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Heterocyclic compounds _ Organic Chemistry _ B. Pharm.

Heterocyclic compounds organic chemistry for pharmacy

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Heterocyclic compounds _ Organic Chemistry _ B. Pharm.

  1. 1. Amit Z Chaudhari
  2. 2. CONTENT 2018 2 Properties, synthesis, reactions & medicinal uses of…
  3. 3. Properties 1. Aromaticity PYRROLE 2018 3
  4. 4. Properties 1. Aromaticity 2018 4 PYRROLE
  5. 5. Properties 2018 5 PYRROLE
  6. 6. Synthesis 1. From Furans 2018 6 PYRROLE
  7. 7. Synthesis 2. Paal-Knorr synthesis 2018 7 PYRROLE
  8. 8. Synthesis 2. Paal-Knorr synthesis 2018 8 PYRROLE
  9. 9. Synthesis 3. Hantzsch Pyrrole synthesis 2018 9 PYRROLE
  10. 10. Synthesis 3. Hantzsch Pyrrole synthesis 2018 10 PYRROLE
  11. 11. Synthesis 4. Knorr synthesis 2018 11 PYRROLE
  12. 12. Synthesis 4. Knorr synthesis Mechanism 2018 12 PYRROLE
  13. 13. Reactions 1. Electrophilic substitution 2018 13 PYRROLE
  14. 14. Reactions 1. Electrophilic substitution Pyrrole undergoes electrophilic substitution reaction at 2nd position 2018 14 PYRROLE
  15. 15. Reactions 1. Electrophilic substitution 2018 15 PYRROLE
  16. 16. Reactions 2. Reduction 2018 16 PYRROLE
  17. 17. Reactions 3. Reimer Tiemann reaction 2018 17 PYRROLE
  18. 18. Reactions 2018 18 PYRROLE
  19. 19. 2018 Medicinal uses 19 PYRROLE
  20. 20. Properties 1. Aromaticity FURAN 2018 20
  21. 21. Properties 1. Aromaticity 2018 21 FURAN
  22. 22. Synthesis 1. Paal-Knorr synthesis of furan 2018 22 FURAN
  23. 23. Synthesis 1. Paal-Knorr synthesis of furan 2018 23 FURAN
  24. 24. Synthesis 2. Feist – Benary Synthesis 2018 24 FURAN
  25. 25. Synthesis 2. Feist – Benary Synthesis Mechanism 2018 25 FURAN
  26. 26. Synthesis 3. From carbohydrate 2018 26 FURAN
  27. 27. Reactions 1. Electrophilic substitution furan undergoes electrophilic substitution reaction at 2nd position 2018 27 FURAN
  28. 28. Reactions 1. Electrophilic substitution 2018 28 FURAN
  29. 29. Reactions 1. Electrophilic substitution 2018 29 FURAN
  30. 30. Reactions 2. Reduction 2018 30 FURAN
  31. 31. Reactions 3. Diels-Alder reaction 2018 31 FURAN
  32. 32. Reactions 3. Diels-Alder reaction 2018 32 FURAN
  33. 33. Reactions 4. Pyrrole synthesis 2018 33 FURAN
  34. 34. 2018 Medicinal uses 34 FURAN
  35. 35. Properties 1. Aromaticity THIOPHENE 2018 35
  36. 36. Properties 1. Aromaticity 2018 36 THIOPHENE
  37. 37. Properties 1. Aromaticity 2018 37 THIOPHENE
  38. 38. Synthesis 1. Paal-Knorr synthesis of thiophene 2018 38 THIOPHENE
  39. 39. Synthesis 1. Paal-Knorr synthesis of furan Mechanism 2018 39 THIOPHENE
  40. 40. Synthesis 2. From sod. succinate 2018 40 THIOPHENE
  41. 41. Synthesis 3. Hinsberg Synthesis 2018 41 THIOPHENE
  42. 42. Reactions 1. Electrophilic substitution thiophene undergoes electrophilic substitution reaction at 2nd position 2018 42 THIOPHENE
  43. 43. Reactions 1. Electrophilic substitution 2018 43 THIOPHENE
