title: Preparation of pyrazine carboxamides: a reaction involving N-heterocyclic carbene (NHC) intermediates.
abstract: In the reactions of 2,3-pyrazinedicarboxylic anhydride with amines and anilines, pyrazine carboxamides are formed in good to excellent yields. A mechanism is proposed involving ring opening of the anhydride and decarboxylation of the heterocyclic ring. Based on other similar heterocyclic decarboxylations, this suggests the involvement of an N-heterocyclic carbene intermediate leading to the product.
authors.affiliation: Department of Chemistry and Biochemistry, Northern Illinois University , DeKalb, Illinois 60115, United States.
authors.forename: Rajasekhar Reddy
authors.initials: RR
authors.lastname: Naredla
authors.forename: Barada P
authors.initials: BP
authors.lastname: Dash
authors.forename: Douglas A
authors.initials: DA
authors.lastname: Klumpp
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D000588:Amines / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry; D015394:Molecular Structure; D011719:Pyrazines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000577:Amides; D000588:Amines; D000814:Aniline Compounds; D011719:Pyrazines; C030011:carbene; D008697:Methane