248 



SCIENCE 



[N. S. Vol. XXVI. No. 660 



The investigation has been continued by 

 lis in two directions; on the one hand, we 

 have studied the effect of bases other than 

 aniline on the condensation, and, on the 

 other hand, have endeavored to ascertain 

 the result obtained by substituting for 

 phenyl some other group in the compound, 



Results show that by the use of pyridine 

 or quinoline instead of aniline the phthal- 

 anilie acid is transformed into phthalanil 

 as readily as by the use of aniline. Conse- 

 quently the condensation must be due to 

 salt formation and not to the reactivity of 

 the carbonyl group. 



Action of Primary and Tertiary Amines on 

 Camphoroxalic Acid: J. Bishop Tingle 

 and L. F. Williams, Johns Hopkins Uni- 

 versity. 

 Ethyl-amine yields a compound of the 



type 



CiCCCNHaC^Hj 

 CsH„<l I . (I.) 



CONHC2H5 



"Wben heated above its melting point it 

 yields the derivative, 



C8Hu< 



C:CH 



(11.) 



CONHCH, 



Ethylene diamine reacts to some extent like 

 a secondary amine, because the elements of 

 water are not eliminated ; the condensation 

 compound has the formula, 



CHC(0H)C02NH3 



C,H„<| I 1 • 



CONH • CH, ■ CH, 



Paranitraniline gives a derivative of the 



type (II.) above. Orthoaminophenol yields 



a lactone, 



Q. ceo 



CONHCeH. 

 whereas paraminophenol gives a compound 

 of type (I.). 



Action of Secondary Amines on Camphor- 

 oxalic Acid: J. Bishop Tingle and L. F. 

 Williams, Johns Hopkins University. 

 The diketone employed was camphor- 

 oxalic acid. The following amines were 

 investigated : diamylamine, diisoamylamine, 

 diisobutylamine. These all gave com- 

 pounds of the type, 



C C(0H)CO2H 



I»< I I 

 CONE, 



CbHu 



which, when heated above the melting 

 point, evolved carbon dioxide and water, 

 giving the compound 



C:CH 

 CsH„< 1 . 

 CONE, 



Dibenzylamine yielded directly a derivative 

 of this second type. The same is true of 

 methylaniline, ethylaniline and of acetyl- 

 phenylhydrazine. Benzylethylamine, on 

 the other hand, gave compounds of both 

 types. 



The Action of Benzene and Selenic Acid: 

 Howard W. Doughty, University of 

 Wisconsin. 

 The following compounds were made and 



studied: (C5H5S203)2Ba, (CeH.S^O^Ba 



and CeHsSjOgH. The acid product begins 



to break down at 182°. 



Tetrachlorgallein and some of its Deriva- 

 tives: W. R. Orndorf and T. G. Del- 

 bridge. Reported by title. 



Studies in Nitration IV. Nitration of N- 

 Acylated Compounds of Aniline derived 

 from Dibasic Acids: J. Bishop Tingle 

 and F. C. Blanck, Johns Hopkins Uni- 

 versity. 



The following aniline derivatives were 

 investigated: oxalic acid, oxanilide, succin- 

 anilic acid, succinanil, succinanilide, tar- 

 tranilide, phthalanil, phthalanilic acid. In 

 general, the results were in agreement with 

 those recorded in the other papers of this 



