SYNTHESIS AND REACTIVITY OF N-METHYLAROYL-2-CHLOROPYRIDINIUM SALTS

Синтез и реакционная способность солей N-метилароил-2-хлорпиридиния
Работа на соискание степени магистр химии (англ)

INTRODUCTION 7
CHAPTER 1. SYNTHESIS AND PROPERTIES OF PYRIDINIUM SALTS (review the literature data) 9
1.1. Preparation of pyridinium salts 9
1.1.1. Quaternization pyridine and its derivatives by halogenalkanes 9
1.1.2. Synthesis of pyridinium salts by reaction 23
Ortoleva – Kings 23
1.1.3. Synthesis of pyridinium salts by recyclization of pyrylium salts 27
1.1.4. Other methods of obtaining pyridiniums salts 30
1.2. Synthetic possibilities of pyridinium salts 39
1.2.1. C-nucleophiles 40
1.2.2. S-nucleophiles 42
1.2.3. N-nucleophiles 46
CHAPTER 2. SYNTHESIS AND PROPERTIES OF PIYRYDYNAZOLES WITH BRIDGING NITROGEN ATOM 48
2.1. Interaction of pyridinium ylides with CH-acids derived malonedinitrile. 48
2.2. Regioselectively interaction of 2-amino-3-aroyl-1-Z-indolyzyniv with formamide 53
2.3. Mono-and diacylation of 2-amino-3-aroyl-1-cyanoindolizine and interaction acyl derivatives with hydrogen sulfide 54
CHAPTER 3. THE EXPERIMENTAL PART 58
3.1. Synthesis of starting compounds 58
3.2. Synthesis of 2-amino-3-aroyl-1-Z-indolizines (2.6) and (2.7) 59
3.3. Synthesis of 4-arylpyrimido[4,5-b]indolizine-10-carbonitrile (2.8). 66
3.4. Mono-and diacylation of 2-amino-3-aroyl-1-сyanindolizine. Interaction acylated products with hydrogen sulfide. 68
CHAPTER 4. SAFETY RULES 71
4.1. General precautions for use with glass 71
4.2. Work with an organic solvent 73
4.2.1. Hazards 73
4.2.2. Working with flammable liquids 73
4.2.3. Storage of flammable liquids and spills 74
4.3. Alkali metals 75
4.3.1. Hazards 75
4.3.2. The destruction of residual alkali metals 76
4.3.3. Absolutist of organic solvents 77
4.3.4. Extinguishing a burning alkali metals 78
CONCLUSIONS 80
REFERENCES 81

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