Thiourea → 2-Amino-4-(1-(2-fluoro-4-biphenylyl)ethyl)thiazole

反応式

[NH2:1][C:2]([NH2:4])=[S:3].Cl[CH2:6][C:7](=O)[CH:8]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:12]([F:22])[CH:11]=1)[CH3:9]>O.[OH-].[Na+]>[NH2:1][C:2]1[S:3][CH:6]=[C:7]([CH:8]([C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[C:12]([F:22])[CH:11]=2)[CH3:9])[N:4]=1

参加物

実験手順

To thiourea (1.77 g, 23.3 mmol) in water (50 ml) was added 1-chloro-3-(2-fluoro-4-biphenylyl)-2-butanone (5.25 g, 19.0 mmol). After addition, the mixture was heated for 3 hr, and the solution was cooled to room temperature, then added IN sodium hydroxide to pH 8. The mixture was extracted with chloroform and the chloroform extracts were washed with water, dried over, and evaporated under reduced pressure to a residue, which was chromatographed to afford 2-amino-4-[1-(2-fluoro-4-biphenylyl)ethyl] thiazole (4.12 g, 73% yield) as crystalline material: mp 167°-168° C.