Hydrochloric Acid → HCID 9815348, compound

HRID 1090303Notes

Reaction equation

HRID 1090303 reaction equation
C1(=O)[N:5]([O:6][CH2:7][C:8]2[N:9]([O:29]C(C3C=CC=CC=3)C3C=CC=CC=3)[CH:10]=[C:11]([O:15]C(C3C=CC=CC=3)C3C=CC=CC=3)[C:12](=[O:14])[CH:13]=2)C(=O)C2=CC=CC=C12.Cl>C(O)(=O)C>[NH2:5][O:6][CH2:7][C:8]1[N:9]([OH:29])[CH:10]=[C:11]([OH:15])[C:12](=[O:14])[CH:13]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11388071HCID 11388071, compound

Product 1

HCID 9815348HCID 9815348, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 38.6 g of 2-phthalimidooxymethyl-1,5-dibenzhydryloxy-4-pyridone, 220 ml of glacial acetic acid and 48 ml of concentrated hydrochloric acid were added, and the mixture was reacted at 100° C. for 3 hours. After completion of the reaction, the reaction solution was concentrated. To the concentrated solution, 240 ml of water was added, and insoluble matters were separated by filtration. The insoluble matters were washed with 80 ml of water, and the filtrate and the washing solution were put together. Then, a powder of sodium carbonate was added thereto to adjust the pH to 3.0, whereupon precipitates were collected by filtration. A powder of sodium carbonate was further added to the filtrate to adjust the pH to 5.2, and the mixture was stirred for 2 hours and then left to stand overnight in a refrigerator. Precipitated crystals were collected by filtration, and the crystals were washed with water and then dried to obtain 8.1 g of the above identified compound as a slightly yellowish white product. The IR and NMR spectra of the compound thus obtained, agreed with those obtained in Example 1.

Workup

  1. customthe mixture was reacted at 100° C. for 3 hours
  2. customAfter completion of the reaction
  3. concentrationthe reaction solution was concentrated
  4. additionTo the concentrated solution, 240 ml of water was added
  5. custominsoluble matters were separated by filtration
  6. washThe insoluble matters were washed with 80 ml of water
  7. additionThen, a powder of sodium carbonate was added
  8. customwhereupon precipitates
  9. filtrationwere collected by filtration
  10. additionA powder of sodium carbonate was further added to the filtrate
  11. waitleft
  12. waitto stand overnight in a refrigerator
  13. customPrecipitated crystals
  14. filtrationwere collected by filtration
  15. washthe crystals were washed with water
  16. customdried
  17. customto obtain 8.1 g of the
  18. customThe IR and NMR spectra of the compound thus obtained
  19. customthose obtained in Example 1

Sources & evidence

ORD record
ord-94d7a772b62f47219a1fcb6c1f317d47
Source dataset
uspto-grants-1992_01
Patent number
US05081248

Reaction notes

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