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 Carbarn ids with Acetoacetic Ester. 



Acetoacetic ester treated with phenylcarbamid gives a compound 



Ci 3 H l6 N 2 O 3 , 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, C 9 HU NO 2 . 



Thiocarbamid and acetoacetic ester unite to form an unstable 



compound which, when saponified, yields C 5 H 6 N 2 SO which is 



pq " NH 



^ 



Guanidin, CN 3 H 5 , and acetoacetic ester form a compound C 5 H 7 

 N 3 O, which has both acid and basic properties. Its formula probably is 



NH _ C< NH-C(CH 3 )V CH 



~ u < NH CO ^--- 



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, ds H 22 O 5 , 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 to such a mixture. The amid, C 6 H NO 2 , 

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

 is soluble in water. From its reactions the formula CH 3 CO C 2 H 5 :. 

 CH CO NH 2 , 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, arid acting on 

 methylacetoacetic ester it forms the corresponding compounds. 

 Ethoxy-ethyl-acetoacetic ester, (C 2 H 5 O)CH 2 COC 2 H 5 : CH CO 2 C 2 H 5 , 

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



