反应详情

温度

0 °C

To a solution of 2-(aminomethyl)-5-methyl-pyrazine (3.69 g, 30 mmol) and Rhodanine (3.59 g, 27 mmol) in acetonitrile (100 mL) was added DIPEA (10.45 mL, 60 mmol) at room temperature. Then, this solution was cooled to 0° C. and mercuric chloride (8.15 g, 30 mmol) was added in two portions within 10 min. After addition, the suspension was allowed to warm to room temperature and stirred for 3 days. The resulting black solids were filtered through a plug of celite and washed with acetonitrile (1.0 L) and ethyl acetate (500 mL). The combined solvents were removed under the vacuum and the crude residue was dissolved in acetonitrile (25 mL) at hot condition. After cooling in the refrigerator overnight, the solids were collected by filtration and washed with acetonitrile. After drying in air, 1.5 g (25% yield) of 2-[(5-methyl-pyrazin-2-ylmethyl)-amino]-thiazol-4-one was isolated as a white solid: HRES(+) m/e calcd for C9H10N4OS (M+H)+223.0648, found 223.0648.

1. additionAfter addition
2. temperatureto warm to room temperature
3. filtrationThe resulting black solids were filtered through a plug of celite
4. washwashed with acetonitrile (1.0 L) and ethyl acetate (500 mL)
5. customThe combined solvents were removed under the vacuum
6. dissolutionthe crude residue was dissolved in acetonitrile (25 mL) at hot condition
7. temperatureAfter cooling in the refrigerator overnight
8. filtrationthe solids were collected by filtration
9. washwashed with acetonitrile
10. customAfter drying in air