A Rapid, Green, Efficient Microwave-Assisted Synthesis and Antimicrobial Activity of Novel Glycinamide of 6,7-Dimethoxy-1, 2, 3, 4-Tetrahydroisoquinolines

Author(s): Subhash Chander, Penta Ashok, Rajnish Singh, Prabhat N. Jha, Sankaranarayanan Murugesan.

Journal Name:Current Microwave Chemistry

Volume 2 , Issue 1 , 2015

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Abstract:

A reliable, green and energy-efficient synthesis of a series of 1-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)- yl)-2-(phenylamino)ethanone is reported. The reaction conditions were optimized using the conventional and microwave synthetic approaches. The un-precedented displacement of the chloro group of 2-chloro-1-(6,7-dimethoxy-3,4- dihydroisoquinolin-2(1H)-yl)ethanone with substituted anilines under microwave solvent free condition afforded titled glycinamides in moderate to good yield (66-84 %) in a short reaction time (3-4.5 min). All the synthesized compounds were evaluated for in vitro antibacterial activity against three bacterial strains Escherichia coli, Pseudomonas putida and Staphylococcus aureus. Among all the tested compounds, four compounds 5c, 5f, 5i and 5k exhibited moderate to significant activity against all the three tested strains of bacteria.

Keywords: Chloroacetyl chloride, conventional, Escherichia coli, ethanone, microwave, Pseudomonas putida, Staphylococcus aureus, tetrahydroisoquinoline.

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Article Details

VOLUME: 2
ISSUE: 1
Year: 2015
Page: [44 - 52]
Pages: 9
DOI: 10.2174/221333560201150212105231