Reaction of 1,2,3,4-Tetrahydroquinazolin-4-ones with Acid Anhydride. II

Masatoshi Yamato, Jiroh Horiuchi, Yasuo Takeuchi

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

The reaction of 1,2,3,4-tetrahydroquinazoline-2-spirocyclohexan-4-one (1b) with acetic anhydride and pyridine gave 1-(1-cyclohexenyl)-2-methyl-1,4-dihydroquinazolin-4-one (3b). Compound 3b gave 3-acetyl-1-(1-cyclohexenyl)-2-methyl-1,2,3,4-tetrahydroquinazolin-4-one (8b) upon reduction with NaBH4 followed by acetylation with acetic anhydride. The position of the acetyl group of 8b was determined by comparison of its NMR spectrum with those of related compounds (9, 10, 11, 12, and 13).

Original languageEnglish
Pages (from-to)3055-3059
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume29
Issue number10
DOIs
Publication statusPublished - 1981

Keywords

  • 4-quinazoline
  • H-NMR
  • acetylation
  • rearrangement
  • spiro compound

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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