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NI IMPREGNATED INTO HYPERCROSSLINKED POLYSTYRENE IN N-METHYL-D-GLUCOSAMINE SYNTHESIS

Esther Sulman

First published: 2018-06-20https://doi.org/10.5593/sgem2018/4.1/s17.066View metrics

Abstract

Amines are the key intermediates for agricultural, pharmaceutical, textile, polymer industry etc. The common method for the amines production from the fossil resources, in spite of the high yield of the target products, is characterized by the high amount of side toxic products. Nowadays the production of bio-based amines, in particularly the derivatives of sugars, is of the growing interest. This route of amine production results in the minor waste formation and can be considered as a sustainable. Among various reactions the reductive amination which involves the transformation of C=O bonds into C-N bonds in the presence of a reductant is of the great interest. In the current work, the N-methyl-D-glucosamine was synthesized from D-glucose and methylamine in methanol medium. Ni catalyst based on hypercrosslinked polystyrene was used as a catalyst in N-methyl-D-glucosimine hydrogenation to N-methyl-D-glucosamine. The catalysts initial activity was found to be 1.3 kg(Glu)/(kg(Cat)*h) at 99.3-99.6% D-glucose conversion. The process selectivity to N-methyl-d-glucosamine was 97.6-97.8%.

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Publication details

Title
NI IMPREGNATED INTO HYPERCROSSLINKED POLYSTYRENE IN N-METHYL-D-GLUCOSAMINE SYNTHESIS
Authors
Esther Sulman
Proceedings
SGEM International Multidisciplinary Scientific GeoConference EXPO Proceedings; 18th International Multidisciplinary Scientific GeoConference SGEM2018, Energy and Clean Technologies
Publisher
STEF92 Technology
Year
2018
Pages
509-514
SWS Citekey
Sulman201817509514
ISSN
1314-2704
ISBN
978-619-7408-44-7
Language
en
Publication type
Conference Paper
Keywords
References8
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  4. Abdel-Magid A.F., Carson K.G., Harris B.D., Maryanoff C.A., Shah R.D., Reductive Amination of Aldehydes and Ketones with Sodium Triacetoxyborohydride. Studies on Direct and Indirect Reductive Amination Procedures, The Journal of Organic Chemistry, vol. 61 (11), pp. 3849–3862, 1996.

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  6. Scheibel J.J., Connor D., Shumate P.R., Laurent J., Process for preparing N-alkyl polyhydroxy amines and fatty acid amides therefrom in hydroxy solvents. Patent WO 92/06984. Published 30.04.1992.

  7. Yakovleva V.Ya., Gorbunova A.D., Vishnevskaya G.I., Kirienko S.S., Yavorskii D.F., Yagupol'skii L.M., Production of N-methyl-d-glucosamine, Pharmaceutical Chemistry Journal, vol. 1, is. 3, pp. 164–165, 1967.

  8. Vishnevskaya G.I., Yagupol'skii L.M., Gorbunova A.D., Production of N-methyl-d-glucosamine, USSR Patent No. 148800. Byulletin Izobreteniy, vol. 14, p. 14, 1962.

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