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Review
. 2020 Jul 1;10(42):24994-25012.
doi: 10.1039/d0ra04208k. eCollection 2020 Jun 29.

Two decades of the synthesis of mono- and bis-aminomercapto[1,2,4]triazoles

Sayed M Riyadh  1   2 , Sobhi M Gomha  2   3
Affiliations
Review

Two decades of the synthesis of mono- and bis-aminomercapto[1,2,4]triazoles

Sayed M Riyadh et al. RSC Adv. .

Abstract

4-Amino-5-mercapto[1,2,4]triazole and its 3-substituted derivatives have proven to be of biological interest and provide access to a new class of biologically active heterocyclic compounds for biomedical applications. This study will be helpful for scientific researchers interested in the chemistry of bifunctional versatile compounds as it provides a collection of all the methods for the preparation of 3-substituted-4-amino-5-mercapto[1,2,4]triazoles with aliphatic, aromatic, and heterocyclic moieties during the period from 2000 to mid-2020.

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Conflict of interest statement

The authors declare that there is no conflict of interests regarding the publication of this paper.

Figures

Chart 1
Chart 1. Examples of [1,2,4]triazole bearing drugs.
Chart 2
Chart 2. Structures of bis-[4-amino-5-mercapto[1,2,4]triazoles] (1) and 3-substituted-4-amino-5-mercapto[1,2,4]triazoles (2–4).
Scheme 1
Scheme 1. Synthesis of triazoles 2–4.
Scheme 2
Scheme 2. Synthesis of bis-triazoles 8 and 9.
Scheme 3
Scheme 3. Synthesis of bis-triazole 11.
Scheme 4
Scheme 4. Synthesis of triazoles 13.
Scheme 5
Scheme 5. Synthesis of bis-triazole 15.
Scheme 6
Scheme 6. Synthesis of triazole 17.
Scheme 7
Scheme 7. Synthesis of triazoles 21–23.
Scheme 8
Scheme 8. Synthesis of triazoles 2 and 3.
Scheme 9
Scheme 9. Synthesis of bis-triazole 27.
Scheme 10
Scheme 10. Synthesis of bis-triazole 29.
Scheme 11
Scheme 11. Synthesis of triazoles 4.
Scheme 12
Scheme 12. Synthesis of bis-triazoles 34 and 35.
Scheme 13
Scheme 13. Synthesis of bis-triazoles 38 and 39.
Scheme 14
Scheme 14. Synthesis of bis-triazoles 42 and 43.
Scheme 15
Scheme 15. Synthesis of triazoles 2–4.
Scheme 16
Scheme 16. Synthesis of bis-triazole 45.
Scheme 17
Scheme 17. Synthesis of bis-triazole 47.
Scheme 18
Scheme 18. Synthesis of bis-triazole 49.
See this image and copyright information in PMC

References

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