- Siloxymethylamines as Aminomethylation Reagents for Amines Leading to Labile Diaminomethanes That can be Trapped as Their [Mo(CO)4] Complexes
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Compound Et3SiOCH2NMe2 transfers Me2NCH2 to R2NH (R2=Et2, PhMe, [Cr(η6-C6H5)(CO)3]Me, PhH) to form previously unknown diaminomethanes, Me2NCH2NR2 and, in the case of R2=PhH, the triamine Me2NCH2N(Ph)CH2NMe2. The diaminomethanes exhibit an unreported disproportionation to a mixture of (R2N)2CH2, (Me2N)2CH2, and Me2NCH2NR2, which can be trapped as their [Mo(CO)4(diamine)] complexes. Whereas PhMeNCH2NMe2 is a labile material, the metal-substituted ([(η6-C6H5)Cr(CO)3]MeNCH2NMe2 is a stable material. The triamine Me2NCH2N(Ph)CH2NMe2 is unstable with respect to transformation to 1,3,5-triphenyltriazine, but is readily trapped as the bidentate-triamineMo(CO)4. All metal complexes were characterized by single-crystal X-ray diffraction.
- Sharma, Hemant K.,Gonzalez, Paulina E.,Craig, Alexander L.,Chakrabarty, Sanchita,Metta-Maga?a, Alejandro,Pannell, Keith H.
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- A new procedure for preparing perfluoroalkoxypropanoic acid fluorides
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Condensation of perfluoro carboxylic acid fluorides with hexafluoropropene epoxide in the presence of N,N, N,N-tetraalkyldiaminomethanes was studied.
- Igumnov,Lekontseva,Shipigusev,Mukhametshin
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- Method for preparing kakonein derivatives
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The invention discloses a puerarin derivative preparation method. Puerarin derivative has the structural formula as shown in the specification, and the puerarin derivative is obtained by that puerarin reacts with CH2(R)2, wherein R is a tertiary amine gene. The puerarin derivative preparation method is characterized in that reaction is carried out under hydrochloric acid catalysis. Compared with the prior art, the puerarin derivative preparation method is characterized in that the yield of a puerarin derivative product can be obviously improved after the class of reaction adopts hydrochloric acid catalysis.
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Paragraph 0031-0032
(2017/03/17)
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- Synthesis of amino sulfides in the presence of rare-earth and transition metal catalysts
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Efficient procedures have been developed for the synthesis of amino sulfides by aminomethylation of thiols with higher geminal diamines, thiomethylation of secondary amines with N,N-dimethylaminomethyl sulfides, and decyclization of 1,3,6-oxadithiepane or
- Khairullina, R. R.,Akmanov, B. F.,Kunakova, R. V.,Ibragimov, A. G.
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p. 902 - 907,6
(2020/08/31)
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- Synthesis, characterization, and anti-amoebic screening of core-modified 5,20-bis{2-{[(alkyl)(alkyl′)amino]methyl}ferrocen-1-yl}-10,15-diphenyl-21, 23-dithiaporphyrin (=1,1″-(10,15-diphenyl-21,23-dithiaporphine-5,20-diyl) bis[2-{[(alkyl)(alkyl′)amino]methyl}ferrocene]) derivatives
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The synthesis of the first bis-ferrocenyl-substituted core-modified porphyrins, 5,20-bis{2-{[(alkyl)-(alkyl′)amino]methyl}ferrocen-1-yl}-10, 15-diphenyl-21,23-dithiaporphyrin derivatives 6a - 6j, via a multistep route is reported (Schemes 1, 2, and 4). The synthesis was carried out through acid-catalyzed (BF3 ? Et2O) condensation of 1,1″- [thiophene-2,5-diylbis(hydroxymethyl)]bis[2-{[(alkyl)(alkyl′)amino]methyl} ferrocenes] 4a - 4j with 2,2′-[thiophene-2,5-diylbis(phenylmethylene)] bis[1H-pyrrole] (5b) in presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (=4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile; DDQ). Characterization of the compounds was done at each step by means of various spectroscopic techniques. The final compounds were screened for in vitro anti-amoebic activity against the strain HM1:IMSS of E. histolytica (Table 2).
