The
Chemistry of Heterocyclic Compounds, since its inception, has been recognized as a cornerstone of heterocyclic chemistry. Each volume attempts to discuss all aspects – properties, synthesis, reactions, physiological and industrial significance – of a specific ring system. To keep the series up-to-date, supplementary volumes covering the recent literature on each individual ring system have been published. Many ring systems (such as pyridines and oxazoles) are treated in distinct books, each consisting of separate volumes or parts dealing with different individual topics. With all authors are recognized authorities, the
Chemistry of Heterocyclic Chemistry is considered worldwide as the indispensable resource for organic, bioorganic, and medicinal chemists.
Preface ix
Section I Chemistry of Classes and Derivatives
I. General Properties and Structure of the Imidazoles 3
A. Nomenclature 3
B. Physical Properties 5
C. Chemical Properties 13
D. Structural Considerations 17
E. Tautomeric Character 26
II. The Alkyl- and Arylimidazoles 33
A. Synthetic Procedures 33
B. Properties and Chemical Behavior 45
III. The Oxo- and Hydroxyimidazoles and Their Sulfur Analogues 55
A. The Oxoimidazoles 55
B. The Hydroxyalkylimidazoles 99
IV. The Halogenoimidazoles 111
A. Bromoimidazoles 111
B. Chloroimidazoles 119
C. Chloroalky limidazoles 121
V. The Nitro-, Arylazo-, and Aminoimidazoles 127
A. Nitroimidazoles 127
B. Arylazoimidazolcs 1lƒf