SYNTHESIS OF 1,2,4-TRIAZOLOQUINOLINE-9-, 1,2,3,4-TETRAZOLOQUINOLINE-9- AND 1,2,4-TRIAZINOQUINOLINE-10-CARBOXYLIC ACIDS FROM 2-CHLORO- AND 2-HYDRAZINOCINCHONINIC ACIDS

Article abstract of DOI:10.1007/BF00484363

Treatment of 2-chlorocinchoninic acid with hydrazine gives 2-hydrazinecinchoninic acid and with aroylhydrazines to give 1,2,4-triazolo<4,3-a>quinoline-9-carboxylic acids.These are also prepared by the action of benzoyl chloride or the carboxylic acid on 2-hydrazinocinchoninic acid.With pyruvic acid the latter gives 3-methyl-4-oxo-1,2,4-triazino<4,3-a>quinoline-10-carboxylic acid and with nitrous acid gives 1,2,3,4-tetrazolo<4,3-a>quinoline-9-carboxylic acid.