Triethylene glycol monomethyl ether → 2-[2-{2-(2-(2-Methoxyethoxy)ethoxy)ethoxy}-4-nitrophenyl]-1,3-benzothiazole

Participants

Reaction Conditions

Reaction Steps

To a stirred mixture of 2-(2-hydroxy-4-nitrophenyl)benzothiazole (0.15 g, 0.55 mmol), triphenylphosphine (0.216 g, 0.825 mmol) and triethylene glycol monomethyl ether (0.108 g, 0.66 mmol) in dry THF (10 ml) at 0° C. was added dropwise DIAD (0.167 g, 0.825 mmol). The reaction mixture was stirred at 0° C. for 0.5 h, then left to rise to room temperature overnight. The solvent was removed under reduced pressure and the residue was purified by flash chromatography (1:1 Hexane/EtOAc) to give the title compound (0.176 g, 76%) as a yellow solid.

Provenance & Evidence