Studies of Tertiary Amine Oxides. LXV. Reaction of Quinoline 1-Oxide with Tosyl Chloride in the Presence of Triethylamine
スポンサーリンク
概要
- 論文の詳細を見る
The reaction of quinoline 1-oxide (1) with tosyl chloride (1 eq) and a large excess of triethylamine in a mixture of chloroform and water at room temperature gave 2-tosyloxy-quinoline (2 ; trace), di (2-quinolyl) ether (3 ; 46%), N-(2-quinolyl)-2-quinolone (4 ; 35%) and carbostyril (5 ; 19%). Products 3 and 4 presumably originate from nucleophilic attack of carbostyril anions (5'a and 5'b) on the tosyl chloride adduct of 1 (11). "Di (2-quinolyl) ether" reported by Murakami and Matsumura to be obtained by heating 1 with tosyl chloride was shown in fact to be an equimolar complex of 4 and 5,and the nature of the reaction was clarified in detail.
- 公益社団法人日本薬学会の論文
- 1980-02-25
著者
-
船越 和久
Faculty Of Pharmaceutical Sciences Kyushu University
-
佐伯 清太郎
Faculty Of Pharmaceutical Sciences Kyushu University
-
浜名 政和
Faculty Of Pharmaceutical Sciences Kyushu University
-
七里 和子
Faculty Of Pharmaceutical Sciences Kyushu University
関連論文
- Practical Synthesis of Optically Active 6,6,Dichloro-2,2'-dipfenic Acid and Its Dimethyl Ester
- Metabolic Studies on Polychlorinated Biphenyls. II. Metabolic Fate of 2,4,3', 4'-Tetrachlorobiphenyl in Rats
- 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
- Inductive Effect of Polychlorinated Biphenyls Mixture and Individual Isomers on the Hepatic Microsomal Enzymes
- 2-Chloroおよび1,4,8-Trichlorodibenzofuranの合成とそのマウス成長ならびにラット肝ミクロゾ-ム薬物代謝酵素系に及ぼす影響 (油症とPCBに関する研究)
- 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
- A New Conversion Method from (-)-Limonene to Nepetalactones
- Conversion of (-)-Limonen-10-ol to 11-Deoxyprostaglandin
- USING MICROBIAL REDUCTION TO SYNTHESIZE CARBACYCLIN
- Formal Synthesis of Brefeldin A from (+)-Limonen-10-ol
- 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
- 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
- SYNTHESIS BY MICROBIAL REDUCTION OF (S)-13-HYDROXY-9Z, 11E-OCTADECADIENOIC ACID, A DEFENSIVE SUBSTANCE IN RICE
- 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. LXXV. Reactions of Aromatic N-oxides with Meldrum's Acid 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
- 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
- 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)
- 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.
- 2,5,2′,5′-Tetrachloro-4-Methylthiobiphenylの合成 (油症とPCBに関する研究報告集-9-)
- Studies on Tertiary Amine Oxides. XLIX. Reactions of Pyridine and Quinoline N-Oxides with 1 (10)-Dehydroquinolizidine