- Efficient monomethylation synthesis method of aromatic primary amine
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The invention relates to the field of organic synthesis, in particular to an efficient monomethylation synthesis method of aromatic primary amine. The method comprises the steps as follows: aromatic primary amine is used as a material to react with formaldehyde or paraformaldehyde, and a corresponding hexahydro-1,3,5-triaryl-1,3,5-triazine compound is obtained; the compound is subjected to catalytic hydrogenation under the action of a Pd/C catalyst, and a monomethylate of aromatic primary amine is obtained. The method has the greatest characteristics that the operation is simple, the conditionis mild, the raw material is cheap and easy to obtain, and the monomethylate of aromatic primary amine with high yield and high selectivity can be obtained. Posttreatment is simple, the production efficiency is improved, industrial mass production can be realized easily, and no equipment corrosion or environmental pollution can be caused.
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Paragraph 0026; 0027; 0028
(2019/05/15)
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- Synthesis, molecular structure, conformation and biological activity of Ad-substituted N-aryl-tetraoxaspiroalkanes
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An efficient method has been developed for the synthesis of 7′-arylspiro{adamantane-[2,3′]-(1′,2′,4′,5′,7′-tetraoxazocanes)} by the ring transformation reaction of spiro{adamantane-[2,3’]-(1′,2′,4′,5′,7′-pentaoxacane)} with arylamines in the presence of S
- Tyumkina, Tatyana V.,Makhmudiyarova, Nataliya N.,Kiyamutdinova, Guzeliya M.,Meshcheryakova, Ekaterina S.,Bikmukhametov, Kamil Sh.,Abdullin, Marat F.,Khalilov, Leonard M.,Ibragimov, Askhat G.,Dzhemilev, Usein M.
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p. 1749 - 1758
(2018/03/07)
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- Synthesis of N-substituted 1,3,5-triazacyclohexanes catalyzed by starch sulfuric acid
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N-substituted 1,3,5-triazacyclohexanes were simply synthesized from the reaction of aromatic or fatty amines and formaldehyde catalyzed by recyclable starch sulfuric acid with good yields at room temperature.
- Wu, Hui,Yuan, Rui,Wan, Yu,Yin, Wei,Pang, Li-Ling
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experimental part
p. 1097 - 1102
(2012/03/11)
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- Novel oxidative nitrogen to carbon rearrangement found in the conversion of anilines to benzaldoximes by treating with HCHO/H2O2
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Novel rearrangement was found by reacting anilines with HCHO/H2O2 resulting in the synthesis of various benzaldoximes. The mechanism of the rearrangement is proposed and suggested that the rearrangement might proceed via unstable N-phenyloxazirane intermediate followed by the transfer of aryl moiety from nitrogen to carbon atom leading to the formation of benzaldoxime.
- Kapuriya, Naval,Kapuriya, Kalpana,Dodia, Narsinh M.,Lin, Yi-Wen,Kakadiya, Rajesh,Wu, Chao-Ting,Chen, Ching-Huang,Naliapara, Yogesh,Su, Tsann-Long
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p. 2886 - 2890
(2008/09/21)
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- Preparation of N,O-Aminals as Synthetic Equivalents of H2C=NAr and (H2C=NHAr)+ ions: Neutral- and Acid-promoted Transformations
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A general method for the synthesis of N, O-aminals derived from primary aromatic amines is described.The reactivity of these compounds under neutral and acidic conditions has been studied and the title compounds can be envisaged as general purpose H2C=NAr or (H2C=NAr)+ equivalents.N,O-Aminals have been converted into perhydrotriazines by moderate heating and into bis(4-aminoaryl)methane derivatives or N-benzylarylamines, respectively, when heated in acidid media with pH control.Reduction od N,O-acetals with sodium cyanoborohydride has revealed that the C-O bond is broken exclusively in acidic media.
- Barluenga, Jose,Bayon, Ana M.,Campos, Pedro,Asensio, Gregorio,Gonzalez-Nunez, Elena,Molina, Yolanda
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p. 1631 - 1636
(2007/10/02)
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- Revisitation of Formaldehyde Aniline Condensation. VII. 1,3,5-Triarylhexahydro-sym-triazines and 1,3,5,7-Tetraaryl-1,3,5,7-tetrazocines from Aromatic Amines and Paraformaldehyde
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A product study of the reaction between a number of aromatic amines substituted with widely different groups and paraformaldehyde in inert solvents was performed and found to yield 1,3,5-triaryl-1,3,5-hexahydrotriazines, 1,3,5,7-tetraaryl-1,3,5,7-tetrazocines and formaminals.It was not possible to correlate the product outcomes with the actual structure of the amine substrate.The X-ray diffraction structural determination of 1,3,5-tri-(t-butylphenyl)- (1b) and 1,3,5-tri-(m-fluorophenyl)-1,3,5-hexahydrotriazine (1c) showed the diaxial arrangement of the N-substituents.
- Giumanini, Angelo G.,Verardo, Giancarlo,Zangrando, Ennio,Lassiani, Lucia
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p. 1087 - 1103
(2007/10/02)
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