Hydrochloric Acid → 1-Cyclopropyl-6,7,8-trifluoro-5-ethyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

HRID 2396972Notes

Reaction equation

HRID 2396972 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([CH2:17][CH3:18])[C:10]([F:16])=[C:11]([F:15])[C:12]=3[F:14])[C:7](=[O:19])[C:6]([C:20]([O:22]CC)=[O:21])=[CH:5]2)[CH2:3][CH2:2]1.Cl.O>C(O)(=O)C>[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([CH2:17][CH3:18])[C:10]([F:16])=[C:11]([F:15])[C:12]=3[F:14])[C:7](=[O:19])[C:6]([C:20]([OH:22])=[O:21])=[CH:5]2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 23359004HCID 23359004, compound

Product 1

HCID 146512631-Cyclopropyl-6,7,8-trifluoro-5-ethyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acidYield 91.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Employing ethyl 1-cyclopropyl-6,7,8-trifluoro-5-ethyl-1,4-dihydro-4 -oxoquinoline-3-carboxylate (5 g), conc. hydrochloric acid (11 ml), water (4.4 ml) and acetic acid (44 ml), the procedure of Reference Example 23 is repeated to give 1-cyclopropyl-6,7,8-trifluoro-5-ethyl-1,4-dihydro-4 -oxoquinoline-3-carboxylic acid (4.2 g), as white powder, m.p. 197°-198° C.

Sources & evidence

ORD record
ord-6d6f8a8251494cf9ab0fe4425ec02dc3
Source dataset
uspto-grants-1996_02
Patent number
US05495020

Reaction notes

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