Process for preparing pyrone-3-carboxamide compounds

Details Process for preparing pyrone-3-carboxamide compounds Process for preparing pyrone-3-carboxamide compounds

1986-01-02

1988-04-19

Chan, Nicky

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549414, 549 60, 548247, 548246, 548245, 548236, 548233, 548198, 548195, 548180, 548139, 548136, 548128, 544400, 544382, 544353, 544310, 544283, 544238, C07D30932, C07D28512, C07D40312

Patent

active

047390832

ABSTRACT:
A new process for preparing a pyrone-3-carboxamide compound of the formula (IV): ##STR1## wherein R.sub.1 is aryl or heterocyclic group optionally substituted, R.sub.2 is alkyl, aralkyl or like group, comprising reacting a compound of the formula (I) or (I'): ##STR2## wherein R.sub.3 is dialkylamino group and n is 0 to 6, and R.sub.1 and R.sub.2 are as above,
with a compound of the formula (II): ##STR3## wherein R.sub.4 and R.sub.5 are hydrogen atom, alkyl or like group, or reacting a compound of the formula (III): ##STR4## wherein R.sub.6 is alkyl, aryl or like group, and R.sub.1 and R.sub.2 are as above,
with a compound of the formula (II) or diketene in the presence of a tertiary organic base.

REFERENCES:
patent: 4060533 (1977-11-01), Nadelson
Kato et al., Yakugakuzassi, 87 1212 (1967).
Toda et al., Chem. Pharm. Bull., 19 1477 (1971).
Kato et al., Chem. Pharm. Bull., 20 133 (1972).
Bauer et al., J. Heterocyclic Chem., 13, 291 (1976).
Dehmlow et al., Liebig Ann. Chem., 2062 (1982).
Sato et al., Chem. Pharm. Bull., 30 1315 (1982).
Yakugakuzassi, 101 40 (1981).
J. Org. Chem., 29 3548 and 3555 (1964).
J. Chem. Soc. (C), 186 (1966).

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