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Triazolo[4′,3′:4,5] [1,3,4]thiadiazolo[2,3-b]quinazolin-6-one

Triazolo[4′,3′:4,5] [1,3,4]thiadiazolo[2,3-b]chinazolin-6-on

  • Organische Chemie Und Biochemie
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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

3-Methyl-6H-[1,2,4]triazolo[4′,3′: 4,5] [1,3,4]thiadiazolo[2,3-b]quinazolin-6-one (6) has been synthesized by the condensation of isatoic anhydride (1) with 4-amino-5-mercapto-3-methyl-[1,2,4]triazole (2) and final cyclisation of the intermediate3 with POCl3 and PCl3. Alternatively6 could also be synthesized by the condensation of 3-amino-2-mercapto-3H-quinazolin-4-one (7) withN-carbethoxy hydrazine in presence of hydrochloric acid and final cyclisation of the intermediate8 with acetic acid. The structures have been confirmed on the basis of IR, PMR and analytical results.

Zusammenfassung

3-Methyl-6H-[1,2,4]triazolo[4′ ,3′ : 4,5] [1,3,4]thiadiazolo[2,3-b]chinazolin-6-on (6) wurde mittels Kondensation von Isatoesäureanhydrid (1) mit 4-Amino-5-mercapto-3-methyl[1,2,4]triazol (2) und anschließender Cyclisierung von Zwischenverbindung3 mit POCl3 und PCl3 dargestellt. Als Alternative konnte6 auch über die Kondensation von 3-Amino-2-mercapto-3H-chinazolin-4-on (7) mitN-Carbethoxyhydrazin in Gegenwart von HCl und anschließender Cyclisierung der Zwischenverbindung8 mit Essigsäure synthetisiert werden. Die Strukturen der Verbindungen wurden mittels IR,1H-NMR und Mikroanalyse nachgewiesen.

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Authors and Affiliations

  1. Department of Chemistry, Panjab University, 160014, Chandigarh, India

    H. K. Gakhar, Anju Jain, J. K. Gill & Shashi Bhushan Gupta

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  1. H. K. Gakhar
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  2. Anju Jain
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  3. J. K. Gill
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  4. Shashi Bhushan Gupta
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Gakhar, H.K., Jain, A., Gill, J.K. et al. Triazolo[4′,3′:4,5] [1,3,4]thiadiazolo[2,3-b]quinazolin-6-one. Monatsh Chem 114, 339–342 (1983). https://doi.org/10.1007/BF00798956

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  • DOI: https://doi.org/10.1007/BF00798956

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