Process for the preparation of 4-quinolinones

Details Process for the preparation of 4-quinolinones Process for the preparation of 4-quinolinones

1984-09-20

1986-06-03

Daus, Donald G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

564442, 560 43, C07D21518, C07D21522

Patent

active

045931011

ABSTRACT:
1,2,3,4-Tetrahydro-4-quinolinone of formula: ##STR1## are prepared from a 3-anilinopropionic acid of formula: ##STR2## which is treated successively with phosgene, phosgene in the presence of dimethylformamide, a Lewis acid or a strong acid, and a base. In the formula (I) and (II), R denotes a hydrogen atom, a halogen atom or an alkyl (1 to 4 carbon atoms) or alkoxy (1 to 4 carbon atoms) radical, and R.sub.1 denotes a hydrogen atom or an alkyl radical (1 to 4 carbon atoms). The compounds of formula I are useful as intermediates in the production of known drugs.

REFERENCES:
Johnson-J. Amer. Chem. Soc. 71, pp. 1901-1905 (1949).
Elderfield, J. Amer. Chem. Soc. 68, pp. 1259-1263 (1946).
Hashimoto, CA: 86: 190461x (1977).
Green, "Protective Groups in Organic Synthesis", pp. 250, 251, 285.

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