  44. 44. Reactions 1. Electrophilic substitution 2018 44 THIOPHENE
  45. 45. Reactions 2. Reduction 2018 45 THIOPHENE
  46. 46. Reactions 3. reaction 2018 46 THIOPHENE
  47. 47. 2018 Medicinal uses 47 THIOPHENE
  48. 48. 2018 Medicinal uses 48 THIOPHENE
  49. 49. Properties 1. Aromaticity PYRAZOLE 2018 49
  50. 50. Properties 1. Aromaticity PYRAZOLE 2018 50
  51. 51. Properties PYRAZOLE 2018 51
  52. 52. Synthesis 1. From pyrimidine PYRAZOLE 2018 52
  53. 53. Synthesis 1. From pyrimidine PYRAZOLE 2018 53
  54. 54. Synthesis 2. Knorr pyrazole synthesis - . PYRAZOLE 2018 54
  55. 55. Synthesis 2. Knorr pyrazole synthesis mechanism PYRAZOLE 2018 55
  56. 56. Synthesis 2. Knorr pyrazole synthesis Examples PYRAZOLE 2018 56
  57. 57. Synthesis 3. From Nitrile Imines PYRAZOLE 2018 57
  58. 58. Synthesis PYRAZOLE 2018 58
  59. 59. Reactions PYRAZOLE 2018 59
  60. 60. Reactions PYRAZOLE 2018 60
  61. 61. Reactions PYRAZOLE 2018 61
  62. 62. Reactions PYRAZOLE 2018 62
  63. 63. Reactions PYRAZOLE 2018 63
  64. 64. Reactions PYRAZOLE 2018 64
  65. 65. Reactions PYRAZOLE 2018 65
  66. 66. Reactions PYRAZOLE 2018 66
  67. 67. Medicinal Use PYRAZOLE 2018 67
  68. 68. Properties 1. Aromaticity IMIDAZOLE 2018 68
  69. 69. IMIDAZOLE 2018 Properties 1. Aromaticity 69
  70. 70. IMIDAZOLE 2018 Properties 70
  71. 71. IMIDAZOLE 2018 Synthesis 71
  72. 72. IMIDAZOLE 2018 Synthesis 2. From an α- Halo - Carbonyl Component What is α- Halo - Carbonyl Compound ???? 72
  73. 73. IMIDAZOLE 2018 Synthesis 3. From Dehydrogenation of Imidazoline 73
  74. 74. Reactions 1. Electrophilic addition to N 2018 IMIDAZOLE ??? 74
  75. 75. Reactions 1. Electrophilic addition to N 2018 IMIDAZOLE 75
  76. 76. Reactions 1. Electrophilic addition to N 2018 IMIDAZOLE 76
  77. 77. Reactions 2. Electrophilic substitution to C 2018 IMIDAZOLE ??? ??? 77
  78. 78. Reactions 2. Electrophilic substitution to C 2018 IMIDAZOLE 78
  79. 79. Reactions 3. Imidazole catalyzed ester HL 2018 IMIDAZOLE Slow reaction due to weak Nu: (H2O) 79
  80. 80. Reactions 3. Imidazole catalyzed ester HL 2018 IMIDAZOLE 80
  81. 81. Medicinal uses 2018 IMIDAZOLE 81
  82. 82. Medicinal uses 2018 IMIDAZOLE 82
  83. 83. Properties 1. Aromaticity OXAZOLE 2018 83
  84. 84. 2018 Properties 1. Aromaticity OXAZOLE 84
  85. 85. 2018 Synthesis 1. Robinson-Gabriel synthesis OXAZOLE 85
  86. 86. 2018 Synthesis 1. Robinson-Gabriel synthesis Mechanism OXAZOLE 86
  87. 87. 2018 Synthesis 2. From an α- Hydroxy - Carbonyl Component OXAZOLE α- Hydroxy - Carbonyl Component ???? 87
  88. 88. 2018 Synthesis 2. From an α- Hydroxy - Carbonyl Component E.g. OXAZOLE 88
  89. 89. 2018 Synthesis 3. From Isocyanides E.g. OXAZOLE 89
  90. 90. 2018 OXAZOLE Reactions 1. Electrophilic addition to N 90
  91. 91. 2018 OXAZOLE Reactions 2. Electrophilic substitution to C 91
  92. 92. 2018 OXAZOLE Reactions 3. Diels-Alder Reaction 92
  93. 93. 2018 OXAZOLE Reactions 3. Diels-Alder Reaction 93
  94. 94. 2018 OXAZOLE Reactions 3. Diels-Alder Reaction (2) Kondrat'eva pyridine synthesis 94
