Sodium Hydroxide → HCID 59007067, compound

HRID 130404Notes

Reaction equation

HRID 130404 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:11]=[C:10]([S:12]([O:15]C3C=CC=CC=3)(=[O:14])=[O:13])[CH:9]=[CH:8][CH:7]=2)=[CH:2]1.[OH-].[Na+:23]>C(O)C>[Na+:23].[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:11]=[C:10]([S:12]([O-:15])(=[O:14])=[O:13])[CH:9]=[CH:8][CH:7]=2)=[CH:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59007072HCID 59007072, compound

Product 1

HCID 59007067HCID 59007067, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of phenyl 6-(3-thienyl)-2-pyridinesulfonate (D8) (634 mg, 2 mmol) and aqueous sodium hydroxide solution (1M, 12 ml) in ethanol (20 ml) was stirred at 60° C. for 18 hours. After cooling to room temperature the solution was concentrated in vacuo. The resulting residue was diluted with water, the pH was adjusted to pH 4-5 with 1M hydrochloric acid and the solution was washed with diethyl ether. The aqueous phase was concentrated in vacuo and the residue purified by reverse phase C18 silica chromatography (water to 1:10 methanol:water) to afford the title product (D9). MS (ES−) m/e 240 [M−Na]−.

Workup

  1. temperatureAfter cooling to room temperature the solution
  2. concentrationwas concentrated in vacuo
  3. additionThe resulting residue was diluted with water
  4. washthe solution was washed with diethyl ether
  5. concentrationThe aqueous phase was concentrated in vacuo
  6. customthe residue purified by reverse phase

Sources & evidence

ORD record
ord-a616867af2b144f49e8bc7f201330d5a
Source dataset
uspto-grants-2008_06
Patent number
US07381728B2

Reaction notes

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