SYNTHESIS AND SOME PROPERTIES OF HETEROCYCLIC AMIDINE DERIVATIVES OF 3-IMIDAZOLINE NITROXIDES

被引：6

作者：

BEREZINA, TA ^{[1
]}

REZNIKOV, VA ^{[1
]}

VOLODARSKY, LB ^{[1
]}

机构：

[1] NOVOSIBIRSK INST ORGAN CHEM,NOVOSIBIRSK 630090,RUSSIA

来源：

TETRAHEDRON | 1993年 / 49卷 / 46期

关键词：

D O I：

10.1016/S0040-4020(01)81558-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The interaction of 2,2,5,5-tetramethyl-3-imidazoline-3-oxide-1-oxyl with isocyanates leads to oxadiazolidine cyoloadducts which are smoothly transformed into amidines - 4-R-amino-2,2,5,5-tetramethyl-3-imidazoline-1-oxyles when treated with nucleophilic reagents. This reaction was applied to the synthesis of some paramagnetic amidines containing various functional groups which may be used as spin labels having a pH-sensitive ESR spectrum. The mechanism of transformation of oxadiazolidines into amidines and the tautomeric equilibrium of the amidines synthesized are discussed.

引用

页码：10693 / 10704

页数：12

共 13 条

[1]

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[2]

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[3]

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[4]

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[5]

Hafelinger G., 1975, CHEM AMIDINES IMIDAT, P2

[6]

KHRAMTSOV VV, 1985, KHIM FIZ, V4, P637

[7]

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[8]

MARTIN VV, 1988, IAN SSSR KH, V8, P1875

[9]

MINKIN VI, 1975, ZH ORG KHIM+, V11, P448

[10] AMIDINES .17. SUBSTITUENT-INDUCED CHEMICAL-SHIFTS IN C-13 NMR-SPECTRA OF N-2-PHENYL-FORMAMIDINES, N-2-PHENYL-ACETAMIDINES AND N-2-PHENYL-GUANIDINES [J].

OSZCZAPOWICZ, J ;

RACZYNSKA, E ;

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MAGNETIC RESONANCE IN CHEMISTRY, 1986, 24 (01) :9-14

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