Hydrochloric Acid → HCID 21519202, compound

HRID 1283008Notes

Reaction equation

HRID 1283008 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].C([N:10]([CH2:19][CH:20]1[O:25][CH2:24][CH2:23][NH:22][CH2:21]1)[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][CH3:18])[CH:12]=1)(=O)C.Cl.[OH-].[Na+]>>[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[CH3:18][O:17][C:13]1[CH:12]=[C:11]([CH:16]=[CH:15][CH:14]=1)[NH:10][CH2:19][CH:20]1[O:25][CH2:24][CH2:23][NH:22][CH2:21]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21519206HCID 21519206, compound

Product 1

HCID 21519202HCID 21519202, compound

Procedure

A mixture of 2-(N-acetyl-3-methoxyanilino)methylmorpholine oxalate (2 g.) and concentrated hydrochloric acid (25 ml.) is heated under reflux for 24 hours. The solution is cooled, diluted with ice (25 g.) basified with sodium hydroxide solution and then extracted with ether (2 × 100 ml.). The ethereal extract is dried over anhydrous sodium sulphate, filtered and concentrated to about 25 ml. On addition of an ethereal solution of oxalic acid there is obtained 2-(3-methoxyanilino)methylmorpholine oxalate, m.p. 156°-157°C. The corresponding maleate at 145°-147°C. (decomposition).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 24 hours
  3. temperatureThe solution is cooled
  4. extractionextracted with ether (2 × 100 ml.)
  5. extractionThe ethereal extract
  6. dry with materialis dried over anhydrous sodium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated to about 25 ml
  9. additionOn addition of an ethereal solution of oxalic acid

Sources & evidence

ORD record
ord-f169c30c12234957abe443f8ecb6d36d
Source dataset
uspto-grants-1976_08
Patent number
US03974156

Reaction notes

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