Sodium Hydroxide → HCID 178465840, compound

HRID 1956423Notes

Reaction equation

HRID 1956423 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]2[C:11](=[N:12][C:13]=1[CH3:14])[N:10]=[CH:9][C:8]([C:15]([O:17]CC)=[O:16])=[C:7]2[OH:20])[CH3:2].[OH-].[Na+]>O>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]2[C:11](=[N:12][C:13]=1[CH3:14])[N:10]=[CH:9][C:8]([C:15]([OH:17])=[O:16])=[C:7]2[OH:20])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178469690Ethyl 6-ethoxy-4-hydroxy-7-methyl-1,8-naphthyridine-3-carboxylate

Product 1

HCID 178465840HCID 178465840, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl 6-ethoxy-4-hydroxy-7-methyl-1,8-naphthyridine-3-carboxylate (10.0 g), 5M sodium hydroxide solution (200 ml), IMS (64 ml) and water (64 ml) was boiled under reflux for 2 hours. The mixture was cooled to ambient temperature and then filtered. The residue was dissolved in water, acidified to pH5 with glacial acetic acid and filtered. The residue was triturated with hot IMS, cooled and filtered to give 6-ethoxy-4-hydroxy-7-methyl-1,8-naphthyridine-3-carboxylic acid, m.p. 259°-261° C.

Workup

  1. temperatureunder reflux for 2 hours
  2. filtrationfiltered
  3. dissolutionThe residue was dissolved in water
  4. filtrationfiltered
  5. customThe residue was triturated with hot IMS
  6. temperaturecooled
  7. filtrationfiltered

Sources & evidence

ORD record
ord-05f54d0b57cd484ba60a97b16ca7c485
Source dataset
uspto-grants-1998_07
Patent number
US05780482

Reaction notes

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