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Facile Synthesis of Hydrazine Derivatives of 5H-Pyrrolo[3,4-b]pyrazine and 1H-Pyrrolo[3,4-b]quinoxaline

Olga V. Hordiyenko, Igor V. Rudenko, Irina A. Zamkova, Oleksandr V. Denisenko, Angelina V. Biitseva, Axelle Arrault, Andrei A. Tolmachev

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Abstract

A convenient and efficient route for the chemoselective synthesis of carbohydrazide, arenesulfonylhydrazide, and thiosemicarbazone derivatives of 5 H -pyrrolo[3,4- b ]pyrazine and 1 H -pyrrolo[3,4- b ]quinoxaline from the corresponding dinitriles and substituted hydrazines was elaborated. The synthesis of starting pyrazine-2,3-dicarbonitrile was sufficiently improved by using concentrated HCl as a catalyst.

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A convenient and efficient route for the chemoselective synthesis of carbohydrazide, arenesulfonylhydrazide, and thiosemicarbazone derivatives of 5 H -pyrrolo[3,4- b ]pyrazine and 1 H -pyrrolo[3,4- b ]quinoxaline from the corresponding dinitriles and substituted hydrazines was elaborated. The synthesis of starting pyrazine-2,3-dicarbonitrile was sufficiently improved by using concentrated HCl as a catalyst.

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Available abstract

A convenient and efficient route for the chemoselective synthesis of carbohydrazide, arenesulfonylhydrazide, and thiosemicarbazone derivatives of 5 H -pyrrolo[3,4- b ]pyrazine and 1 H -pyrrolo[3,4- b ]quinoxaline from the corresponding dinitriles and substituted hydrazines was elaborated. The synthesis of starting pyrazine-2,3-dicarbonitrile was sufficiently improved by using concentrated HCl as a catalyst.

Key concepts: Pyrazine, Chemistry, Quinoxaline, Hydrazine (antidepressant), Semicarbazone, Combinatorial chemistry, Catalysis, Stereochemistry

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Facile Synthesis of Hydrazine Derivatives of 5H-Pyrrolo[3,4-b]pyrazine and 1H-Pyrrolo[3,4-b]quinoxaline — Research Paper | ScholarLens