1-Acylindoles. VII. On Formation Reaction of Indoles from Phenylhydrazines with Several Acidic Catalysts
スポンサーリンク
概要
- 論文の詳細を見る
When a phenylhydrazine is reacted with phenylacetone or methyl ethyl ketone, the reaction using hydrogen chloride, zinc chloride, ortho-phosphoric acid or boron trifluorideetherate as a condensing agent gives 2-methyl-3-phenylindole or 2,3-dimethylindole respectively, but the reaction using polyphosphoric acid affords the above-mentioned 2-methylindole derivative as well as 2-benzyl- or 2-ethyl-indole respectively, amount of which product tends to increase with increasing a ratio of phosphorous pentoxide to ortho-phosphoric acid. In reacting a N^1-(p-chlorobenzoyl) phenylhydrazine with phenylacetone, the reaction in the presence of every catalyst gives 2-methyl-3-phenylindole derivatives as a main product, and even when used polyphosphoric acid it is too difficult to yield 2-benzylindole derivative. Several mechanisms on these results are suggested.
- 公益社団法人日本薬学会の論文
- 1968-12-25
著者
-
山本 久夫
Pharmaceuticals Divisiou, Sumitomo Chemical Co., Ltd.
-
山本 久夫
Research Department Pharmaceuticals Division Sumitomo Chemical Co. Ltd.
-
三崎 敦子
Pharmaceuticals Division, Sumitomo Chemical Co., Ltd.
-
今中 光雄
Pharmaceuticals Division, Sumitomo Chemical Co., Ltd.
-
三崎 敦子
Pharmaceuticals Division Sumitomo Chemical Co. Ltd.
-
今中 光雄
Pharmaceuticals Division Sumitomo Chemical Co. Ltd.
関連論文
- Synthetic Studies on Psychotropic Agents. I. A New Synthesis of 2'-Amino-4'-fluorobutyrophenone Derivatives using a Serective ortho-Amination of 2', 4'-Difluorobutyrophenone Derivatives
- Benzodiazepine. XIII. Syntheses of 1,4-Benzodiazepine Derivatives
- ^C Nuclear Magnetic Resonance Studies of Antiinflammatory 2 (1H)-Quinazolinones
- Studies on the Syntheses of Azabicyclo [3,3,1] non-6-enes by the Novel Cyclization Reaction of Tetrahydropyridines with Lewis Acid
- Studies on Novel Type Benzazocine. Syntheses and Pharmacological Properties of Novel Benzazocines
- Benzodiazepines. XI. Further Examination of the Chromic Acid Oxidation of 2-Aminomethylindoles to 2,3-Dihydro-2H-1,4-benzodiazepin-2-ones
- Benzodiazepines. X. Oxidation of Tetrahydro-1,4-benzo-diazepine Derivatives
- Benzodiazepines. IX. Oxidation of N-Phthalimidoacetylindoles
- Benzodiazepines. V. A Novel Synthesis of a 7-Nitro-1,4-benzodiazepine Derivative
- Synthetic Studies on Quinazoline Derivatives. II. : The Reactions of 2-Trichloro-and 2-Trifluoroacetamidobenzophenones with Primary Amines
- Dibenzotetracyclic Derivatives. II. Synthesis of 9-Aminoalkyl-9,10-dihydro-9,10-methanoanthracenes
- Synthetic Studies on Quinazoline Derivatives. I. Formation of 2 (1H)-Quinazolinones from the Reaction of 2-Trihaloacetamidophenyl Ketones with Ammonia
- Benzodiazepines. XII. Synthesis of 5-(2-Pyridyl)-and 3-Methyl-1,4-benzodiazepin-2-ones
- Benzodiazepines. VII. Pyrazino [1,2-α] indole-1 (2H)-ones and Their Conversion to 2,3-Dihydro-1H-1,4-benzodiazepines
- Benzodiazepines. VI. A Rearrangement of 2-Aminoacetanilides to Anilinoacetamides
- Benzodiazepines. IV. A New Synthesis of 1-Diethylaminoethyl-substituted 1,4-Benzodiazepin-2-ones
- Benzodiazepines. III. A Novel Synthesis of a 1-Cyclopropylmethyl-1,4-benzodiazepine Derivative
- Benzodiazepines. I. Syntheses of 4-Phenyl-1,4-benzodiazepine-2,5-dione Derivatives
- 1-Acylindoles. VII. On Formation Reaction of Indoles from Phenylhydrazines with Several Acidic Catalysts
- Acylindoles. VIII. New Procedures for 1-Heteroaroylindole-3-acetic Acid Derivatives
- Synthesis of Pyridazine Derivatives. XII. Reaction of Amino-3 (2H) pyridazinone Derivatives with Tosyl Chloride
- Synthesis of Pyridazine Derivatives. XI. Synthesis of N^1-4-Pyridazinylsulfanilamide Derivatives
- Synthesis of Pyridazine Derivatives. XIII. Synthesis of N^1-(2-methyl-3-oxo-2,3-dihydro-4-pyridazinyl)-sulfanilamide Derivatives.
- Synthesis of Pyridazine Derivatives. XIV. On the Methylation of 4-Amino-3 (2H) pyridazinone Derivatives
- Studies on the Proton Magnetic Resonance Spectra in Aromatic Systems. II. Discussions on the Polysubstituted Benzene Derivatives.
- 1-Acylindoles. V. Reaction of N^1-Acylphenylhydrazine Derivatives with 2-Methylcyclohexanone
- 1-Acylindoles. IV. Novel Syntheses of 1-Benzoylindole-3-aliphatic Acids
- 1-Acyl-indoles. II. A New Syntheses of 1-(p-chlorobenzoyl)-5-methoxy-3-indolylacetic Acid and Its Polymorphism