ACETO ACETIC ESTER 8 1 



is insoluble in water, soluble in ether, benzene and chloroform and 

 gives a red color with concentrated sulfuric acid. When heated with 

 an alkali it is decomposed into phenyl mercaptan and /9-thio-phenyl- 

 crotonic acid, CHjCSCeHj) : CHCO^H, which melts at i76°-i77°, 

 is insoluble in water, soluble in benzene and hot alcohol. When 

 heated this decomposes, giving thio-phenyl-propylene, C3 H5 SCa H5 , 

 which boils at 2o6°-2io° and gives a blue color with sulfuric acid, 

 which turns violet upon being heated. 



LIST, R., 1886. 



Ann. Chem. 236, 1-32 ; J. Chem. Soc. 52, 127 ; Ber. 19, 825 (C) ; 

 Jsb. Chem. 1886, 564 ; Bull. Soc. chim. 47, 587. 



Action of Thiocarbamid on Acetoacetic Ester. 



Thiomethyl-uracyl is formed, thus : CH3COCH2 CO2 C^ H5 + NH3 

 CSNH2 = CH3 C (OH) CH, CO2 C2 H5 



NH — C = S — NH2 and then water and alcohol 



breaking off it leaves CH3 C : CHC : O 



I 

 NH— C=S— N-H. 



The silver, copper, mercury, potassium, and sodium salts and the 

 methyl and ethyl esters were produced and described. The sulfur can 

 be removed from the thiomethjd-ura'cyl by bromin or by silver or 

 mercuric oxid. Thiomethyl-uracyl acetic acid, C7 Hg N2 SO3 , and its 

 ethyl ester were made b)^ using monochlor-acetic ester. 



In the formation of the esters an intermolecular change is supposed 



to take place and the formulae are written CH3 — C : CH • C : O 



I I 



N : C • N • H 

 I 

 S— R. 



