Cyclizations of Thioureas with a Hydroxy Group at the β-Position of the <I>N</I>-Substituent. I. Reaction with Cupric Acetate

スポンサーリンク

概要

• 論文の詳細を見る

• The reaction of 1-(3-phenoxy-2-hydroxypropyl)-3-phenyl-2-thiourea (thiourea I) with cupric acetate was investigated. The desulfurization reaction by the cupric ion proceeded in refluxing ethanol to yield 2-anilino-5-phenoxymethyl-2-oxazoline. At room temperature, thiourea I and cupric acetate gave a copper complex and the oxazoline. When the complex was heated in ethanol, the same oxazoline and thiourea I were obtained, along with inorganic copper compounds. On the basis of an investigation of the structure of the complex and the decomposition of the complex, the reaction mechanism involving copper-complex formation was discussed. On the other hand, the reaction of 1-(3-phenoxypropyl)-3-phenyl-2-thiourea with cupric acetate under the same conditions gave 1-(3-phenoxypropyl)-3-phenyl-3-acetylurea.

• 公益社団法人 日本化学会の論文

著者

• Kurita Keisuke

  Department Of Applied Chemistry Faculty Of Engineering Seikei University

• Iwakura Yoshio

  Department of Synthetic Chemistry, Faculty of Engineering, The University of Tokyo

• Kaya Tadahiro

  Department of Synthetic Chemistry, Faculty of Engineering, The University of Tokyo

関連論文

• Trimethylsilylated Chitosan : A Convenient Precursor for Chemical Modifications
• Conjugation of a Laminin-Related Antimetastatic Peptide with Chitosan (Part 3)
• Regioselective Conjugation of Chitosan with a Laminin-related Peptide, Tyr-Ile-Gly-Ser-Arg, and Evaluation of Its Inhibitory Effect on Experimental Cancer Metastasis
• An Efficient Method for the Syntheses of Novel Amphiphilic Polysaccharides by Regio- and Thermoselective Modifications of Chitosan
• Synthesis of Non-Natural Branched Polysaccharides. Regioselective Introduction of α-Mannoside Branches into Chitin
• Novel 1,6-Anhydro-β-lactose Derivatives for Rapid and Efficient Syntheses of Oligosaccharide Sequences Containing N-Acetyllactosamine
• An Efficient Synthesis of N-tert-Butoxycarbonyl-O-cyclohexyl-L-tyrosine
• An Improved Synthesis of N-Boc-O-Cyclohexyl-Tyrosine
• Phthaloylated Chitosan : Protection-Deprotection and the Influence on the Molecular Weight
• N-Phthaloylated Chitosan as an Essential Precursor for Controlled Chemical Modifications of Chitosan : Synthesis and Evaluation
• Efficient Introduction of β-Maltoside Branches into Chitin and Chitosan
• SYNTHESIS OF SOME PEPTIDES CORRESPONDING TO THE ACTIVE REGION OF RANTES FOR CHEMOTAXIS AND EVALUATION OF THEIR ANTI-HUMAN IMMUNODEFICIENCY VIRUS-1 ACTIVITY
• Efficient Graft Copolymerization of 2 - Methy1 - 2 - oxazoline onto Tosyl - and Iodo - Chitins in Solution
• Minimization of Racemization in Segment Condensation with Onium-Based Coupling Reagents
• O-(N-Succinimidyl)-1,1,3,3-tetramethyluronium Tetrafluoroborate-N-Hydroxysuccinimide-CuCl_2 : A Facile and Reliable System for Racemization-Free Coupling of Peptides Havng a Carboxy-terminal N-Methylamino Acid
• A Racemization-Free Coupling Method for Peptides Having N-Methylamino Acids at the Carboxy-Termini
• Preparation of Nonnatural Branched Chitin and Chitosan
• Regioselective Introduction of N-Acetyl-D-glucosamine Branches into Curdlan to Prepare Chitin/Curdlan Hybrids
• Regioselectivity in Protection of Chitosan with the Phthaloyl Group
• TSTU-HOSu-CuCl_2 : A Racemization-free Coupling System for Peptides Having a Carboxy-terminal N-Methylamino Acid
• Silylated Chitin:A New Organosoluble Precursor for Facile Modifications and Film Casting
• Chitin and Chitosan : Functional Biopolymers from Marine Crustaceans
• The Graft Copolymerization of a Vinyl Monomer Containing a Glucose Residue onto Polypropylene Fiber
• The Synthesis of the Polymer Containing the Si-O-phenylene Bond, using Transition Metal Salts as Catalysts
• 4-Alkyloxazolidinedione. VI. The Polymerization of α-Amino Acid N-Carboxy Anhydride
• Cyclizations of Thioureas with a Hydroxy Group at the β-Position of the N-Substituent. I. Reaction with Cupric Acetate
• Addition of N-(hydroxymethyl)phthalimide to methacrylates by carbon-carbon bond formation.
• Studies on chitin. 14. N-acetylation behavior of chitosan with acetyl chloride and acetic anhydride in a highly swelled state.
• The condensation of isatin with o-phenylenediamine.
• The Polymerization of α-Amino Acid N-Carboxy Anhydride (4-Alkyl-oxazolidine-dione). IV. A Novel Synthesis of a Block Copolypeptide

もっと見る 閉じる

スポンサーリンク