Acetic Acid → HCID 54717195, compound

HRID 2058190Notes

Reaction equation

HRID 2058190 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH3:13])[N:11]=2)[C:6]([O:14]CC)=[C:5]([C:17]([O:19]CC)=[O:18])[C:4]1=[O:22])[CH3:2].[OH-].[Na+].C(O)C.C(O)(=O)C>O>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH3:13])[N:11]=2)[C:6]([OH:14])=[C:5]([C:17]([OH:19])=[O:18])[C:4]1=[O:22])[CH3:2]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 13952733HCID 13952733, compound

Product 1

HCID 54717195HCID 54717195, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture of 1 g. of 1-ethyl-1,2-dihydro-4-ethoxy-7-methyl-2-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester (prepared as in Example 14) in 15 ml. of 20% aqueous sodium hydroxide containing 5 ml. of ethanol was heated under reflux for 4 hours. The mixture was cooled and was acidified with glacial acetic acid and was diluted with water. The precipitate which formed was collected, air dried and was recrystallized from ethanol to afford 0.3 g. of the title compound, m.p. 162°-5° C.

Workup

  1. additionA stirred mixture of 1 g
  2. temperatureunder reflux for 4 hours
  3. temperatureThe mixture was cooled
  4. customThe precipitate which formed
  5. customwas collected
  6. customair dried
  7. customwas recrystallized from ethanol
  8. customto afford 0.3 g

Sources & evidence

ORD record
ord-b35c35fa995b4e60a116aad89e16271a
Source dataset
uspto-grants-1980_07
Patent number
US04215123

Reaction notes

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