Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1994-06-07
1995-11-14
Rotman, Alan L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
546261, 546281, 546283, 546284, 546294, 546296, C07D21357, C07D21384, C07D21385
Patent
active
054668123
ABSTRACT:
A process for preparing pyridones of the formula I ##STR1## where R.sup.1 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.7 -cycloalkyl, C.sub.3 -C.sub.4 -alkenyl or substituted or unsubstituted phenyl,
R.sup.2 is cyano, carbamoyl, carboxyl, C.sub.1 -C.sub.6 -alkoxycarbonyl, substituted or unsubstituted C.sub.1 -C.sub.6 -alkanoyl, substituted or unsubstituted benzoyl, halogen or nitro,
R.sup.3 is hydrogen, and
R.sup.4 is substituted or unsubstituted C.sub.1 -C.sub.12 -alkanoyl, C.sub.1 -C.sub.12 -alkoxycarbonyl, substituted carbamoyl, substituted or unsubstituted C.sub.1 -C.sub.12 -alkylsulfonyl, C.sub.5 -C.sub.7 -cycloalkylsulfonyl, substituted or unsubstituted arylsulfonyl or hetarylsulfonyl, substituted or unsubstituted arylcarbonyl or hetarylcarbonyl, or R.sup.3 and R.sup.4 together with the nitrogen atom joining them together are a heterocyclic radical,
comprises reacting the carbonyl compounds of the formulae II and III ##STR2## where Y is oxygen or imino and one of the radicals X.sup.1 and X.sup.2 is a radical of the formula NH--NR.sup.3 R.sup.4 and the other is C.sub.1 -C.sub.6 -alkoxy, and R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each as defined above, in a diluent in the presence or absence of a base.
REFERENCES:
Polish Journal of Chemistry 58, Studies in the Field of Nitrogen Heterocyclic Compounds. Part XVI. A Novel "Dimroth Type" Rearrangement of some 1-amino-2-pyridone Derivatives, Roman Balicki, pp. 85-95, (1984).
Chemical Abstracts, vol. 83, No. 17, Oct. 27, 1975, AN 147421k, p. 494.
Chemical Abstracts, vol. 92, No. 25, Jun. 23, 1980, AN 215333w, p. 616.
Chemical Abstracts, vol. 114, No. 8, Feb. 25, 1991, AN 64264u, p. 113.
Beckmann Stefan
Schefczik Ernst
BASF - Aktiengesellschaft
Rotman Alan L.
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