THE CONDENSATION OF CHLORAL WITH PRIMARY 
AROMATIC AMINES. II.* 
BY ALVIN S. WHEELER. 
A number of condensation products of chloral with primary 
aromatic amines have already been described. The first men- 
tion of such a reaction is probably that of Maumene 1 who 
hoped to obtain indigotiue by the action of chloral (2 mols. ) 
upon aniline (3 mols.). His product was a brownish black 
uncrystallizable substance containing no chlorine. Schiff 
and Amato 2 first describe a condensation product of chloral 
(1 mol.) and aniline (2 mols.) with the formula 
CC1 3 CH(NHC 6 H 5 ) 2 . 
In the same year Wallach 3 describes this compound. Later 4 
he gives a full description of the products obtained from 
aniline, p-toluidine, and a sample of xylidine boiling at 212°- 
216°. Eibner 5 studied the condensation of chloral with p-ni- 
traniline, m-chloraniline, p-chloraniline, and 1, 2, 4-dichlor- 
aniline and showed that 1, 2, 4, 6-trichloraniline and 2, 6-di- 
♦Contribution from the Chemical Laboratory of the University of North 
Carolina. 
l[Ber. 3. 246, (1870)]. 
2[Gazz. chin>. ital. 1,376 (1871)]. 
3(Ber. 4. 668). 
4( Ann. 173,274). 
5(Ann. 302,235). 