  95. 95. 2018 OXAZOLE Reactions 3. Diels-Alder Reaction (2) Kondrat'eva pyridine synthesis 95
  96. 96. 2018 OXAZOLE Medicinal uses 96
  97. 97. Properties 1. Aromaticity THIAZOLE 2018 97
  98. 98. Properties 1. Aromaticity THIAZOLE 2018 98
  99. 99. 2018 Synthesis 1. Gabriel synthesis THIAZOLE 99
  100. 100. 2018 Synthesis 1. Gabriel synthesis Mechanism THIAZOLE 100
  101. 101. 2018 Synthesis 2. From an α- Hydroxy - Carbonyl Component ( Hantzsch Thiazole Synthesis) THIAZOLE 101
  102. 102. 2018 Synthesis 2. From an α- Hydroxy - Carbonyl Component ( Hantzsch Thiazole Synthesis) Mechanism THIAZOLE 102
  103. 103. 2018 Synthesis 3. From an thiocyanate salts THIAZOLE 103
  104. 104. 2018 THIAZOLE Reactions 1. Electrophilic addition to N a. Protonation (basic property) 104
  105. 105. 2018 THIAZOLE Reactions 2. Electrophilic substitution to C 105
  106. 106. 2018 THIAZOLE Reactions 2. Electrophilic substitution to C 106
  107. 107. 2018 THIAZOLE Reactions 107
  108. 108. 2018 THIAZOLE Medicinal uses 108
  109. 109. 2018 THIAZOLE Medicinal uses 109
  110. 110. Properties 1. Aromaticity P Y R I D I N E 2018 110
  111. 111. 2018 Properties 1. Aromaticity P Y R I D I N E 111
  112. 112. 2018 Properties 2. Basicity P Y R I D I N E 112
  113. 113. 2018 Properties 2. Basicity Pyridine is more basic than pyrrole P Y R I D I N E 113
  114. 114. 2018 Properties 2. Basicity P Y R I D I N E 114
  115. 115. 2018 Properties 2. Basicity P Y R I D I N E 115
  116. 116. 2018 Properties 3. Tautomerism P Y R I D I N E 116
  117. 117. 2018 P Y R I D I N E Synthesis 1. Hantzsch pyridine synthesis 117
  118. 118. 2018 P Y R I D I N E Synthesis 1. Hantzsch pyridine synthesis 118
  119. 119. 2018 P Y R I D I N E Synthesis 1. Hantzsch pyridine synthesis 119
  120. 120. 2018 P Y R I D I N E Synthesis 2. The Guareschi Synthesis 120
  121. 121. 2018 P Y R I D I N E Synthesis 3. From 1,5 - Dicarbonyl Compounds 121
  122. 122. 2018 P Y R I D I N E Synthesis 4. From Oxazoles Kondrat'eva pyridine synthesis 122
  123. 123. 2018 Reactions 1. Electrophilic addition to N P Y R I D I N E 123
  124. 124. 2018 Reactions P Y R I D I N E 124
  125. 125. 2018 P Y R I D I N E C2 C3 C4 Reactions 2. Electrophilic substitution to C 125
  126. 126. 2018 P Y R I D I N E Reactions 2. Electrophilic substitution to C 126
  127. 127. 2018 P Y R I D I N E Reactions 2. Electrophilic substitution to C 127
  128. 128. 2018 P Y R I D I N E Reactions 3. Nucleophilic substitution Why pyridine undergoes nucleophilic substitution reaction at 2-position. 128 C3 C2
  129. 129. 2018 P Y R I D I N E Reactions 3. Nucleophilic substitution 129
  130. 130. 2018 P Y R I D I N E Reactions 4. Pyridine as Nucleophilic catalyst 130
  131. 131. 2018 P Y R I D I N E Reactions 5. Reduction 131
  132. 132. 2018 P Y R I D I N E Medicinal uses 132
  133. 133. 2018 P Y R I D I N E Medicinal uses 133
  134. 134. 2018 P Y R I D I N E Medicinal uses 134
