Sodium Hydroxide → HCID 23686287, compound

HRID 330008Notes

Reaction equation

HRID 330008 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]([S:13][C:14]1[CH:23]=[CH:22][C:17]([C:18]([O:20]C)=[O:19])=[CH:16][CH:15]=1)[CH2:7][N:8]1[CH:12]=[CH:11][N:10]=[CH:9]1.[OH-].[Na+:25]>CO>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]([S:13][C:14]1[CH:23]=[CH:22][C:17]([C:18]([O-:20])=[O:19])=[CH:16][CH:15]=1)[CH2:7][N:8]1[CH:12]=[CH:11][N:10]=[CH:9]1.[Na+:25]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19870514HCID 19870514, compound

Product 1

HCID 23686287HCID 23686287, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

20 mg of methyl 4-[1-(2-thienyl)-2-(imidazol-1-yl)ethylthio]benzoate (prepared as described in Example 7) were dissolved in 116 μl of methanol, and 116 μl of a 1N aqueous solution of sodium hydroxide were added to the resulting solution. The mixture was then stirred at room temperature for 3 hours. The methanol was removed from the reaction mixture by distillation under reduced pressure, and the remaining solution was subjected to chromatography through a Lobar column (LiChroprep, trade mark, RP-8, size B, produced by Merck) to give 7 mg of the title compound as a colorless powder from the portion eluted with 30% v/v aqueous methanol.

Workup

  1. customThe methanol was removed from the reaction mixture by distillation under reduced pressure
  2. customthe remaining solution was subjected to chromatography through a Lobar column (LiChroprep, trade mark, RP-8, size B, produced by Merck)

Sources & evidence

ORD record
ord-d6406fd406914853ab4c16c0bee152f0
Source dataset
uspto-grants-1990_01
Patent number
US04894385

Reaction notes

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