Studies on Ketene and Its Derivatives. CXIII. Reaction of Dichloroketene with Aromatic Amine N-Oxides

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概要

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• Reaction of dichloroketene with pyridine 1-oxide (1) gave four products, namely, 2-dichloromethylpyridine (2), 4-dichloromethylpyridine (3), 3,3,7-trichloro-6-dichloroacetyl-2-oxo-2,3,3a, 6,7,7a-hexahydrofuro [2,3-c] pyridine (4), and 3,3-dichloro-6-dichloroacetyl-7-hydroxy-2-oxo-2,3,3a, 6,7,7a-hexahydrofuro [2,3-c] pyridine (5). Reaction of dichloroketene with 1,followed by treatment with abs. methanol gave 3,methyl 2,2-dichloro-2-(2-pyridyl) acetate (6), and methyl 2,2-dichloro-2-(4-pyridyl) acetate (7). Similar reaction of dichloroketene with methylpyridine 1-oxides gave the corresponding 2-dichloro and 4-dichloro methylpyridines. On the other hand, reaction of dichloroketene with 2,6-dimethylpyridine 1-oxide (18), followed by treatment with abs. methanol gave 4-dichloromethyl-2,6-dimethylpyridine (19) and bis (2,6-dimethyl-4-pyridyl) dichloromethane (21). Dichloroketene also reacted with quinoline 1-oxide (24) and isoquinoline 2-oxide (29) to give the corresponding dichloromethyl derivatives (25 and 26,and 30,respectively).

• 公益社団法人日本薬学会の論文
• 1983-06-25

著者

• 加藤 鐵三

  Central Research Institute Mect Corporation

• 加藤 鐵三

  Pharmaceutical Institute. Tohoku University

• 丹羽 龍史

  Central Research Institute Mect Corporation

• 丹羽 龍史

  Pharmaceutical Institute, Tohoku University

• 片桐 信称

  Pharmaceutical Institute Tohoku University

• 古屋 洋一

  Pharmaceutical Institute, Tohoku University

• 古屋 洋一

  Pharmaceutical Institute Tohoku University

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