Sodium Hydroxide → HCID 12810686, compound

HRID 328569Notes

Reaction equation

HRID 328569 reaction equation
Cl[CH2:2][CH2:3][N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N:14]3[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]3)[N:12]=2)[C:7](=[O:21])[C:6]([C:22]([O:24]CC)=[O:23])=[CH:5]1.[OH-].[Na+]>C(O)(=O)C>[O:21]=[C:7]1[C:8]2[C:13](=[N:12][C:11]([N:14]3[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]3)=[CH:10][CH:9]=2)[N:4]([CH:3]=[CH2:2])[CH:5]=[C:6]1[C:22]([OH:24])=[O:23]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21442839HCID 21442839, compound

Product 1

HCID 12810686HCID 12810686, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 0.80 g of ethyl 1-(2-chloroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-1,8-naphthyridine-3-carboxylate was added 10 ml of a 10% aqueous solution of sodium hydroxide. The mixture was heated at 90° - 95° C for 30 minutes and neutralized with acetic acid under cooling. The resulting mixture was extracted with chloroform. The extract was washed with water and concentrated to leave a yellow solid which was collected and recrystallized from ethanol to give 0.56 g of the product as pale yellow needles, m.p. 238° - 239° C.

Workup

  1. temperatureThe mixture was heated at 90° - 95° C for 30 minutes
  2. temperatureunder cooling
  3. extractionThe resulting mixture was extracted with chloroform
  4. washThe extract was washed with water
  5. concentrationconcentrated
  6. customto leave a yellow solid which
  7. customwas collected
  8. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-647566058c24436cbae59d908b0ff370
Source dataset
uspto-grants-1977_04
Patent number
US04017622

Reaction notes

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