Preparation of 2-chloro-3-cyano-quinolines

Details Preparation of 2-chloro-3-cyano-quinolines Preparation of 2-chloro-3-cyano-quinolines

1983-08-22

1985-09-10

Hollrah, Glennon H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546114, 260465E, 260465B, C07D21516

Patent

active

045407860

ABSTRACT:
A process is described for introducing nitrile groups to compounds susceptible to Vilsmeier formylation via two sequential reactions in a single reaction medium. In the first reaction, the susceptible compound is reacted with a Vilsmeier reagent in the presence of phosphorus oxychloride. In the second reaction, a hydroxylamine salt is introduced to the medium in the presence of at least an equivalent amount of phosphorus oxychloride.

REFERENCES:
Barnett et al., Can. J. Chem., vol. 58, pp. 409-411 (1980).
Meth-Cohn et al., "Tet. Letters", No. 23, pp. 2045-2048 (1978).
Meth-Cohn et al., "Tet. Letters", No. 33, pp. 3111-3114 (1978).
Meth-Cohn et al., Synthesis, Feb. 1980, pp. 133-135.
Meth-Cohn et al., J. Chem. Soc. Perkin Trans, pp. 1520-1543 (1981).
Ellingsfeld et al., Angew. Chem. 72, pp. 836-875 (1960).
J. March, Adv. Org. Chem., 2nd Ed., p. 827 (1977).
Dalcere, Tetrahedron Letters, vol. 22, No. 17, pp. 1599-1600 (1981).

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