  135. 135. Properties 1. Aromaticity A Z E P I N E S 2018 135
  136. 136. Properties 2. Tautomerism A Z E P I N E S 2018 136
  137. 137. A Z E P I N E S 2018 Synthesis 1. Valence-bond Isomerization 137
  138. 138. A Z E P I N E S 2018 Synthesis 2. From Phenylazide 138
  139. 139. A Z E P I N E S 2018 Synthesis 3. From Nitrobenzene 139
  140. 140. A Z E P I N E S 2018 Reactions 140
  141. 141. A Z E P I N E S 2018 Reactions 3. Diels-Alder reaction - 6+2 π electron reaction 141
  142. 142. A Z E P I N E S 2018 Medicinal Uses 142
  143. 143. 2018 Properties 1. Aromatic Q U I N O L I N E 143
  144. 144. 2018 Synthesis 1. Skraup Quinoline synthesis Q U I N O L I N E 144
  145. 145. 2018 Synthesis 1. Skraup Quinoline synthesis Mechanism Q U I N O L I N E 145
  146. 146. 2018 Q U I N O L I N E Synthesis 1. Skraup Quinoline synthesis 146
  147. 147. 2018 Synthesis 2. Doebner-Miller Synthesis Q U I N O L I N E 147
  148. 148. 2018 Synthesis 3. Friedlander Synthesis Q U I N O L I N E 148
  149. 149. 2018 Reactions 1. Electrophilic addition to N Q U I N O L I N E 149
  150. 150. 2018 Q U I N O L I N E Reactions 2. Electrophilic aromatic substitution 150
  151. 151. 2018 Reactions 3. Reduction reactions Q U I N O L I N E 151
  152. 152. 2018 Reactions 4. Oxidation Q U I N O L I N E 152
  153. 153. 2018 Q U I N O L I N E Reactions 5. Nucleophilic substitution 153
  154. 154. 2018 Medicinal uses Q U I N O L I N E 154
  155. 155. 2018 Medicinal uses Q U I N O L I N E 155
  156. 156. 2018 Properties 1. Aromatic I S O Q U I N O L I N E 156
  157. 157. 2018 Synthesis 1. Bischler-Napieralski Isoquinoline synthesis I S O Q U I N O L I N E 157
  158. 158. 2018 Synthesis 2. The Pictet – Gams synthesis I S O Q U I N O L I N E 158
  159. 159. 2018 Synthesis 3. Pomeranz–Fritsch synthesis I S O Q U I N O L I N E 159
  160. 160. 2018 I S O Q U I N O L I N E Reactions 1. Electrophilic addition to N 160
  161. 161. 2018 I S O Q U I N O L I N E Reactions 2. Electrophilic aromatic substitution 161
  162. 162. 2018 I S O Q U I N O L I N E Reactions 3. Reduction reactions 162
  163. 163. 2018 I S O Q U I N O L I N E Reactions 4. Oxidation 163
  164. 164. 2018 I S O Q U I N O L I N E Reactions 5. Nucleophilic substitution 164
  165. 165. 2018 I S O Q U I N O L I N E Medicinal uses 165
  166. 166. 2018 I S O Q U I N O L I N E Medicinal uses 166
  167. 167. 2018 Properties 1. Aromatic A C R I D I N E 167
  168. 168. 2018 Synthesis 1. From diphenyl amine-2-carboxylic acid A C R I D I N E 168
  169. 169. 2018 Synthesis 2. Bernthsen acridine synthesis A C R I D I N E 169
  170. 170. 2018 Reactions 1. Electrophilic addition to N A C R I D I N E 170
  171. 171. 2018 A C R I D I N E Reactions 2. Electrophilic aromatic substitution 171
  172. 172. 2018 A C R I D I N E Reactions 3. Reduction reactions 172
  173. 173. 2018 A C R I D I N E Reactions 4. Oxidation 173
  174. 174. 2018 A C R I D I N E Reactions 5. Nucleophilic substitution 174
  175. 175. 2018 A C R I D I N E Medicinal uses 175
