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Synthesis of 2-amino-4,6-dimethoxypyrimidine with dimethyl carbonate as methylating agent

Synthesis of 2-amino-4,6-dimethoxypyrimidine with dimethyl carbonate as methylating agent 2-amino-4,6-dimethoxypyrimidine (ADM) was prepared from 2-amino-4,6-dihydroxypyrimidine (ADH) in the presence of potassium carbonate and phase transfer catalyst (PTC), with dimethyl carbonate (DMC) instead of conventional toxic reagents (such as haloalkane and dimethyl sulfate, etc.). The best conversion (87.7 %) of ADH and selectivity (40.5 %) toward ADM were achieved under optimized conditions: tetrabutyl ammonium bromide (TBAB) as PTC, n(ADH):n(DMC):n(TBAB):n(K2CO3) = 1:5:0.1:3, reaction time = 10 h and reaction temperature = 150 °C. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Synthesis of 2-amino-4,6-dimethoxypyrimidine with dimethyl carbonate as methylating agent

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References (11)

Publisher
Springer Journals
Copyright
Copyright © 2013 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
DOI
10.1007/s11164-013-1082-7
Publisher site
See Article on Publisher Site

Abstract

2-amino-4,6-dimethoxypyrimidine (ADM) was prepared from 2-amino-4,6-dihydroxypyrimidine (ADH) in the presence of potassium carbonate and phase transfer catalyst (PTC), with dimethyl carbonate (DMC) instead of conventional toxic reagents (such as haloalkane and dimethyl sulfate, etc.). The best conversion (87.7 %) of ADH and selectivity (40.5 %) toward ADM were achieved under optimized conditions: tetrabutyl ammonium bromide (TBAB) as PTC, n(ADH):n(DMC):n(TBAB):n(K2CO3) = 1:5:0.1:3, reaction time = 10 h and reaction temperature = 150 °C.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Feb 15, 2013

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