Triethylamine → 4,4,6,6-Tetramethyl-4,6-dihydrofuro[3,4-d]thiazol-2-amine

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Reaction Steps

To a solution of Example 1A (10.0 g, 0.045 mol) in ethanol (100 mL) were added thiourea (3.8 g, 0.05 mol) and triethylamine (6.3 mL, 0.045 mol). The reaction mixture was refluxed overnight, cooled and concentrated under reduced pressure. The residue was diluted with water (25 mL) and extracted with ethyl acetate (3×50 mL). The combined organic extracts were dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography (SiO2, 0-5% methanol in dichloromethane) to afford 1.3 g (15%) of the title compound. MS (ESI+) m/z 199 (M+H)+

Provenance & Evidence