32 OECHSLIN. 



because of the tendency sometimes shown by acetylchloride to dehydrate instead 

 of acetylate. It will be identified at a subsequent time. 



The second compound which was precipitated instantaneously by hydrochloric 

 acid was found to be the compound desired. The solution of its sodium salt 

 which, however, has still a slightly acid reaction, was warmed to about 45° in 

 the presence of animal charcoal, to remove the brownish tinge. 



Acetylphenylglycinarsinic acid, as expected, proved to be insoluble in 

 concentrated hydrochloric acid, this fact affording a separation from the 

 original acid. It regenerated the latter very readily on Avarming or even 

 standing Avith an excess of ammonia, etc. ; when dissolved in insufficient 

 alkali to cause an alkaline reaction of the solution, hydrochloric acid 

 again instantly produced a precipitate, whereas if it is allowed to stand 

 in a warm solution of alkaline reaction, hydrochloric acid produces no 

 immediate precipitate, as phenylglycinarsinic acid, although only slightly 

 soluble in water, precipitates with difficulty. 



Four grams ( 1 gram molecule ) of acetylphenylglycin arsinic acid, dried for 

 some days in a desiccator over calcium chloride and then at 110°,^' were suspended 

 in dry chloroform, 6 grams of phosphorus oxychloride added and the whole 

 slightly warmed until a change in the consistency of the suspended compound 

 indicated a reaction between the two substances. Seven and two-tenths grams 

 ( 3 gram molecules ) , (of which two were assumed to react upon the arsino group 

 E, AsOz) of phosphorus pentachloride, in chloroform solution, were then slowly 

 added to the cold suspension. A clear solution resulted, the temperature being 

 kept between 30° to 35°. The flask, kept in a water bath of this temperature, 

 is for a short time then connected with the vacuum, whereupon a gas, largely 

 if not wholly consisting of hydrochloric acid, is given off. Six grams of quinine 

 in chloroform were then added to the cold, clear solution, no precipitate being 

 formed. Chloroform and phosphorus oxychloride were then distilled off in vacuo 

 at 30°, and the residue Avorked through thoroughly with ice water. The solid 

 substance went into solution with but a very small residue, after the flask, in 

 a water bath at 25°, was connected with the vacuimi and shaken. The bro\vnish 

 solution was precipitated in fractions in order to avoid excess of the alkali, 

 the white, voluminous precipitate dried on a porous plate, in a desiccator, dissolved 

 in a very small quantity of absolute alcohol, precipitated with ether as a heavy 

 white powder, filtered and washed dry with ether ( 4.5 grams ) . Eight grams of 

 the ester are in reality formed, but aside from other losses, it is not incon- 

 siderably soluble in ether containing alcohol. The compound was dried in a 

 desiccator and then at 100° without apparent change. 



It dissolves at once in dilute hydrochloric acid and the solution remains 

 clear even if the reaction is strongly acid; it only dissolves with difficulty 

 in acetic acid, most easily in dilute ammonia, easily in dilute sodium 

 hydroxide and sodium carbonate. The solution in ammonia, especially 

 if only the required quantity of ammonia is used, remains clear for 

 several hours and then begins slowly to become murky, whereas the 

 two other alkaline solutions, or a solution formed by a trace of sodium 

 hydroxide added to the ammonia solution, quickly form a voluminous 



"The compound decomposes at 130° without melting. 



