2-(Bromomethyl)tetrahydro-2H-pyran → Ammonia

反応式

[NH2:1][C:2]1[S:3][C:4]([CH3:7])=[CH:5][N:6]=1.Br[CH2:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][O:11]1>>[NH4+:1].[OH-:11].[CH3:7][C:4]1[S:3][C:2](=[NH:1])[N:6]([CH2:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][O:11]2)[CH:5]=1.[NH3:1]

参加物

反応物 2

HCID 1419172-(Bromomethyl)tetrahydro-2H-pyran

HCID 3517702-Amino-5-methylthiazole

生成物 3

HCID 222Ammonia

HCID 14923Ammonium Hydroxide

HCID 668596105-Methyl-3-(tetrahydro-pyran-2-ylmethyl)-3H-thiazol-2-ylideneamine

反応条件

温度: 85 °C

実験手順

A mixture of 2-amino-5-methylthiazole (1.2 g, 11 mmol) and 2-(bromomethyl)tetrahydro-2H-pyran (1.5 mL, 12 mmol) was warmed to 85° C. and stirred for 18 hours. The mixture was cooled to ambient temperature and purified via flash column chromatography (SiO2, 10% methanol in ethyl acetate then 9:1:0.1 CH2Cl2:methanol:NH4OH) to afford the title compound MS (DCI/NH3) m/z 213 (M+H)+.