Chemistry of Heterocyclic Compounds: The Pyrimidines, Volume by Desmond J. Brown, R. F. Evans, M. D. Fenn

By Desmond J. Brown, R. F. Evans, M. D. Fenn

Fundamental Syntheses.

The imperative Synthesis.

Pyrimidine, Alkylpyrimidines, and Arylpyrimidines.

Nitro-, Nitroso-, and Arylazopyrimidines.





Pyrimidinecarboxylic Acids and comparable Derivatives.

The lowered Pyrimidines.

The Ionization and Spectra of Pyrimidines.



topic Index.Content:
Chapter 1 creation to Pyrimidine Chemistry (pages 1–47):
Chapter 2 fundamental Syntheses (pages 49–148):
Chapter three The central Synthesis (pages 149–239):
Chapter four Pyrimidine, Alkylpyrimidines, and Arylpyrimidines (pages 241–281):
Chapter five Nitro?, Nitroso?, and Arylazopyrimidines (pages 283–328):
Chapter 6 Halogenopyrimidines (pages 329–437):
Chapter 7 Oxypyrimidines (pages 439–551):
Chapter eight Thiopyrtmidines (pages 553–609):
Chapter nine Aminopyrimidines (pages 611–682):
Chapter 10 Pyrimidinecarboxylic Acids and comparable Derivatives (pages 683–735):
Chapter eleven The diminished Pyrimidines (pages 737–821):
Chapter 12 The Ionization and Spectra of Pyrimidines (pages 823–870):

Show description

Read or Download Chemistry of Heterocyclic Compounds: The Pyrimidines, Volume 52 PDF

Similar organic books

Contemporary Carbene Chemistry

Provides the main cutting edge leads to carbene chemistry, atmosphere the root for brand spanking new discoveries and purposes the invention of solid carbenes has reinvigorated carbene chemistry examine, with investigators trying to improve carbenes into new invaluable catalysts and ligands. providing the main leading edge and promising parts of carbene examine over the last decade, this booklet explores newly stumbled on structural, catalytic, and organometallic points of carbene chemistry, with an emphasis on new and rising man made purposes.

Catalyzed Carbon-Heteroatom Bond Formation

Written via an skilled editor generally acclaimed in the medical group, this ebook covers every little thing from oxygen to nitrogen functionalities. From the contents: Palladium-Catalyzed Syntheses of 5-membered Saturated Heterocycles The Formation of Carbon-Sulfur and Carbon-Selenium Bonds via Substitution and Addition Reactions Catalyzed through Transition steel Complexes Palladium-Catalysis for Oxidative 1,2-Difunctionalization of Alkenes Palladium-Catalyzed Formation of fragrant Heterocycles Rhodium-Catalyzed Amination of C-H-Bonds Transition Metal-Catalyzed Synthesis of Heterocycles Copper-Catalyzed Synthesis of Azoles Palladium(II)-Catalyzed C-N Bond Formation regarding Aminopalladation of Aklenes Carbon-Heteroatom Bond Formation via Rh(I)-Catalyzed Ring-Opening Reactions fresh Advances in Homogeneous Gold Catalysis: Formation of Carbon-Heteroatom Bonds the result's an crucial resource of data for the strategic making plans of the bogus routes for natural, catalytic and medicinal chemists, in addition to chemists in undefined.

Named Organic Reactions, 2nd Edition

This moment variation comprises consise info on 134 rigorously selected named natural reactions - the normal set of undergraduate and graduate artificial natural chemistry classes. every one response is specified with truly drawn mechanisms, references from the first literature, and well-written money owed masking the mechanical points of the reactions, and the main points of aspect reactions and substrate barriers.

Organotitanium Reagents in Organic Synthesis

Titanium has been used to accomplish many varieties of reactions in natural and inorganic chemistry. the current booklet is worried basically with a brand new improvement in titanium chemistry that is beneficial in natural synthesis. In 1979/80 it was once chanced on that the titanation of classical carbanions utilizing C1TiX results in species with diminished basicity and reactivity.

Extra resources for Chemistry of Heterocyclic Compounds: The Pyrimidines, Volume 52

Example text

Acidic or alkaline conditions may be used for the hydrolysis of pyrimidinamines: for example, 2-methylaminopyrimidine (154, R = Me) or 2-pyrimidinamine (154, R = H) gives 2(1H)-pyrimidinone (155) (HCI at 160" or 154 155 36 Introduction to Pyrimidine Chemistry NaOH at 1 lo", respectively); and 5-ethylamino-4-pyrimidinaminegives 5hydroxy-4(3H)-pyrimidinone (HCl at 100'). An alternative (indirect) procedure, involving treatment with nitrous acid, is applicable only to primary amines: for example, 4,6-dimethyl-2-pyrimidinaminegives 4,6-dimethyl-2(1H)-pyrimidinone (HNO,, AcOH) and Spyrimidinamine gives 5-pyrimidinol.

Alkylthiopyrimidines can undergo thiolysis to their usual precursors, pyrimidinethiones: although seldom used, the reaction is illustrated by the conversion of 6-amino-3-methyl-2-methylthiointo 6-amino-3-methyl-2thioxo- 1,2-dihydro-4(3H)-pyrimidinone(136) by heating with aqueous sodium hydrogen sulfide. Such transformations can be done also by thiation with phosphorus pentasulfide (mechanism unresolved) or by splitting the thioether with dry hydrogen chloride, aluminum chloride, hydriodic acid, or similar.

1 to facilitate an understanding of many original papers in which they occur. 3. FACTORS IN THE UNIQUITY OF PYRIMIDINE CHEMISTRY The unique reactions and properties of pyrimidine and its derivatives are derived from their electronic structures, which in turn result from five simple structural factors. It is surprising how often such factors can be used to explain, or even predict, the most diverse experimental observations. 1. The Activated 2- and 4/6-Positions The starred 2-, 4-, and 6-positions of pyrimidine (15) are naturally deficient in n-electrons by virtue of the powerful electron localization at the ring-nitrogen atoms.

Download PDF sample

Rated 4.53 of 5 – based on 16 votes