An expeditious synthetic protocol for chlorination of imidazole N-oxide: Synthesis of 2-chloroimidazoles. Issue 39 (27th September 2017)

• Record Type: Journal Article
• Authors: Hossain, Mossaraf; Pradhan, Kiran; Nanda, Ashis Kumar
• Is Part Of: Tetrahedron letters. Volume 58:Issue 39(2017)
• Page Start: 3772
• Page End: 3776
• Publication Date: 2017-09-27
• Subjects: Imidazole N-oxides -- 2-Chloroimidazole -- Oxalyl chloride; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2017.08.047
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Room temperature reaction. Expeditious, 10–20 mins. Wide substrate scope. Excellent yield. Abstract: An expeditious, one-pot and room temperature protocol is reported for the synthesis of 2-chloroimidazoles from imidazole N -oxide. Simple mixing of the imidazole N -oxide, derived easily from diacetyl monoxime via three-component reaction, with oxalyl chloride in an agate mortar and pestle in open air affords the desired products in excellent yields. In view of versatile applications of 2-chloroimidazoles and only two other methods are known in the literatures that suffer from certain drawbacks, the present protocol could be of importance.