106 
Journal of the Mitchell Society [. November 
Chloral and o-Toluidine 
Trichlorethylidenedi-o-tolamine , 
CC1 3 CH(NHC 6 H 4 CH 3 ) 2 . 
With Strowd Jordan. Chloral and o-toluidine were brought 
directly together in the proportion of one molecule to two 
molecules. No advantage was found in using benzene as a 
solvent. 19.3 grams chloral were added to 28 grams of o-tol- 
uidine, the mixture turned dark red and the temperature rose 
to 80°. After standing for some time, often over night, a 
quite hard crystalline cake formed. This was dissolved up 
in ether or successively extracted with benzene. In either 
case, a small residue weighing 0.7 gram remained. This 
was pale greenish in color and melted at 213°. The main 
product of the reaction was recrystallized from ether until 
the melting point reached 80°. 
The yield was 70 per cent of the theory. 
Analysis: 
0.1763 gram substance gave 0.2194 gram AgCl. 
0.2000 gram substance required 0.2915 gram AgN0 3 . 
0.2000 gram substance required 0.2973 gram AgNO s . 
Calculated for 
C i 6 H I7 N 2 C1 3 Pound 
Cl 30.95" 30.77 30.40 30.96. 
The Stepanow method 1 was employed in the second and 
third analyses and found to be extremely convenient. With 
some of our compounds we have found it impracticable on 
account of the deep color of the solution. We found it advis- 
able to adopt the suggestion of Rosanoff and Hill 2 and filter 
off the silver chloride before titrating. 
Trichlorethylidenedi-o-tol amine crystallizes in very long 
silky needles. It is not very stable in solution or when ex- 
l(Ber. 39. 4056). 
2(Jr. Am. Chem. Soc., 29, 269). 
