Phosphorus oxychloride → 4-Chloro-5,8-dimethoxyquinoline-3-carbonitrile

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Reaction Steps

A stirred mixture of 1.30 g of 4-hydroxy-5,8-dimethoxy-quinoline-3-carbonitrile, 10 ml of phosphorous oxychloride, and 2 drops of N,N-dimethylformamide was refluxed for 10 minutes and evaporated free of volatile matter. The residue was stirred with 50 ml of water. The product was collected and dried to give 1.74 g of 4-chloro-5,8-dimethoxy-quinoline-3-carbonitrile as a solid, mp 165-167° C.; mass spectrum (EI, m/e): M 248.0346.

Provenance & Evidence