Water → HCID 9813323, compound

HRID 496077Notes

Reaction equation

HRID 496077 reaction equation
[ClH:1].Cl.[CH3:3][NH:4][C:5]1([CH2:8][CH2:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[CH2:7][CH2:6]1.O.[OH-].[Na+].[C:19](=O)([O-])[O-].[Na+].[Na+]>CCOCC.O1CCOCC1>[ClH:1].[CH3:3][N:4]([CH3:19])[C:5]1([CH2:8][CH2:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[CH2:7][CH2:6]1

Participants

7

Reactant 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 9942941HCID 9942941, compound

Product 1

HCID 9813323HCID 9813323, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

1.5 g of the compound of Example 30 are dissolved in 10% aqueous sodium carbonate solution; the mixture is then extracted with ether, dried over sodium sulphate and concentrated to dryness. 1.17 ml of formol and 1.43 g of formic acid at 5° C. are then added to the residue obtained, followed by 0.15 ml of water. The mixture is heated at reflux for 5 hours, cooled to 50° C. and then made alkaline by the addition of 4N sodium hydroxide solution. Extraction with ether, followed by evaporation of the aqueous phase allows a residue to be obtained which is taken up in a mixture of 20 ml of ether and 3 ml of dioxane/4N hydrochloric acid. The mixture obtained is diluted with 50 ml of ether and stirred for 20 hours, and is then filtered and dried, allowing the expected product to be isolated.

Workup

  1. extractionthe mixture is then extracted with ether
  2. dry with materialdried over sodium sulphate
  3. concentrationconcentrated to dryness
  4. addition1.17 ml of formol and 1.43 g of formic acid at 5° C. are then added to the residue
  5. customobtained
  6. temperatureThe mixture is heated
  7. temperatureat reflux for 5 hours
  8. extractionExtraction with ether
  9. customfollowed by evaporation of the aqueous phase
  10. customto be obtained which
  11. customThe mixture obtained
  12. filtrationis then filtered
  13. customdried
  14. customto be isolated

Sources & evidence

ORD record
ord-6bfaa86c580c45db9723b5672df95718
Source dataset
uspto-grants-2005_09
Patent number
US06943184B2

Reaction notes

Loading…