78 BIBLIOGRAPHY OF 



BEHREND, ROBERT, R. LIST AND A. KOHLER, 1886. 



Ann. Chem. 233, 1-15 ; Ber. 19* 219-221 ; Ber. 19. 395 (C) ; J. Chem. 

 Soc. 50, 443 ; Jsb. Chem. 1886, 549 ; Bull. Soc. chim. 46, 544. 



Condensation of Carbamids with Acetoacetic Ester. 



Acetoacetic ester treated with phenylcarbamid gives a compound 

 C13 H16 N2 O3 , which when treated with an alkali yields acetone, 

 alcohol, carbon dioxid and analin and when treated with an acid it 

 yields in addition to these products ethyl phenylcarbamate, Cg Hu NO2. 



Thiocarbamid and acetoacetic ester unite to form an unstable 

 compound which, when saponified, yields C5 He, N2SO which is 



NH-C(CH3)XcH 



Guanidin, CN3 H5 , and acetoacetic ester form a compound C5 H7 

 N3 O, which has both acid and basic properties. Its formula probably is 



ISBERT, A., 1886. 



Ann. Chem.' 234, 160-196 ; J. Chem. Soc. 50, 1009 ; Ber. 19, 684 (C) ; 

 Jsb. Chem. 1886, 1328 ; Bull. Soc. chim. 47. 585. 



Acetoacetic Ester and Its Derivatives. 



When acetoacetic ester is decomposed by sodium alkyl oxids in the 

 presence of an alcohol, the acetate derived from the free alcohol is the 

 chief product, while the acetate derived from the alkyl oxid is formed 

 in smaller proportions. Resacetic acid, C18 H22 O5 , is formed during 

 the same operation. Acetoacetic ester is not decomposed by ethyl or 

 propyl alcohol at 180°, but is completely decomposed upon adding a 

 little sodium alkyl oxid lo such a mixture. The amid, Ce Hn NO,, 

 obtained by treating acetoacetic ester with ammonia, melts at 90° and 

 is soluble in water. From its reactions the formula CH3 • CO Cj H5 : 

 CH • CONH2 , is assigned to it. Phosphoric chlorid acting on ethyl 

 acetoacetic ester gives ethyl-monochlorcrotonic acid and the ethyl 

 esters of mono- and di-chlor-ethylacetoacetic acids, and acting on 

 methylacetoacetic ester it forms the corresponding compounds. 

 Ethoxy-ethyl-acetoacetic ester, (C2 H5 0)CH2 COC2 Hs : CH CO2C2 H5 , 

 and ethoxy-methyl-acetoacetic ester are formed by the action of an 



