Infrared Absorption Spectra of Aldonitrones. I. Infrared Spectra of Benzaldehyde N-Methyl and N-Phenyl Nitrones.
スポンサーリンク
概要
- 論文の詳細を見る
The infrared spectra of benzaldehyde N-methyl and N-phenyl nitrones and the corresponding imines, as well as those of the related monosubstituted benzenes, were determined and the assignment was made for most of the vibrations in the 1700〜650 cm^<-1> region and the characteristic frequencies for aldonitrones were discussed. The N-O stretching frequencies were assigned to the strong absorption at 1172 cm^<-1> in the N-methyl and the strong doublet at 1088 and 1071 cm^<-1> (1082 and 1067 cm^<-1> as solid) in the N-phenyl nitrones, respectively. From these positions, it was concluded that these aldonitrones constitute a transitory group located between heteroaromatic and aliphatic amine N-oxides with respect to the nature of the N-oxide function, the N-methyl nitrone being closer to the former and the N-phenyl nitrone to the latter. The C=N stretching frequencies showed a large shift to a lower frequency in the nitrones as compared with those in the corresponding imines. Study of the solvent effect showed that the N-O and the C=N frequencies shifted markedly to a lower and a higher frequency, respectively, in a solvent capable of hydrogen bond formation. These results were discussed in terms of resonance contribution in the electronic state of the nitrones. Photochemical reaction of these nitrones was investigated spectrophotometrically and their conversion products on irradiation of ultraviolet light were identified and discussed.
- 公益社団法人日本薬学会の論文
- 1962-06-25
著者
-
進藤 英世
Takamine Research Laboratory Sankyo Co. Ltd.
-
梅沢 文輔
Faculty of Pharmaceutical Sciences, Science University of Tokyo
-
梅澤 文輔
Faculty Of Pharmaceutical Sciences Science University Of Tokyo
-
梅沢 文輔
Faculty Of Pharmaceutical Sciences Science University Of Tokyo
-
梅沢 文輔
Institute of Pharmaceutical Sciences, Faculty of Medicine, Kyushu University
関連論文
- Studies on Tetrahydroisoquinolines. XXV. A Synthesis of 4-Aryl-1,2,3,4-tetrahydroisoquinolines ; Total Synthesis of (±)-Cherylline
- 8-クロロモルフィナンジエノンおよび8-クロロホモモルフィナンジエノンの合成 (生物活性物質)
- Studies on Tetrahydroisoquinolines. XII. An Alternative Synthesis of (±)-Bracteoline, (±)-Isoboldine, (±)-N-Methyllaurotetanine, and Their Related Aporphines
- Studies on Tetrahydroisoquinolines. X. A Stereospecific Synthesis of (±)-Cataline
- A Novel Cyclononatriene System from N-Veratrylethanolamine-N-tosylate
- Chemistry of Cyclotriveratrylene. I. Formation of Cyclotriveratrylene from Veratrylamine N-Tosylates
- Ferricyanide Oxidation of dl-N-Methylisosalsoline and Its Methiodide
- Ferricyanide Oxidation of Corypalline and Its Methiodide
- 58 セレチウムアルカロイドの合成研究
- 21 ヒガンバナ科アルカロイド、(±)-リコリンの合成(口頭発表の部)
- Studies on Tetrahydroisoquinolines. XXVI. : A Biomimetic Synthesis of 5-Oxygenated 1,2,3,4-Tetrahydroisoquinolines
- Studies on the Infrared Spectra of Heterocyclic Compounds. IV. Infrared Spectra of Monosubstituted Pyridine Derivatives.
