Synthesis and Reaction of 1,5-dinitriles with HBr. a: X = NMe, b: X = S

January 03, 2024

• Title:       

  Synthesis and Reaction of 1,5-dinitriles with HBr. a: X = NMe, b: X = S

• Image Source:

  Synthesis of 6-Amino-2-bromo-4-hydroxynicotinaldehyde derivatives

• Mark:

  Scheme 1

• Associated context:

  The reaction of 1,5-dinitriles with HBr is known to give 2- bromopyridine derivatives,10–12 and it has been well documented for aliphatic,10 aromatic,11 and heterocyclic11c,12  dinitriles. Treatment of compounds 4a and 4b with cy-  anoacetic acid pyrazolide 513 was found to yield 1,5-dinitriles 6a and 6b, respectively (Scheme 1). It should be noted that the pyrazolide 5 was widely used for the acylation of various amines and for the preparation of a range of cyanoacetamide derivatives.14