A single step conversion of aromatic aldehydes (1) into the corresponding nitriles (2) has been achieved in high yields using stoichiometric amounts of hydroxylamine hydrochloride, pyridine and formamide in refluxing xylene.
References
1.
(a). FriedrichK., WallensfelsK., In The Chemistry of Cyano Group; RappoportZ., Ed.; Wiley-Interscience: New York, 1970.
2.
MowryD. T., Chem. Rev., 1948, 42, 250.
3.
(a). FatiadiA. J., The Chemistry of triple-bonded functional group Part 2, Ed by PataiS., and RappoportZ., John Wiley and sons, New York, 1983, pp. 1057.
4.
StevensT. E., J. Org. Chem.1961, 26, 2531.
5.
PakuschJ., and RuchardtC., Chem. Ber., 1991, 124, 971.
6.
HarrisonI. T., HarrisonS., In Compendium of Organic Synthetic Methods, Interscience Publishers, New York, 1971, vol. I, pp. 457–458, 1972, vol. II, 185-192.
7.
(a). OlahG. A., NarangS. C., Garcia-LunaA., Synthesis, 1980, 659.
8.
SaednyaA., Synthesis, 1983, 748.
9.
KamalA., ArifuddinM., and Venugopal RaoN., Synth. Commun., 1998, 28, 4507.
10.
SabithaG., and SyamalaM., Synth. Commun., 1998, 28, 4577.
11.
Sampath KumarH. M., Subba ReddyB. V., Tirupathi ReddyP., YadhavJ. S., Synthesis, 1999, 586 and references cited therein.
Chapman and Hall, 6th Ed., Dictionary of Organic Compounds, 1996; C. J. Pouchert, The Aldrich Library of NMR Spectra Ed. II Vol. 2, 1983; C. J. Pouchert, J. Behuke, The Aldrich Library of NMR Spectra Ed. I Vol. 3, 1993.
