Propane sultone → HCID 87456726, compound

Participants

Reaction Conditions

Reaction Steps

2-Methylpyrrolo[3,2-d]thiazole (0.70 g) (5mmol) and 0.67 g of 1,3-propanesultone (5.5 mmol) were stirred with heating at 130° C. for 6 hours. After cooling, the crystals precipitated were filtered out and washed with acetone, thereby 1.2 g of 3-[2-methyl-1-pyrrolo[3,2-d]thiazolio]propanesulfonate was obtained (yield: 92%). 3-[5- Chloro-2-(3-sulfopropyl)thio-1-benzothiazolio]propanesulfonate (0.45 g) (1 mmol), 2 ml of dimethyl sulfoxide and 2 ml of acetonitrile were added to 0.26 g of the quaternary salt of 3-[2-methyl-1-pyrrolo[3,2-d]thiazolio]propanesulfonate (1 rmmol) and the mixture was stirred at 50° C. with adding 0.56 ml of triethylamine (4 mmol), followed by further stirring for 1 hour. The solution was concentrated, and then refined with column chromatography, thereby 0.10 g of the objective Methine Dye S-125 was obtained. Yield: 15%, ?max (MeOH)=447.5 nm.

Provenance & Evidence