Compounds Related to Acridine. VII. The Synthesis of 9-Ethynylacridine and Its Reaction with <I>p</I>-Nitrosodialkylaniline
スポンサーリンク
概要
- 論文の詳細を見る
The dehydrobromination of 9-(1,2-dibromoethyl)acridine, which had easily been obtained by the bromination of 9-vinylacridine, to 9-ethynylacridine was attempted by several methods, and it has been established that this transformation can be effected in a 55% yield by the use of methanolic potassium hydroxide in dioxane. It has been found that the reaction of 9-ethynylacridine with <I>p</I>-nitrosodialkylaniline under the influence of hydrochloric acid in ethanol leads to the formation of the corresponding 1-(9-acridinyl)-1,2-bis(<I>p</I>-dialkylaminophenylimino)ethane <I>N</I><SUP>1</SUP>,<I>N</I><SUP>2</SUP>-dioxide. In addition, the configuration of the dioxide has also been proposed on the basis of spectroscopic studies and an inspection of the Dreiding models.
- 公益社団法人 日本化学会の論文
著者
-
Tsuge Otohiko
Research Institute of Industrial Science, and Department of Molecular Science and Technology, Interdisciplinary Graduate School of Engineering Sciences Kyushu University
-
Torii Akiyoshi
Research Institute of Industrial Science, Kyushu University
関連論文
- Studies of N-Sulfinyl Compounds. IV. The Reactions of N-Sulfinylanilines and -phenylhydrazines with Styrene Oxide
- Synthesis of hexahydroindenones through a Diels-Alder cycloaddition and Nazarov cyclization sequence of triene alcohols.
- Stereoselective cycloadditions of pyridinium or isoquinolinium methylides with olefinic dipolarophiles and subsequent cycloadditions of the cycloadducts with nitrile oxides.
- Synthesis of 5,8-dihydroxy-2-methoxy-1,4-naphthoquinone derivatives. A major naphthoquinone moiety of some of naphthoquinone antibiotics.
- Photoadducts of 4,6-dimethyl-and 4-methoxy-6-methyl-2-pyrones with chloroethylenes and their dehydrochlorination.
- The crystal structure of 11-(p-bromophenyl)-11-cyano-12-phenyl-6b-(1-pyrrolidinyl)-6b,6c,11,12a-tetrahydroindeno(1'2':3,4)-cyclopenta(1,2-a)acenaphthylene acetone solvate.
- Nucleophilic aminomethylation of aldehydes with .ALPHA.-amino alkylsilanes.
- The reaction of 1-(1-pyrrolidinyl)acenaphthylene with electrophilic acetylenes.
- Studies of Compounds Related to Azines. VII. The Pyrorlysis of 2-Acetylthiophene- and 2-Acetylfuranketazine
- Photochemistry of heterocyclic compounds. VII. Photochemical reaction of 2,5-diphenyl-1,3,4-oxadiazole with benzo[b]thiophenes.
- Synthetic versatility of N-(silylmethyl)imines : Water-induced generation of N-protonated azomethine ylides of nonstabilized type and fluoride-induced generation of 2-azaallyl anions.
- Reactions of 1,4-bis(trimethylsilyl)-1,4-dihydropyridines with carbonyl compounds : A new method for regioselective synthesis of 3-alkylpyridines.
- Stereochemical study on 1,3-dipolar cycloaddition reactions of heteroaromatic N-ylides with symmetrically substituted cis and trans olefins.
- Double cycloaddition reaction of imidazolium methylides. Intermolecular 1,3-dipolar and intramolecular Diels-Alder cycloaddition reactions.
- A convenient route to 2-lithio-1,3-butadiene from chloroprene via 2-stannyl-1,3-butadiene.
- A Diels-Alder cycloaddition and electrocyclization sequence as a new (6.5) annelation method to benzene ring.
- Cross diene-transmissive Diels-Alder cycloaddition reaction of bis(silyloxy) cross-conjugated trienes.
- Studies of Acenaphthene Derivatives. XX. The Reactions of Benzylideneacenaphthenones with Sulfonium Ylides
- Synthesis of vinylcyclopropanes, cyclopropyl vinyl ketones, and 3-pyrazolyl vinyl ketones from 1-diazo-3-trimethylsilylpropanone.
- Reactions of trimethylsilyl cyanide and N-(trimethylsilyl)diphenylmethyleneamine with nitrones and thermal decompositions of their adducts.
- Studies of Acyl and Thioacyl Isocyanates. VIII. Cycloaddition Reactions of Benzoyl and Thiobenzoyl Isocyanates with Carbodiimides
- Compounds Related to Acridine. VIII. Reaction of 9-Vinylacridine with p-Substituted Nitrosobenzenes
- Diene-transmissive Diels-Alder reaction using 2-ethoxy-3-methylene-1,4-pentadiene and 2-(2-bromo-1-ethoxyethyl)-1,3-butadiene.
- Studies of N-Sulfinyl Compounds. VI. The Preparation of N-Sulfinylbenzamide and Its Reaction with Styrene Oxide
- Diene-transmissive Diels-Alder cycloaddition reaction of bis(silyloxy) cross-conjugated trienes.
- Compounds Related to Acridine. VII. The Synthesis of 9-Ethynylacridine and Its Reaction with p-Nitrosodialkylaniline
- Cycloaddition of pyridinium methylides with electron-deficient olefins and silica-gel mediated elimination of pyridines from the cycloadducts : A new method of alkylation or hydroalkylidenation of olefins.
- Synthesis of imido-substituted 3,8-diphenyl-1,2-diazacycloocta-2,4,6,8-tetraenes and their thermolysis.
- 1,3-Dipolar cycloadditions to 2-phenyl-1-azaspiro[2.2]pent-1-ene.
- Preparation of arylsulfonyl-substituted 3,8-diphenyl-1,2-diazacycloocta-2,4,6,8-tetraenes and their thermolysis.
- Studies of Acyl and Thioacyl Isocyanates. X. The Cycloaddition Reaction of Benzoyl and Thiobenzoyl Isocyanates with Benzaldazines
- Studies of Benzoylsulfene. IV. The Cycloaddition Reactions of Benzoylsulfene with Cinnamylideneamines