Phosphorus oxychloride → 4-Chloro-6,7,8-trimethoxy-3-quinolinecarbonitrile

Participants

Reaction Steps

A stirred mixture of 1.30 g of 4-hydroxy-6,7,8-trimethoxy-quinoline-3-carbonitrile, 10 ml of phosphorous oxychloride, and 1 drop of N,N-dimethylformamide was refluxed for 10 minutes and evaporated free of volatile matter. The residue was stirred with 20 ml of 5% methyl alcohol in ethyl acetate. The product was collected and dried to give 1.12 g of 4-chloro-6,7,8-trimethoxy-quinoline-3-carbonitrile as a solid, mp 161-163° C.; mass spectrum (EI, m/e): M 278.0452.

Provenance & Evidence