  176. 176. 2018 Properties 1. Aromatic I N D O L E 176
  177. 177. 2018 I N D O L E Synthesis 1. Fischer indole synthesis 177
  178. 178. 2018 I N D O L E Synthesis 1. Fischer indole synthesis Mechanism 178
  179. 179. 2018 I N D O L E Synthesis 1. Fischer indole synthesis Mechanism 179
  180. 180. 2018 I N D O L E Synthesis 1. Fischer indole synthesis 180
  181. 181. 2018 I N D O L E Synthesis 2. Bischler–Möhlau indole synthesis 181
  182. 182. 2018 I N D O L E Synthesis 3. Madelung synthesis 182
  183. 183. 2018 I N D O L E Synthesis 3. Madelung synthesis E.g. 183
  184. 184. 2018 Reactions 1. Electrophilic addition to N I N D O L E 184
  185. 185. 2018 Reactions 2. Electrophilic aromatic substitution I N D O L E 185
  186. 186. 2018 Reactions 2. Electrophilic aromatic substitution I N D O L E 186
  187. 187. 2018 Reactions 2. Electrophilic aromatic substitution I N D O L E 187
  188. 188. 2018 Reactions 2. Electrophilic aromatic substitution I N D O L E 188
  189. 189. 2018 Reactions 2. Electrophilic aromatic substitution I N D O L E 189
  190. 190. 2018 Reactions 3. Reduction reactions I N D O L E 190
  191. 191. 2018 Reactions 4. Nucleophilic substitution I N D O L E 191
  192. 192. 2018 Medicinal uses (1) Indole alkaloids : I N D O L E 192
  193. 193. 2018 Medicinal uses I N D O L E 193
  194. 194. 2018 Medicinal uses I N D O L E 194
  195. 195. 2018 Properties 1. Aromatic P Y R I M I D I N E 195
  196. 196. 2018 Synthesis 1. From 1,3 - Dicarbonyl Compound P Y R I M I D I N E 196
  197. 197. 2018 Synthesis 1. From 1,3 - Dicarbonyl Compound P Y R I M I D I N E 197
  198. 198. 2018 Synthesis 2. From a , b - Unsaturated Ketones P Y R I M I D I N E 198
  199. 199. 2018 Synthesis P Y R I M I D I N E 199
  200. 200. 2018 Reactions 1. Electrophilic addition to N P Y R I M I D I N E 200
  201. 201. 2018 Reactions 2. Electrophilic aromatic substitution P Y R I M I D I N E 201
  202. 202. 2018 Reactions 3. Nucleophilic substitution P Y R I M I D I N E 202
  203. 203. 2018 Reactions 3. Nucleophilic substitution P Y R I M I D I N E 203
  204. 204. 2018 Medicinal uses P Y R I M I D I N E 204
  205. 205. 2018 Medicinal uses P Y R I M I D I N E 205
  206. 206. 2018 Medicinal uses P Y R I M I D I N E 206
  207. 207. 2018 Properties 1. Aromatic P U R I N E 207
  208. 208. 2018 Properties 3. Tautomerism P U R I N E 208
  209. 209. 2018 Synthesis 1. Traube Synthesis P U R I N E 209
  210. 210. 2018 Synthesis 1. Traube Synthesis P U R I N E 210
  211. 211. 2018 Synthesis 2. From formamide P U R I N E 211
  212. 212. 2018 Synthesis 3. From substituted imidazole P U R I N E 212
  213. 213. 2018 Reactions 1. Electrophilic addition to N P U R I N E 213
  214. 214. 2018 P U R I N E Reactions 2. Electrophilic aromatic substitution 214
  215. 215. 2018 P U R I N E Reactions 3. Nucleophilic substitution 215
  216. 216. 2018 P U R I N E Medicinal uses 216
  217. 217. 2018 P U R I N E Medicinal uses 217

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