The Synthesis of 1-Chloroxanthone and Related Dichloroxanthones
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概要
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1-Chloroxanthone (2) was obtained by cyclization of 2-chloro-6-phenoxybenzoic acid (10) prepared from 2-nitro-6-phenoxybenzoic acid (8) via 2-amino-6-phenoxybenzoic acid (9). Similarly, 1,5-dichloroxanthone (14a) and 1,7-dichloroxanthone (14b) were obtained from 2-(2-chlorophenoxy)-6-nitrobenzoic acid (11a) and 2-(4-chlorophenoxy)-6-nitrobenzoic acid (11b), respectively. Furthermore, 2,6-dichloroxanthone (19) was prepared by cyclization of 4-chloro-2-(4-chlorophenoxy)benzoic acid (18). Dichloroxanthone B, obtained by cyclization of 5-chloro-2-(3-chlorophenoxy)benzoic acid (16) and reported by Nargund et al. as 1,7-dichloroxanthone, could not be separated into 1,7-(14b) and 2,6-dichloroxanthone (19) by recrystallization, column chromatography or thin-layer chromatography, but was proved here to be a mixture of 14b and 19 by gas chromatography.
- 公益社団法人日本薬学会の論文
- 1980-09-25
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