Sodium Hydroxide → 5-(N-Methylamino)methylimidazo[5,1-b]thiazole

HRID 1376601Notes

Reaction equation

HRID 1376601 reaction equation
[CH3:1][N:2]([CH2:9][C:10]1[N:17]2[C:13]([S:14][CH:15]=[CH:16]2)=[CH:12][N:11]=1)C(=O)C(F)(F)F.[OH-].[Na+]>CO>[CH3:1][NH:2][CH2:9][C:10]1[N:17]2[C:13]([S:14][CH:15]=[CH:16]2)=[CH:12][N:11]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 229167005-(N-methyl-N-trifluoroacetylamino)methylimidazo[5,1-b]thiazole

Product 1

HCID 212624035-(N-Methylamino)methylimidazo[5,1-b]thiazoleYield 109.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 394 mg (1.49 mmol) of the above-obtained 5-(N-methyl-N-trifluoroacetylamino)methylimidazo[5,1-b]thiazole in 3 ml of methanol was added 3 ml of a 10% aqueous solution of sodium hydroxide, and the mixture was stirred at room temperature for 1 hour. The methanol was distilled off under reduced pressure. The resultant was extracted three times with chloroform. The organic layer was dried over anhydrous potassium carbonate, and concentrated under reduced pressure to give 272 mg of the title compound as an oil.

Workup

  1. distillationThe methanol was distilled off under reduced pressure
  2. extractionThe resultant was extracted three times with chloroform
  3. dry with materialThe organic layer was dried over anhydrous potassium carbonate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b23bb46eae8742218a636a1c5b8af5e5
Source dataset
uspto-grants-1997_09
Patent number
US05663162

Reaction notes

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