Process for the preparation of 6-(3,4-dihydro-3-oxo-1,4(2H)-benzoxazin-7-yl)-2,3,4,5-tetrahydropyridazin-3-ones

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United States of America Patent

PATENT NO 5221742
SERIAL NO

07631550

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Abstract

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The invention relates to a process for the synthesis of compounds of the formula I ##STR1## wherein R.sub.1 -R.sub.5 are as defined herein. The process is a multistep process which comprises acylating a 2-benzoxazolinone with an alkanoic anhydride to form an acylated carbamate, hydrolyzing the carbamate, reacting the resultant aminophenol with haloalkanoyl halide to form a substituted benzoxazine, reacting the benzoxazine with an aldehyde, alkylating the resultant aminomethyl compound with an alkylating agent to form a quaternary ammonium salt, reacting the salt with an alkali metal cyanide to form a nitrile, hydrolyzing the nitrile and reacting the resultant carboxylic acid with hydrazine. The compounds are useful as cardiotonic and vasodilating agents and as inhibitors of phosphodiesterase fraction III and platelet aggregation. In addition, the compounds are active as smooth muscle relaxants and bronchodilators.

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Patent Owner(s)

Patent OwnerAddress
ORTHO PHARMACEUTICAL CORPORATION A CORP OF DEROUTE 202 RARITAN NJ 08869

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Inventor(s)

Inventor Name Address # of filed Patents Total Citations
Combs, Donald W Piscataway, NJ 15 65
Demers, James P New York, NY 12 111

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