Reactions of 3,3,3-trichloropiopene and i,pl,3-tetrachloropropane with aromatic amines

Summary

• 1. The reactions of 3,3,3-trichloropropene and 1,1,3-trichloropropene with aniline, N-methylaniline, and N,N-dimethylaniline were studied, and it was shown that with these trichloropropenes aniline gives the substance C₆H₅NHCH₂CH = CCl₂ and N-methyl- and N,N-dimethyl-anilines both give C₆H₅N (CH₃) CH₂CH=CCl₂.

• 2. By the formation of the hydrochlorides C₆H₅NHCH₂CH₂CCl₃ · HCl and C₆H₅N (CH₃) CH₂CH₂CCl₃ · HCl in the reaction of 1,1,1,3-tetrachloropropane with aniline and N-methylaniline, respectively, it was shown that the lone chlorine in 1,1,1,3-tetrachloropropane can undergo nucleophilic substitution. Unlike reactions of nucleophilic reagents with higher α,α,α,ω-tetrachloroalkanes, these reactions give low yields.