- 15N and 13C NMR Study of Acylated Hydrazines. The Instability of Trifluoroacethydrazide in the Solid State
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Trifluoroacethydrazide is unstable even in the solid state with respect to hydrazonium N,N'-ditrifluoroacetyl hydrazinate, as shown by 15N and 13C NMR spectroscopy.The 1H, 13C and 15N NMR data and rotamer distributions of formyl-, acet- and trifluoroacet-hydrazide and of N,N'-diformyl-, N,N'-diacetyl- and N,N'-ditrifluoroacetylhydrazine are reported and compared with the results of earlier investigations.A conformational dependence is observed for 1J(NH) and 2J(NH) in the formylhydrazides and of 1J(NH), 2J(NH) and 3J(NH) in the N,N'-diformylhydrazines.The conformational dependence of 2J(CH) in formamide, reported in the literature, however, could not be confirmed.
- Fritz, Hans,Kristinsson, Haukur,Mollenkopf, Max,Winkler, Tammo
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- Synthesis of hydrazides through an enzymatic hydrazinolysis reaction
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Amano PS lipase catalyzes the reaction of formic hydrazide, acetic hydrazide and methyl carbazate with various esters: α,β-unsaturated hydrazides were obtained by using methyl acrylate or vinyl crotonate. The reaction with ethyl (±)-2-chloropropionate yields the corresponding hydrazide in good yield but with moderate enantiomeric excess.
- Astorga,Rebolledo,Gotor
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- Synthesis of α-aminocarbonyl compounds via hetero dielsalder reaction
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A synthetic route to α-aminoketone derivatives via a hetero DielsAlder reaction is described. Diacylhydrazine was oxidized by tert-butyl hypochlorite in the presence of pyridine. After evaporation, the hetero DielsAlder reaction with diene was carried out without isolation of the azodicarbonyl compound. Quantitative hetero DielsAlder reaction was possible with 1 equivalent of diene when Hf(OTf)4 or AgOTf was used as the catalyst. The NN bond of the product was cleaved by SmI2-reduction in the presence of tert-BuOH in THF. Further, ozonolysis of the C=C double bond afforded the α-aminoketone derivative in excellent yield.
- Sakurai, Masayoshi,Kihara, Nobuhiro,Watanabe, Nobuhiro,Ikari, Yoshihiro,Takata, Toshikazu
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supporting information
p. 144 - 147
(2018/01/01)
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- A PROCESS FOR THE PREPARATION OF [1,4,5]-OXADIAZEPINE DERIVATIVES
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A process for the preparation of [1,4,5]-oxidiazepine derivatives by reaction of 4,5-diacyl-[1,4,5]-oxidiazepines with a base.
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Page/Page column 7
(2008/06/13)
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- A New Preparation of gem-bis(Difluoramino)-alkanes via Direct Fluorination of Geminal Bisacetamides
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A fundamentally new preparation of internal and terminal gem-bis-(diflouramino)alkanes has been demonstrated by the direct flourination of corresponding gem-bisacetamides, specifically, 1,1-bisacetamidocyclohexane and 1,1-bisacetamidopropane, leading to 1,1-bis(diflouramino)cyclohexane and 1,1-bis(diflouramino)-propane, respectively.
- Chapman, Robert D.,Davis, Matthew C.,Gilardi, Richard
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p. 4173 - 4184
(2007/10/03)
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- Ac2O-Py/basic alumina as a versatile reagent for acetylations in solvent-free conditions under microwave irradiation
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Acetic anhydride-pyridine over basic alumina has been used in order to carry out acetylations of hydroxy, thiol and amino groups in solvent-free conditions under microwave irradiation. The technique can be extended for selective acetylations by regulation of irradiation time.
- Paul, Satya,Nanda, Puja,Gupta, Rajive,Loupy, André
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p. 4261 - 4265
(2007/10/03)
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- sym-TRIAZINE DERIVATIVES. 6. CONVERSION OF 2,4,6-TRIETHOXYCARBONYL-1,3,5-TRIAZINE WITH ACYLHYDRAZINES INTO 3,5-DIETHOXYCARBONYL-1,2,4-TRIAZOLE
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The reaction of 2,4,6-triethoxycarbonyl-1,3,5-triazine with acylhydrazines leads to fragmentation with the formation of 3,5-diethoxycarbonyl-1,2,4-triazole, 1-acylethoxycarbonylformamidrazones N,N'-diacylhydrazines, and the amines of the corresponding carboxylic acids.
- Alekseeva, N. V.,Yakhontov, L. N.
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p. 593 - 597
(2007/10/02)
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- Aryl radicals from hexazadienes and tetrazenes
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Aryl radicals are produced from both ends of the hexazadienes 1 and 2 and from the tetrazene 3, either thermally or photolytically.They attack aromatic compounds in the nucleus, the yield of biaryl being in the range 40-70percent, though it can be made nearly quantitative by using m-dinitrobenzene as additive.The aryl radicals also oxidize 2-propanol to acetone, the reaction products being the halogenobenzene and 1,2-diacetylhydrazine.Photolysis of 1 goes mainly by way of the tetrazene 3, and this may also be a significant pathway in the thermal reaction.Azodiacetylis an intermediate in the thermal reaction of 1 with 2-propanol and may be generally so in all its reactions.Radical induced decomposition is believed to be important in the reactions of 1, 2, and 3, and it is probably responsible for the formation of 1-acetyl-1-arylhydrazines, routinely produced in yields up to 25percent.
- Mackay, Donald,McIntyre, Deane Douglas
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p. 990 - 999
(2007/10/02)
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- Constitution and Redox Stability of Copper(II)-Complexes with Substituted Hydrazines
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CuCl2 reacts with substituted hydrazines forming chelates of the Cu(II)L2Cl2 type (L = RCONHNH2, RCONHN(C6H5)2, RCONHNHCOR, H2NNHCO(CH2)nCONHNH2) which are characterized by quantitative analysis, i.r. and e.p.r. spectra.The complex polyhedron exhibits the geometry of a tetragonally distorted octahedron of C2v symmetry.The complexes undergo intramolecular redox decomposition in acetonitril forming Cu(I) species.The rate constants increase with decreasing half wave oxydation potential and decreasing HOMO energy of the hydrazine ligands, respectively.
- Kempe, G.,Boegel, M.,Roewer, G.
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p. 360 - 366
(2007/10/02)
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