Methyl 2-(bromomethyl)benzoate → Methyl [2-(2-methoxycarbonylbenzyl)thio-4-methyl-1,3-thiazol-5-yl]acetate

反応式

[SH:1][C:2]1[S:3][C:4]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[C:5]([CH3:7])[N:6]=1.Br[CH2:14][C:15]1[CH:24]=[CH:23][CH:22]=[CH:21][C:16]=1[C:17]([O:19][CH3:20])=[O:18]>CN(C=O)C.C(=O)([O-])[O-].[K+].[K+]>[CH3:20][O:19][C:17]([C:16]1[CH:21]=[CH:22][CH:23]=[CH:24][C:15]=1[CH2:14][S:1][C:2]1[S:3][C:4]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[C:5]([CH3:7])[N:6]=1)=[O:18]

参加物

実験手順

4.1 g of methyl 2-mercapto-4-methyl-1,3-thiazol-5-yl-acetate were dissolved in 50 ml of DMF and, in the presence of 5 g of ground potassium carbonate, 5.1 g of methyl 2-bromomethylbenzoate were added dropwise. After the evolution of heat had subsided, the mixture was stirred for 1 h, filtered, and DMF was removed in a rotary evaporator. The residue was taken up in ethyl acetate and washed 2× with water. The organic phase was dried, and the solvent was removed in vacuo. 5.6 g of an oil were obtained.