Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system
Patent
1989-12-06
1990-07-10
Berch, Mark L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Four or more ring nitrogens in the bicyclo ring system
C07D23732, C07D23734
Patent
active
049407910
ABSTRACT:
This invention relates to a process for the production of phthalazineacetic acid ester derivatives of the formula ##STR1## wherein R is (C.sub.1 -C.sub.4)alkyl which comprises reacting (Z)-3-oxo-1(3H)-isobenzofuranylideneacetic acid with hydrazine in the presence of a solvent; reacting the resulting mixture of the novel compound 1-hydrazino-1,2,3,4-tetrahydro-4-oxo-phthalazineacetic acid and 3,4-dihydro-4-oxo-phthalazineacetic acid with acid in the presence of a solvent; and reacting the resulting 3,4-dihydro-4-oxo-phthalazineacetic acid with acid in the presence of an alcohol.
This invention also relates to the novel compound 1-hydrazino-1,2,3,4-tetrahydro-4-oxo-phthalazineacetic acid of the formula ##STR2## which is an intermediate formed in the process of this invention and which is useful for the production of phthalazineacetic acid ester derivatives of formula IV. The compounds of formula IV are useful for the preparation of certain heterocyclic oxophthalazinyl acetic acids and esters thereof.
REFERENCES:
patent: 4251528 (1981-02-01), Brittain et al.
Schroeder et al., Condensation of Phthalideneacetic Acid with Napthalenes to Form Benzopyrenequinones, J. Amer. Chem. Soc., 78, 446 (1956).
Vaughn et al., The Preparation of Some Phthalazines and Related Substances, J. Amer. Chem. Soc., 68, 1314 (1946).
Foldeak et al., Phthalazines and Related Heterocycles, IX, Derivatives of 4(3H)-Phthalazone-4-acetic Acid, Chem. Abs. 72:100626p (1970), abstract for Khim.-Farm. Zh, 3(12), 5 (1969).
Sinay, Jr. Terry G.
Sysko Robert J.
Benson Gregg C.
Berch Mark L.
Lumb J. Trevor
Pfizer Inc.
Richardson Peter C.
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