04959nam 2200649 a 450 991014364340332120170809170608.01-280-54200-497866105420000-471-65699-20-471-65691-7(CKB)111090529064314(EBL)183816(OCoLC)808021508(SSID)ssj0000120566(PQKBManifestationID)11146493(PQKBTitleCode)TC0000120566(PQKBWorkID)10081055(PQKB)10996486(MiAaPQ)EBC183816(EXLCZ)9911109052906431420040610d2004 uy 0engur|n|---|||||txtccrThe chemistry of 1,2,3-Thiadiazoles[electronic resource] /Vasiliy A. Bakulev, Wim DehaenHoboken, N.J. John Wiley & Sonsc20041 online resource (261 p.)The chemistry of heterocyclic compounds ;v. 62Description based upon print version of record.0-471-32662-3 Includes bibliographical references and index.THE CHEMISTRY OF 1,2,3-THIADIAZOLES; The Chemistry of Heterocyclic Compounds Introduction to the Series; Preface; Acknowledgments; Contents; 1 Synthesis of 1,2,3-thiadiazoles; 1.1 Cyclization of Hydrazones with Thionyl Chloride (Hurd-Mori Synthesis); 1.1.1 Scope and Limitations; 1.1.2 Mechanism of the Hurd-Mori Reaction; 1.1.3 Application of the Hurd-Mori Reaction in Organic Synthesis; 1.2 Cycloaddition of Diazoalkanes onto a C=S bond (Pechmann Synthesis); 1.3 Heterocyclization of α-diazo Thiocarbonyl Compounds (Wolff Synthesis)1.3.1 Introduction of a Diazo Function into Compounds Containing a C=S Bond1.3.2 Introduction of a C=S Bond in the α-position to a Diazo Group; 1.3.3 Simultaneous Introduction of Diazo and Thiocarbonyl Functions; 1.4 Transformations of other Sulfur-containing Heterocyclic Compounds; 1.5 Elaboration of Preformed 1,2,3-Thiadiazoles; 1.5.1 Carboxylic Acids; 1.5.2 Functional Derivatives of Carboxylic Acids; 1.5.3 Aldehydes; 1.5.4 Amino-1,2,3-Thiadiazoles; 1.5.5 Halo Derivatives; 1.5.6 5-Hydrazino-, 5-Mercapto-1,2,3-Thiadiazoles and 5-Sulfide Derivatives1.5.7 2-(1,2,3-Thiadiazol-5-yl)acetic Acid Derivatives1.5.8 Alkenyl-1,2,3-Thiadiazoles; 1.5.9 5-Hydroxyiminomethyl- and 5-Diazomethyl-1,2,3-Thiadiazoles; 1.5.10 4-Hydroxymethyl-1,2,3-Thiadiazoles; 1.6 Tables; 1.7 Selected Procedures; 1.7.1 1,2,3-Thiadiazole-4-Carbaldehyde; 1.7.2 4-Phenyl-1,2,3-Thiadiazole; 1.7.3 4-Phenyl-1,2,3-Thiadiazole-5-Carbaldehyde; 1.7.4 4-Phenyl-5-Oxyiminomethyl-1,2,3-Thiadiazole; 1.7.5 5-Phenyl-1,2,3-Thiadiazole-4-Carbaldehyde; 1.7.6 5-Chloro-1,2,3-Thiadiazole-4-Carbaldehyde; 1.7.7 Ethyl 5-amino-1,2,3-Thiadiazole-4-Carboxylate; 1.7.7.1 Pechmann Method1.7.7.2 Wolff Method1.7.8 Ethyl 5-chloro-1,2,3-Thiadiazole-4-Carboxylate; 1.7.9 4-Phenyl-2-(2,4,6-Trichlorophenyl)-1,2,3-Thiadiazolium Chloride; 1.7.10 5-Amino-4-ethoxycarbonyl-2-phenyl-1,2,3-thiadiazolium bromide; References; 2 Structure of 1,2,3-Thiadiazoles; 2.1 Theoretical Methods; 2.2 Experimental Structural Methods; 2.2.1 X-ray Analysis; 2.2.2 Nuclear Magnetic Resonance Spectroscopy; 2.2.2.1 Proton NMR Spectroscopy; 2.2.2.2 Carbon-13 NMR Spectroscopy; 2.2.2.3 Nitrogen-14 NMR Spectroscopy; 2.2.2.4 Nitrogen-15 NMR Spectroscopy; 2.2.3 Mass Spectrometry; 2.2.4 Other Spectroscopic DataReferences3 Chemical Properties of 1,2,3-Thiadiazoles; 3.1 Reactions due to the Reactivity of Ring Atoms; 3.1.1 Reactions with Electrophiles; 3.1.1.1 Protonation; 3.1.1.2 Complexation; 3.1.1.3 Alkylation; 3.1.1.4 Acylation; 3.1.1.5 Oxidation; 3.1.1.6 Electrophilic Substitution of Hydrogen; 3.1.2 Reactions with Nucleophiles; 3.1.2.1 Attack at the Sulfur Atom; 3.1.2.2 Attack at the C(5) Atom; 3.1.2.3 Attacks at H(4) and H(5); 3.1.2.4 Cycloaddition Reactions; 3.2 Reactions of Substituents; 3.2.1 5-Alkyl-1,2,3-thiadiazoles; 3.2.2 1,2,3-Thiadiazole-4-carbaldehyde3.2.3 5-Amino-1,2,3-thiadiazole-4-carbothioamide1,2,3-Thiadiazoles are a group of heterocycles whose derivatives are important in industry, medicine, and agriculture. This volume provides a complete treatment of this group of heterocycles with an emphasis on syntheses, structural data, properties, reactions, and applications.Chemistry of heterocyclic compounds ;v. 62.ThiadiazolesElectronic books.Thiadiazoles.547.59547.594547/.59/05Bakulev Vasiliy A924247Dehaen W(Wim)924248MiAaPQMiAaPQMiAaPQBOOK9910143643403321The chemistry of 1,2,3-Thiadiazoles2074107UNINA