A Synthesis of Six and Seven-membered Heterocyclic Molecules Containing an Adamantyl Fragment and an X-ray Crystal Structure of (E)-N-(adamantan-1-yl)-1-(3-nitrophenyl)methanimine

Our work included a synthesis of three new imine derivatives—1,3-thiazinan-4-one, 1,3-oxazinan-6-one and 1,3-oxazepin-4,7-dione—which contained an adamantyl fragment. These were produced via the condensation of the Schiff`s base (E)-N-(adamantan-1-yl)-1-(3-aryl)methanimine with 3-mercaptopropanoic a...

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Main Author: Ahmed Shukkur
Format: Article
Language:English
Published: University of Baghdad, College of Science for Women 2020-03-01
Series:مجلة بغداد للعلوم
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Online Access:http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/3649
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author Ahmed Shukkur
author_facet Ahmed Shukkur
author_sort Ahmed Shukkur
collection DOAJ
description Our work included a synthesis of three new imine derivatives—1,3-thiazinan-4-one, 1,3-oxazinan-6-one and 1,3-oxazepin-4,7-dione—which contained an adamantyl fragment. These were produced via the condensation of the Schiff`s base (E)-N-(adamantan-1-yl)-1-(3-aryl)methanimine with 3-mercaptopropanoic acid; 3-chloropropanoic acid; and maleic, citraconic anhydride, respectively. These new imines were prepared via the condensation of adamantan-1-ylamine and 3-nitro-, 3-bromobenzaldehyde in n-BuOH. We obtained a good yield of products. FTIR, 1H NMR spectroscopy and C.H.N.S analysis were used to diagnostic the products. The molecular structure of (E)-N-(adamantan-1-yl)-1-(3-nitrophenyl)methanimine was confirmed by X-ray crystallography analysis.
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issn 2078-8665
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language English
publishDate 2020-03-01
publisher University of Baghdad, College of Science for Women
record_format Article
series مجلة بغداد للعلوم
spelling doaj-art-e0e36b044aa947e3967f6f0318ad467c2025-08-20T02:51:03ZengUniversity of Baghdad, College of Science for Womenمجلة بغداد للعلوم2078-86652411-79862020-03-01171(Suppl.)10.21123/bsj.2020.17.1(Suppl.).0272A Synthesis of Six and Seven-membered Heterocyclic Molecules Containing an Adamantyl Fragment and an X-ray Crystal Structure of (E)-N-(adamantan-1-yl)-1-(3-nitrophenyl)methanimineAhmed Shukkur0University of AnbarOur work included a synthesis of three new imine derivatives—1,3-thiazinan-4-one, 1,3-oxazinan-6-one and 1,3-oxazepin-4,7-dione—which contained an adamantyl fragment. These were produced via the condensation of the Schiff`s base (E)-N-(adamantan-1-yl)-1-(3-aryl)methanimine with 3-mercaptopropanoic acid; 3-chloropropanoic acid; and maleic, citraconic anhydride, respectively. These new imines were prepared via the condensation of adamantan-1-ylamine and 3-nitro-, 3-bromobenzaldehyde in n-BuOH. We obtained a good yield of products. FTIR, 1H NMR spectroscopy and C.H.N.S analysis were used to diagnostic the products. The molecular structure of (E)-N-(adamantan-1-yl)-1-(3-nitrophenyl)methanimine was confirmed by X-ray crystallography analysis.http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/3649Adamantan-1-ylamine, 1,3-oxazepin-4,7-dione, 1,3-oxazinan-6-one, 1,3-thiazinan-4-one, X-ray crystallography
spellingShingle Ahmed Shukkur
A Synthesis of Six and Seven-membered Heterocyclic Molecules Containing an Adamantyl Fragment and an X-ray Crystal Structure of (E)-N-(adamantan-1-yl)-1-(3-nitrophenyl)methanimine
مجلة بغداد للعلوم
Adamantan-1-ylamine, 1,3-oxazepin-4,7-dione, 1,3-oxazinan-6-one, 1,3-thiazinan-4-one, X-ray crystallography
title A Synthesis of Six and Seven-membered Heterocyclic Molecules Containing an Adamantyl Fragment and an X-ray Crystal Structure of (E)-N-(adamantan-1-yl)-1-(3-nitrophenyl)methanimine
title_full A Synthesis of Six and Seven-membered Heterocyclic Molecules Containing an Adamantyl Fragment and an X-ray Crystal Structure of (E)-N-(adamantan-1-yl)-1-(3-nitrophenyl)methanimine
title_fullStr A Synthesis of Six and Seven-membered Heterocyclic Molecules Containing an Adamantyl Fragment and an X-ray Crystal Structure of (E)-N-(adamantan-1-yl)-1-(3-nitrophenyl)methanimine
title_full_unstemmed A Synthesis of Six and Seven-membered Heterocyclic Molecules Containing an Adamantyl Fragment and an X-ray Crystal Structure of (E)-N-(adamantan-1-yl)-1-(3-nitrophenyl)methanimine
title_short A Synthesis of Six and Seven-membered Heterocyclic Molecules Containing an Adamantyl Fragment and an X-ray Crystal Structure of (E)-N-(adamantan-1-yl)-1-(3-nitrophenyl)methanimine
title_sort synthesis of six and seven membered heterocyclic molecules containing an adamantyl fragment and an x ray crystal structure of e n adamantan 1 yl 1 3 nitrophenyl methanimine
topic Adamantan-1-ylamine, 1,3-oxazepin-4,7-dione, 1,3-oxazinan-6-one, 1,3-thiazinan-4-one, X-ray crystallography
url http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/3649
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