Synthesis, Characterization and Application of Poly(N,N'-dibromo-Nethylnaphthyl- 2,7-disulfonamide) as an Efficient Catalyst for the Acetylation and Deacetylation Reactions

Ardeshir      Khazaei; Shahnaz      Saednia; Liela      Roshani; Masoud      Kazem-Rostami; Abdolkarim      Zare

Abstract

In this work, a novel polymer namely poly(N,N'-dibromo-N-ethylnaphthyl-2,7-disulfonamide) (PBNS) is synthesized and characterized by studying its IR, ¹H NMR, ¹³C NMR and thermal gravimetric analysis (TGA). This polymer is utilized as a highly efficient, heterogeneous and recyclable N-bromo reagent to catalyze acetylation of various compounds such as alcohols, phenols, thiol and amine with acetic anhydride under solvent-free conditions, and also it worthily catalyzes deacetylation of acetate esters in aqueous media.

Keywords: Polymeric catalyzer, N-Halo reagent, acetylation, deacetylation, protection method.

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Letters in Organic Chemistry

Title:Synthesis, Characterization and Application of Poly(N,N'-dibromo-Nethylnaphthyl- 2,7-disulfonamide) as an Efficient Catalyst for the Acetylation and Deacetylation Reactions

Volume: 11 Issue: 3

Author(s): Ardeshir Khazaei, Shahnaz Saednia, Liela Roshani, Masoud Kazem-Rostami and Abdolkarim Zare

Affiliation:

Young Researchers Club and Elite, Takestan Branch, Islamic Azad University, Takestan, Iran.,Iran

Keywords: Polymeric catalyzer, N-Halo reagent, acetylation, deacetylation, protection method.

Abstract: In this work, a novel polymer namely poly(N,N'-dibromo-N-ethylnaphthyl-2,7-disulfonamide) (PBNS) is synthesized and characterized by studying its IR, ¹H NMR, ¹³C NMR and thermal gravimetric analysis (TGA). This polymer is utilized as a highly efficient, heterogeneous and recyclable N-bromo reagent to catalyze acetylation of various compounds such as alcohols, phenols, thiol and amine with acetic anhydride under solvent-free conditions, and also it worthily catalyzes deacetylation of acetate esters in aqueous media.

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Khazaei Ardeshir, Saednia Shahnaz, Roshani Liela, Kazem-Rostami Masoud and Zare Abdolkarim, Synthesis, Characterization and Application of Poly(N,N'-dibromo-Nethylnaphthyl- 2,7-disulfonamide) as an Efficient Catalyst for the Acetylation and Deacetylation Reactions, Letters in Organic Chemistry 2014; 11(3) . https://dx.doi.org/10.2174/15701786113106660085