ACETO ACETIC ESTER 91 



HANTZSCH, A. AND H. ZURCHER, 1887. 



Ber. 20, 1328-1332 ; Jsb. Chem. 1887, 1461 ; Bull. Soc. chim. 48,747. 



Polycoumarins. 



By treating polyhydric phenols with an excess of acetoacetic ester 

 and sulfuric acid, polycoumarins are formed. Di-methyl di-coumarin, 



( OOH * OTT ^ 

 C6H 2 < Q ^ ^Q > 2 , formed from acetoacetic ester and resorcin, 



Ce H 4 (OH) 2 , is a white powder almost insoluble in ordinary solvents, 

 soluble in alkalis from which solution acids precipitate di-methyl dicou- 



f OOTT OTTOO TT ^ 

 marie acid, C 6 H 2 < ^~ j 2 . Acetoacetic ester treated 



C OOTT OTT ^ 



with phloroglucin gives trimethyl tricoumarin, C&< X r?r? > 



1<J LO J 3 , 



which is also a powder difficultly soluble except in alkalis from which 

 solution the corresponding acid is obtained. These acids easily give 

 up water and are changed back into the lactones. 



DELISLE, A., 1887. 



Ber. 20, 2008 ; J. Chem. Soc. 52, 915 ; Jsb. Chem. 1887, I 7 I 9 J 

 Bull. Soc. chim. 48, 659. 



Action of Sulfur Dichlorid on Acetoacetic Ester. 

 Preliminary Notice. 



By treating acetoacetic ester with sulfur dichlorid, hydrochloric acid 

 was given off and the mixture solidified. The new substance, 

 CjoH^OeS, forms beautiful colorless crystals which are insoluble in 

 water but soluble in barium hydroxid, forming a barium salt. The 

 substance softens at 75 and melts at 90 to 91. 



BENDER, Q., 1887. 



Ber. 20, 2747-2752 ; J. Chem. Soc. 54. 53. 

 Action of Phenylhydrazin on Chloracetoacetic Ester. 



By this action a compound C 12 H I4 N 2 O 2 was formed, it is probable 

 that CH 3 C(N 2 HC 6 H 5 )CHC1C0 2 R is first formed which changes 

 first into CH 3 CH (N 2 C 6 H 5 ) CHC1CO 2 R and then into CH 3 C 

 (N 2 Ce H 5 ) : CHCO 2 R which is /?-phenylazocrotonic ester, melting at 

 50. 5. This can be reduced to phenylmethyl-pyrazolone. 



a-Naphthylamin and chloracetoacetic ester unite to form a compound 

 C I6 H I6 NO 2 C1, which melts at 75? 



