamid 
• 87664-70-8 (E)-2,4,4-Trichlor-3-morpholino-N-(4-methylphenyl)-2-butenamid 
• 87664-73-1 (E)-2,4,4-Trichlor-3-dimethylamino-N-(4-methylphenyl)-2-butenamid 
• 87694-17-5 2,4,4-Trichlor-3-hydroxy-N-(4-methylphenyl)-2-butenamid 
• 87694-14-2 (Z)-2,4,4-Trichlor-3-methylamino-N-(4-methylphenyl)-2-butenamid 
• 87694-13-1 (E)-3-tert-Butylamino-2,4,4-trichlor-N-(4-methylphenyl)-2-butenamid 
• 87664-71-9 (Z)-2,4,4-Trichlor-3-isopropylamino-N-(4-methylphenyl)-2-butenamid 
• 87664-61-7 4,5,5-Trimethoxy-1-(4-methylphenyl)-3-pyrrolin-2-on 
• 87694-15-3 2,4,4-Trichlor-3-morpholino-N-(4-methylphenyl)-3-butenamid 

Relevant academic research and scientific papers

Reactions of 2,3,4,4-Tetrachloro-3-butenamides with Alcoholates and Amines

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.