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The Chemistry of Heterocyclic Compounds, since its inception, has been recognized as a cornerstone of heterocyclic chemistry. Each volume attempts to discuss all aspects - properties, synthesis, reactions, physiological and industrial significance - of a specific ring system. To keep the series up-to-date, supplementary volumes covering the recent literature on each individual ring system have been published. Many ring systems (such as pyridines and oxazoles) are treated in distinct books, each consisting of separate volumes or parts dealing with different individual topics. With all authors…mehr
The Chemistry of Heterocyclic Compounds, since its inception, has been recognized as a cornerstone of heterocyclic chemistry. Each volume attempts to discuss all aspects - properties, synthesis, reactions, physiological and industrial significance - of a specific ring system. To keep the series up-to-date, supplementary volumes covering the recent literature on each individual ring system have been published. Many ring systems (such as pyridines and oxazoles) are treated in distinct books, each consisting of separate volumes or parts dealing with different individual topics. With all authors are recognized authorities, the Chemistry of Heterocyclic Chemistry is considered worldwide as the indispensable resource for organic, bioorganic, and medicinal chemists.
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Autorenporträt
CAROLYN ARNOLD is an international bestselling and award-winning author, as well as a speaker, teacher, and inspirational mentor. She has four continuing fiction series-Detective Madison Knight, Brandon Fisher FBI, McKinley Mysteries, and Matthew Connor Adventures-and has written nearly thirty books. Her genre diversity offers her readers everything from cozy to hard-boiled mysteries, and thrillers to action adventures. Both her female detective and FBI profiler series have been praised by those in law enforcement as being accurate and entertaining, leading her to adopt the trademark: Police procedurals respected by law enforcement¿. Carolyn was born in a small town and enjoys spending time outdoors, but she also loves the lights of a big city. Grounded by her roots and lifted by her dreams, her overactive imagination insists that she tell her stories. Her intention is to touch the hearts of millions with her books, to entertain, inspire, and empower. She currently lives near London, Ontario with her husband and beagles and is a member of Crime Writers of Canada and Sisters in Crime.
Inhaltsangabe
Preface vii Part I-Thiadiazoles, Their Derivatives and Selenium Analogs Derivatives of the 1,2,3-Thiadiazoles and Their Selenium Analogs 3 1.2.3- Thiadiazoles 3 2,2,3-Thiadiazoline-S-dioxides 9 1.2.3- Benzothiadiazoles 10 Discussion 16 Naphthothiadiazoles 31 Benzoselenadiazoles 31 Derivatives of the 1,2,4-Thiadiazoles and Their Selenium Analogs 35 1.2.4- Thiadiazoles 35 I. Derivatives of Perthiocyanic and Isoperthiocyanic Acids 35 Discussion 44 II. 3-and 5-Aryl Substituted 1,2,4-Thiadiazoles 51 III. 1,2,4-Thiadiazolidines (Especially the 3,5-Bis(imino) Derivatives) 54 1.2.4- Selenadiazoles 80 Derivatives of the 1,3,4-Thiadiazoles and Their Selenium Analogs 81 1.3.4- Thiadiazoles 81 2,5- Dialkyl- and the 2,5-Diaryl-1,3,4-thiadiazoles 81 2-1,3,4-Thiadiazolines 89 Glycothiadiazolines or the 