Sodium Hydroxide → HCID 9828275, compound

HRID 748496Notes

Reaction equation

HRID 748496 reaction equation
[F:1][C:2]1[CH:34]=[CH:33][C:5]2[S:6][C:7]([S:10]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]4[S:21][CH:22]=[C:23]([C:25]([O:27]C)=[O:26])[N:24]=4)=[CH:16][C:15]=3[S:29]([CH3:32])(=[O:31])=[O:30])(=[O:12])=[O:11])=[C:8]([CH3:9])[C:4]=2[CH:3]=1.[OH-].[Na+]>CO>[F:1][C:2]1[CH:34]=[CH:33][C:5]2[S:6][C:7]([S:10]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]4[S:21][CH:22]=[C:23]([C:25]([OH:27])=[O:26])[N:24]=4)=[CH:16][C:15]=3[S:29]([CH3:32])(=[O:31])=[O:30])(=[O:11])=[O:12])=[C:8]([CH3:9])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12148698HCID 12148698, compound

Product 1

HCID 9828275HCID 9828275, compoundYield 80.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into 45 mL of methanol was dissolved 954 mg of Compound 69, and 4.0 mL of 1 mol/L sodium hydroxide was added thereto. After 20 minutes of stirring under heating and refluxing, the solvent was removed by evaporation under reduced pressure, and the resulting residue was extracted with ether-water (1/1). To the aqueous layer was added 2 mol/L hydrochloric acid, and the precipitated crystals were washed with ether to obtain 746 mg of the title compound as colorless powder.

Workup

  1. additionwas added
  2. temperatureunder heating
  3. temperaturerefluxing
  4. customthe solvent was removed by evaporation under reduced pressure
  5. extractionthe resulting residue was extracted with ether-water (1/1)
  6. additionTo the aqueous layer was added 2 mol/L hydrochloric acid
  7. washthe precipitated crystals were washed with ether

Sources & evidence

ORD record
ord-a7b41dfb23dc4aa2b2da96d31acc6499
Source dataset
uspto-grants-2008_07
Patent number
US07399781B2

Reaction notes

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