Sodium Hydroxide → HCID 10138547, compound

HRID 967785Notes

Reaction equation

HRID 967785 reaction equation
[OH-].[Na+].[OH:3][C:4]1([CH2:22][N:23]([CH3:34])[C:24]2[CH:33]=[CH:32][C:27]([C:28]([O:30]C)=[O:29])=[CH:26][CH:25]=2)[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=2)[CH2:6][CH2:5]1>CO>[OH:3][C:4]1([CH2:22][N:23]([CH3:34])[C:24]2[CH:25]=[CH:26][C:27]([C:28]([OH:30])=[O:29])=[CH:32][CH:33]=2)[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][C:15]([S:18]([CH3:21])(=[O:19])=[O:20])=[CH:16][CH:17]=2)[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22930209HCID 22930209, compound

Product 1

HCID 10138547HCID 10138547, compoundYield 88.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

An aqueous 2N sodium hydroxide solution (3.4 mL) was added to methanol (20 mL) solution of the compound (0.78 g) obtained in Step 2 and heated under reflux for three hours. The solvent was removed under reduced pressure and to the residue was added with ether and water to be separated. The aqueous layer was washed with ether and the remaining aqueous layer adjusted to pH 5 to 7 with 3N hydrochloric acid and stirred at 50° C. for thirty minutes. The precipitate was collected by filtration and washed with water and then dried under reduced pressure to obtain the titled compound (0.67 g) as crystals.

Workup

  1. temperatureheated
  2. temperatureunder reflux for three hours
  3. customThe solvent was removed under reduced pressure and to the residue
  4. additionwas added with ether and water
  5. customto be separated
  6. washThe aqueous layer was washed with ether
  7. filtrationThe precipitate was collected by filtration
  8. washwashed with water
  9. customdried under reduced pressure

Sources & evidence

ORD record
ord-269e8f4c2c214952b031cffce07b0d91
Source dataset
uspto-grants-2005_10
Patent number
US06956046B2

Reaction notes

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