Studies on Heterocyclic Enaminonitriles. III. Reactions of 2-Benzamido-3-cyano-4,5-dihydrothiophenes with Amines
スポンサーリンク
概要
- 論文の詳細を見る
The reaction of 2-benzamido-3-cyano-4,5-dihydrothiophene (I) with cyclohexylamine gave 4-cyclohexylamino-2-phenyl-5,6-dihydrothieno [2,3-d] pyrimidine (IVa) in 93% yield. Similarly, I reacted with morpholine, piperidine and pyrrolidine to yield the corresponding 4-amino-2-phenyl-5,6-dihydrothieno [2,3-d] pyrimidines (IVb-d). In a similar manner, 2-benzamido-3-cyano-5-methyl (or 4-phenyl)-4,5-dihydrothiophene (II or III) reacted with amines to form the 4-amino derivatives (Va-d or VIa-d) corresponding to IVa-d. On the other hand, I, II and III were converted on treatment with dimethylamine hydrochloride in pyridine to the corresponding 2-phenyl-5,6-dihydrothieno [2,3-d] pyrimidin-4 (3H)-ones (VII-IX). Compounds IVa-d, Va-d and VIa-d were also synthesized from 4-chloro-2-phenyl-5,6-dihydrothieno [2,3-d] pyrimidines and appropriate amines.
- 社団法人日本薬学会の論文
- 1983-02-25
著者
-
野田 寛治
Research Laboratories, Hisamitsu Pharmaceutical Co., Inc.,
-
大木 英二
Research Laboratory Zenyaku Kogyo Co. Ltd.
-
大木 英二
Faculty of Pharmaceutical Sciences, Fukuoka University
-
冨岡 幸彦
Faculty Of Pharmaceutical Sciences Fukuoka University
-
山方 健司
Faculty Of Pharmaceutical Sciences Fukuoka University
-
野田 寛治
Research Laboratories Hisamitsu Pharmaceutical Co. Inc.
関連論文
- 3,5-Propanopiperidine Derivatives as Potential Analgesics
- 3-Azabicyclo [3. 3. 1] nonane Derivatives as Potential Analgesics
- Deoxysugar Synthesis. I. Lithium-ethylamine Reduction of Carbohydrate Phosphorodiamidates
- Synthesis of 3', 4'-Dideoxybutirosin A, Active against Butirosin Resistant Bacteria
- Synthetic Study of Siccanin, an Antifungal Antibiotic. III. Some Diels-Alder Adducts of 2-Methoxy-5-methoxycarbonylbenzoquinone
- Synthetic Study of Siccanin, an Antifungal Antibiotic. II. An Attempt to Synthesis of Siccanin Skeleton
- Synthetic Study of Siccanin, an Antifungal Antibiotic. I. Synthesis of 3,5a-Dimethyl-1-hydroxy-5,5a, 6,7,8,8a-hexahydroxanthene
- Conformational Study of 3,4-Epiminopyrrolidines in Solution
- Efficacy of Emetic and United State Pharmacopoeia Ipecac Syrup in Prevention of Drug Absorption
- Studies on Bi-heterocyclic Compounds. II. : 5-Substituted Thiazolones
- Studies on Bi-heterocyclic Compounds. I. 6-Substituted Dihydro-1,4-thiazinones(Organic,Chemical)
- NEW SYNTHESIS OF PENEMS VIA A REDUCTIVE CYCLIZATION REACTION OF OXALIMIDES WITH TRIALKYL PHOSPHITE
- Studies on Heterocyclic Enaminonitriles. III. Reactions of 2-Benzamido-3-cyano-4,5-dihydrothiophenes with Amines
- 2-(Alkylthio) penem-3-carboxylic Acids. V. Synthesis and Antibacterial Activities of "1-Thiathienamycin"and Related Compounds
- 2-(Alkylthio) penem-3-carboxylic Acids. IV. Synthesis of (Hydroxyethyl)-azetidinone Precursors to 1-Thia Analogs of Thienamycin
- 2-(Alkylthio) penem-3-carboxylic Acids. III. Synthesis of 6-Ethylpenems
- Synthetic Approach directed at 1-Carbapenems and 1-Carbapenams
- 2-(Alkylthio) penem-3-carboxylic Acids. II. Chemical Manipulation of Penem Side Chains
- 2-(Alkylthio) penem-3-carboxylic Acids. I. Synthesis of 6-Unsubstituted Penems
- Deoxysugar Synthesis. IV. Deoxygenation of Aminoglycoside Antibiotics through Reduction of Their Dithiocarbonates
- Synthesis of Oxapenam Derivatives
- Deoxysugar Synthesis. III. Removal of Vicinal Mesyloxy Groups with Naphthalene-Sodium
- Selective O-Benzoylation in Aminoglycoside Antibiotics
- Dihydrothiazine Ring-Opening Reactions in 2-Alkoxycephalosporin Compounds
- Deoxysugar Synthesis. II. Deoxygenations of Methyl 2,6-Dibenzyloxy-carbonylamino-2,6-dideoxy-α-D-glucopyranoside
- Opening of the Cephalosporin Dihydrothiazine Ring
- A New Rearrangement Reaction of 2-Methylthiolated Cephem Derivatives
- Methylthiolated Cephem Derivatives
