反应详情

Crushed KOH (1.09 g, 6.49 mmol) was added in one portion to a stirred mixture of 5-phenyl-1H-thieno[3,2-c]pyrazole [1.30 g, 6.49 mmol, Intermediate (45)], iodine (2.47 g, 9.73 mmol), and dimethylformamide (15 mL) under nitrogen at room temperature and the dark reaction was stirred at room temperature. After 3 hours, 10% aqueous NaHSO3 (40 mL) was added with stirring. The resulting slurry was diluted with water (40 mL) and the mixture stirred at room temperature for 5 minutes. The solid was collected by filtration, washed three times with water (20 mL) and then dried under high vacuum at 40° C. to give 3-iodo-5-phenyl-1H-thieno[3,2-c]pyrazole [1.94 g 91%, Intermediate (46)] as a tan powder. TLC Rf 0.52 (silica, 70% ethyl acetate/heptane); LC/MS: 326.94 (M+H), RT=3.38 minutes; 1H NMR [600 Mhz, (CD3)2SO]: δ 13.51 (br s 1H), 7.73 (m, 2H), 7.69 (br s, 1H), 7.46 (m, 2H), 7.38 (m, 1 Hz).

1. customthe dark reaction
2. stirringwith stirring
3. stirringthe mixture stirred at room temperature for 5 minutes
4. filtrationThe solid was collected by filtration
5. washwashed three times with water (20 mL)
6. customdried under high vacuum at 40° C.