Studies on Ketene and Its Derivatives. XXXVIII. Reaction of Diketene with Phenylhydrazones to give 4-Acetyl-2-phenylpyrazolidin-3-ones
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概要
- 論文の詳細を見る
1,3-Dipolar cycloaddition of phenylhydrazones (I) with diketene to give 4-acetyl-2-phenylpyrazolidin-3-one derivatives (II) was investigated. Refluxing of diketene with phenylhydrazone of aromatic ketone and aldehyde, such as acetophenone phenylhydrazone (Ia), benzophenone phenylhydrazone (Ib), benzaldehyde phenylhydrazone (Ig), and cinnamicaldehyde phenylhydrazone (Ih) in acetic acid gave the corresponding substituted pyrazolidin-3-ones ; i.e., 4-acetyl-2,5-diphenyl (IIa), 4-acetyl-2,5,5-triphenyl (IIb), 1,4-diacetyl-2,5-diphenyl (IIg), and 1,4-diacetyl-2-phenyl-5-styryl (IIh) compounds. Similar treatment of aliphatic ketone phenylhydrazones, such as acetone phenylhydrazone (Ic), methylethylketone phenylhydrazone (Id), cyclopentanone phenylhydrazone (Ie), and cyclohexanone phenylhydrazone (If), afforded resinous products, but the reaction was carried out in benzene with a catalytic amount of acetic acid, 4-acetyl-5,5-dimethyl-2-phenylpyrazolidin-3-one (IIc), 4-acetyl-5-ethyl-5-methyl-2-phenylpyrazolidin-3-one (IId), 4-acetyl-2-phenylspiro (pyrazolidin-5,1'-cyclopentane)-3-one (IIe), and 4-acetyl-2-phenylspiro (pyrazolidin-5,1'-cyclohexane)-3-one (IIf) were obtained.
- 公益社団法人日本薬学会の論文
- 1970-11-25
著者
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加藤 鉄三
Pharmaceutical Institute Tohoku University
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片桐 信弥
Health Sci. Univ. Hokkaido Hokkaido Jpn
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片桐 信弥
Pharmaceutical Institute Tohoku University
-
加藤 鉄三
Pharmaceutical Institute. Tohoku University
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