تفاعل #165684

معادلة التفاعل

solution

4-bromo-2,2,5,5-tetramethyldihydrofuran-3(2H)-one

thiourea

triethylamine

→

title compound

4,4,6,6-tetramethyl-4,6-dihydrofuro[3,4-d]thiazol-2-amine

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was heated
2. 2
   درجة الحرارةat reflux overnight
3. 3
   درجة الحرارةcooled
4. 4
   تركيزconcentrated under reduced pressure
5. 5
   workup.ADDITIONThe residue was diluted with water (25 mL)
6. 6
   استخلاصextracted with ethyl acetate (3×50 mL)
7. 7
   تجفيفThe combined organic extracts were dried (Na2SO4)
8. 8
   ترشيحfiltered
9. 9
   تركيزconcentrated
10. 10
    أخرىThe residue was purified by column chromatography (SiO2, 0-5% methanol in CH2Cl2)

الإجراء التجريبي

To a solution of Example 248A (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 heated at reflux overnight, then 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 CH2Cl2) to afford the title compound. MS (ESI+) m/z 199 (M+H)+.

المصدر