ACETO ACETIC ESTER 73 



EPSTEIN, W., 1885. 



Ann. Chem. 231, 1-36 ; J. Chem. Soc 5<> 257 ; Ber. 19, 18 (C) ; 

 Bull. Soc. chim. 46, 435. 



Condensation of Cinnamaldehyde with Ammonia and Acetoacetic 



Ester. 



These substances condense to form benzylidenedihydrocollidin-dicar- 

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

 to benzylidene-collidin-dicarboxylic acid, 



CH : CHC 6 H 5 



C, 

 /\ 

 C0 2 HC CC0 2 H + 2H 2 O , 



CH 3 C CCH 3 



\ / 



N 



which melts at 218 to 219 When anhydrous it melts at 241. 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, 2908. By reduction it gives lutidin which is 

 #-a'-dimethylpyridine, an isomer of Hantzsch' s lutidin. 



ENGELMANN, FRANZ, 1885, 



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

 Chem. 1885, J 357 1 Bull. Soc. chim. 46, 437. 



Action of Homologues of Acetaldehyde on Ammonia and 

 Acetoacetic Ester. 



Hydroparvolin-dicarboxylic ester, C 5 NH 2 (CH 3 ) 2 C 2 H 5 (CO 2 C 2 H 5 ) 2 , 

 is formed from acetoacetic ester, propaldehyde and alcoholic ammonia, 

 it melts at 110 By oxidation it loses its two hydrogen atoms and 

 then by saponification parvolin-dicarboxylic acid, C 5 N (CH 3 ) 2 C 2 H 5 

 (CO 2 H) 2 , is formed which melts at 289 to 290. Parvolin, C 5 NH 2 

 (CH 3 ) 2 C 2 H 5 , boils at 186 and has a specific gravity of .916 

 at 14 Hydroisopropyl-lutidindicarboxylic ester, C 5 NH 2 (CH 3 ) 2 C 3 H 7 

 (CO 2 C 2 H 5 ) 2 , obtained by using isobutylaldehyde melts at 97 From 



