Protocol for synthesis of di- and tri-substituted s-triazine derivatives

Ayman El-Faham; Anamika Sharma; Muhammad Farooq; Zainab Almarhoon; Rakia Abd Alhameed; Mohammad A M Wadaan; Beatriz G de la Torre; Fernando Albericio

doi:10.1016/j.mex.2020.100825

Protocol for synthesis of di- and tri-substituted s-triazine derivatives

MethodsX. 2020 Feb 20:7:100825. doi: 10.1016/j.mex.2020.100825. eCollection 2020.

Authors

Ayman El-Faham^{1

2}, Anamika Sharma³, Muhammad Farooq⁴, Zainab Almarhoon¹, Rakia Abd Alhameed¹, Mohammad A M Wadaan⁴, Beatriz G de la Torre⁵, Fernando Albericio^{1

3

6}

Affiliations

¹ Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia.
² Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Alexandria 21321, Egypt.
³ School of Chemistry and Physics, University of KwaZulu-Natal, University Road, Westville, Durban 4001, South Africa.
⁴ Department of Zoology, Bioproducts Research Chair, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia.
⁵ KRISP, College of Health Sciences, University of KwaZulu-Natal, Westville, Durban 4001, South Africa.
⁶ Department of Organic Chemistry, CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, University of Barcelona, Martí i Franqués 1-11, Barcelona 08028, Spain.

Abstract

The present protocol describes the synthesis of di and tri-substituted s-triazine derivatives•s-Triazine undergoes sequential nucleophilic substitution reaction but order of nucleophile is very crucial.•It is very difficult to substitute any nucleophile except amine once amine is incorporated onto s-triazine.•During the synthesis of O,N-type substituted s-triazine, always O-type should be incorporated first.

Keywords: Alcohol; Amines; Cyanuric chloride; Nucleophilic substitution; Orthogonal chemoselectivity.