Process for the preparation of quinolin-4-ones

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D21522

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044120753

ABSTRACT:
1,2,3,4-Tetrahydroquinolin-4-ones of the formula: ##STR1## wherein R represents a hydrogen or halogen atom, an alkyl radical (1 to 4 carbon atoms), an alkoxy radical (1 to 4 carbon atoms) or the trifluoromethyl radical, and R.sub.1 represents a hydrogen atom, an alkyl radical (1 to 4 carbon atoms) or the trifluoromethyl radical, are prepared by cyclizing a 3-anilinopropionic acid of the formula: ##STR2## (wherein R and R.sub.1 are as hereinbefore defined) in a mixture of hydrofluoric acid and boron trifluoride.
The quinolinone products are useful intermediates in the synthesis of therapeutically active substances.

REFERENCES:
patent: 2558211 (1951-06-01), Elderfield et al.
patent: 3116295 (1963-12-01), Zerweck et al.
patent: 3567732 (1971-03-01), Joly et al.
I. G. Farbenind A. G., Chemical Abstracts, vol. 44, 4991.sup.5, (1937), (abstract of Fr. 806,715, 12/23/36).
Meyer et al., Chemical Abstracts, vol. 73, 66317x, (1970).
Takeshita et al., Chemical Abstracts, vol. 83, 149103g, (1975).

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