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

Authors

  • Александр Г. Михайловский Perm State Pharmaceutical Academy, 2 Polevaya St., Perm 614990, Russia
  • Евгения C. Погорелова Perm State Pharmaceutical Academy, 2 Polevaya St., Perm 614990, Russia
  • Наталия Н. Першина Perm State Pharmaceutical Academy, 2 Polevaya St., Perm 614990, Russia

DOI:

https://doi.org/10.1007/5452

Keywords:

cyanoacetylhydrazide hydrazones, 3, 4-dihydroisoquinolines, enamines, Ritter cyclization.

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.

Author Biographies

Александр Г. Михайловский, Perm State Pharmaceutical Academy, 2 Polevaya St., Perm 614990, Russia

The chief of department for general chemistry, professor

Евгения C. Погорелова, Perm State Pharmaceutical Academy, 2 Polevaya St., Perm 614990, Russia

аспирант кафедры общей и органической химии

Наталия Н. Першина, Perm State Pharmaceutical Academy, 2 Polevaya St., Perm 614990, Russia

доцент кафедры общей и органической химии

Published

2020-05-28

Issue

Section

Original Papers