Marshall.] 482 {April 5, 
iodide was heated in a sealed tube in a water bath for three hours, the 
tube was then opened, contents thrown upon a filter and the silver iodide 
washed with alcohol, and the filtrate evaporated on a water bath almost to 
dryness. The compound crystallized in stellated masses fusing at 110° C. 
IsoputynL MoNOCHLORSALICYLATE. 
My attempts to obtain this ether were futile. With the greatest care I 
never succeeded in obtaining the compound, that I may have destroyed it 
by too intense heating, if it was formed, I do not consider possible, as I 
not only heated a mixture above 100° C., but also in luke-warm water, the 
latter temperature is necessary to effect the formation of silver iodide. I 
think that very likely simple exposure to the airin process of drying caused 
the decomposition of the ether into the acid. 
ACETYL MONOCHLORSALICYLATE. 
Gp Ee ClO H' COO} 0 ©'Car.. 
Fusing point 149° C. 
I obtained this compound by heating the silver salt a number of hours 
with acetyl chloride at a temperature not over 130° C. The contents of the 
tube were placed on a filter, the silver chloride washed with alcohol and 
the filtrate evaporated upon a water bath and then allowed to crystallize, 
the ether separated in dark acicular masses, these were pressed well 
between paper and fused at 147° C. The compound was recrystallized 
four times from alcohol, in which it is readily soluble. The pure ether 
fuses at 149° C. A combustion gave the above composition. Water de- 
composes the ether. 
Carbon and Hydrogen Estimation. 
.0763 Grm. dried substance gave 50.00% carbon and 3.93% hydrogen. 
Calculated per cent. Found per cent. 
C, = 108 = 50.34% 50.00 % 
SS i = 326% 3.93 % 
O 64 = 29.85% 
4 — 
Cla 3550 165157 
Action of Alcoholic Ammonia upon Methylmonochlorsaticylate. 
By treating this ether with ammonia the object was to displace the OH 
group in the carboxyl with the group N4H,, according to the following 
equation : 
C,H, C1OH COO CH, + NH HH=O,H,ClOHCONH,+CH, 0H. 
This change I effected and obtained. 
