KMID : 0370220050490020162
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Yakhak Hoeji 2005 Volume.49 No. 2 p.162 ~ p.167
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N-Alkylation of Primary Aromatic Amines Using Alkylhalide and Triethylamine
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ÀÌÀçÁØ/Lee JJ
±èÀ¯¹Ì/±è¹Ì³ª/ÀÌ¸í±¸/Kim YM/Kim MN/Lee MK
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Abstract
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Synthetic method for the selective N-monoalkylation of anilines using alkyl halides and triethylamine under room temperature was described. The corresponding N-alkylanilines were obtained in good yields with minor quantities of dialkylated products. Anilines 2a-m and 3a-m were identified using NMR and IR. A series of 2a-m and 3a-m has been synthesized from aniline, toluidines, ethylanilines, aminoacetophenones, phenetidines. Formation of anilines was undertaken with dropping of alkylhalides at room temperature in methanol (or ethanol) for 3 hours~5 days. Selectivity on the monoalkylation was relatively high. Synthetic ratio of monoalkylated and dialkylated product was 94 : 6 in case of maximum monoalkylation.
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KEYWORD
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