Ethanol → HCID 13952733, compound

HRID 2058188Notes

Reaction equation

HRID 2058188 reaction equation
[Na].[CH2:2]([OH:4])[CH3:3].[CH2:5]([N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH3:17])[N:15]=2)[C:10](Cl)=[C:9]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:8]1=[O:24])[CH3:6]>O>[CH2:5]([N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([CH3:17])[N:15]=2)[C:10]([O:4][CH2:2][CH3:3])=[C:9]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:8]1=[O:24])[CH3:6]

Participants

5

Reactant 3

HCID 702EthanolHCID 5360545SodiumHCID 12818638HCID 12818638, compound

Product 1

HCID 13952733HCID 13952733, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 0.11 g. (0.005 g. atoms) of sodium in 20 ml. of ethanol was added 1.47 g. (0.005 mole) of 1-ethyl-1,2-dihydro-4-chloro-7-methyl-2-oxo-1,8-naphthyridine-3-carboxylic acid, ethyl ester. The mixture was heated under reflux for 4 hours. The mixture was cooled and was diluted with water. The precipitate which formed was collected, air dried and was recrystallized from heptane to give 0.5 g. of the title compound, m.p. 77°-9° C.

Workup

  1. temperatureThe mixture was heated
  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 heptane
  8. customto give 0.5 g

Sources & evidence

ORD record
ord-c9fcfb5adcba4b1ab1302744174808ef
Source dataset
uspto-grants-1980_07
Patent number
US04215123

Reaction notes

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