6-Nitrobenzothiazole → 7-Methyl-6-nitro-1,3-benzothiazole

Participants

Reaction Steps

To a solution of 6-nitrobenzothiazole (1.4 g, 7.7 mmol) in 50 mL of TMF was added 5.1 mL of MeMgBr (15.3 mmol) dropwise in 0.5 h period at 0° C. The reaction mixture was then stirred for additional 2 h. It was quenched by adding THF solution of 2,3-dichloro-5,6-dicyanobenzoquinone until the color of the solution turns to dark green. The reaction mixture was concentrated in vacuo to yield a dark solid which was subjected to column chromatography (CHCl3, neat) to provide 0.68 g (3.5 mmol, 46%) of the desired product.

Provenance & Evidence