Synthesis of mono- and symmetrical di-N-hydroxy- and N-aminoguanidines.
Novel mono- and symmetrical di-N-hydroxy- and N-aminoguanidines were readily prepared from the reaction of diverse hydroxylamines or hydrazines with reagent classes di(benzotriazol-1-yl)methanimine 6, (bis-benzotriazol-1-yl-methylene)amines 8a,b, benzotriazole-1-carboxamidines 10a-i, benzotriazole-1-carboximidamides 11a,b, and N'-hydroxy-1H-1,2,3-benzotriazole-1-carboximidamide 18. The preparation is described for a variety of N-hydroxy- and N-aminoguanidines with different substitution patterns in good yields.
Katritzky
Alan R
AR
Center for Heterocyclic Compounds, University of Florida, Department of Chemistry, Gainesville, FL 32611-7200, USA. katritzky@chem.ufl.edu
Khashab
Niveen M
NM
Bobrov
Sergey
S
Yoshioka
Megumi
M
D002625:Chemistry, Organic / Q000379:methods*; D006146:Guanidines / Q000138:chemical synthesis / Q000737:chemistry*; D006834:Hydrazines / Q000737:chemistry; D019811:Hydroxylamine / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry
D006146:Guanidines; D006834:Hydrazines; D014230:Triazoles; C029424:hydrazine; D019811:Hydroxylamine; C062817:N-hydroxy-N'-aminoguanidine; C012771:benzotriazole; C004479:pimagedine