Hydrochloric Acid → HCID 178486765, compound

HRID 747488Notes

Reaction equation

HRID 747488 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:17])=[C:7]([C:12]([O:14]CC)=[O:13])[CH:8]=[N:9]2)=[CH:4][C:3]=1[O:18][CH3:19].[OH-].[Na+].Cl>O>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([OH:17])=[C:7]([C:12]([OH:14])=[O:13])[CH:8]=[N:9]2)=[CH:4][C:3]=1[O:18][CH3:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178469612HCID 178469612, compound

Product 1

HCID 178486765HCID 178486765, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred solution of 23.57 g of ethyl 7-fluoro-4-hydroxy-6-methoxyquinoline-3-carboxylate in 71 cm3 of an aqueous 5N sodium hydroxide solution is brought to 100° C. for 3 hours. After cooling to ambient temperature, the reaction medium is acidified by adding 32.5 cm3 of an aqueous 37% hydrochloric acid solution. After addition of 150 cm3 of water, the precipitate obtained is filtered off and the solid is washed with water. After drying in the open air, 22 g of 7-fluoro-4-hydroxy-6-methoxyquinoline-3-carboxylic acid are obtained, in the form of a cream solid which melts at 275° C.

Workup

  1. customthe precipitate obtained
  2. filtrationis filtered off
  3. washthe solid is washed with water
  4. dry with materialAfter drying in the open air, 22 g of 7-fluoro-4-hydroxy-6-methoxyquinoline-3-carboxylic acid
  5. customare obtained, in the form of a cream solid which melts at 275° C.

Sources & evidence

ORD record
ord-5f3f58f7a9844565b7d3db29096e3b6c
Source dataset
uspto-grants-2008_07
Patent number
US07396934B2

Reaction notes

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