Studies on the Syntheses of Heterocyclic Compounds. DCCXXVIII. A Simple Synthesis of 1, 3-Benzoxazin-4-ones from Salicylic Acid

Condensation of salicylic acid chloride (VI) with 3, 4-dihydro-β-carboline (VII) gave 6, 7, 8, 13b-tetrahydro-5-oxo-5H-β-carbolino [1, 2-b] [1, 3] benzoxazine (X), which was also synthesised by a reaction of VI with N-formyltryptamine (VIII). The same reaction of VI with isoquinoline (XIV) and 3, 4-...

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Published inChemical & pharmaceutical bulletin Vol. 25; no. 10; pp. 2735 - 2738
Main Authors KAMETANI, TETSUJI, HIGA, TERUMI, LOC, CHUVAN, IHARA, MASATAKA, FUKUMOTO, KEIICHIRO
Format Journal Article
LanguageEnglish
Published The Pharmaceutical Society of Japan 1977
Subjects
5-oxoiso-quinolino [1, 2-b] [1, 3] benzoxazine
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Summary:Condensation of salicylic acid chloride (VI) with 3, 4-dihydro-β-carboline (VII) gave 6, 7, 8, 13b-tetrahydro-5-oxo-5H-β-carbolino [1, 2-b] [1, 3] benzoxazine (X), which was also synthesised by a reaction of VI with N-formyltryptamine (VIII). The same reaction of VI with isoquinoline (XIV) and 3, 4-dihydro-6, 7-dimethoxy-1-methylisoquinoline (XVI) afforded the corresponding benzoxazinones (XV and XVII), respectively.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.25.2735