1.1. Introduction 1
1.2. Guard Against Personal Safety 2
1.2.1. Protective Coat 2
1.2.2. Protection for Eyes 2
1.2.3. Conduct in a Chemistry Laboratory 3
1.2.4. Neatness and Cleanliness 3
1.2.5. After-Hours Working 6
1.2.6. Guidelines for Accident or Injury 6
1.2.7. Storage of Chemicals/Reagents in a Chemical Laboratory 7
1.2.8. Glassware 8
1.2.9. Waste Disposal 9
1.2.10. An Ideal Chemistry Laboratory 9
1.2.11. Toxicity and Hazards of Chemicals Reagents 10
2.1. Introduction 15
2.2. Conceptualization of a Synthesis 15
2.2.1. Prime Considerations in Designing Synthesis 16
2.2.2. The Synthon Approach 17
2.2.3. The Retro-Synthetic Approach 18
2.2.4. Materials Required 19
2.2.5. Reaction Specificity 20
2.2.6. Purity and Yield 21
2.3. Reaction Variants 21
2.3.1. Structural Variants 21
2.3.2. Interchangeability of Functional Moiety 22
2.3.3. Selectivity in Reactions 27
2.3.4. Protection of Functional Moieties 28
2.3.5. Elimination of Functional Moieties 31
2.3.6. Annelation Reactions 32
2.3.7. Fragmentation Reactions 34
2.4. Stereochemistry 37
2.4.1. The Chiral Centre 37
2.5. Summary 43
3.1. Introduction 45
I. Solvent Stills 46
II. Reactions Performed at Elevated Temperatures 49
III. Large Scale Reactions and Slow Addition of Reagents 50
IV. Low Temperature Reactions 50
V. Reactions above Room Temperature Using a Condenser 54
VI. Mechanical Stirrers 56
VII. Mechanical Shakers 57
VIII. Sonication 58
IX. Crystallization at Low Temperature 59
X. Distillation Under Reduced Pressure 60
XI. Small Scale Distillation 62
XII. Performing the Reaction 62
XIII. Photolysis 64
4.1. Acetylation Methods 67
4.1.1. Introduction 67
4.1.2. Synthesis of Medicinal Compounds 71
4.1.2.1. Acetanilide 71
4.1.2.2. Aspririn 75
4.1.2.3. Acetylacetone 80
4.1.2.4. Phenacetein 83
4.1.2.5. Acetylcysteine 86
4.1.2.6. Paracetamol 88
4.2. Benzoylation Methods 90
4.2.1. Introduction 90
4.2.2. Synthesis of Medicinal Compounds 93
4.2.2.1. Benzoyl Glycine 93
4.2.2.2. N-Benzoyl-beta-alanine 95
4.2.2.3. Flavone 97
4.2.2.4. Benzoyl Peroxide 100
4.2.2.5. Benzoyl Benzoate 103
4.3. Sulphonylation Methods 105
4.3.1. Introduction 105
4.3.1.1. Similarity with Benzoylation 106
4.3.1.2. Dissimilarity with Benzoylation 106
4.3.2. Synthesis of Medicinal Compounds 107
4.3.2.1. Dichloramine-T 108
4.3.2.2. Chloramine-T 112
4.4. Bromination Methods 115
4.4.1. Introduction 115
4.4.1.1. Mechanism of Bromination 115
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4.4.2. Synthesis of Medicinal Compounds 116
4.4.2.1. para-Bromoacetanilide 116
4.4.2.2. para-Bromophenol 118
4.4.2.3. 2′, 4′, 5′, 7′-Tetrabromofluorescein 121
4.5. Condensation Reactions 125
4.5.1. Claisen Condensation 125
4.5.2. Sorbic Acid 128
4.5.3. Pechman Condensation 130
4.6. Diazotization and Coupling Reactions 133
4.6.1. Phenyl-azo-beta-naphthol 136
4.6.2. 5-Diazouracil 139
4.6.3. Dimethyl-p-phenylenediamine 140
4.7. Organic Name Reactions (ONRs) 145
4.7.1. Bart Reaction 145
4.7.1.1. Phenylarsonic Acid 146
4.7.2. Diels-Alder Reaction 149
4.7.2.1. 9, 10-Dihydroanthracene-9, 10-endo-αβ-succinic anhydride 150
4.7.3. Friedal-Craft’s Reaction 150
4.7.3.1. Acetophenone 153
4.7.3.2. p-Methylacetophenone 158
4.7.3.3. Anthrone 160
4.7.4. Frie’s Reaction 165
4.7.4.1. p-Hydroxypropiophenone 166
4.7.5. Grignard Reaction 168
4.7.5.1. Benzoic acid 169
4.7.5.2. Triphenylcarbinol 172
4.7.6. Hoesch Reaction (or Houben-Hoesch Reaction) 175
4.7.6.1. Floropione 176
4.7.6.2. Resacetophenone 179
4.7.7. Perkin Reaction 181
4.7.7.1. Cinnamic acid 182
4.7.7.2. Coumarin 185
4.7.8. Mannich Reaction 187
4.7.8.1. Metamfepramone 188
4.7.8.2. Garmine 190
4.7.9. Michael Reaction 192
4.7.9.1. 5, 5-Dimethyl-1, 3-cyclohexanedione 193
4.7.9.2. Tricarballylic Acid 195
4.7.10. Reiner-Tiemann Reaction 200
4.7.10.1. para-Anisaldehyde 201
4.7.10.2. Salicylaldehyde 203
4.8. Selected Medicinal Compounds 206
4.8.1. Acyclovir 207
4.8.2. Acetaminophen 209
4.8.3. Busulfan 211
4.8.4. Buthiazide 213
4.8.5. Benzocaine 216
4.8.6. Coumarin-3-carboxylic acid 221
4.8.7. Chlormezanone 226
4.8.8. Chlorpropamide 229
4.8.9. Clotrimazole 231
4.8.10. Diazoxide 233
4.8.11. Diclofenac Sodium 236
4.8.12. 5, 5-Diphenyl Hydantoin (Phenytoin) Sodium 239
4.8.13. Ethamivan 242
4.8.14. Etofylline Clofibrate 243
4.8.15. Fenbufen 246
4.8.16. Flumethiazide 248
4.8.17. Guaifensin 250
4.8.18. Guanethidine Sulphate 252
4.8.19. Haloprogin 255
4.8.20. Hepronicate 257
4.8.21. Indomethacin 259
4.8.22. Isocarboxazid 262
4.8.23. Isoniazid 264
4.8.24. Ketotifen 266
4.8.25. Loxapine 269
4.8.26. Mazindol 272
4.8.27. Methyldopa 275
4.8.28. Metronidazole 277
4.8.29. Naproxen 279
4.8.30. Niclosamide 281
4.8.31. Oxaceprol 283
4.8.32. Oxyfedrine 285
4.8.33. Phensuximide 286
4.8.34. Povidone Iodine 288
4.8.35. Ritodrine 290
4.8.36. Simethicone 292
4.8.37. Ticrynafen 294
4.8.38. Tocainide 298
4.8.39. Trimethoprim 300
4.8.40. Zipeprol 304