Studies on Tertiary Amine Oxides. LXI. Some Reactions of 2-Phenylquinoline 1-Oxide and Its Derivatives

スポンサーリンク

概要

• 論文の詳細を見る

• The orientation of nitration of 2-phenylquinoline 1-oxide (1) with potassium nitrate and sulfuric acid was found to be principally governed by the concentration of sulfuric acid independently of the reaction temperature. Thus, whereas the reaction in concentrated sulfuric acid gave 3'-nitro derivative (3) as the main product, the use of 70-75% sulfuric acid was favorable for the formation of 4-nitro derivative (2). Further nitration of 2 and 3 readily produced 3', 4-dinitro compound (4). The Reissert-Henze reaction of 2-(4-methoxyphenyl) quinoline 1-oxide (7) afforded 1-benzoyloxy-4-cyano-1,4-dihydroquinoline (12) besides 4-cyano (9), 6-benzoyloxy- (10) and 8-benzoyloxy-quinolines (11). From the reaction of 2-(4-nitrophenyl) quinoline 1-oxide (8), the corresponding 1,4-dihydroquinoline (15) was also isolated together with 6-and 3-benzoyloxyquinolines (13 and 14). The mechanism of the formation of benzoyloxy derivatives was discussed.

• 公益社団法人日本薬学会の論文
• 1977-06-25

著者

• 野田 浩司

  産業医科大学薬剤部

• 浜名 政和

  Faculty of Pharmaceutical Sciences, Kyushu University

• 竹尾 聡

  Faculty Of Pharmaceutical Sciences Kyushu University

• 野田 浩司

  Faculty of Pharmaceutical Sciences, Kyushu University

• 浜名 政和

  Faculty Of Pharmaceutical Sciences Kyushu University

関連論文

• Studies on Tertiary Amine Oxides. LVII. Re-examination of the Reaction of Quinoline 1-Oxide with Acetic Anhydride, and the Related Reactions
• Studies on Tertiary Amine Oxides LXXXII. : The Reaction of 1-Oxido-4(or 2)-pyridinediazonium Tetrafluoroborate with Olefins in the Presence of Palladium Complex
• Studies on Tertiary Amine Oxides. LXXVII. The Pseudo-Gomberg Reaction of 4-and 2-Aminopyridine 1-Oxides
• Reduction of 1-Methyl-3-and-4-methoxycarbonyl Pyridinium Iodide with Sodium Borohydride
• Studies on Tertiary Amine Oxides. XLIII. Reactions of Aromatic N-Oxides with Alkoxyindoles in the Presence of Acylating Agents
• Studies on Tertiary Amine Oxides. XL. Reactions of Aromatic N-Oxides with Oxindoles in the Presence of Acylating Agents
• Studies on Tertiary Amine Oxides. XXXIX. Reactions of Aromatic N-Oxides with Indoles in the Presence of Acylating Agents
• Reaction of Aromatic N-Oxides with Indoles in the Presence of an Acylating Agent
• Synthese von Derivaten der Cinchona-Alkaloide. XXXIII. Synthese von 2'-Cyanoderivaten der Alkaloide der Chinin-Reihe
• 過硫酸アンモニウム存在下におけるQuinolinium Perchlorate類のα-オキシアルキル化反応
• Studies on Tertiary Amine Oxides. LXIX. Reactions of 2-Chloromethylquinoline Derivatives with 2-Nitropropane
• Studies on Tertiary Amine Oxides. LXII. A Novel Formation of Quinolinium Methylides by the Reaction of Quinoline 1-Oxides with Active Methylene Compounds in the Presence of an Acylating Agent
• Studies on Tertiary Amine Oxides. XIV. Reactions of N-(p-Dimethylaminophenyl) nitrones having Pyridine, Quinoline or its N-Oxide, as α-Substituent with Carbon Disulfide.
• Studies on Tertiary Amine Oxides. XIII. Reactions of N-(p-Dimethylaminophenyl) nitrones having Pyridine N-Oxide, Quinoline or its N-Oxide as α-Substituent.
• Studies on Tertiary Amine Oxides. XLIV. Reactions of Aromatic N-Oxides with N-Acylmethylpyridinium Salts in the Presence of Acylating Agents
• Studies on Azole Compounds. III. Reactions of Oxazole N-Oxides with Phosphoryl Chloride and Acetic Anhydride
• Reduction of N-(α-Acyl-2-quinolylmethyl) pyridinium Perchlorate
• Studies on Tertiary Amine Oxides. LXI. Some Reactions of 2-Phenylquinoline 1-Oxide and Its Derivatives
• 2-(2-Quinolyl)-または2-(2-Pyridyl)cyclohexanoneと有機過酸との反応
• Beckmann転位条件下における2-(2-Quinolyl)-または2-(2-Pyridyl)-cyclohexanone Oximeの新しい閉環反応
