Journal of Chemical and Pharmaceutical Research (ISSN : 0975-7384)

header
Reach Us reach to JOCPR whatsapp-JOCPR +44 1625708989
All submissions of the EM system will be redirected to Online Manuscript Submission System. Authors are requested to submit articles directly to Online Manuscript Submission System of respective journal.

Original Articles: 2017 Vol: 9 Issue: 11

Facile, Stepwise and Diversity Oriented Synthesis of 3-(2-Oxo-2H-Chromen-3-yl)-1-Phenyl-1H-Pyrazole-4-Carbaldehydes

Abstract

3-Acetyl-2H-chromen-2-ones (1) when treated with phenylhydrazine in acetic acid gave 3-(1-(2-phenylhydrazono)ethyl)-2H-chromen-2-one (2) which on Vilsmeier-Haack formylation yielded the title compound, 3-(2-oxo-2H-chromen-3-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde (3). Alternatively, 3 could also be prepared in a stepwise manner by treating 1 with DMF-DMA to yield 3-(3-(dimethylamino)acryloyl)-2H-chromen-2-one (4) followed by reaction with phenylhydrazine leading to 3-(1-phenyl-1H-pyrazol-3-yl)-2H-chromen-2-one 5 and its subsequent treatment with the Vilsmeier-Haack reagent. Also, 3 could be prepared in an yet another alternative method by treating 2 with DMF-DMA to yield 5 followed by Vilsmeier-Haack formylation of the latter.