Author Iwado, Akimasa| Mukuno, Takashi| Akizawa, Hiromichi| Mifune, Masaki| Saito, Yutaka|
Published Date 1998-08
Publication Title 環境制御
Volume volume20
Content Type Departmental Bulletin Paper
JaLCDOI 10.18926/11773
FullText URL 001_069_076.pdf
Author Sasaki Kenji| Hirota Takashi| Iwado Akimasa| Hirota Kazuhiro|
Abstract Reactions of cyclic ketones such as α-tetralone, 1,3-cyclohexanedione, or naphthalenedione with formamide or trisformylaminomethane (TFAM) have shown to form polyclic fused pyrimidines by us. Reactions of terpene ketones like l-menthone, d-camphor, l-carvone with TFAM were performed, and 8-isopropyl-5-methyl-5,6,7,8-tetrahydroquinazoline, borno[2,3-d] pyrimidine, and 5-isopropenyl-8-methyl-5,6-dihydroquinazoline were expectedly obtained from three terpenes. Minor products of 5-isopropenyl-8-methyl-5,6,7,8-tetrahydroquinazoline and 5-isopropenyl-8-methylquinazoline were formed with 5-isopropenyl-8-methyl-5,6-dihydroquinazoline by disproportionation reaction of l-carvone. Furthermore, No-formylmenthylamine, N-formylbornylamine, and N-formylcarvylamine were obtained as the Leuckart-type products terpene ketones in these reactions. The reaction of N-benzyl-4-piperidone with TFAM gave desired 6-benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine. The reaction of diethyl succinylsuccinate with TFAM afforded tricyclic 4,9-dioxo-3,4,8,9-tetrahydropyrimido[4,5-g]quinazoline. Above compounds were determined by the measurements of their instrumental analyses.
Keywords Cyclic ketone Trisformylaminomethane Fused pyrimidine Cyclization Reductive amination
Publication Title 岡山大学医療技術短期大学部紀要
Published Date 1991-03-25
Volume volume1
Start Page 69
End Page 76
ISSN 0917-4494
language 英語
File Version publisher
NAID 120002313993
Author 岩藤 章正|
Published Date 1994-03-25
Publication Title
Content Type Thesis or Dissertation