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Preparation of halogenated quinolonecarboxylic acids

Assignee: United States, ENERGY THE, Department of
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Filing: 1985-07-12
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Granted: 1987-07-14
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Expires: 2005-07-12
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Abstract

Abstract The invention is a process of making the compounds of the structure ##STR1## wherein R is alkyl with 1-3 carbon atoms, 2-fluoroethyl, phenyl or cyclopropyl, X is halogen, and X 1 and X 2 each independently is hydrogen or halogen. The compounds are useful as intermediates for quinoline antibacterial compounds.

Inventors

  • 👤 Klaus Grohe

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 11:46
CPC Classifications
C; C07; C07D; C07D215/00; C07D215/02; C07D215/16; C07D215/48; C07D215/54; C07D215/56; A; A61; A61P; A61P31/00; A61P31/04; C07C; C07C255/00; C07C45/00; C07D261/00; C07D261/02; C07D261/06; C07D261/08

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 87 words
In the preparation of a halogenated quinolonecarboxylic acid of the formula ##STR17## in which R is alkyl with 1-3 carbon atoms, 2- fluoroethyl, phenyl, methoxy or cyclopropyl, X is halogen, and X 1 and X 2 each independently is hydrogen or halogen, wherein the compound ##STR18## in which X 3 is halogen, and R, X, X 1 and X 2 are as defined above, is condensed to form a cyclic product of the structure ##STR19## and such cyclic product is hydrolyzed, the improvement wherein Q is --C═N.
Claim 2
Dependent Claim 87 words
In the preparation of a halogenated quinolonecarboxylic acid of the formula ##STR17## in which R is alkyl with 1-3 carbon atoms, 2- fluoroethyl, phenyl, methoxy or cyclopropyl, X is halogen, and X 1 and X 2 each independently is hydrogen or halogen, wherein the compound ##STR18## in which X 3 is halogen, and R, X, X 1 and X 2 are as defined above, is condensed to form a cyclic product of the structure ##STR19## and such cyclic product is hydrolyzed, the improvement wherein Q is --C═N.
Claim 3
Dependent Claim 17 words
The process according to claim 1, wherein the condensation is effected in the absence of a base.
Claim 4
Dependent Claim 38 words
The process according to claim 1, wherein the condensation is effected in the presence of a base selected from a sodium or potassium alcoholate of an alcohol containing 1 to 4 carbon atoms or sodium or potassium carbonate.

References Cited (Backward Citations)

US4544658A Cited
US4529725A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-07-13 1991-01-12 1991-07-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-07-13 1995-01-12 1995-07-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-07-13 1999-01-12 1999-07-14 $7700.00 Window Closed / Lapsed

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