OF ARTS AND SCIENCES. 147 



chloride were heated for a day on a water hath, and thereupon 6-8 

 volumes of hot ligroine (bpt. 70°-80°) added. This causes the 

 separation of polymerization products as resins, which are got rid 

 of by filtering hot. 



After distilling off the ligroine, water is added in order to de- 

 compose the imidechloride, 



CH 3 -C 6 H 4 -X-C 



I ' 

 C 6 H 5 -CO 



formed. The mixture is then heated on a water hath until no 

 more smell of benzoylchloride is noticed. After extracting with 

 ether, and washing the ether solution with soda, it is dried with 

 calcic chloride. On concentrating and cooling, the ethereal solu- 

 tion benzoylformic-o-toluide separates out in large quantity (3.5 

 grams). Eecrystallized twice from ether and ligroine, it was ob- 

 tained in colorless needles (3 grams), melting at 108°. The sub- 

 stance burns with great difficulty on analysis, for which it was 

 dried at 80° -90.° 



0.1566 gram substance gave 0.4313 gram C0 2 and 0.0792 gram 



H 2 0. 

 0.2557 gram suhstance gave 13 c.c. moist nitrogen at 14° and 754 mm. 



Benzoylformic-o-toluide dissolves on gentle warming in sodic 

 hydrate, forming thus in all probability a salt of the hydrate, 



CH 3 -C 6 H 4 -N=C OH 



( OH 



On acidifying it comes down unchanged. It is insoluble in water, 

 hut easily soluble in hot ether and alcohol, and crystallizes out in 

 needles. 



The suhstance is very stable in the presence of concentrated sul- 

 phuric or hydrochloric acid, even at 100°. Boiling with an excess 

 of sodic hydrate splits off o-toluidine, but no benzoylformic acid is 

 obtained in this way. 



