ACETO ACETIC ESTER 7} 



EPSTEIN, W., 1885. 



Ann. Chem. 231, 1-36 ; J. Chem. Soc 50, 257 ; Ber. 19. 18 (C) ; 

 Bull. Soc. chim. 46, 435. 



Condensation of Cinnamaldehyde with Ammonia and Acetoacetic 



Ester. 



These substances condense to form benzylidenedihydrocoUidin-dicar- 

 boxylic ester which melts at 148° to 149° and which can be oxidized 

 to benzylidene-collidin-dicarboxylic acid, 



CH : CHCe H^ 



I 

 C 



/\ 

 CO2HC CCO2H + 2H2O, 



1 I 



CH3 C CCH:^ 



\ / 



N 

 which melts at 218° to 219° When anhydrous it melts at 24 iT The 

 potassium salt may be oxidized by potassium permanganate to lutidin- 

 tricarboxylic acid which is different from the one described by Hantzsch 

 in Ber. 15, 2915 and 17, 290S. By reduction it gives lutidin which is 

 «-«'-dimethylpyridine, an isomer of Hantzsch' s lutidin. 



ENQELMANN, FRANZ, 1885, 



Ann. Chem. 231, 37-71 ; Ber. 19. 16 (C) ; J. Chem. Soc. 50, 258 ; Jsb. 

 Chem. 1885, 1357 ; Bull. Soc. chim. 46, 437. 



Action of Homologues of Acetaldehyde on Ammonia and 

 Acetoacetic Ester. 



Hydroparvohn-dicarboxylic ester, C5NH2(CH3)2 C2H5 (C02C,H5)2 , 

 is formed from acetoacetic ester, propaldehyde and alcoholic ammonia, 

 it melts at 110° B3' oxidation it loses its two hydrogen atoms and 

 then by saponification parvolin-dicarboxylic acid, C5 N (CH3)2 C2 H5 

 (C02H)2, is formed which melts at 289° to 290.° Parvolin, C5 NH2 

 (CH3)2C2H5, boils at 186° and has a specific gravity of .916 

 at 14 Hydroisopropjd-lutidiudicarboxylic ester, C5 NH2 (CH3 )2 C3 Hy 

 (CO2 C2 Hj), , obtained by using isobutylaldehyde melts at 97 From 



