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Various tertiary N-methylated amines were synthesized by using a new reductive-carboxylation approach. Secondary amines, on carboxylation with carbon dioxide under moderate reaction conditions, afforded their corresponding carbamate esters, which, on in situ lithium aluminum hydride reduction, gave desired tertiary N-methylated amines in high yield.  相似文献   

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The prominent features in the molecular structure of the title compound (alternative name: 2‐diethyl­carbamoyl‐1,1,3,3‐tetraoxo‐1,3,2‐benzodi­thia­zole), C11H14N2O5S2, arise in the urea moiety S2N—C(O)—N′C2: the sum of the angles at N is 332.3 (1)°, the N—C(O)—N′C2 unit is planar, and distances N—C(O) = 1.494 (3) Å, N′—C(O) = 1.325 (2) Å and C—O = 1.215 (2) Å. The mol­ecules are associated via five C—H?O hydrogen bonds to form layers parallel to the yz plane. This compound and its di­methyl homologue, which were synthesized by treating the silver salt of o‐benzene­disulfon­imide with carbamoyl chlorides, are prone to rapid hydro­lysis at the weak N—C(O) bond. For both mol­ecules, the rotational barrier about the partial N′—C(O) double bond is ca 50 kJ mol?1 at 250 K (from dynamic 1H NMR experiments).  相似文献   

4.
M.John Plater  Toby Jackson 《Tetrahedron》2003,59(25):4687-4692
The title compounds were synthesised and characterised as part of a study into new aromatic amines for charge transporting materials. Each compound was characterised by cyclic voltammetry. A qualitative estimate of the intramolecular charge mobility was deduced from the difference between the first and second oxidation potentials.  相似文献   

5.
Conclusions The reactions of N-chloro-N-alkoxy-N-tert-alkylamines with amines are characterized by nucleophilic substitution at the nitrogen atom with formation of the corresponding N-alkoxyhydrazines which are stable in the case of ethyleneimine and pyridine; give diazenes as in the case of MeNH2, EtNH2, and Me2 or yield products of further transformations as in the case of NH3, Me2NH, and MeO(Me)NH. Nucleophilic substitution is repressed in the reaction with Et2NH and Et3 N by one-electron reduction with the formation of azoxy compounds.For Communication 15, see previous article [1].Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2327–2334, October, 1981.  相似文献   

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Some diaminopyridazines such as 4,7-diaminoimidazo[4,5-d]pyridazine, 1-methyl-4,7-diaminoimidazo[4,5-d]pyridazine, 5,8-diaminopyrazino[2,3-d]pyridazine, 2,3-dimethyl-5,8-diaminopyrazino[2,3-d]pyridazine and 1,4-diaminophthalazine, all of which were prepared by the reaction of hydrazine with the respective vic-dicyanide as starting material, were reacted with benzoyl chloride in the presence of triethylamine, giving novel perbenzoylated derivatives in good yield. A dibenzoylation mechanism of the amino group has been proposed.  相似文献   

7.
2-Acyloxypyrazines were found to be useful acylating reagents for amines. The preference of the acylation was for primary amines rather than secondary ones and also for aliphatic amines rather than aromatic ones.  相似文献   

8.
1,2-cis-Fused bicyclic sugar thiocarbamates of gluco and manno configurations have been prepared by treatment of the corresponding O-unprotected amino sugars and glycopyranosyl amines with thiophosgene. The reactivity of these compounds towards amines has been studied in order to determine whether these compounds could act as latent isothiocyanates; it is shown that 1,2-cis-fused bicyclic sugar thiocarbamates are more stable than their trans analogues, and are not transformed into thioureas upon treatment with amines. An unprecedented isomerization of a peracetylated glucopyranoso[2,1-d]oxazolidine-2-thione into a glucopyranoso[2,1-d]thiazolidin-2-one in DMF is also reported. The structure of this thiazolidin-2-one was confirmed by X-ray crystallography.  相似文献   

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Reliable N-alkylations of secondary amines have been developed. By using DIAD and TPP (or PS-TPP) a variety of secondary amines can be converted to the corresponding tertiary amines in good to excellent yields with diverse alkylhalides; no formation of quaternary amine salts are observed. These protocols are amenable to combinatorial chemistry libraries, and are also useful for the syntheses of secondary amines by an acid lysis of the cleavable tertiary amino resins.  相似文献   

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The perfluoroethyl amines C2F5N(CF3)2, C2F5N(CF3)CHF2, and C2F5N(CHF2)2 have been isolated from the electrofluorination of N(CH3)3 as well as C2H5N(CH3)2. Evidence is presented that, in the former case, the C2F5 compounds are formed by ·CF3 attack on partly fluorinated trimethylamines NC3F9?nHn, n = 1 to 3. The compounds have been characterized by analytical, nmr and vibrational spectroscopic methods.  相似文献   

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《Tetrahedron letters》1987,28(21):2383-2386
Oxidation of secondary amines with hydrogen peroxide in the presence of selenium dioxide catalyst at room temperature gives nitrones, which are versatile synthetic intermediates, highly efficiently.  相似文献   

18.
Three isomeric aminopyridines were reacted with an excess of benzoyl chloride in the presence of an excess of triethylamine, giving the corresponding dibenzoylaminopyridines in high yields. As an application of the dibenzoylation, the aminopyridines were also reacted with phthaloyl dichloride, resulting in appreciable yields of the respective N-pyridylphthalimides. The rate of the conversion under various conditions was studied with high pressure liquid chromatography in order to investigate the difference in reactivity among the three isomers.  相似文献   

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Four polymerizable glycidyl derivatives of sterically hindered amines were prepared from derivatives of 2, 2, 6, 6-tetramethyl-4-hydroxypiperidine and 14, 16-dioxo-7, 15-diazadispiro [5, 1, 5, 3] hexadecane. One of them is a stable nitroxyl derivative.  相似文献   

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