Nicotinohydrazide.

ABSTRACT: The title mol-ecule (alternative name: pyridine-3-carbohydrazide; C(6)H(7)N(3)O) was obtained from the reaction of ethyl nicotinate with hydrazine hydrate in methanol. In the amide group, the C-N bond is relatively short, suggesting some degree of electronic delocalization in the mol-ecule. The stabilized conformation may be compared with those of isomeric compounds picolinohydrazide (pyridine-2-carbohydrazide) and isonicotinohydrazide (pyridine-4-carbohydrazide). In the title isomer, the pyridine ring forms an angle of 33.79 (9)° with the plane of the non-H atoms of the hydrazide group. This lack of coplanarity between the hydrazide functionality and the pyridine ring is considerably greater than that observed in isonicotinohydrazide (dihedral angle = 17.14°), while picolinohydrazide is almost fully planar. The title isomer forms inter-molecular N-H⋯O and N-H⋯N hydrogen bonds, which stabilize the crystal structure.

SUBMITTER: Priebe JP 

PROVIDER: S-EPMC2915351 | biostudies-literature | 2007 Dec

REPOSITORIES: biostudies-literature