Benzothiazole → 2-[benzothiazol-2(3H)-ylidene]-2-(pyrimidin-2-yl)acetamide

Participants

Reaction Steps

In this synthesis, the benzothiazole 10 [L is a leaving group] is coupled with a 2-(pyrimidin-2-yl)acetonitrile 11 or 2-(pyrimidin-2-yl)acetamide 12 in the presence of a strong base, such as sodium hydride, in an aprotic polar solvent, such as tetrahydrofuran, to give a 2-[benzothiazol-2(3H)-ylidene]-2-(pyrimidin-2-yl)acetonitrile 6 or 2-[benzothiazol-2(3H)-ylidene]-2-(pyrimidin-2-yl)acetamide 8. If the compound of formula 6 has been prepared, it is then hydrolyzed to a compound of formula 8, as in Reaction Scheme 1.

Provenance & Evidence