- 異項環化合物の赤外部吸収スペクトルの研究(第3報)アルキルピリジン1-オキシドの赤外部スペクトル
- 異項環化合物の赤外部吸収スペクトルの研究(第2報)メチルキノリンの赤外部スペクトル
- 異項環化合物の赤外部吸収スペクトルの研究(第1報)アルキルピリジンの赤外部スペクトル
- Studies on Tetrahydroisoquinolines. XXX. A Synthesis of Mixed Tetrahydroisoquinoline Dimers via p-Quinol Acetates
- Studies on Tetrahydroisoquinolines. XXIII. Reactions of (±)-7-Acetoxy-7-methoxy-1-(3,4-dimethoxy-or 3,4-methylenedioxybenzyl)-2-methyl-6-oxo-Δ^-hexahydroisoquinoline (o-Quinol Acetate)
- Studies on Tetrahydroisoquinolines. XXI. A Synthesis of (±)-1-Hydroxy-2-methoxyhomoproaporphine and Stereochemistry of 4-Oxygenated 1,2,3,4-Tetrahydroisoquinolines
- 77 リコリン関連化合物の合成研究
- STEREOSPECIFIC DEUTERIUM INCORPORATION INTO 11-CYCLOHEXYLUNDECANOIC ACID FROM D-[6,6-^2H_2]-GLUCOSE BY CURTOBACTERIUM PUSILUM(Communications to the Editor)
- Studies on Tetrahydroisoquinolines. XXXVII. : A Synthesis of 3-Hydroxyaporphines and 3-Hydroxyhomoaporphines
- Revised Stereostructure for (+)-Roemecarine and Synthesis of (±)-, (+)-, and (-)-Roemercarine and (±)-Epiroemecarine
- Kinetic Resolution of (±)-4-Acyloxy-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisopuinolines by Use of Immobilized Lipases in Organic Solvents
- Studies on Tetrahydroisoquinolines. XXXII. : Conversion of 7-Hydroxy-6-methoxytetrahydroisoquinolines to 6-Hydroxy-7-methoxytetrahydroisoquinolines
- A Synthesis of Seco-mesembrane Alkaloids, (±)-Joubertiamine, (±)-Joubertinamine, and (±)-Epijoubertinamine
- Studies on Tetrahydroisoquinolines. XXXI. : A synthesis of Tetrahydroisoquinoline Dimers by Intermolecular C-O Coupling
- Synthesis of Sceletium and Amaryllidaceae Alkaloids, (±)-Mesembrine and (±)-Dihydromaritidine, (±)-Epidihydromaritidine, (±)-Elwesine, and (±)-Epielwesine(Organic,Chemical)
- Studies on Tetrahydroisoquinolines. XXVIII. : Syntheses of (±)-N-Methyllaurotetanine, (±)-Cassythicine, (±)-9-Hydroxy-1,2,3,10-tetramethoxyaporphine, (±)-Dicentrine, and (±)-Thalicsimidine
- Studies on Tetrahydroisoquinolines. XXIV. A Synthesis of Dibenzo [c, f]-1-azabicyclo [3.3.1] nonanes and Dibenzo [d, g]-1-azabicyclo [4.3.1] decanes
- Studies on Tetrahydroisoquinolines. XXII. A Stereospecific Synthesis of (±)-Srilankine and (±)-Cataline
- Studies on Tetrahydroisoquinolines. XX. A Novel Synthesis of 8-Aryl-1,2,3,4-tetrahydroisoquinolines
- Studies on Tetrahydroisoquinolines. XIX. Synthesis of (±)-Isothebaine, (±)-1-Hydroxy-2,9-dimethoxy-, (±)-1-Hydroxy-2,10-dimethoxy-, and (±)-2,10-Dimethoxy-aporphines, (±)-2,6-Dimethoxyhomomorphinandienone, and (±)-1-Hydroxy-2,10-dimethoxyhomoaporphine
- Studies on Tetrahydroisoquinolines. XVII. A Synthesis of 8-Halo-1,2,3,4-tetrahydroisoquinolines
- A Cyclization of β-Arylethylisocyanates to 3,4-Dihydroisocarbostyrils
- アポルフィンアルカロイド合成の二,三の話題
- Studies on Tetrahydroisoquinolines. VII. Synthesis of Homoaporphine via a p-Quinol Acetate ; Total Synthesis of (±)-Kreysigine
- Studies on Tetrahydroisoquinolines. VI. Synthesis of (±)-Thaliporphine and (±)-Glaucine via a p-Quinol Acetate
- Studies on Tetrahydroisoquinolines. I. Formation and Acid-Catalyzed Rearrangement of 10-Acetoxy-6-methoxy-2-methyl-7-oxo-Δ^-hexahydroisoquinolines
- A Novel Rearrangement of a Quinol Acetate
- Studies on Tertiary Amine Oxides. XVIII. On the Reduction of 1-[ (1-Oxido-2-pyridyl) methyl] pyridinium Salt.
