1. Reaction of Aromatic Heterocyclic Nitro Compounds with Potassium Cyanide. II
- Author
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Masaru Ikeda, Hiroshi Takahashi, Toshihiko Okamoto, Tomizo Kitagawa, and Hiroaki Takayama
- Subjects
organic chemicals ,Potassium cyanide ,General Chemistry ,General Medicine ,Ring (chemistry) ,Medicinal chemistry ,chemistry.chemical_compound ,chemistry ,Group (periodic table) ,Yield (chemistry) ,Drug Discovery ,Nitro ,Organic chemistry ,heterocyclic compounds ,Methanol ,Isoxazole - Abstract
On the reaction of 5-, 6-, 7-, and 8-nitroquinoline with potassium cyanide in methanol solution, always two kinds of compound were obtained in a moderate yield. The one was o-methoxyquinoline-carbonitrile, in which the cyano group is introduced in ortho-position to the nitro group and then the nitro group is replaced by a methoxyl group, and the other was 1-aminosoxazoloquinoline, in which the nitro group was reduced to hydroxyamino group and this hydroxyamino group was cyclized to an isoxazole ring with the cyano group introduced at ortho-position of the original nitro group. However, in the reaction of 4-nitroquinoline, 4-methoxyquinoline was obtained as a sole product.
- Published
- 1969
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