5-Benzothiazolamine, 2-methyl- → 2-Methyl-5-(1H-pyrrol-1-yl)benzo[d]thiazole

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Reaction Steps

5-Amino-2-methylbenzothiazole (30.0 g, 0.203 mol) and 2,5-dimethoxytetrahydrofuran (27.0 g, 0.204 mol) were combined with 90 mL of acetic acid and the solution was heated at reflux for 1 hr. The mixture was evaporated to a dark slurry and purified by column chromatography. This afforded 16.3 g (39% yield) of product, m.p. 91-96° C.

Provenance & Evidence