Download Chemistry of Heterocyclic Compounds: Six Membered by C. F. H. Allen PDF

By C. F. H. Allen

Content material:
Chapter I Azaanthracenes (pages 14–164): C. V. Wilson
Chapter II Azaphenanthrenes (pages 165–215): John R. Thirtle
Chapter III 4?Azaphenanthrenes (pages 216–270): J. A. Van Allan
Chapter IV 5?Azaphenanthrenes (pages 271–319): J. A. Van Allan
Chapter V Diazaphenanthrenes (Except Phenanthrolines) (pages 320–385): John R. Thirtle
Chapter VI 1,10?, 1,7?, and 4,7?Diazaphenanthrenes (pages 386–456): Bruce Graham
Chapter VII different Polyazaphenanthrenes (pages 457–483): John R. Thirtle
Chapter VIII Azabenzonaphthenes (pages 484–550): James H. Richmond
Chapter IX The Ultraviolet Absorption Spectra of Polycyclic Heterocyclic fragrant Compounds (pages 551–566): G. M. Badger
Chapter X Naphthalimides: Addendum (pages 567–569): C. F. H. Allen

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Read Online or Download Chemistry of Heterocyclic Compounds: Six Membered Heterocyclic Nitrogen Compounds with Three Condensed Rings, Volume 12 PDF

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Additional info for Chemistry of Heterocyclic Compounds: Six Membered Heterocyclic Nitrogen Compounds with Three Condensed Rings, Volume 12

Sample text

V. WILSON 1. Monoazaanthracenes Azaanthracenes, as the name implies, are azalogs of anthracene. As such, they possess the linear skeleton of anthracene in which one or more -CH= is replaced by nitrogen. The orientation and numbering employed for this group of nitrogen heterocycles conform to anthracene. The aza system of nomenclature, being the simplest and most direct system available, is used throughout. It will be obvious that azaanthracenes containing from one to fourteen nitrogen atoms are possible, although many of them may be incapable of existence.

225). More recently13 it has been shown that a slight change in reaction conditions (sulfuric acid for two minutes below 60")gives an 83% yield of the base directly, while cyclization with hydrogen fluoride raises the yield to 96%. Other changes in operating conditionsap 37 have further simplified the process so that excellent yields are obtained by using 90% sulfuric I9 Azaanthracenes acid below 60" * or concentrated sulfuric acid at 0" 37. In the former case a 76% yield is redorded while the low-temperature procedure is said to produce a 90% yield.

These are yellow substances of high melting 29 Azaantbracenes points; they are converted by oxidation to the corresponding 1azaanthraquinones (p. 47). This reaction has been used to prove the structure of 2-phenyl-lazaanthracene, previously obtained by the action of phenylmagnesium bromide on 1-azaanthracene (p. 33). Although the Grignard reagent usually alkylates the 2-position of compounds of this type, it has been shown recently43that benzylmagnesium bromide and pyridine lead to 4-benzylpyridine.

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