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Synthesis and Application of Imidazole Derivatives. Synthesis and Acyl Activation of 2-Acyl-1-methyl-1H-imidazoles(Organic,Chemical)
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- OHTA SHUNSAKU
- Kyoto Pharmaceutical University
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- HAYAKAWA SATOSHI
- Kyoto Pharmaceutical University
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- MORIWAKI HIROKI
- Kyoto Pharmaceutical University
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- HARADA SUZUMI
- Kyoto Pharmaceutical University
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- OKAMOTO MASAO
- Kyoto Pharmaceutical University
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Description
2-Acyl-1-methyl-1 H-imidazoles (3) were prepared in good yields by treating 1-acylpyrrolidines (5) with 2-lithio-1-methyl-1 H-imidazole (2) at -78℃. The acyl group of 3 was very stable under various severe conditions, but 2-benzoylimidazole (3a) was gradually hydrolyzed by heating with 1.3_N NaOH to produce benzoic acid and 1-methyl-1 H-imidazole. Acyl activation of 3 was performed by direct quaternization of 3 with iodomethane or dimethyl sulfate or more successfully by quaternization of the corresponding O-trimethylsilylated gcm-cyanohydrin (11) with dimethyl sulfatts.
Journal
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- Chemical & pharmaceutical bulletin
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Chemical & pharmaceutical bulletin 34 (12), 4916-4926, 1986-12-25
The Pharmaceutical Society of Japan
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Keywords
Details 詳細情報について
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- CRID
- 1573668927092397312
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- NII Article ID
- 110006280818
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- NII Book ID
- AA00602100
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- ISSN
- 00092363
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- Text Lang
- en
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- Data Source
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- CiNii Articles