Potassium Carbonate → 6-(4-Methylthiazol-2-yl)thiohexan-1-ol

反応式

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

参加物

実験手順

The mixture of 2-mercapto-4-methylthiazole (2.62 g, 0.02 mol), 6-bromo-1-hexanol (3.62 g, 0.02 mol), potassium carbonate (2.76 g, 0.02 mol) and acetone (50 mL) was refluxed for 14 h. After cooling, the mixture was filtered and the filtrate was evaporated. The residual oil was purified by elution from a silica gel column using ethylacetate-methanol (99:1, v./v) as eluant to give 6-(4-methylthiazol-2-yl)thiohexan-1-ol (29) (99%) as a yellowish oil. IR (neat) 3608 (OH)cm-1 ; NMR (CDCl3) 1.25-2.10 (m, 8H, (CH2)4), 2.38 (S, 3H, Me-Het), 3.18 (t, J=9 Hz, 2H, CH2 --S), 3 65 (t, J=9 Hz, 2H, CH2 --O), 6.75 (S, 1H, H-Het). Analysis found: C, 51.98; H, 7.49; N, 5.92; S, 27.65. Required: C, 51.90; H, 7.40; N, 6.08; S, 27.71 (C10H17NOS2). ##STR11##