Studies on Pyrazolo[3,4-d]pyrimidine Derivatives. XVI. Preparation of Reissert Compounds from Condensed Pyrimidine Systems Catalyzed by Lewis Acids(Organic,Chemical)

スポンサーリンク

概要

• 論文の詳細を見る

• Among various Lewis acids, aluminium chloride (AlCl_3) was the most effective catalyst for the formation of the Reissert compound (2_<1n>, 5-benzoyl-4,5-dihydro-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-4-carbonitrile) of 1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (1_1) by using benzoyl chloride and trimethylsilyl cyanide (TMSCN) in anhydrous methylene chloride (CH_2Cl_2). Application of this method to derivatives of the following condensed pyrimidines, 1H-pyrazolo[3,4-d]pyrimidine (1), 9H-purine (3), 3H-1,2,3-triazolo[4,5-d]pyrilnidine (5), and quinazoline (7), gave the corresponding new series of Reissert compounds (2, 4, 6, 8, and 9), which could not be prepared by the standard method using potassium cyanide and acid chloride in aqueous media.

• 社団法人日本薬学会の論文
• 1987-12-25

著者

• 東野 武郎

  School Of Pharmaceutical Sciences University Of Shizuoka

• 佐藤 進

  Central Research Laboratories, S S Pharmaceutical Co., Ltd.,

• 佐藤 進

  Department Of Pharmacology Pharmaceutical Institute Tohoku University

• 香取 達彦

  Central Research Laboratories, SS Pharmaceutical Co., Ltd.

• 宮下 昌

  School of Pharmaceutical Sciences, University of Shizuoka

• 宮下 昌

  School Of Pharmaceutical Sciences University Of Shizuoka

• 香取 達彦

  Central Research Laboratories S S Pharmaceutical Co. Ltd.

関連論文

• Triazolo[4,5-d]pyrimidines. XI. Halogen-Metal Exchange Reaction of 5-Halo-3H-1,2,3-triazolo-[4,5-d]pyrimidines with Butyllithium
• Triazolo[4,5-d]pyrimidines. X. Halogen-Metal Exchange Reaction of 7-Halo-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidines with Butyllithium
• Ring Transformation of Fused Pyridazines. III. 1-Substituted Phthalazines with Ynamines
• New N-N Bond Cleavage of Fused Chloropyridazines with Ynamines
• N-N BOND CLEAVAGE OF 1-CHLOROPHTHALAZINE BY THE REACTION WITH YNAMINES
• Condensed Pyridazines. VIII. Reaction of Diazolopyridazines with Ynamine. Formation of Ben-zodiazoles and Diazolodiazocines
• Phthalazines. XV. Ring Transformation of Phthalazines into Naphthalenes by Means of Inverse-Electron-Demand Diels-Alder Reaction
• Studies on Pyrazolo[3,4-d]pyrimidne Derivatives. XVII. : Reactions of 5-Benzoyl-4,5-dihydro-6-methyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine-4-carbonitrile : The 6-Methylpyrazolopyrimidine Reissert Compound
• Purines. VIII. : Reactions of 1-Benzoyl-1,6-dihydro-9-phenyl-9H-purine-6-carbonitrile (9-Phenylpurine Reissert Compound) with Acid, Bases, and Electrophiles
• Condensed Pyridazines. VII. : Reaction of 7-(Methylsulfonyl)-1-phenyl-1H-imidazo[4,5-d]pyridazine with Nucleophiles
• Condensed Pyridazines. VI. Reaction of 7-(Methylsulfonyl)-1-phenyl-1H,2,3-triazolo[4,5-d]pyridazine with Carbanions and Enamines(Organic,Chemical)
• Effects of Atrial Natriuretic Peptide on Angiotensin II-Induced Antinatriuresis in Anesthetized Dogs
• Gel Filtration of Solubilized Systems. VII. Temperature Effect on the Solubilization of Ethylparaben in Hexaoxyethylene Lauryl Ether Micelles
• Catalytic Action of Azolium Salts. IV. Preparations of 4-Aroylquinazolines and 4-Aroyl-1H-pyrazolo[3,4-d]pyrimidines by Catalytic Action of 1,3-Dimethylimidazolium Iodide
• Catalytic Action of Azolium Salts. III. Aroylation of N-Phenylbenzimidoyl Chlorides with Aromatic Aldehydes in the Presence of 1,3-Dimethylimidazolium Iodide
• Catalytic Action of Azolium Salts. II. Aroylation of 4-Chloroquinazolines with Aromatic Aldehydes Catalyzed by 1,3-Dimethylbenzimidazolium Iodide
• Catalytic Action of Azolium Salts. I. : Aroylation of 4-Chloro-1H-pyrazolo[3,4-d]pyrimidines with Aromatic Aldehydes Catalyzed by 1,3-Dimethylbenzimidazolium Iodide
• Studies on Synthesis of 3-O-Alkyl-D-glucose and 3-O-Alkyl-D-allose Derivatives and Their Biological Activities(Biological)
• SYNTHESIS OF 2,6-DISUBSTITUTED PYRIDINES BY LITHIATION OF PYRAZOLO[1,5-a]PYRIDINES
• Triazolo[4,5-d]pyrimidines. XII. Reaction of 6-Benzoyl-6,7-dihydro-3-phenyl-3H-1,2,3-triazolo-[4,5-d]pyrimidines (Triazolopyrimidine Reissert Compounds) with Acid, Base, and Electrophile
• Purines. X. Reactivities of Methyl Groups on 9-Phenylpurines : Condensation with an Aldehyde or an Ester, and Oxidation with Selenium Dioxide
• Triazole[4,5-d]pyrimidines. IX. Reactions of 5-Chloro- and 5-(Methylsulfonyl)-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidines with C-Nuclephiles
• Purines. VII. : Hydration and Methoxylation of Alkynyl-9H-purines
• Reactions of 3-Benzoyl-3,4-dihydro-2-methyl-4-quinazolinecarbonitrile(2-Methylquinazoline Reissert Compound) with Acid, Base, Sodium Hydride, and Electrophiles
• Purines. VI. Reactions of 2-Chloro- and 2-(Methylsulfonyl)-9-phenyl-9H-purines with Nucleophiles(Organic,Chemical)
• Effects of Yohimbine and Desipramine on Adrenal Catecholamine Release in Response to Splanchnic Nerve Stimulation in Anesthetized Dogs
• Ring Transformation of Condensed Pyrimidines by Enamines and Ynamines. Formation of Condensed Pyridines and Condensed Diazocines
• Studies on Pyrazolo[3,4-d]pyrimidine Derivatives. XVI. Preparation of Reissert Compounds from Condensed Pyrimidine Systems Catalyzed by Lewis Acids(Organic,Chemical)
• Studies on Pyrazolo[3,4-d]pyrimidine Derivatives. XV. Reactions Involving the Formation of the Anion of the Reissert Compound Derived from 1H-Pyrazolo[3,4-d]pyrimidine(Organic,Chemical)
• Studies on Pyrazolo[3,4-d]pyrimidine Derivatives. XIV. : Preparation and Reactions of 1-Phenyl-1H-pyrazolo-[3,4-d]pyrimidine Reissert Compound
• Studies on Organic Fluorine Compounds. VII. Trifluoromethylation of Aromatic Compounds
• Catalytic Action of Azolium Salts. VI. Preparation of Benzoins and Acyloins by Condensation of Aldehydes Catalyzed by Azolium Salts
• FORMATION OF DEOXYBENZOINS FROM 1,3-DIMETHYL-2-(α-BENZYLOXYBENZYL)BENZIMIDAZOLIUM IODIDES THROUGH REARRANGEMENT FOLLOWED BY EXPULSION OF AZOLIUM YLIDE
• The Adrenergic Neurone Blocking Action of [2-(Methylphenylamino)ethyl]guanidine Sulfate.I
• ALKYLAMINO MONOSACCHARIDES AS PROMOTERS OF PLANT GROWTH
• 麦門冬(中国産)の成分研究(第1報)
• The Adrenergic Neurone Blocking Action of [2-(Methylphenylamino)-ethyl] guanidine Sulfate. II.
• Triazolo [4,5-d] pyrimidines. V. The Nucleophilic Substitution of 7-Chloro- and 7-(p-Tolylsulfonyl)-3-phenyl-3H-1,2,3-triazolo [4,5-d] pyrimidines
• Triazolo [4,5-d] pyrimidines. VI. 3-Phenyl-3H-1,2,3-triazolo [4,5-d]-pyrimidine-7-carbonitrile and Related Compounds
• Triazolo [4,5-d] pyrimidines. IV. The Grignard Reaction of 3-Substituted 3H-1,2,3-Triazolo [4,5-d] pyrimidines
• Triazolo [4,5-d] pyrimidines. III. The Transformation of 3-Substituted 3H-1,2,3-Triazolo [4,5-d] pyrimidines into 3-Substituted 3H-1,2,3-Triazolo [4,5-b] pyridines
• Triazolo [4,5-d] pyrimidines. II. On 3-Methyl- and 3-Phenyl-3H-1,2,3-triazolo [4,5-d] pyrimidines
• On the Reaction of 4-Quinazolinecabonitrile with Nucleophilic Reagents. IV. Reaction of 4-Quinazolinecarbonitrile with Active Methylene Compounds.
• On the Reaction of 4-Quinazolinecarbonitrile with Nucleophilic Reagents. III. Reaction of 4-Quinazolinecarbonitrile with Ketones.
• On the Reaction of 4-Quinazolinecarbonitrile with Nucleophilic Reagents. II. Reaction of 4-Quinazolinecarbonitrile with Grignard Reagents.
• Studies on Quinazoline 3-Oxide.
• Triazolo[4,5-d]pyrimidineに関する研究(第1報)7-Chloro-3-methyl-3H-1,2,3-triazolo[4,5-d]pyrimidineとNucleophileとの反応

もっと見る 閉じる

スポンサーリンク