Benzimidazole N-Oxides. VI. Reaction of 3-Methoxy-1-methyl- and 1,2-dimethyl-benzimidazolium Iodide with Various Nucleophiles
スポンサーリンク
概要
- 論文の詳細を見る
Reactions of 1-methyl- or 1,2-dimethyl-3-methoxybenzimidazolium iodide (I or II) with various nucleophilic reagents (CN^-, OH^-, RO^-, amines etc.) have been investigated. Most of these reagents reagents react with I to give the corresponding 2-substituted 1-methylbenzimidazole.The reaction of II with these reagents generally affords 1,2-dimethylbenzimidazole (V) losing its methoxy group. Only with potassium cyanide, II undergoes substitution concurrently to give a mixture of 1,2-dimethyl-6-benzimidazolecarbonitrile and V. The reaction mechanisms have been discussed as compared with those of Nalkoxypyridinium salt, and a possible zwitterion intermediate for the reaction of I is noted.
- 公益社団法人日本薬学会の論文
- 1966-04-25
著者
-
高橋 史郎
Shionogi Research Laboratory, Shionogi & Co., Ltd.
-
加納 日出夫
Shionogi Research Laboratory, Shionogi & Co., Ltd.
-
高橋 史郎
Shionogi Research Laboratory Shionogi & Co. Ltd.
-
加納 日出夫
Shionogi Research Laboratory Shionogi & Co. Ltd.
関連論文
- Action of Substituted Azaindolizines on Microorganisms. I. Action on Lactic Acid Bacteria.
- Organic Photochemical Reactions. VII. Photolysis of 1-Benzyl-2-ethylbenzimidazole 3-Oxide
- The in Vitro Metabolism of 3-(1-Hydroxy-2-piperidinoethyl)-5-phenyl-isoxazole Citrate (31252-S) with Rabbit Liver Homogenate
- Studies on Heteroaromatic N-Oxides. XI. Aminolysis of Esters of Benzazole N-Oxides and Related Quaternary Salts
- Heteroaromatic N-Oxides. X. Synthesis and Reactions of Benzothiazole 3-Oxide
- Studies on Heteroaromatic N-Oxides. IX. The Synthesis and Structure of Benzothiazole N-Oxides
- Benzimidazole N-Oxides. VIII. The Reactivity of Ethyl 1-Methyl-2-benzimidazolecarboxylate 3-Oxide and the Related Compounds
- Benzimidazole N-Oxides. VII. The Reactivity of 1,2-Dimethylbenzimidazole 3-Oxide
- Benzimidazole N-Oxides. VI. Reaction of 3-Methoxy-1-methyl- and 1,2-dimethyl-benzimidazolium Iodide with Various Nucleophiles
- Benzimidazole N-Oxides. IV. 1,3-Dipolar Cycloaddition Reaction with 1-Methylbenzimidazole 3-Oxide
- Benzimidazole N-Oxides. III. The Reactivity of 1-Methylbenzimidazole 3-Oxide
- Benzimidazole N-Oxides. I. The Structure of Benzimidazole N-Oxide and Synthesis of its Derivatives.
- Synthesis of Potential Anticancer Agents. II. Halogenation of 7-Substituted 5-Methyl-s-triazolo [2,3-a] pyrimidines
- Pyridazines. VIII. Syntheses and Nuclear Magnetic Resonance Spectra of Cinnoline N-Oxides.
- Proton Magnetic Resonance Spectra of the Benzazine and Benzodiazine N-Oxides
- Pyridazines. IV. Nuclear Magnetic Resonance Studies of Pyridazine N-Oxide and Its Derivatives.
- Pyridazines. III. The Dipole Moments and the Structures of Monomethylpyridazine N-Oxides.
- Pyridazines. II. 4-Methylpyridazine N-Oxides.
- Pyridazines. I. 3-Methylpyridazine N-Oxides.
- Synthesis of Cinnoline N-Oxides
- Studies on the Azaindolizine Compounds. XII. Alkyl Rearrangement of 5-Methyl-7-alkoxy-s-triazolo [1,5-a] pyrimidines.
- Isoxazoles. XVI. The Reaction of Nitrous Acid on 5-Amino-3,4-dialkylisoxazoles
- A New Rearrangement of 3-Diazoaminoisoxazoles
- Isoxazoles. XXIII. Synthesis of N-Substituted 4-Isoxazolines and Their Conversion into 2-Acylaziridines
- Isoxazoles. XXII. A New Synthesis of 4-Isoxazolines and Their Thermal Conversion into Pyrroles
- Isoxazoles. XX. Base-induced Ring Cleavage Reactions of 2,3,4-Trisubstituted Isoxazolium Salts
- Isoxazoles. XIX. Synthesis and Cleavage Reaction of Some 3,4-Disubstituted Isoxazoles
- Separation and Structure of 3-Methylpyridazine 1-Oxide and 2-Oxide
- Synthesis of Potential Anticancer Agents. III. 7-Substituted s-Triazolo [2,3-a]-pyrimidines and their Halogenated Compounds
- Synthesis of Potential Anticancer Agents. I. 5-Substituted 7-Methyl-s-triazolo [4,3-α]-and-tetrazolo [1,5-α]-pyrimidines.
- Studies on Isoxazole Derivatives. XI. Synthesis of 4-Ethoxycarbonyl-and 4-Cyano-5-aminoisoxazoles and Their Ring Cleavage.
- Isoxazole誘導体の研究(第8報)5-Aminoisoxazole類の接触還元