丁香酚曼尼希和甲基化合成四烷基铵化合物及其抑菌活性

Sabarmin Perangin-angin, Sri Wahyuni Barus
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引用次数: 1

摘要

通过曼尼希和甲基化反应合成了6-[(n -碘- n -甲基- n -甲基- n -甲氨基)甲基]-4-烯丙基-2-甲氧基苯酚。以丁香酚、甲醛37%、二甲胺40%与乙醇在78℃下反应90 min,得到4-烯丙基-6(二甲胺)甲基-2-甲氧基苯酚,产率为83,03%。以4-烯丙基-6-(二甲氨基)甲基-2-甲氧基苯酚为原料,与碘化甲酯在乙醇中甲基化,制得6-[(n -碘- n -甲基- n -甲基- n -甲氨基)甲基]-4-烯丙基-2-甲氧基苯酚季铵盐。在FTIR光谱中,铵盐的比峰出现在948.98和455.20 cm-1处。研究了6-[(n -碘- n -甲二醇- n -甲基- n -甲氨基)甲基]-4-烯丙基-2-甲氧基苯酚对大肠杆菌和金黄色葡萄球菌的抑菌活性,表明该季铵盐具有较强的抑菌活性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Synthesis of Quatenary Ammonium Compounds from Eugenol through Mannich and Methylation Reactions and Its Antibacterial Activity
6-[(N-iodo-N-methyl-N-methyl-N-methylamino)methyl]-4-alyl-2-methoxyphenol was synthesized through Mannich and methylation reaction. Mannich reaction was carried out by reacting eugenol, formaldehyde 37%, and dimethylamine 40% with ethanol at temperature of 78°C for 90 minutes and 4-allyl-6(dimethylamino)methyl-2-methoxyphenol was obtained with yield of 83,03%. Quartenary ammonium salt, 6-[(N-iodo-N-methyl-N-methyl-N-methylamino)methyl]-4-allyl-2-methoxyphenol, was obtained through methylation reaction of 4-allyl-6-(dimethylamino)methyl-2-methoxyphenol with methyl iodide in ethanol. In the FTIR spectrum, the specific peak of ammonium salt was exhibited at 948.98 and 455.20 cm-1. The antibacterial activity of 6-[(N-iodo-N-metil-N-methyl-N-methylamino)methyl]-4-allyl-2-methoxyphenol was performed against E. coli and S. aureus, this quaternary ammonium salt exhibited a strong activity.
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