Reacción #2006477

Ecuación de reacción

compound 4a

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

hydrogen chloride

methanol

→

desired compound 5a

Rendimiento 68.0%

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

Rendimiento 68.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe solution was refluxed for 90 min
2. 2
   ExtracciónThe solution was extracted with ethyl acetate (3×30 mL)
3. 3
   Lavadowashed with brine
4. 4
   Secadodried over magnesium sulphate

Procedimiento

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).

Fuente