Sodium Hydroxide → HCID 178515826, compound

HRID 865104Notes

Reaction equation

HRID 865104 reaction equation
[OH-].[Na+].Br.Cl.C([O:13][C:14]1[C:15]2[CH2:16][C:17]3[S:21][C:20]([CH2:22][C:23]4[N:24]=[CH:25][NH:26][CH:27]=4)=[N:19][C:18]=3[C:28]=2[CH:29]=[CH:30][CH:31]=1)(=O)C1C=CC=CC=1>CO>[OH:13][C:14]1[C:15]2[CH2:16][C:17]3[S:21][C:20]([CH2:22][C:23]4[N:24]=[CH:25][NH:26][CH:27]=4)=[N:19][C:18]=3[C:28]=2[CH:29]=[CH:30][CH:31]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178419582HCID 178419582, compound

Product 1

HCID 178515826HCID 178515826, compoundYield 39.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1 ml of a 5N aqueous sodium hydroxide solution was added to a solution of 0.358 g of 7-benzoyloxy-2-(4-imidazolylmethyl)-8H-indeno[1,2-d]thiazole hydrochloride-hydrobromide obtained in Example 27a in methanol (10 ml), and the mixture was stirred at room temperature for 30 minutes. After evaporation of the solvent, the residue was acidified with 1N hydrochloric acid, neutralized with sodium bicarbonate and then extracted with chloroform-methanol. The organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated, and the resultant crude crystals (0.20 g) were recrystallized from ethanol to obtain 77 mg of 7-hydroxy-2-(4-imidazolylmethyl)-8H-indeno[1,2-d]thiazole.

Workup

  1. customAfter evaporation of the solvent
  2. extractionextracted with chloroform-methanol
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated
  5. customthe resultant crude crystals (0.20 g) were recrystallized from ethanol

Sources & evidence

ORD record
ord-4633514f6f934a7f828b081d64600576
Source dataset
uspto-grants-1996_10
Patent number
US05565479

Reaction notes

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