- 胆石溶解剤としてのヘキサメタリン酸溶液の新しい調製法
- Studies on Heterocyclic Enaminonitriles. VII. : Reactions of 2-Amino-3-cyano-4,5-dihydrothiophenes with Acetylenic Esters
- Studies on Heterocyclic Enaminonitriles. V. Reactions of 2-Amino-3-cyano-1-ethoxycarbonyl-4,5-dihydropyrroles with Acetylenic Esters
- Studies on Heterocyclic Enaminonitriles. X. : Synthesis of 4-Amino-7-ethoxycarbonyl-5,6-dihydro-7H-pyrrolo-[2,3-d]pyrimidine-2-acetic Acid Derivatives
- Studies on Heterocyclic Enaminonitriles. I. Synthesis and Aromatization of 2-Amino-3-cyano-1-ethoxycarbonyl-4,5-dihydropyrroles
- Studies on Heterocyclic Enaminonitriles. IV. Reaction of Ethyl N-(3-Cyano-4,5-dihydro-2-thienyl) oxamates with Cyanomethylene Compounds in the Presence of Triethylamine
- Studies on Aromatic Nitro Compounds. IV. Reactions of 2-Nitronaphthalenes with Active Methylene Compounds in the Presence of Bases
- n-Pentyl α-L-SorbopyranosideによるIgE抗体産生抑制(発表論文抄録(1986年))
- Studies on the Constituents of Zizyphi Fructus. II. : Structure of New p-Coumaroylates of Maslinic Acid
- Studies on the Constituents of Zizyphi Fructus. I. Structure of Three New p-Coumaroylates of Alphitolic Acid
- セフェム化合物のアルキル化〔英文〕
- Syntheses of Neamine Derivatives and Their Antibacterial Activities
- Studies on Heterocyclic Enaminonitriles. IX. : Ring Openiong of 2-Amino-3-cyano-4,5-dihydrofurans by the Use of Benzoyl(and Acetyl) Chlorides
- Studies on Heterocyclic Enaminonitriles. VIII. : Reactions of 2-Benzamido(and 2-Acetamido)-3-cyano-4,5-dihydrothiophenes with Cyanomethylene Compounds
- Studies on Aromatic Nitro Compounds. V. A Simple One-Pot Preparation of o-Aminoaroylnitriles from Some Aromatic Nitro Compounds
- Studies on Heterocyclic Enaminonitriles. VI. Synthesis of 2-Amino-3-cyano-4,5-dihydrofurans
- Studies on Heterocyclic Enaminonitriles. II. Synthesis and Aromatization of 2-Amino-3-cyano-4,5-dihydrothiophenes
- Studies on Aromatic Nitro Compounds. III. Reaction of 2-Nitronaphthalene and 6-Nitroquinoline with Malononitrile in the Presence of Amine
- Studies on Aromatic Nitro Compounds. II. Reaction of 2-Nitronaphthalene with Malononitrile in the Presence of Bases
- Studies on Aromatic Nitro Compounds. I. Reaction of 6-Nitroquinoline with Active Methylene Compounds in the Presence of Bases
- Studies on Tertiary Amine Oxides. XLIV. Reactions of Aromatic N-Oxides with N-Acylmethylpyridinium Salts in the Presence of Acylating Agents
- The Reactions of 4-Nitroquinoline 1-Oxide Derivatives with Nucleophiles in the Presence of Potassium Cyanide
- Reduction of N-(α-Acyl-2-quinolylmethyl) pyridinium Perchlorate
- An Alternate Synthesis of Leupeptins and Their Analogs
- 抗カビ剤シッカニンの合成研究-4-シッカニンホスホアミデ-トのアルカリ金属還元〔英文〕
- Total Synthesis of dl-Anisomycin
- Syntheses of 3,4-Epoxy- and 3,4-Epimino-pyrrolidines
- Synthesis of 4,5-Epiminotetrahydro-1,2-oxazine
- Studies on Tertiary Amine Oxides. XXXVIII. Reaction of Quinoline 1-Oxide with N-Acylmethylpyridinium Salts in the Presence of Acylating Agents
- 第3級アミンオキシドに関する研究(第33報) : 2-Alkoxyquinoline 1-Oxidesの転位反応
- 第3級アミンオキシドに関する研究(第32報) : 2-Halogeno-4-nitroquinoline 1-Oxidesの合成とそのアシル化剤との反応について
- 第3級アミンオキシドに関する研究(第28報) : 2-Chloro-, 2-Bromo-quinoline 1-Oxidesおよび-lepidine 1-Oxidesの合成とその反応について
- Aminoethylation. III. Stereochemical Configuration of 2-Oxo-3-ethoxycarbonyl-trans-octahydroindole
- The Studies on Quinolizinium Salts. II. Ring Opening Reactions of Quinolizinium Bromide by Grignard Reagents
- 1 6,7-エピイミノヘプトーズの合成及びリンコサミンに関する合成研究
- 5 ロイペプチンおよびその同族体の合成研究
- Synthesis of N-Acetyllincosamine
- Synthesis of N-Acetyllincosamine
- Synthesis of 6,7-Dideoxy-6,7-epimino-1,2 : 3,4-di-O-isopropylidene-D (and L)-glycero-α-D-galacto-heptopyranose and Its Conversion into 6-Amino-6-deoxyheptose
- Effect of 3-Hydroxyl Group on 5,6-Epimine Formation in 1,2-O-Isopropylideneglucofuranose