反应详情

温度

0 °C

To a 0° C. suspension of the adduct, 2-cyano-3-mercapto-3-phenoxycarbonylaminoacrylimidic acid benzyl ester (282 g, 798 mmol) in acetonitrile (2 L) was added pyridine (129 mL, 1.60 mol). Next was added a solution of bromine (41.1 mL, 798 mmol) in acetonitrile (200 mL) over 15 minutes. The reaction was stirred at 0° C. for an additional 1 hour and then at ambient temperature for 2 hour. The mixture was placed in the refrigerator and held at 5° C. overnight. The solid product was filtered and washed with 0° C. ether (1 L), dried in the same funnel by drawing air through the solid for 4 hours. The solid was added to water (1 L), stirred vigorously for 1 hour, filtered and dried in the same funnel by drawing air through the solid overnight to afford a white solid (320 g pure though still containing some water) that was used, as is, in the next step. 1H NMR (400 MHz, DMSO) δ5.35 (s, 2H), 7.25-7.45 (m, 10H), 13.20 (broad s, 1H) ppm; MS (APCI, m/z): 350 [M−H]−.

1. waitat ambient temperature for 2 hour
2. waitheld at 5° C. overnight
3. filtrationThe solid product was filtered
4. washwashed with 0° C. ether (1 L)
5. customdried in the same funnel
6. customfor 4 hours
7. additionThe solid was added to water (1 L)
8. stirringstirred vigorously for 1 hour
9. filtrationfiltered
10. customdried in the same funnel
11. customthrough the solid overnight
12. customto afford a white solid (320 g pure