Chichibabin reaction

Details Chichibabin reaction Chichibabin reaction

1982-04-08

1983-05-31

Bond, Robert T.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546297, 546304, 546309, 546310, C07D21373

Patent

active

043862098

ABSTRACT:
In a Chichibabin amination of a pyridine base by sodamide in an organic solvent, the improvement comprising conducting the reaction under pressure of at least about 50 psi in the gas phase above the reaction mixture and adding ammonia to the mixture sufficient to produce a partial pressure of ammonia of at least about 5 psi in the gas phase. Preferred temperature and pressure ranges are disclosed, as are catalysts and other preferred steps for practicing the reaction. Significant results are obtained including improved and changed yields from those classically expected in Chichibabin aminations, including new compositions of matter in at least one case.

REFERENCES:
Chichibabin et al., "J. Russ. Phys. Chem. Soc.", vol. 46, pp. 1216-1236 (1914).
Novikov et al., "Khim. Get. Soedin".
Abramovitch et al., "Chem. and Industry", (1964) pp. 659-660.
Abramovitch et al., "Can. J. Chem.", vol. 43, No. 4, pp. 725-731 (1965).
Abramovitch, "Advances in Heterocyclic Chem.", vol. 6, pp. 294-295 (1966).
Vadja et al., "Reg. Trav. Chim.", vol. 80, pp. 47-54 (1961).

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