Reaktion #2006477

Reaktionsgleichung

compound 4a

4-[4,4-dimethyl-3-(3-hydroxypropyl)-5-imino-2-thioxo-1-imidazolidinyl]-2-trifluoromethyl-benzonitrile

hydrogen chloride

methanol

→

desired compound 5a

Ausbeute 68.0%

4-[4,4-dimethyl-3-(3-hydroxypropyl)-5-oxo-2-thioxo-1-imidazolidinyl]-2-trifluoromethyl-benzonitrile

Ausbeute 68.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe solution was refluxed for 90 min
2. 2
   ExtraktionThe solution was extracted with ethyl acetate (3×30 mL)
3. 3
   Waschenwashed with brine
4. 4
   Trocknendried over magnesium sulphate

Vorschrift

To a solution of compound 4a (627 mg, 1.7 mmol) in methanol (27 mL) was added 2N aqueous hydrogen chloride (5.2 mL). The solution was refluxed for 90 min and then poured in an ice/water solution. The solution was extracted with ethyl acetate (3×30 mL), washed with brine, and dried over magnesium sulphate to give 428 mg (68%) of desired compound 5a. 1H NMR (400 MHz, Acetone-d6) δ: 1.65 (s, 6H), 3.67 (q, 2H, J=5.7 Hz), 3.75 (t, 1H, J=5.01 Hz), 3.90 (m, 2H), 8.03 (d, 1H, J=6.4 Hz), 8.18 (s, 1H), 8.26 (d, 1H, J=8.26 Hz).

Quelle