6-Hydrazono-pyrido[2,1-b] quinazoline-11 ones

Details 6-Hydrazono-pyrido[2,1-b] quinazoline-11 ones 6-Hydrazono-pyrido[2,1-b] quinazoline-11 ones

1981-10-02

1983-07-26

Daus, Donald G.

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

Organic compounds

Four or more ring nitrogens in the bicyclo ring system

544245, 544247, C07D48704, C07D48714

Patent

active

043955495

ABSTRACT:
Intermediates useful in the preparation of Rutecarpine and Rutecarpine derivatives are disclosed as well as a process for the preparation of said intermediates having the following formula: ##STR1## wherein R, R.sup.1 and R.sup.2 are the same or different and stand for hydrogen, halogen, nitro, carboxy, nitrile, alkoxy containing 1 to 4 carbon atoms, alkoxycarbonyl containing 1 to 4 carbon atoms in the alkoxy group, alkyl containing 1 to 4 carbon atoms, amino or hydroxy or R and R.sup.1 together stand for methylenedioxy, R.sup.2 stands for hydrogen, R.sup.3 represents hydrogen or alkyl containing 1 to 4 carbon atoms, R.sup.4 stands for phenyl, phenyl substituted by 1 to 3 same or different substituents selected from the group of halogen(s), alkyl, and alkoxy containing 1 to 4 carbon atoms, phenyloxy, hydroxy, nitro, amino, cyano, carboxy, alkoxycarbonyl having 1 to 4 carbon atoms, alkanoyl having 1 to 4 carbon atoms, methylenedioxy, trifluoromethyl, phenyl and dialkylamino having 1 to 4 carbon atoms in the alkyl part or naphthyl and the dotted line indicated an optional double bond. Also pharmaceutically acceptable acid addition and quaternary ammonium salts are disclosed.

REFERENCES:
patent: 3141043 (1964-07-01), McBee
patent: 4220771 (1980-09-01), Hermecz et al.
patent: 4234586 (1980-11-01), Hermecz et al.
Mosby, Heterocyclic Systems With Bridgehead Nitrogen Atoms, vol. 2, 1153-1159, Interscience Publishers Inc., New York, 1961.
Chem. Ber. 68, 2221, 1935.
J. Chem. Soc., 4694, 1956.
Chem. Ber. 95, 2182, 1962.
J. Am. Chem. Soc., 99, 2306-2309, 1979.
Smith, "The Chemistry of Open-Chain Organic Nitrogen Compounds", vol. II, pp. 172, 207, W. A. Benjamin, Inc., New York, (1966).

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