Preparation of 2-azidoquinoline-3-carboxaldehyde has been attempted and its tautomerism has been discussed. The reactivity of 2-azidoquinoline-3-carboxaldehyde towards primary amines, hydrazines and active methylene compounds has been investigated. Analytical and spectroscopic measurements have assisted the assignment of appropriate structures to the new reaction products.
BhanumathiN., RaoK. R., SatturP. B., Heterocycles, 1986, 24(6), 1683.
17.
SaskiT., KenamatsuK., and MurataM., Tetrahedron, 1972, 28, 2382.
18.
KappeTh., PfanschlagerA., and StadlbauerW., Synthesis, 1989, 666.
19.
MahranM.R., AbdouW. M., and Abdel RahmamN. M., Chem. Indy, 1990, 233.
20.
JohnsonR. Aw., Mass spectrometry for organic compounds, Cambridge, Cambridge University Press, 1972, pp. 72.
21.
StadlbauerW., and HojasG., J. Chem. Soc. Perkin Trans I, 2000, 2085.
22.
KoldobskiiG.I., OstrovskiiV. A., and PoplavskiiV. S., Khim. Geterotsikl. Soedin, 1981, (10), 1299.
23.
BugalhoS.C. S., SerraA. C., LapiniskiL., CristianaM. L. S., and FaustoR., Phys. Chem., 2002, 4, 1725.
24.
MavromoustakesT., KolocourisA., ZervouM., RoumeliotiP., MatsoukasJ., and WeismannR., J. Med. Chem., 1999, 42, 1714.
25.
TamuraY., WatanabeF., NakataniT., YasuiK., FujiM., KomurasakiT., TsuzukiH., MackawaR., YoshiokaT., KawadaK., SugitaK., and OhtaniM., J. Med. Chem., 1998, 41, 640.
26.
El-SayedO.A., Al-TurkiT. M., Al-DaffiriH. M., Al-BassamB. A., and HusseinM. E., Boll. Chim. Farm., 2004, 143(6), 227.
27.
SandmannG., SchneiderC., and BogerP., Z. Naturforsch. C, 1996, 51, 534.
28.
KoklobskiiG.I., OstraovskiiV. A., and PoplavskiiV. S., Khim. Geter. Soeden, 1981, 10, 1299.
29.
Zhao-XuC., and HemingX., Int. J. Quantum Chem., 2000, 79, 350.
30.
AltomareA., CascaranoG., GiacovazzoC., and GualiardiA., BurlaM. C., PolidoriG., and CamalliM., J. Appl. Cryst., 1994, 27, 435.
31.
MackayS., GilmoreC. J., EdwardsC., StewartN., and ShanklandK., 1999, MaXus Computer Program for the Solution and Refinement of Crystal Structures. Bruker Nonius, The Netherlands, MacScience, Japan and The University of Glasgow.
32.
JohnsonC.K., 1976, ORTEP-I I, A Fortran Thermal-Ellipsoid Program, Report ORNL-5138.Oak Ridge National Laboratory, Oak Ridge, Tennessee, USA.
33.
Meth-CohnO., NarineB., and TamowskiB. A., J. Chem. Soc. Perkin Trans I, 1981, 1520.