• Studies on Tertiary Amine Oxides. LXXXI. Formation of 1-lsoquinoliniomethylides by the reaction of Isoquinoline 2-Oxide with Cyanoacetic Acid and Benzoylacetonitrile in the Presence of Acetic Anhydride
• Studies on Tertiary Amine Oxides. LXXX. Reaction of Quinoline 1-Oxide with Phenylacetic Anhydride
• Studies on Tertiary Amine Oxides. XXXVIII. Reaction of Quinoline 1-Oxide with N-Acylmethylpyridinium Salts in the Presence of Acylating Agents
• The Pseudo-Gomberg Reaction of Benzene Derivatives with 1-Substituted Pyrroles
• A New Synthetic Approach to 8-Chloroflavins and Their Conversion into 8-(Substituted-amino) flavins
• Studies on Tertiary Amine Oxides. LIX. A New Total Synthesis of dl-Allomatridine
• Studies on Tertiary Amine Oxides. LVIII. Reactions of Substituted Dehydroquinolizidines with Pyridine N-Oxide. (2)
• Studies on Tertiary Amine Oxides. LXXIII. Substitution of Aromatic N-Oxides with Radicals produced from Azo Compounds
• Studies on Tertiary Amine Oxides. LV. Reactions of N-Alkoxyquinolinium Salts with Enamines of Ketones. (1)
• Studies on Tertiary Amine Oxides. LXVI. Reactions of Quinoline 1-Oxide Derivatives with Tosyl Chloride in the Presence of Triethylamine
• Studies of Tertiary Amine Oxides. LXV. Reaction of Quinoline 1-Oxide with Tosyl Chloride in the Presence of Triethylamine
• Studies on Tertiary Amine Oxides. LXXIX. Reactions of 2-Ethoxycarbonyl-1-hydroxyindole in the Presence of Acylating Agents
• The Reaction of α-Substituted Ketones with N-Alkylhydroxylamines
• Studies on Tertiary Amine Oxides. LXXVI. Reactions of Aromatic N-Oxides with 1,3-Cyclohexanediones in the Presence of Acetic Anhydride
• Studies on Tertiary Amine Oxides. LXXIV. Reactions of Aromatic N-Oxides with 2-Phenyl-2-Thiazolin-4-one in the Presence of Acetic Anhydride
• Studies on Tertiary Amine Oxides. LXXII. Some Nucleophilic Reactions of 1-Hydroxy-2-phenylindole
• Studies on Tertiary Amine Oxides. LXXI. Some Electrophilic Reactions of 1-Hydroxy-2-phenylindole
• Stereoselective Alkylation of 1-Oxoquinolizidine
• 第3級アミンオキシドに関する研究(第60報) : アシル化剤の存在下における3,2'-Diquinolyl 1-Oxideと求核剤との反応
• Studies on Tertiary Amine Oxides. XXXVII. Reactions of Aromatic N-Oxides with Enol Ethers in the Presence of Benzoyl Chloride
• Photoreaction of N-Ethoxyquinolinium Perchlorate in Methanol
• 第3級アミンオキシドに関する研究(第36報) : アシル化剤の存在下における芳香族アミンオキシドと1-Morpholinoisobuteneとの反応
• Studies on Tertiary Amine Oxides. XXXI. Reactions of Aromatic N-Oxides with Antipyrine in the Presence of Acylating Agents.
• Reactions of Aromatic N-Oxides with Enamines of Cyclohexanone in the Presence of Acylating Agents (3).Reactions of Chloro- and Hydroxy-pyridine and -quinoline N-Oxides
• Studies on Tertiary Amine Oxides. XXVII. Reactions of Aromatic N-Oxides with Enamines of Cyclohexanone in the Presence of Acylation Agents : Reaction of α-and γ-Methyl-pyridine and -quinoline N-Oxides
• Studies on Tertiary Amine Oxides. XXIV. Reactions of Aromatic N-Oxides with Enamines of Cyclohexanone in the Presence of Acylating Agents (1)
• Reactions of Quinoline 1-Oxide with Enamines of Cyclohexanone
• Studies on Tertiary Amine Oxides. LXIV. Reaction of 4-Nitroquinoline 1-Oxide and Related Compounds with Potassium Cyanide
• Studies on Tertiary Amine Oxides. LIV. Reaction of Quinoline N-Oxides with Potassium Cyanate and Tosyl Chloride in Ethanol
• Studies on Tertiary Amine Oxides. XLVII. Reaction of Quinoline 1-Oxide Derivatives with Cyanogen Bromide
• Studies on Tertiary Amine Oxides. XLV. Reaction of Quinoline N-Oxide with Cyanogen Bromide
• Studies on Tertiary Amine Oxides. XXVI. Nitration of 6-Substituted Quinoline 1-Oxides.
• Studies on Tertiary Amine Oxides. XLIX. Reactions of Pyridine and Quinoline N-Oxides with 1 (10)-Dehydroquinolizidine

もっと見る 閉じる

スポンサーリンク