On the action of Iodine Monochloride upon Aromatic Amines

readily soluble in alcohol, and fuse at 181 ' V. Vpon treatment with hydrochloric acid, this compound is converted into the ehlorhydrate of para-iodan...
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ABSTRACTS

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AMERICAN CHEMICAL JOLTRNAI,.

ABSTRACTS : AMEKICAN CHEMICAL JOURNAL.

485

niols. of iodine chloride. It forms long yellow needles, soluble in hot water, melting a t 1uGo, and exhibiting feeble basic properties. Together with this compound, there is formed in the above reaction a small amount of c6i-i~~,ioar(1-)Litranili,ie, which is insoluble in w a t e r ; forms yellow prismq, having a fine blue color b y reflected light, and fuses a t 244'. 'I'liis body was also prepared by treating a chloroform solution of 1 mol. of para-nitraniline with 2 mols. of iodine rhloride. n;-io~,/7nnz-toEtci~~i,~e (C,H,T,N) is formed upon treating 1 mol. of para-toluidine (in HCI sol.) with 1 mol. of iodine chloride-the treatment of acetpara-toluide with iodine chloride having given negative results. I t crystallizes in white needles, which fuse a t 124+'. Di-io~~(~~cirr6-n~ni~oobe~noic acid (C,~I,O,KI,) is prepared by treating para-arnidobeneoic acid with iodine chloride, a i d consists of white plates, ftibirig above :300°. Several salts of this acid were obtained, and analyses made. T h e result of the action of iodine chloride upon mcta-amidobenzoic wid, is a mixtureof di- and tri-iodometa-amidobenzoic*acids, which t h e authors were unable t o separate Iodine chloride fails to act upon awtmeta-amidobenzoic acid. T h e authors remark that, on the whole, the power of iodine chloride as a substituting agent is less than that of bromine or chlorine, and indine t o t h e belief that in t h e above described compounds, t h e second and third iodine atoms, entering t h e molecules, have taken the ortho position toward the amido group. The uctiorb Phtimlic Ar&urlrirEe on Xaphthrrlene in the presence of CIbtorirle of AltbinirliUm, EMII.EADORand JAMES M. CRAE'Ts.-The principal product of this action consists of a black, tarry niass, which, upon treatment with a dilute solution of caustic soda, yields phthalic and naphtoylorthohenzoic apids (C18H12Cj3).l ' h k latter acid crystallizes, from its alcoholic solution, in rosettes of microscopic prisms, and is insoluhle in water. T h e Ba-salts are pretty soluble in water. Cpon subjecting t h e portion of the tarry m a w that is insoluble i l l caustic soda, to dihllation, a distillate is obtained, which, when dissolved in benzine, give?, on addition of alcohol, a small quantity of crystalline flakes, melting a t lxl-181i0, and having theempirical composition: C = 94.18; H = 5.89. T h e authors regard tliis new hydrocarbon as an isomere of ohrysene, C18Hlp Note on Pnra-,Vitro a n d Pura-Amido PWenetd, E. J. HALLocK.-Phenetol, when treated with fuming nitric acid, yields a dark-red, viscous liquid, which, on distillation, is separated into a