Phosphorus oxychloride → 4-Chlorothieno[2,3-c]quinoline-7-carbonitrile

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Reaction Steps

4-oxo-4,5-dihydrothieno[2,3-c]quinoline-7-carbonitrile (1.0 eq, 1.22 g, 5.40 mmol) was stirred under reflux in acetonitrile (12 ml) and phosphorus oxychloride (5.0 eq, 2.5 ml, 26.8 mmol) for 6 hours. The volatiles were removed in vacuo, water and ice were added. The resulting solid was filtered, washed with water and dried to afford 4-chlorothieno[2,3-c]quinoline-7-carbonitrile as a light brown solid (1.18 g, 90% yield). LCMS (ES)>95% pure, m/z 245 [M+1]+.

Provenance & Evidence