安定イオウイリドの研究(第9報)Dimethylsulfonium AcetylcarbamoylmethylideとIsoquinoline 2-Oxideとの反応

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概要

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• The reaction of dimethylsulfonium acetylcarbamoylmethylide (1) with isoquinoline 2-oxide (2) in the presence of acetyl chloride gave 2-[1(2H)-isoquinolylidenemethyl]-6-methyl-5-methylthio-1,3-oxazin-4-one (3). When 3 was treated with mineral acid, 3-hydroxy-2-(1-isoquinolyl)-3-methyl-4-methylthioglutarimide (10) was obtained as a ring transformation product. 10 was dehydrolized with acid catalyst to 6-hydroxy-3-[1(2H)-isoquinolylidene]-4-methyl-5-methylthiopyridin-2(3H)-one (11). The treatment of 3 with diethylamine (or ethanolic potassium hydroxide) gave 2-diethylamino (or hydroxy)-4-oxopyrimido[4,3-a]isoquinoline (17 or 18). On the reaction of 3 with acetic anhydride, 2-[1 (2H)-isoquinolylidene]-3-oxobutanenitrile (16) was obtained as a ring opening product.

• 公益社団法人日本薬学会の論文
• 1980-12-25

著者

• 木下 敏夫

  School of Pharmaceutical Sciences, Nagasaki University

• 渡辺 三明

  Center For Instrumental Analysis Nagasaki University

• 木下 敏夫

  長崎大学薬学部

• 木下 敏夫

  School Of Pharmaceutical Sciences Nagasaki University

• 古川 淳

  長崎大学薬学部

• 青野 眞

  長崎大学薬学部

• 渡辺 三明

  長崎大学薬学部

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