Nitrogen bridgehead compounds. Part 45 [1]. Synthesis of 6‐arylhydrazono‐6,7,8,9‐tetrahydro‐11H‐pyrido‐[2,1‐b]quinazolin‐11‐ones

József Kökösi, György Szász, István Hermecz, Benjámin Podányi, And Zoltan Mészáros

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A series of 6‐arylhydrazono‐6,7,8,9‐tetrahydro‐11H‐pyrido[2,1‐b]quinazolin‐11‐ones 3–37, conveneint starting materials for indolopyridoquinazolines, were prepared by diazonium coupling between aryldiazonium chlorides and 6,7,8,9‐tetrahydro‐ 2, 6‐formyl‐5,7,8,9‐tetrahydro‐ 39, 6‐(dimethylamino)methylene‐6,7,8,9‐ 38 or 6‐carboxyl‐5,7,8,9‐tetrahydro‐11H‐pyrido[2,1‐b]quinazolin‐11‐ones 43. The arylhydrazono derivatives were also prepared from 6‐bromo‐ 45 or 6,6‐dibromo‐6,7,8,9‐tetrahydro‐11H‐pyrido[2,1‐b]quinazolines 46 with arylhydrazines. The structures of the 6‐arylhydrazonopyridoquinazolines were characterized by uv and 1H nmr spectroscopy. The 6‐arylhydrazono derivatives show a solvent‐dependent E‐Z isomerism.

Original languageEnglish
Pages (from-to)1301-1306
Number of pages6
JournalJournal of Heterocyclic Chemistry
Issue number5
Publication statusPublished - Jan 1 1984

ASJC Scopus subject areas

  • Organic Chemistry

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