- 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.
- Infrared Absorption Spectra of Aldonitrones. I. Infrared Spectra of Benzaldehyde N-Methyl and N-Phenyl Nitrones.
- Studies on Tertiary Amine Oxides. VII. : Some Reactions of Several Nitrones.
- Studies on Tertiary Amine Oxides. VI. Comparisons of the Reactivity of 1-(2-Pyridylmethyl)-, 1-(1-Oxido-2-pyridylmethyl)-, and 1'-Methyl-1,2'-methylenebis-pyridinium Salt.
- Studies on Tertiary Amine Oxides. IV. Some Reaction of N-(ρ-Dimethylaminophenyl)-α-(1-oxido-2-pyridyl) nitrone. (1)
- Studies on Tetrahydroisoquinolines. XVI. Preparation of 2-Hydroxyaporphines via O-Quinol Acetates
- Organic Photochemistry. V. Dethioacetalization by Photolysis in the Presence of Molecular Oxygen
- A Novel Synthesis of Aporphine Alkaloids via o-Quinol Acetates
- Studies on Tetrahydroisoquinolines. VIII. Lead Tetraacetate Oxidation of 1,2,3,4-Tetrahydro-6-hydroxy-7-methoxy-2-methylisoquinoline and Its 1-Substituted Derivatives
- Studies on Tetrahydroisoquinolines. XI. A Facile Synthesis of (±)-Aporphines via p-Quinol Acetates
- Studies on Tetrahydroisoquinolines. IX. The Synthesis of (±)-Domesticine and a Related (±)-Homoaporphine via p-Quinol Acetates
- 34 キノールアセタートを経由するイソキノリンアルカロイドの合成
- A Further Investigation on Oxidative Coupling of dl-2-Methylisosalsoline
- Studies on Tetrahydroisoquinolines. V. Synthesis of 4-Alkyl-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolines
- Organic Photochemistry. III. Photo-reductive Cleavage of p-Toluenesulfonamides
- Organic Photochemistry. II. Tetrahydroisoquinolines from Their N-Tosylates
- Organic Photochemistry. I. 3,4-Dihydroisoquinolines from Tetrahydroisoquinoline N-Tosylates
- Studies on Tertiary Amine Oxides. III. King Reaction of 2-Picoline 1-Oxide.
- Studies on the Infrared Spectra of Heterocyclic Compounds. IX. : Infrared Spectra of Monosubstituted Quinolines and their N-Oxides.
- Studies on the Infrared Spectra of Heterocyclic Compound. VIII. Infrared Spectra of Substituted Pyrazines and their N-Oxides
- Studies on the Infrared Spectra of Heterocyclic Compounds. VII. Hydrogen-Bond Effect on Pyridine 1-Oxide and its Derivatives
- Studies on the Infrared Spectra of Heterocyclic Compounds. VI. Infrared Spectra of Substituted α-Pyridones and α-Quinolones. (1). The Region from 2000 to 4000cm^.
- Studies on the Infrared Spectra of Heterocyclic Compounds. V. Infrared Spectra of Substituted Pyridine 1-Oxides.
- Studies on Tetrahydroisoquinolines. IV. Synthesis of 4-Alkyl (phenyl) amino-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolines
- Studies on Tetrahydroisoquinolines. III. Synthesis of 4-Alkoxy- or Alkyl (phenyl)-mercapto-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolines
- Studies on Tetrahydroisoquinolines. II. An Acid-Catalysed Alcoholysis of 10-Acetoxy-6-methoxy-2-methyl-7-oxo-Δ^-hexahydroisoquinoline (p-Quinol Acetate)