Studies of the Reissert-Kaufmann-type Reaction of 4-Nitropyridine <I>N</I>-Oxide and Its Homologues
-
- Matsumura Eizo
- Department of Chemistry, Osaka Kyoiku University
-
- Ohfuji Takahiko
- Department of Chemistry, Osaka Kyoiku University
-
- Ariga Masahiro
- Department of Chemistry, Osaka Kyoiku University
書誌事項
- 公開日
- 1970
- DOI
-
- 10.1246/bcsj.43.3210
- 公開者
- 公益社団法人 日本化学会
この論文をさがす
説明
The Reissert-Kaufmann-type reaction of substituted N-methoxy-4-nitropyridinium methylsulfates gave the corresponding 2-cyano-4-nitropyridines in satisfactory yields. When 3-methyl-4-nitropyridine N-oxide was used as the starting material, a cyano group was introduced not into the 6-position, but into the 2-position. This preference may be explained by proposing a hyperconjugation effect of the 3-methyl group. The resulting nitriles were quantitatively hydrolyzed to the corresponding 4-nitropicolinic acids. These reactions provided a new route for the preparation of nitropyridinecarboxylic acids from pyridine homologues. Further, some nucleophilic substitution reactions of the products were carried out.
収録刊行物
-
- Bulletin of the Chemical Society of Japan
-
Bulletin of the Chemical Society of Japan 43 (10), 3210-3214, 1970
公益社団法人 日本化学会
- Tweet
詳細情報 詳細情報について
-
- CRID
- 1390282679112451840
-
- NII論文ID
- 130001977569
-
- ISSN
- 13480634
- 00092673
-
- 本文言語コード
- en
-
- データソース種別
-
- JaLC
- Crossref
- CiNii Articles
- OpenAIRE
-
- 抄録ライセンスフラグ
- 使用不可
