TELITETT HETEROCIKLUSOK, 216. TRANSZ-PERHIDRO-1,4-BENZOXAZEPIN-3-ON SZARMAZEKOK SZINTEZISE ES GYURUFELNYILASA

Translated title of the contribution: Saturated heterocycles. Part 216. Synthesis, structure and ring opening of trans-perhydro-1,4-benzoxazepin-3-one derivatives

Simon Lajos, S. Talpas Gizella, F. Fülöp, G. Bernáth, G. Argay, A. Kálmán, P. Sohár

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Trans-perhydro-1,4-benzoxazepin-3-ones 2a-e were synthesized and transformed to condensed-skeleton perhydro-trans-1,4-benzoxazepines 3a,b, the thiones 4a,b, the urea derivatives 5a,b, and N-acylated compounds 6a-e. Compounds 6b,d were ring-opened by hydrochloride acid in ethanol to yield trans-2-(1-carbethoxyethoxy)-1-(acylaminomethyl)-cyclohexane derivatives 7b,d. The 1H- and 13C-nmr investigation and X-ray analysis of 5b and 6c,d proved that the expected N-acylated derivatives were formed and that both rings of the annelated compounds have a chair conformation.

Original languageHungarian
Pages (from-to)111-118
Number of pages8
JournalActa Pharmaceutica Hungarica
Volume66
Issue number3
Publication statusPublished - 1996

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Thiones
Skeleton
Urea
Ethanol
X-Rays
Acids
Cyclohexane
4,1-benzoxazepine

ASJC Scopus subject areas

  • Pharmaceutical Science

Cite this

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title = "TELITETT HETEROCIKLUSOK, 216. TRANSZ-PERHIDRO-1,4-BENZOXAZEPIN-3-ON SZARMAZEKOK SZINTEZISE ES GYURUFELNYILASA",
abstract = "Trans-perhydro-1,4-benzoxazepin-3-ones 2a-e were synthesized and transformed to condensed-skeleton perhydro-trans-1,4-benzoxazepines 3a,b, the thiones 4a,b, the urea derivatives 5a,b, and N-acylated compounds 6a-e. Compounds 6b,d were ring-opened by hydrochloride acid in ethanol to yield trans-2-(1-carbethoxyethoxy)-1-(acylaminomethyl)-cyclohexane derivatives 7b,d. The 1H- and 13C-nmr investigation and X-ray analysis of 5b and 6c,d proved that the expected N-acylated derivatives were formed and that both rings of the annelated compounds have a chair conformation.",
author = "Simon Lajos and {Talpas Gizella}, S. and F. F{\"u}l{\"o}p and G. Bern{\'a}th and G. Argay and A. K{\'a}lm{\'a}n and P. Soh{\'a}r",
year = "1996",
language = "Hungarian",
volume = "66",
pages = "111--118",
journal = "Acta Pharmaceutica Hungarica",
issn = "0001-6659",
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number = "3",

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T1 - TELITETT HETEROCIKLUSOK, 216. TRANSZ-PERHIDRO-1,4-BENZOXAZEPIN-3-ON SZARMAZEKOK SZINTEZISE ES GYURUFELNYILASA

AU - Lajos, Simon

AU - Talpas Gizella, S.

AU - Fülöp, F.

AU - Bernáth, G.

AU - Argay, G.

AU - Kálmán, A.

AU - Sohár, P.

PY - 1996

Y1 - 1996

N2 - Trans-perhydro-1,4-benzoxazepin-3-ones 2a-e were synthesized and transformed to condensed-skeleton perhydro-trans-1,4-benzoxazepines 3a,b, the thiones 4a,b, the urea derivatives 5a,b, and N-acylated compounds 6a-e. Compounds 6b,d were ring-opened by hydrochloride acid in ethanol to yield trans-2-(1-carbethoxyethoxy)-1-(acylaminomethyl)-cyclohexane derivatives 7b,d. The 1H- and 13C-nmr investigation and X-ray analysis of 5b and 6c,d proved that the expected N-acylated derivatives were formed and that both rings of the annelated compounds have a chair conformation.

AB - Trans-perhydro-1,4-benzoxazepin-3-ones 2a-e were synthesized and transformed to condensed-skeleton perhydro-trans-1,4-benzoxazepines 3a,b, the thiones 4a,b, the urea derivatives 5a,b, and N-acylated compounds 6a-e. Compounds 6b,d were ring-opened by hydrochloride acid in ethanol to yield trans-2-(1-carbethoxyethoxy)-1-(acylaminomethyl)-cyclohexane derivatives 7b,d. The 1H- and 13C-nmr investigation and X-ray analysis of 5b and 6c,d proved that the expected N-acylated derivatives were formed and that both rings of the annelated compounds have a chair conformation.

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