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Wiley, New York
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R. L. Blakey and S. J. Benkovic, eds. Folates and Pteridines, Vol 1, Wiley, New York, 1984; Vol 2, John Wiley and Sons, New York, 1985.
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Folates and Pteridines
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Blakey, R.L.1
Benkovic, S.J.2
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0004155147
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John Wiley and Sons, New York
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R. L. Blakey and S. J. Benkovic, eds. Folates and Pteridines, Vol 1, Wiley, New York, 1984; Vol 2, John Wiley and Sons, New York, 1985.
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1542761125
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E. Haslam, ed. Chapter 24.3, Pergamon, Oxford
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H. C. S. Wood, Comprehensive Organic Chemistry, Vol 5, E. Haslam, ed. Chapter 24.3, Pergamon, Oxford, 1979.
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Wood, H.C.S.1
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H. Bieraugel, R. Plemp, H. C. Hiemstra and U. K. Pandit, Tetrahedron, 39, 3971 (1983).
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Tetrahedron
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Bieraugel, H.1
Plemp, R.2
Hiemstra, H.C.3
Pandit, U.K.4
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B. M. Fernández, A. M. Reverdito, G. Paolucci, and I. A. Perillo, J. Heterocyclic Chem., 24, 1717 (1987).
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J. Heterocyclic Chem.
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Fernández, B.M.1
Reverdito, A.M.2
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B. Fernández, I. Perillo and S. Lamdan, J. Chem. Soc., Perkin Trans. II, 545 (1978).
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Fernández, B.1
Perillo, I.2
Lamdan, S.3
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22
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0003740356
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G. R. J. Thatcher, ed, American Chemical Society, Washington, DC
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D. D. Perrin in The Anomeric Effect and Associated Stereoelectronic Effects, G. R. J. Thatcher, ed, American Chemical Society, Washington, DC, 1993.
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(1993)
The Anomeric Effect and Associated Stereoelectronic Effects
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Perrin, D.D.1
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23
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1542446301
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note
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Classically D. Beke considers for analogous compounds that the ionic and covalent structures make up a tautomeric equilibrium, more specifically a case of anionotropy [23].
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25
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1542446298
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note
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-1). This is not exceptional as it has been demonstrated that such signal intensity decreases markedly, even failing to appear in certain cases, when there is low electron density in the carbon to which the group is bonded [25].
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27
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1542761121
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note
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In contrast, compounds 1a-d undergo thermal decomposition prior to electron impact which originates the corresponding 1H-4,5-dihydroimidazoles and methyl iodide [27].
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29
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1542655960
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note
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In the hydrolysis of 5b that leads to N-benzoyl-N-methyl-N'-pheoylethylenediamine (6b) as the final product, two compounds of low Rf were detected, presumably the N-benzoyl-N'-methyl-N-phenyletheyl- enediamine and the intermediate carbinolamine A (Nu=OH) detected in the hydrolysis of 1b [17].
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30
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1542655962
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note
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The behavior of compounds 5 with these reagents is similar to that of α-aminonitriles derived from ternary iminium salts [30] that lead mainly to substitution products, as there are no reduction products of the cyano group following treatment with lithium aluminum hydride. Neither are there any addition or other alternative reacting modes when treated with Grignard reagents.
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32
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1542446303
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note
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Data concerning these triamino derivatives indicate that as a rule they are unstable [11], unless substituted by three electron-acceptor groups [32,33]. On the other hand, recalling the reported behavior in acid medium of orthoamides obtained from formamidinium salts [34-36], it would be expected that such treatment should regenerate the dihydroimidazolium salt However, the obtained product remains unchanged after treatment with hydrochloric acid solution.
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38
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1542446304
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note
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Preliminary unpublished kinetic studies related to the migration of acyl groups in alkaline medium in N-acyl-N-aryl-N'-methyl-alkylenediamines indicate that the rate of rearrangement increases on raising the difference in pKa of the involved nitrogen atoms.
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40
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1542550923
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note
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1,2-Diaryl-1H-4,5-dihydroimidazoles used as reference compounds were the synthetic precursors of compounds 1. The N-aryl-N'-methylethylenediamines 3 were synthesized from N-(2-bromoethyl)-methylamine and the corresponding arylamine [40].
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