MASS-SPECTROMETRIC STUDY OF SOME CYCLOALKANE ENE-CONDENSED 2-THIOXO-2,3,5,6-PYRIMIDIN-4(1H)-ONES AND CYCLOALKANE/ENE-CONDENSED [1,3]THIAZINO [3,2-A]-PYRIMIDINONES UNDER ELECTRON-IMPACT

被引：7

作者：

HIMOTTU, M

PIHLAJA, K

STAJER, G

BERNATH, G

VAINIOTALO, P

机构：

[1] ALBERT SZENT GYORGYI MED UNIV,INST PHARMACEUT CHEM,H-6720 SZEGED,HUNGARY

[2] UNIV JOENSUU,DEPT CHEM,SF-80101 JOENSUU,FINLAND

来源：

ORGANIC MASS SPECTROMETRY | 1991年 / 26卷 / 05期

关键词：

D O I：

10.1002/oms.1210260522

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The mass spectra of four cycloalkane/ene cis- and trans-condensed 2-thioxo-2,3,5,6-tetrahydropyrimidin-4(1H)-ones and the corresponding cycloalkane/ene cis- and trans-condensed [1,3]thiazino[3,2-a]pyrimidinones were measured. Fragmentation pathways were confirmed by metastable ion analyses and exact mass measurements. The bicyclic isomers were easy to distinguish from each other, whereas the corresponding tricyclic isomeric adducts gave fairly similar mass spectra, owing to their favoured retro-Diels-Alder fragmentations accompanied by the migration of one or two hydrogen atoms.

引用

页码：493 / 497

页数：5

共 10 条

[1] MASS-SPECTROMETRIC STUDY OF SOME CYCLOALKANE ENE-CONDENSED 2-THIOXO-2,3,5,6-TETRAHYDROPYRIMIDIN-4(1H)-ONES AND 1,3-THIAZINO[3,2-A]DIHYDROPYRIMIDINONES UNDER ELECTRON-IMPACT
HIMOTTU, M
PIHLAJA, K
STAJER, G
BERNATH, G
VAINIOTALO, P
MAGYAR KEMIAI FOLYOIRAT, 1992, 98 (04): : 159 - 163
[2] Mass-spectrometric differentiation of diexo-and diendo-fused isomers of norbornane/ene-condensed 2-thiouracil and 1,3-thiazino[3,2-a]pyrimidine derivatives:: stereoselectivity of retro-Diels-Alder fragmentations under EI and CI conditions
Ovcharenko, VV
Shaikhutdinov, RA
Pihlaja, K
Stájer, G
JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 2001, 12 (09) : 1011 - 1019
[3] ELECTRON IONIZATION MASS-SPECTRA OF SOME 4-BETA-PHENYL-SUBSTITUTED CYCLOALKANE-CIS-FUSED 1,3-OXAZIN-2(3H)-ONES, 1,3-OXAZIN-2(3H)-THIONES AND 1,4-OXAZEPIN-3(4H)-ONES
VAINIOTALO, P
RONKANEN, S
STAJER, G
BERNATH, G
PIHLAJA, K
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (02) : 253 - 256
[4] Sulfamic Acid-catalyzed One-pot Multicomponent Synthesis of 5-phenyl-2-thioxo-1,2,3,5-tetrahydro-4H-pyrimido[4,5-d][1,3]thiazolo[3,2-a]pyrimidin-4-ones
Jadhav, Sunetra
Patravale, Ajinkya
Patil, Reshma
Kumbhar, Digambar
Karande, Vishram
Chandam, Dattatraya
Deshmukh, Madhukar
CURRENT GREEN CHEMISTRY, 2016, 3 (03) : 227 - 234
[5] MASS-SPECTROMETRIC STUDY OF CYCLIZATION REACTION OF DIAZOKETONES .4. CYCLIZATION OF N'-PHENYL-3-UREIDO-1-DIAZOALKANE-2-ONES AND N'-PHENYL-3-THIOUREIDO-1-DIAZOALKANE-2-ONES - 2-ANILINO-5,6-DIHYDRO-4H-1,3-THIAZINE-5-ONES
LEBEDEV, AT
SHARBATYAN, PA
SIPYAGIN, AM
KARTSEV, VG
PETROSYAN, VS
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1983, (04): : 473 - 480
[6] MASS-SPECTROMETRIC STUDY OF CYCLIZATION REACTION OF DIAZOKETONES .6. CYCLIZATION OF 1-DIAZO-3-AROYLAMINOPROPANE-2-ONES INTO 2-PHENYL-5,6-DIHYDRO-4H-1,3-OXAZINE-5-ONES
LEBEDEV, AT
SHARBATYAN, PA
SIPYAGIN, AM
KARTSEV, VG
PETROSYAN, VS
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1983, (10): : 1332 - 1338
[7] Mass Spectrometry of 2a,4-Disubstituted 5-Benzoyl-2a,3,4,5-tetrahydro-2-phenoxy-azeto[1,2-a][1,5]benzodiazepin-1(2H)-ones Under Electron Impact Ionization Conditions
XU Jia-xi and HUANG Xu key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education of China
ChemicalResearchinChineseUniversities, 2005, (04) : 452 - 456
[8] Mass spectrometry of 2a,4-disubstituted 5-benzoyl-2a,3,4,5-tetrahydro-2-phenoxy-azeto[1,2-a] [1,5]benzodiazepin-1(2H)-ones under electron impact ionization conditions
Xu, JX
Huang, X
CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2005, 21 (04) : 452 - 456
[9] MASS-SPECTROMETRY OF SOME NEW PYRIMIDINE-DERIVATIVES - ELECTRON IMPACT-INDUCED DECOMPOSITION OF 5-ALKYL-5-ACYLAMINO-6-IMINO-1,2,5,6-TETRAHYDRO-2(1H)-THIOXOPYRIMIDIN-4(3H)-ONES
PLAZIAK, AS
GOLANKIEWICZ, B
ZEIDLER, J
GOLANKIEWICZ, K
ORGANIC MASS SPECTROMETRY, 1989, 24 (10): : 871 - 874
[10] Mass spectrometric fragmentation of 2a,4-disubstituted 2,2a,3,4-tetrahydro-2-phenyl-1H-azeto[2,1-d]-[1,5]benzothiazepin-1-ones under electron impact ionization conditions and comparison with their 2-heteroatom substituted analogues
Xu, JX
Wang, C
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2005, 180 (12) : 2779 - 2785

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