A single-step synthesis of 2-substituted 2-thiazolines.
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概要
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2-Phenyl-2-thiazoline (<B>4b</B>) and its derivatives: [4-carboxylic acid (<B>4c</B>), 4-carboxylic acid methyl ester (<B>4d</B>), and 5,5-dimethyl-4-carboxylic acid (<B>4e</B>)], 2-(<I>p</I>-chlorophenyl)-2-thiazoline (<B>4f</B>) and its 4-carboxylic acid (<B>4g</B>), and 2-methyl-2-thiazoline (<B>4h</B>) were obtained by treating RCS<SUB>2</SUB>CH<SUB>2</SUB>CO<SUB>2</SUB>H [R=Phenyl (<B>1b</B>), <I>p</I>-chlorophenyl (<B>Id</B>), or methyl (<B>1e</B>)] or MeCS<SUB>2</SUB>Et (<B>1f</B>) with the corresponding 2-aminoethane thiols, <I>i.e.</I>, cysteamine (<B>6a</B>), cysteine (<B>6</B>b), cysteine methy ester (<B>6c</B>), and/or penicillamine (<B>6d</B>). <B>4b</B> was also obtained from PhCS<SUB>2</SUB>Et (<B>1c</B>) and <B>6a</B> with a rate approximately equal to that from <B>1b</B> and <B>6a</B>. The attempted synthesis of 2-methyl-2-thiazoline-4-carboxylic acid (<B>4i</B>) using a similar method gave only <I>N</I>-acetylcysteine (<B>7</B>).
- 公益社団法人 日本化学会の論文
著者
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Izawa Yasuji
Department Of Applied Chemistry Aichi Institute Of Technology
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Suzuki Nobutaka
Department Of Complementary And Alternative Medicine Clinical R&d Graduate School Of Medical Science Kanazawa University
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