- Bhat, Abdul R.,Bhat, Asif I.,Athar, Fareeda,Azam, Amir
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experimental part
p. 1644 - 1656
(2009/10/16)
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- The generation of iminium ions using chlorosilanes and their reactions with electron rich aromatic heterocycles
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Dichlorodimethylsilane and trichloromethylsilane have been used to generate iminium ions from aminals and aminol ethers derived from secondary alkylamines, including glycine derivatives, in aprotic media which were shown to undergo reactions with electron rich aromatic heterocycles, including furan, to give mono-aminoalkylation products in good yields. Whereas chlorotrimethylsilane has been shown to generate iminium ions from aminol ethers, no evidence was adduced for the involvement of iminium ions using aminals. 2,5-Disubstitution of N-methylpyrrole was the major result in reactions of N-methylpyrrole with aminals in the presence of chlorotrimethylsilane where no build up of hydrogen chloride occurs and where chlorotrimethylsilane can function catalytically. Experimental results, including the use of bis(trimethylsilyl)acetamide as a proton scavenger, and some relative rate data, are presented that allow possible mechanisms to be evaluated.
- Heaney, Harry,Papageorgiou, George,Wilkins, Robert F.
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p. 2941 - 2958
(2007/10/03)
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- Use of methylene chloride as a C1 unit in N,N-dialkylaminomethylation reaction
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Mannich products have been isolated in good yields with methylene chloride as a C1 unit, instead of formaldehyde. It is evidenced that, contrary to previous understanding, a high pressure procedure is not necessary required and that the methylene bisamines function as intermediates.
- Souquet,Martens,Fleury
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p. 817 - 828
(2007/10/02)
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- Photochemical Reactions of Trialkylammonio-N-diphenylphosphinoylimides: Rearrangement to N-Phosphinoyl Aminals and the Formation of Diphenylphosphinic Amide
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The photolysis of the aminimide Ph2P(O)N--N+Me3 (1) in methanol gives the amide Ph2P(O)NH2 in high yield, but most of this is not formed from (1) directly via the nitrene; rather, it results from (solvolytic) decomposition of the phosphinoyl aminal Ph2P(O)NHCH2NMe2 (5) formed from (1) by a photochemical rearrangement.With Ph2P(O)N--N+Et3 the corresponding rearrangement product Ph2P(O)NHCHMeNEt2 (an ethylidene aminal) is not observed, but this is probably just a consequence of very rapid decomposition.Although substrates bearing both Me and Et groups on the ammonium N atom appear to form only the rearrangement product (a methylene aminal) that results form involvement of a Me group, the yield is reduced substantially relative to the yield of (5) from (1).The size of the reduction is consistent with an Et group participating in the rearrangement about twice as readily as a Me group, but the product (an ethylidene aminal) that results suffering (much) much more rapid decomposition to Ph2P(O)NH2.
- Freeman, Sally,Harger, Martin J. P.
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p. 571 - 578
(2007/10/02)
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- CONSECUTIVE MENSCHUTKIN REACTION OF CYCLIC AMINES WITH DICHLOROMETHANE UNDER HIGH PRESSURE: SYNTHESIS OF METHYLENEBISAMINES
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The reaction of heterocyclic amines such as pyrrolidine, piperidines, and morpholines with dichloromethane in methanol in the kilo bar region affording the corresponding methylenebisamines is described.
- Matsumoto, Kiyoshi,Hashimoto, Shiro,Ikemi, Yukio,Otani, Shinichi
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p. 1417 - 1420
(2007/10/02)
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- REACTION OF 1,1-BIS(PHENYLSULFONYL)ETHENE WITH AMINES
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The reactions of 1,1-bis(phenylsulfonyl)ethene with aliphatic, aromatic, and heterocyclic amines in anhydrous aprotic solvents take place in two directions, depending on the basicity of the amine.They lead to the formation of secondary 1,1-bis(phenylsulfonyl)-ethyl-N-aryl(heteryl)amines as addition products, or to 1,1,3,3-tetrakis(phenylsulfonyl)propane, or to their mixtures.By analysis of the reaction mixtures and identification of the intermediate products a scheme was proposed for the reactions of 1,1-bis(phenylsulfonyl)ethene with amines.
- Bazavova, I. M.,Neplyuev, V. M.,Lozinskii, M. O.
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- A Novel Synthesis of Diaminomethanes
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Diaminomethanes have been synthesized by reaction of 1,3-benzodioxole and 1,3-benzoxathiole with a double amount of sodium dialkyl and alkyl aryl amides.
- Melis, Stefana,Monni, Francesca,Piras, Pier Paolo,Sotgiu, Francesca
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