

SYNTHESIS OF N-BENZYLIDENE- AND N-ALKYLIDENE(3,3-DIALKYL-3,4-DIHYDROISOQUINOLIN-1(2H)-YLIDENE)ACETOHYDRAZIDES VIA THE RITTER REACTION

Abstract
The Ritter cyclocondensation of 2-methyl-1-phenylpropan-2-ols with cyanoacetohydrazide hydrazones in PhMe–H2SO4 medium at 60–70°С for 20 min resulted in the formation of N-benzylidene- and N-alkylidene(3,3-dialkyl-3,4-dihydroisoquinolin-1(2H)-ylidene)acetohydrazides. The product of β-C-carbamoylation of the enamine moiety was also obtained.
Keywords
cyanoacetylhydrazide hydrazones; 3,4-dihydroisoquinolines; enamines; Ritter cyclization.
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv