Reactions of 2-Piperidylacetohydrazides with Ethyl Acetoacetate or Acetylenic Acid Esters. Formation of 3,4-Dimethylpyrano-[2,3-c] pyrazol (6) ones and Perhydropyrazolo [2,3-a]-pyrido [1,2-c] pyrimidin-2,5-diones

スポンサーリンク

概要

• 論文の詳細を見る

• 2-Piperidylacetohydrazides (I-III) were reacted with ethyl acetoacetate (EA), methyl tetrolate (MT), and ethyl phenylpropiolate (EP) with the aim of obtaining tricyclic heterocycles (IV). The desired compounds were produced when the following hydrazides and esters were heated under reflux in ethanol : II and EA, III and MT, II and EP. Interestingly, when 2-piperidylacetohydrazide (I) and its N'-phenyl derivative (III) were reacted with EA or MT and with EA, respectively, they afforded 3,4-dimethylpyrano [2,3-c]-pyrazol (6) ones (Va and Vb) with the expulsion of ethyl 2-piperidylacetate (VII). The mechanism of formation of Va and Vb is discussed.

• 公益社団法人日本薬学会の論文
• 1980-01-25

著者

• 宮寺 哲男

  Central Research Laboratories, Sankyo Co., Ltd.

• 太刀川 隆治

  Central Research Laboratories, Sankyo Co., Ltd.

• 田中 輝夫

  Central Research Laboratories, Sankyo Co., Ltd.

• 田中 輝夫

  Central Research Laboratories Sankyo Co. Ltd.

• 太刀川 隆治

  Central Research Laboratories Sankyo Co. Ltd.

• 宮寺 哲男

  Chemical Research Laboratories, Sankyo Co., Ltd.

• 寺田 敦祐

  Central Research Laboratories, Sankyo Co., Ltd.

• 寺田 敦祐

  京都薬科大学 化学研究所

• 宮寺 哲男

  Chemical Research Laboratories Sankyo Co. Ltd.

• Terada A

  Medicinal Chemistry Research Laboratories Sankyo Co. Ltd.

関連論文

• Quantitative Structure-activity Relationships in Minor Tranquilizers Benzodiazepinooxazole Derivatives
• Studies on New β-Adrenergic Blocking Agents. II. Syntheses and Pharmacology of 2-Anilinotropone Derivatives
• Tetrodotoxin. VII. On the Structures of Tetrodotoxin and its Derivatives
• On the Structure of Tetrodotoxin
• Uber die Konstitution und Konfiguration des Anhydrotetrodotoxins
• Die Konstitution und Konfiguration der Tetrodonsaure
• Uber Tetrodotoxin. VI. Mitteilung. 2-Amino-6-methylchinazolin als Abbauprodukt von Tetrodotoxin.
• Uber Tetrodotoxin. Mitteilung. Synthese des C_9-Base-methylathers.
• Uber Tetrodotoxin. IV. Mitteilung. Die Struktur der C_9-Base, die sich durch Einwirkung der Alkalilauge auf Tetrodotoxin gewinnen la■t.
• 6.テトロドトキシンの構造研究
• Uber die Struktur der C_9-Base, die sich durch Behandlung mit Alkalilauge aus Tetrodotoxin gewinnen laβt
• Synthesis of α-Amino-cycloheptatriene-1-acetic Acids and Their 7-Acylaminocephalosporin Derivatives
• Synthesis of Amino Acid and 4,5-Dihydro-6H-1,3-thiazine Derivatives for the Preparation of Cephalosporin Compounds
• 3-Trifluoromethylcephalosporins. II. Synthesis and in Vitro Antibacterial Activities of 3-Trifluoromethylcephalosporin Derivatives
• 3-Trifluoromethylcephalosporins. I. Total Synthesis of tert-Butyl (±)-7-Amino-3-trifluoromethyl-3-cephem-4-carboxylate
• Syntheses of Highly Antibacterial 3-Vinylcephalosporin Derivatives
• Reactions of Ethyl 2-(1-Indanylidene) cyanoacetate Anion with Alkylating Agents and Aldehydes
• Studies on Acetylenic Compounds. XLIII. Synthesis of Ibotenic Acid.
• Studies on Acetylenic Compounds. XLIII. Synthesis of Ibotenic Acid
• Stereospecific Taurine Conjugation of the trans-OH Metabolite (Active Metabolite) of CS-670,a New 2-Arylpropionic Acid Nonsteroidal Anti-inflammatory Drug, in Dogs
• プロフェン系抗炎症薬CS-670のイヌにおける立体特異的タウリン抱合
• Studies on Quinolizinium Salts. IX. Ring-Opening Reactions of Benzo [α]-and Benzo [c] quinolizinium Bromides with a Grignard Reagent and Geometrical Determinations of the Resultant Butadienes
• Reactions of Chlordiazepoxide and Diazepam N-Oxide with Dimethyl Acetylenedicarboxylate with Rearrangement to Quinoxaline Derivatives and X-Ray Analysis of a Resultant Tetracyclic Compound
• Studies on 1,3-Benzoxazines. III. Reaction of Imidoyl Chlorides of 1,3-Benzoxazines with 2-Hydroxy- or 2-Mercaptopyridine N-Oxides : A Novel S-N Bond Formation via Electrocyclic Rearrangement
• Studies on Benzodiazepinooxazoles. II. Crystal and Molecular Structure of 10-Bromo-2,3,5,6,7,11b-hexahydro-2-methyl-11b-phenylbenzo [6,7]-1,4-diazepino [5,4-b] oxazol-6-one, C_H_O_2N_2Br・C_2H_5OH
• Determination of Configurations of the Two DL-Isomers of 1-(p-Nitrophenyl)-3-(2,2-dichloroacetamido)-1,2-propanediols.
• Syntheses of 1-(p-Nitrophenyl)-3-(2,2-dichloroacetamido)-1,2-propanediols.
• Synthesis of a Tricyclic Benzodiazepine Derivative from Chlordiazepoxide and X-Ray Crystallographic Analysis of a Rearrangement Product, the Indolenine Derivative
• Quinazolinone誘導体の合成
• 9H-Pyrimido[4,5-b]indole誘導体の合成
• Studies on Acetylenic Compounds. LIII. The Reactions of Acetylenic Sulfonium Salts with Acid Anhydride or Acid Chloride
• Studies on Acetylenic Compounds. LII. Reactions of Acetylenic Sulfonium Salts with Cyclohexanone and Cyclopentanone
• Rearrangements and Reactions of Stable Sulfonium Ylids from Acetylenic Sulfonium Salts
• Studies on Acetylenic Compounds. LI. The Reactions of Acetylenic Sulfonium Salts with Benzaldehyde
• Studies on 1,3-Benzoxazines. VII. Formation of Diphenylpyrimidines by the Reaction of 4-Chloro-2H-1,3-benzoxazines with Ethyl 3-Aminobutyrate
• Studies on 1,3-Benzoxazines. VI. Formation of Quinazolines and 4H-3,1-Benzoxazines by the Reaction of 4-Chloro-2H-1,3-benzoxazines with Aminoacetophenone, Aminobenzophenone and Aminobenzyl Alcohol Derivatives
• Reactions of 2-Piperidylacetohydrazides with Ethyl Acetoacetate or Acetylenic Acid Esters. Formation of 3,4-Dimethylpyrano-[2,3-c] pyrazol (6) ones and Perhydropyrazolo [2,3-a]-pyrido [1,2-c] pyrimidin-2,5-diones
• Studies on Benzodiazepinooxazoles. V. Reactions of Benzo [6,7]-1,4-diazepino [5,4-b] oxazole Derivatives with Acetic Anhydride
• Studies on Benzodiazepinooxazoles. IV. The Formation of Quinolones by the Ring Contraction of a Benzo [6,7]-1,4-diazepino [5,4-b]-oxazole Derivative
• Studies on Benzodiazepinooxazoles. III. Reactions and Rearrangements of Benzo [6,7]-1,4-diazepino-[5,4-b] oxazole Derivatives
• Syntheses of 2-Hydroxymethylnicotinic Acid Lactone, 2-Hydroxymethylpyridine-3-acetic Acid Lactone, and Some of their Derivatives
• Optical Resolution of (±)-2-[4-(2-Oxocyclohexylidenemethyl)phenyl]propionic Acid
• Synthesis of the Eight Possible Optically Active Isomers of 2-[4-(2-Hydroxycyclopentylmethyl) phenyl] propionic Acid
• Optical Resolution and Determination of Absolute Configuration of (±)-2-[4-(2-Oxocyclopentylmethyl) phenyl] propionic Acids
• Studies on 1,3-Benzoxazines. II. New Rearrangement Modes in the Reaction of 4-Chloro-2,2-dimethyl-2H-1,3-benzoxazine with Substituted Pyridine N-Oxides
• Formation of Triazole and Isoxazole Derivatives from β-Substituted Pyridinium Salts
• Formation of Pyrazole Derivatives from β-Substituted Pyridinium Salts
• Studies on 1,3-Benzoxazines. I. Synthesis of Primary 2-Aminopyridines via the Reaction of Imidoyl Chlorides of 1,3-Benzoxazines with Pyridine N-Oxides
• Opitical Resolution and Determination of Absolute Configuration of 2-(2-Isopropylindan-5-yl) propionic Acid
• Bischler-Napieralski Reactions of N-(2-Indolylethyl) acetamide
• The Studies on Quinolizinium Salts. II. Ring Opening Reactions of Quinolizinium Bromide by Grignard Reagents
• The Studies on Quinolizinium Salts. I. Syntheses of Quinolizinium and 1-, 2-, 3-, and 4-Methylquinolizinium Bromides
• Studies on Quinolizinium Salts. III. Ring Opening Reactions of Monomethylquinolizinium Bromides by Phenylmagnesium Bromide
• Studies on Acetylenic Compounds. L. The Formation of Stable Sulfonium Ylids from Acetylenic Sulfonium Salts
• The Reactions of Ethyl cis-β-Chloroacrylate with Aminomalonate Derivatives
• Studies on Acetylenic Compounds. XLVIII. The Reactions of Allenic and Acetylenic Sulfides with Methyl Iodide
• Studies on Acetylenic Compounds. XLVII. The Rearrangement of Acetylenic Sulfonium Salts
• Studies on Acetylenic Compounds. XLVI. The Reactions of Acetylenic Compounds with Thiourea or Ammonium Dithiocarbamate

もっと見る 閉じる

スポンサーリンク