Sodium → HCID 70595120, compound

HRID 2058175Notes

Reaction equation

HRID 2058175 reaction equation
[Na:1].[CH2:2]([O:4][C:5]([C:7]1[C:8](=[O:21])[N:9]([CH2:19][CH3:20])[C:10]2[C:15]([C:16]=1[OH:17])=[CH:14][CH:13]=[C:12]([CH3:18])[N:11]=2)=[O:6])[CH3:3]>C(O)C>[Na:1].[CH2:2]([O:4][C:5]([C:7]1[C:8](=[O:21])[N:9]([CH2:19][CH3:20])[C:10]2[C:15]([C:16]=1[OH:17])=[CH:14][CH:13]=[C:12]([CH3:18])[N:11]=2)=[O:6])[CH3:3]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 54737589HCID 54737589, compound

Product 1

HCID 70595120HCID 70595120, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 0.23 g. (0.01 g. atoms) of sodium in 100 ml. of ethanol was added 2.76 g. (0.01 mole) of 1-ethyl-1,2-dihydro-4-hydroxy-7-methyl-2-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester prepared by the method of Example 1. The mixture was stirred at room temperature for 2 hours. The mixture was filtered and the filter cake was dissolved in boiling ethanol. After cooling, the solution was diluted with diethyl ether to the cloudy point. Further cooling produced a precipitate which was collected to give 1.1 g. of the title compound, m.p. >300° C.

Workup

  1. filtrationThe mixture was filtered
  2. dissolutionthe filter cake was dissolved
  3. temperatureAfter cooling
  4. additionthe solution was diluted with diethyl ether to the cloudy point
  5. temperatureFurther cooling
  6. customproduced a precipitate which
  7. customwas collected
  8. customto give 1.1 g

Sources & evidence

ORD record
ord-ccc47fb0256445fa9b488167c31ee6d9
Source dataset
uspto-grants-1980_07
Patent number
US04215123

Reaction notes

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