Clean and Green Approach for One-pot Synthesis of Pyrazines from Ethylenediamine and 1, 2-Diketone or Its Analogues Under Neat Reaction Condition

Author(s): Pranab Ghosh*, Rakesh Ranjan Chakraborty

Journal Name: Letters in Organic Chemistry

Volume 14 , Issue 8 , 2017

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Graphical Abstract:


Background: Compounds having N-heterocyclic moieties are of huge importance in the field of agrochemical, pharmaceutical, biological, fragrances, etc. Due to a lot of applications associated with pyrazine moieties, their synthesis has always been important for organic chemists.

Method: Surfeit synthetic methodologies are documented in literature. Most of the methodologies used expensive solvents, harmful metal catalyst and all suffer from rigorous work-up procedures. An efficient, environmentally benign methodology, needs to be developed. We mixed ethylenediamine (2mmol) with 1,2-diketone(1mmol), later, α-hydroxy ketone and α-bromo ketone on magnetic stirrer at room temperature under neat reaction condition for 5 to 10 hrs.

Results: After purification by column chromatography using silica gel(60-120 mesh) and pet-ether, ethylacetate mixture as eluent, we achieved pyrazine derivatives from moderate to high yield.

Conclusion: Efficient and clean procedure for one-pot preparation of pyrazines from ethylenediamine and 1,2-diketones or with α-hydroxy ketone or with α-bromo ketone has been carried out under neat reaction condition at room temperature. Environmentally benign process furnishing moderate to excellent yields of the product and simple work-up giving pure products are special features of this reaction.

Keywords: 1, 2-Diketone, ethylenediamine, environmentally benign process, pyrazine, moieties, column chromatography.

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Article Details

Year: 2017
Page: [566 - 570]
Pages: 5
DOI: 10.2174/1570178614666170609072519
Price: $65

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