Chichibabin reaction

Details Chichibabin reaction Chichibabin reaction

1989-07-26

1991-03-26

Bond, Robert T.

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

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

546159, 546193, 546264, 546279, 546304, 546309, 546310, 546311, 546326, 546330, 544326, C07D23941, C07D21373

Patent

active

050030698

ABSTRACT:
In a Chichibabin amination of a nitrogen-containing heterocyclic 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 three cases.

REFERENCES:
patent: 2456379 (1948-12-01), Cislak et al.
patent: 2768078 (1956-10-01), Reynolds et al.
patent: 4386209 (1983-05-01), McGill et al.
Pozharskii et al., "Russ. Chem. Rev.", vol. 47, pp. 1042-1060 (1978).
"Chemisches Zentralblatt"(1915) pp. 1064-1065, abstracting, Chichibabin and Seide, J. Russ. Phys. Chem. Soc., 46, 1216 (1914).
Novikov, Pozharskii & Doron'kin, Translated from Khim. Geterotsikl. Soedin., No. 2, 244 (1976).
Levitt & Levitt, Chem. & Ind., 1621-1622 (1963).
Abramovitch, Advan. Heterocycl. Chem., 6, 274-300 (1966).
Abramovitch, Helmer and Saha, Chem. & Ind., No. 16, 659-660 (1964).
Abramovitch, Helmer and Saha, Can. J. Chem., 43, 424-731 (1965).
Morrison & Boyd, "Organic Chemistry", 3rd ed. (1976) p. 1015.
Klingsberg, Ed, "Pyridine and its Derivatives", Part III (1962) pp. 3-5.
Organic Reactions, vol. I (Wiley) (1942) pp. 92-104.

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