Reaction of N-Methylaniline And N-Ethylaniline With Ş-Chloroethanol

Reaction between N-methylaniline and aniline with p-chloroet- hanol have been widely investigated. Otto [1] heated aniline and Ş-chlorethanol and obtained N-Ş-hydroxyethylaniline. Rindfuzs and Harnac [2] heated the same compounds in the presence of sodium carbonate, Dashen and Brewster [3] refluxed the same compounds in an aqueous medium, Yamamoto and Ikegami [4] heated at 90-100°C for 4-6 hours, ali of these authors obtained the same compound, N-(J-hydroxyethylaniline, in different yields. Laun [5] heated N-methylaniline and Ş-chloroethanol in a sealed tube, Wilson [6] heated the same compounds at 100°C for 35 hours, Teplov, Godovikow and Kabachnic [7] heated together the same compounds and ali obtained N-methyl-N-|3-hydrox- yethylaniline. On the other hand, very little work has been done on the reaction between N-ethylaniline and Ş-chloroethanol. Laun [5] heated N-ethylaniline and p-chloroethanol in a sealed tube and obtained N-ethyl-N-Ş-hydroxyethylaniline which has