Use of N-bromo-succinimide for the conversion of flavanones into flavones is investigated. 7-Methoxy-flavanone undergoes bromination in the 3-position and on treatment with alcoholic sodium hydroxide solution gives rise to a good yield of 7-methoxy-flavone. On the other hand, 5:7-dimethoxy flavanone suffers nuclear bromination more prominently and yields a mixture of products containing 8-bromo-5:7-dimethoxy-flavanone and the 3:8-dibromo compound. Naringenin acetate yields as the major product apigenin acetate, as the result of substitution in the 3-position and subsequent elimination of hydrogen bromide; the other product is 3-bromonaringenin acetate which undergoes conversion into apigenin with alkali. Acetates therefore appear to be the most convenient derivatives for this reaction.

A new glucoside has been isolated from the flowers ofTagetes patula. It yields by direct hydrolysis patuletin and glucose and by hydrolysis after complete methylation 3: 5: 6: 3′: 4′-O-pentamethyl quercetagetin, characterised also as its ethyl ether. The glycoside is, thus, patuletin 7-mono-glucoside and is, therefore, named patulitrin.