The 1H, 13C and 15N NMR study on 5-carboxymethyl-1,2,4-triazole and 5-oxo-1,2,4-triazine derivatives

被引：11

作者：

Bednarek, E

Modzelewska-Banachiewicz, B

Cyranski, MK

Sitkowski, J

Wawer, I

机构：

[1] Drug Inst, PL-00725 Warsaw, Poland

[2] Med Univ, Fac Pharm, Dept Organ Chem, PL-20081 Lublin, Poland

[3] Univ Warsaw, Dept Chem, PL-02093 Warsaw, Poland

[4] Med Univ Warsaw, Fac Pharm, PL-02097 Warsaw, Poland

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2001年 / 562卷 / 1-3期

关键词：

triazoles; triazines; H-1; C-13 and N-15 NMR; g-HSQC; g-HMBC techniques; C-13 CPMAS NMR; hydrogen bond; X-ray diffraction;

D O I：

10.1016/S0022-2860(00)00919-4

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The 5-carboxymethyl-1,2,4-triazole (1, 2, 3) and 5-oxo-1,2,4-triazine (4, 5, 6) derivatives were examined in solution by the H-1, C-13 and N-15 NMR including g-HSQC, g-HMBC 2D techniques and in the solid phase by C-13 CPMAS NMR. Molecular modelling shows that there is not enough space for free rotation of neighbouring substituents at C-3 and N-4 and the two rings, especially in 4-6, should be twisted with respect to the central heterocyclic system. The X-ray diffraction analysis of 2 and 5 evidenced that in the crystal of 2 the twist angles of 2-pyridyl and phenyl rings are 20.4 and 74.0 degrees whereas in 5 they are 51.6 and 80.5 degrees, respectively. Intramolecular hydrogen bonds (NHO)-H-1-O-...=C are formed in triazines 4-6 in solution and in the solid state; the (HO)-O-... distance in 5 is 2.079 Angstrom. (C) 2001 Elsevier Science B.V. All rights reserved.

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页码：167 / 175

页数：9

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