Potassium Iodide → HCID 19092812, compound

HRID 487708Notes

Reaction equation

HRID 487708 reaction equation
Cl[CH2:2][C:3]1[N:4]=[C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][C:11]=3[CH:12]=2)[S:6][CH:7]=1.[I-].[K+].[C:20]([NH2:24])([CH3:23])([CH3:22])[CH3:21]>CN(C)C=O.[Cl-].[Na+].O>[C:20]([NH:24][CH2:2][C:3]1[N:4]=[C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][C:11]=3[CH:12]=2)[S:6][CH:7]=1)([CH3:23])([CH3:22])[CH3:21]

Participants

6

Reactant 3

HCID 4875Potassium IodideHCID 6385Tert-ButylamineHCID 19092807HCID 19092807, compound

Product 1

HCID 19092812HCID 19092812, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

A mixture of 4-chloromethyl-2-(5-hydroxybenzofuran-2-yl)thiazole (1.38 g), potassium iodide 0.58 g) and tert-butylamine (6 ml) in N,N-dimethylformamide (6 ml) was stirred overnight at ambient temperature, poured into brine and extracted with ethyl acetate. The extract was washed with water and brine. The solution was dried over magnesium sulfate and concentrated under reduced pressure. The resulting precipitate were washed with ethyl acetate to give 4-(tert-butylaminomethyl)-2-(5-hydroxybenzofuran-2-yl)thiazole (1.18 g).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water and brine
  3. dry with materialThe solution was dried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. washThe resulting precipitate were washed with ethyl acetate

Sources & evidence

ORD record
ord-25ad997b63864e9cb3ed6e03e868c9f5
Source dataset
uspto-grants-1994_03
Patent number
US05296495

Reaction notes

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