Sodium Bicarbonate → HCID 22449471, compound

HRID 2186866Notes

Reaction equation

HRID 2186866 reaction equation
C([NH:4][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:14]=1[C:13](=[O:15])[CH2:12][CH2:11][CH:10]2[N:16]1[C:24](=[O:25])[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17]1=[O:26])(=O)C.C(=O)(O)[O-].[Na+]>Cl>[NH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:14]=1[C:13](=[O:15])[CH2:12][CH2:11][CH:10]2[N:16]1[C:24](=[O:25])[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17]1=[O:26]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 22449495HCID 22449495, compound

Product 1

HCID 22449471HCID 22449471, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The compound prepared in (1) above (339 mg) was added to 10 ml of 1 N hydrochloric acid and heated under reflux for 1 hour. The mixture was cooled to room temperature, alkalinized with the addition of sodium bicarbonate, and extracted with chloroform. The extract was washed with water and saturated brine in this order, and dried over anhydrous sodium sulfate. The solvent was evaporated and the residue was subjected to silica gel column chromatography using hexane-ethyl acetate (4:1) as an eluant to obtain fractions containing the target compound. The fractions were concentrated to produce 190 mg of the title compound.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 1 hour
  3. extractionextracted with chloroform
  4. washThe extract was washed with water and saturated brine in this order
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was evaporated
  7. customto obtain fractions
  8. additioncontaining the target compound
  9. concentrationThe fractions were concentrated

Sources & evidence

ORD record
ord-325e5a8dd3974abd9d59eff1942abf91
Source dataset
uspto-grants-2002_06
Patent number
US06407115B1

Reaction notes

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