Réaction #2006477

Équation de réaction

compound 4a

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

hydrogen chloride

methanol

→

desired compound 5a

Rendement 68.0%

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

Rendement 68.0%

Conditions de réaction

Traitement

1. 1
   TempératureThe solution was refluxed for 90 min
2. 2
   ExtractionThe solution was extracted with ethyl acetate (3×30 mL)
3. 3
   Lavagewashed with brine
4. 4
   Séchagedried over magnesium sulphate

Mode opératoire

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).

Source