126 PROCEEDINGS OF THE AMERICAN ACADEMY 



phosphorus pentachloride (one molecule) Asehan's* oxanil-chloride 

 melting at 82°, which, treated with water, gives the ordinary oxa- 

 nilic acid, melting at 149°. 



C 6 H 5 N=C CI 



Pyruvic-aniUdimidechloride, I 



COCH 3 



If a mixture of 25 grams of phenylisocyanide and of freshly 

 distilled acetylchloride be heated on a boiling water bath, in a few 

 seconds so violent a reaction sets in that the entire mass carbon- 

 izes. The union of these substances can be accomplished quantita- 

 tively by taking a mixture of phenylisocyanide (10 grams) and 

 acetylchloride (8.2 grains), and placing it first in lukewarm water, 

 which is then gradually heated to the boiling point. The access of 

 moist air is prevented by means of calcic chloride tubes, and the 

 mixture shaken thoroughly, and, after the water once boils, heated 

 only for about two minutes and then cooled quickly. 



Several portions thus prepared are then united, and diluted with 

 about five parts of absolute ether, whereby much or little polyme- 

 rized phenylisocyanide separates out in brown voluminous flakes. 

 After distilling off the ether from the filtrate, the dark brown 

 residual oil is distilled under diminished pressure. A yellow oil 

 was obtained, which distils with slight decomposition between 

 120°-125° at 20 mm. On redistilling, the chief portion came over 

 at 136° at 30 mm., and gave the following results on analysis: — 



0.2356 gram substance gave 0.5256 gram C0 2 and 0.1042 gram 



H 2 0. 

 0.2463 gram substance gave 16.7 c.c. moist nitrogen at 17° and 



747 mm. 

 0.1591 gram substance gave 0.1250 gram AgCl on ignition with 



CaO. 



Theory for C 9 H 7 NC10. Found. 



C 59.50 60.83 



H 4.41 4.91 



N 7.72 7.73 



CI 19.56 19.43 



Pyruvic-anilidimidechloride is a yellow, very hygroscopic, sweet, 

 and at the same time sharp-smelling oil, which, freshly made, 



* Ber. d. chem. Gcs., XXIII. 1823. 



