Synthesis, spectral and structural study of N-[1-(N,N,N′,N′-tetramethylphosphoramidoyl)1H-benzimidazol-2-yl]-propionimidic ethyl ether

被引:1
|
作者
Raouafi, N
Freytag, M
Jones, PG
Boujlel, K
BenKhoud, ML
机构
[1] Univ Tunis El Manar, Fac Sci, Lab Chim Analyt & Electrochim, El Manar 2092, Tunisia
[2] Tech Univ Braunschweig, Inst Anorgan & Analyt Chem, D-38023 Braunschweig, Germany
关键词
N-(N-1-phosphoramido-benzimidazolyl)-N '-imidate; phosphoroamidation; X-ray structure determination; conformation; weak" hydrogen bonds;
D O I
10.1007/s11224-005-2848-3
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The preparation of N-[1-(N, N, N', N'-tetramethylphosphoramidoyl)-1H-benzimidazol-2-yl]-proponimidic ethyl ester 2 has been achieved by the reaction of N-(1H-benzimidazol-2-yl)-proponimidic acid ethyl ester 1 with N, N, N', N'-tetramethylchlorophosphoramide. The structure of compound 2 has been determined by X-ray diffraction. The results of (H-1, C-13, P-31) NMR, IR, EI-MS spectral data are consistent with those obtained from the X-ray diffraction. The compound crystallizes in the triclinic system, following the EsZ conformation. In the crystal, there are two weak C3-H3 center dot center dot center dot 1 and C15-H15 center dot center dot center dot O1 intermolecular hydrogen bonds.
引用
收藏
页码:169 / 172
页数:4
相关论文
共 50 条
  • [21] MASS-SPECTRAL STUDY OF "N-(1,2,3-TRIAZOL-1-YL)-N'-ARYLUREAS
    ADAMOPOULOS, S
    ALEXANDROU, NE
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1984, 21 (01) : 145 - 147
  • [22] The Benzimidazole Derivatives, B1 (N-[(1H-Benzimidazol-2-yl)Methyl]-4-Methoxyaniline) and B8 (N-{4-[(1H-Benzimidazol-2-yl)Methoxy]Phenyl}Acetamide) Attenuate Morphine-Induced Paradoxical Pain in Mice
    Idris, Zahida
    Abbas, Muzaffar
    Nadeem, Humaira
    Khan, Arif-ullah
    FRONTIERS IN NEUROSCIENCE, 2019, 13
  • [23] N,N′-Bis-(1H-benzimidazol-2-yl)-isophthalamide as an additive in sulfonated polymer membranes for direct methanol fuel cells
    Li, W.
    Bellay, A.
    Fu, Y. -Z.
    Manthiram, A.
    JOURNAL OF POWER SOURCES, 2008, 180 (02) : 719 - 723
  • [24] Synthesis of N-[1-(2-Hydroxyethyl)-1H-tetrazol-5-yl]-N-methylhydrazine as Polymeric Precursor
    Banert, Klaus
    Klapoetke, Thomas M.
    Sproll, Stefan M.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (02) : 275 - 281
  • [25] N-[1-(1H-Pyrrol-2-yl)ethylidene]aniline
    Su, Bi-Yun
    Li, Lei
    Wang, Jia-Xiang
    Li, Xuan-Yan
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O2888 - +
  • [26] [2,6-Bis(1H-benzimidazol-2-yl)pyridine]dichloro-zinc(II) N,N-dimethylformamide solvate
    Chen, TR
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2004, 60 : M1544 - M1546
  • [27] MICROWAVE-ASSISTED SYNTHESIS OF N-(1H-IMIDAZOLINE-2-YL)-1H-BENZIMIDAZOL-2-AMINE AND ITS N-FUNCTIONALIZED DERIVATIVES
    Servi, Suleyman
    Genc, Murat
    SYNTHETIC COMMUNICATIONS, 2012, 42 (19) : 2797 - 2805
  • [28] A spectrophotometric study of the protonation processes of some N-[1-(benzimidazol)-1-yl]methylbenzamide derivatives
    Perisic-Janjic, NU
    Janjic, JD
    Lazarevic, M
    JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 2000, 65 (01) : 37 - 45
  • [29] [2-(1H-Benzimidazol-2-yl-κN3)anilineκN]dichloridozinc
    Eltayeb, Naser Eltaher
    Teoh, Siang Guan
    Chantrapromma, Suchada
    Fun, Hoong-Kun
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : M1062 - U587
  • [30] Tris[2,5-bis(1H-benzimidazol-2-yl)pyridinato-κ2N1,N2]cobalt(III) dihydrate
    Zhou, YL
    Zeng, MH
    Ng, SW
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : M663 - M665