Synthesis of Azlactones, Phenylpyruvic Acid and 1,2,4-Triazine Derivatives Under Microwave Irradiation

E.   S.H.   El Ashry; E.   S.   Ramadan; H.   A.   Hamid; M.      Hagar

doi:10.2174/1570178054406057

Abstract

Microwave (MW) irradiation has been used in each step for the transformation of acyl glycines 2 to 6-benzyl-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazin-5-one (7a), and its 4-phenyl derivatives 7b and 7c. The oxazolone 3a was also transformed to phenylpyruvic acid 5, whose thiosemicarbazone 6 can be cyclized to 7a under MW. Methylation of 7c gave the respective S- and / or N-methylated derivatives, 8 and 9, based on the reaction conditions.

Keywords: microwave, azlactones, triazine, thiosemicarbazone, phenylpyruvic acid

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Letters in Organic Chemistry

Title: Synthesis of Azlactones, Phenylpyruvic Acid and 1,2,4-Triazine Derivatives Under Microwave Irradiation

Volume: 2 Issue: 5

Author(s): E. S.H. El Ashry, E. S. Ramadan, H. A. Hamid and M. Hagar

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Keywords: microwave, azlactones, triazine, thiosemicarbazone, phenylpyruvic acid

Abstract: Microwave (MW) irradiation has been used in each step for the transformation of acyl glycines 2 to 6-benzyl-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazin-5-one (7a), and its 4-phenyl derivatives 7b and 7c. The oxazolone 3a was also transformed to phenylpyruvic acid 5, whose thiosemicarbazone 6 can be cyclized to 7a under MW. Methylation of 7c gave the respective S- and / or N-methylated derivatives, 8 and 9, based on the reaction conditions.

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El Ashry S.H. E., Ramadan S. E., Hamid A. H. and Hagar M., Synthesis of Azlactones, Phenylpyruvic Acid and 1,2,4-Triazine Derivatives Under Microwave Irradiation, Letters in Organic Chemistry 2005; 2 (5) . https://dx.doi.org/10.2174/1570178054406057