152 PROCEEDINGS OF THE AMERICAN ACADEMY. 



a glass rod, it becomes solid. The substance is recrystallized from a 

 mixture of ether and ligroine (bpt. 40° to G0°), using animal charcoal, 

 and obtained in pale yellow heavy many-sided crystals, melting at 

 74°. It is little soluble in cold, but readily soluble in hot water, and 

 comes out on coolini;- in prisms. In organic solvents, except ligroine, 

 it is easily soluble. 



0.1970 gram dried over H2SO4 in a vacuum gave 0.4775 gram 



COo and 0.1044 gram U^O. 

 0.2034 gram gave 15.5 c.cm. N2 at 4° and 735 mm. 



Theory for CgHgNGj. Found 



C 66.25 66.11 



H 5.52 5.88 



N 8.59 9.05 



Benzoylformic-methylamide has thus been obtained from the addi- 

 tion product 



CgHsCO— CCl 

 II 

 NCH3 



first formed. The substance is easily soluble in cold dilute sodic 

 hydrate, but on addition of dilute sulphuric acid it is not precipitated 

 again. Ether extracts an oily substance soluble in water, which 

 slowly, on standing over sulphuric acid in a vacuum, gets solid. The 

 solid product is insoluble in water, and crystallizes from acetic ether 

 in needles melting at 1 43° ; this is probably a polymer, whereas the 

 oily substance is a hydrate, 



OH 



CgHs— C, 



I 

 CH3N=C0H. 



The substance shows thus in its behavior great resemblance to ben- 

 zoylformic-amide, which Claisen has shown* exists in two modifications 

 (probably polymeric), and also forms a low melting hydrate. t 



Be7izoylformic-methylamide-phenylhydrazonhydrate, 

 CH3N : COH 



On treating benzoylformic-methylamide in concentrated ethereal solu- 

 tion at 0° with an ethereal solution of phenylhydrazine (one molecule), 



* Ber. d. chem. Ges . XII 6:18 



t Ann Chem. (Liebig), CCLXX. 295, 300, 316. 



