Hydrochloric Acid → 2-Ethyl-5-(thiazol-2-ylamino)phenol

Reaction equation

Br[C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[NH2:7][C:8]1[CH:9]=[CH:10][C:11]([CH2:15][CH3:16])=[C:12]([OH:14])[CH:13]=1.Cl>CCO>[CH2:15]([C:11]1[CH:10]=[CH:9][C:8]([NH:7][C:2]2[S:3][CH:4]=[CH:5][N:6]=2)=[CH:13][C:12]=1[OH:14])[CH3:16]

Participants

Conditions

Temperature: 90 °C

Procedure

Following the general procedure for the synthesis of 2-R-5-(thiazol-2-ylamino)phenol, 2-bromothiazole (0.35 mL, 3.86 mmol), 5-amino-2-ethylphenol (265 mg, 1.93 mmol) and 37% HCl solution (0.32 mL, 3.86 mmol) in 10% aqueous EtOH solution (10 mL) was stirred at 90° C. for 24 h. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 6/4) in 69% yield (292 mg).