Sodium Phosphate, Dibasic → HCID 23500253, compound

HRID 1835871Notes

Reaction equation

HRID 1835871 reaction equation
C1(C)C=CC(S([N:10]([CH2:18][CH2:19][N:20](S(C2C=CC(C)=CC=2)(=O)=O)[CH2:21][CH2:22][N:23](S(C2C=CC(C)=CC=2)(=O)=O)[CH2:24][CH3:25])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][OH:17])(=O)=O)=CC=1.P([O-])([O-])(O)=O.[Na+].[Na+]>CO.[Na].[Hg]>[CH2:16]([OH:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][NH:10][CH2:18][CH2:19][NH:20][CH2:21][CH2:22][NH:23][CH2:24][CH3:25]

Participants

5

Reactant 2

HCID 24203Sodium Phosphate, DibasicHCID 23500257HCID 23500257, compound

Product 1

HCID 23500253HCID 23500253, compound

Reagents, catalysts & solvents 2

HCID 9837419Sodium amalgamCatalystHCID 887MethanolSolvent

Procedure

About 8 g of 7,10,13-tri-p-toluenesulfonyl-7,10,13-triazapentadecaneol was added to 3.9 g of sodium hydrogen phosphate and 66 g of sodium amalgam in 250 ml of methanol. The mixture was stirred and refluxed for 40 hours. The mixture was cooled down and was filtered. The solvent was evaporated from the filtrate and to the residue 50 ml of CH2Cl2 and 50 ml of 2N HCl was added. After shaking, the acidic layer was separated and neutralized with 20% NaOH. From the mixture, water was evaporated under reduced pressure and to the residue was added 100 ml of methylene chloride. Next the inorganic salts were filtered off. About 2.6 g of crude product was transferred to the next step without further purification. The reaction is shown below.

Workup

  1. temperaturerefluxed for 40 hours
  2. temperatureThe mixture was cooled down
  3. filtrationwas filtered
  4. customThe solvent was evaporated from the filtrate and to the residue 50 ml of CH2Cl2 and 50 ml of 2N HCl
  5. additionwas added
  6. stirringAfter shaking
  7. customthe acidic layer was separated
  8. customFrom the mixture, water was evaporated under reduced pressure and to the residue
  9. additionwas added 100 ml of methylene chloride
  10. filtrationNext the inorganic salts were filtered off
  11. customAbout 2.6 g of crude product was transferred to the next step without further purification

Sources & evidence

ORD record
ord-13d20903667949fabcb9c26930255b9a
Source dataset
uspto-grants-2004_08
Patent number
US06774082B2

Reaction notes

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