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Ndcs A department for short papers of immediate interest. Tetracarhamyl Derivatives of l,Z-Bis(Z-amino- ethy1)ethylenediamine. ROY G. NEVILLE. The rea...
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Ndcs

VOL.

23

A department for short papers of immediate interest.

Tetracarhamyl Derivatives of l,Z-Bis(Z-aminoethy1)ethylenediamine

+

H?N(CH~)~NH(CH~)?NH(CHZ)BXH~ 4 RXCO + RSHCONH( CH?)zN(CONHR) (CHz)zS(CONHR) (CH?)&HCONHR

ROYG. NEVILLE

.is anticipated, attempts t o react di- and tri-isocyanates, for example toluen~-2.4-diisocyanateor toluene-2,4,6-triisocyanate, resulted in the formaThe reaction of phenyl isocyanate with 1,Z-bis- tion of viscous polymers.’ Using smaller amine :iso(aminoethyl) e thylenediamine, the “triethylenete- cyanate ratios it was not found powiblc t o iwlatc tramine” of Hofmann,’Y2 to form 1,2-bis{3’-phenyl- mono-, di-, or tri-substituted deriiratives. 1 ’-[ 2’ I - (3’”-phenylureido) ethyl lureido f ethane was Products ranged from white crystalliiw solids. first reported by van Alphen. Phenyl isothiocya- soluble with difficulty in isopropyl alcohol, in the nate reacts t o produce the corresponding thioureido case of short-chain compnundb, t o waxy solids. derivative. Although other derivatives of this tetra- easily solu1,le i:i dcohol, in the r a w of long-chain functional amine h a w been described,“-“ the prod- derirat ivw . TABLE I TETRACARRAMYL DERIVATIVES O F ~ , ~ - B I ~ ( ~ - ~ ~ \ ~) ~I TN AY o IE .ET U E~D ~ I AY \ l IT YE ICHgN(CONHR) ( C H : ~ ~ P L ” C O N H R ] ~ ___ ~-

I
oderyl n-Octader y 1 1-Naphthyl 2-Biphen~lvl

Formuln

%?J

Yicld, %

M.P., “C.9

Caltd.

I’ounrl

97 96 98 I00 IO0 98 96 05 !)8 92

21 1 245-247 der. 216- 217 246-247 dp