2,4-Diphenyl-5-poIyhydroxyalkyl- 2-1,3,4- thiadiazolines 97 Discussion 102 2- Amino-1,3,4-thiadiazoles and the 5-Imino- 2-1,3,4-thiadiazolines 103 5-Imino- 2,-1,3,4-thiadiazolines, 1,3,4-Thiadiazol-5(4)-onesand 1,3,4-Thiadiazol-5(4)-thiones 115 2-Mercapto- 2-1,3,4-thiadiazolines 120 2,5- Diamino-1,3,4-thiadiazoles and Their Derivatives 124 Discussion of the Chemistry of the 2,5-Diamino-1,3,4-thiadiazoles 132 2-Amino-5-imino- 2-1,3,4-thiadiazolines and Their Derivatives 141 2-Amino-5-mercapto-1,3,4-thiadiazoles and Related Compounds 143 Discussion 151 2-Amino- 2-1,3,4-thiadiazol-5(4)-ones 159 Discussion 163 2-Amino-3- and -4-Substituted-1,3,4-thiadiazol-5(4)-ones and Related Compounds 167 Discussion 173 2.5- Dimercapto-1,3,4-thiadiazoIe, 2-Mercapto-1,3,4-thiadiazol-5(4)-thiones and Related Compounds 177 Discussion 185 2-Carboxy-5-thioxo- 2-1,3,4-thiadiazolines 199 5.6- Dithia-2,3-diazabicyclo [2.1.1]hex-3-enes, 5-Thia-2,3,6-triazabicyclo [2.1.1]-hex-3-enes, and Related 2-1,3,4-Thiadiazolines or -1,3,4-Thiadiazoles 200 1,3,4- Selenadiazoles 202 Derivatives of the 2,1,3-Thiadiazoles and Their Selenium Analogs 205 2,1,3- Benzothiadiazoles, 2,1,3-Benzoselenadiazoles, and Related Compounds 205 Discussion 207 4.7- Methanobenzisothiadiazoles 211 Part II-Five-Membered Rings Containing Nitrogen, Sulfur, Selenium, or Oxygen Atoms in Addition to One Sulfur and One Nitrogen 1.2.3- Benzodithiazoles, Benzo-2,3-thiaza-1-thionium Chlorides, and Benzo-1,3-thiaza-2-thionium Chlorides 215 1.3.2- Benzodisulfonazole 217 1.3.4- Dithiazoles 217 1.2.3.4- Dithiadiazoles 218 Condensed Systems Containing 1,2,3,4-Dithiadiazoles 219 1.2.3.4- ThiatriazoIes 219 1.2.3- Oxathiazole-S-oxides or 1,2,3-Oxasulfinazoles 220 1,4,2- Oxathiazoles 221 7-Nitroso- 3,7-dihydrobenz-2,1,3-oxaselenazoles 222 Part III-Isothiazoles, Their Derivatives and Selenium Analogs 2.1- Benzisothiazoles 225 1.2- Benzisothiazoles, Their Homologs and Selenium Analogs 227 1.2- Benzisothiazoles 227 Discussion 231 3,3'-Bis( 1,2-benzisothiazoline) 238 Naphth[2.3-d]isothiazoles and the Naphth[1.2-d]isothiazoles 238 2.3- Dihydrobenz[d]imidazo[1.2-b]isothiazole 239 Discussion 242 6-Anthr[9.1]isothiazoles and Related Compounds 245 6-Anthr[9.1]isoselenazoles 250 1.2- Benzisothiazolium Compounds 250 1.2- Benzisothiazol-3(2)-ones 253 Discussion 264 1.2- Benzisothiazol-3(2)-thiones 271 1.2- Benzisoselenazol-3(2)-ones 273 1.2- Benzisothiazol-3(2)-one S-oxides 274 1,2- Benzisosulfonazoles, Their Homologs and Derivatives 278 2,3- Dihydro-1,2-benzisosulfonazoles or 2,3-Dihydro-1,2-benzisothiazole-S -dioxides 278 Discussion 287 1,2- Benzisosulfonazoles 297 3- Amino-1,2-benzisosulfonazoles or 3-Imino-2,3-dihydro-1,2-benzisosulfonazoles 302 Saccharin, Benzoic Sulfinide, or 2,3-Dihydro-1,2-benzisosuIfonazol-3-one 318 Discussion 325 2-Substituted Saccharins 327 Thiosaccharin or 2,3-Dihydro-1,2-benzisosulfonazol-3(2)-thione 340 Saccharin Derivatives Substituted in the Benzene Ring or the 2,3-Dihydro-,1,2-Benzisosulfonazol-3(2)-ones and Condensed Systems 342 1,8- Naphthosultams or the 2-, 3-, and 5-Naphth[1.8-cd]isosulfonazoles 354 4- [1.2]Benzisosulfonazolo[4.3-ab]phenazines and the 6-[1.2]Benzisosulfonazolo-[4.3-ab]phenazines 370 10-Camphorsulfonanhydramide and Related Compounds 373 Index 379
Preface vii Part I-Thiadiazoles, Their Derivatives and Selenium Analogs Derivatives of the 1,2,3-Thiadiazoles and Their Selenium Analogs 3 1.2.3- Thiadiazoles 3 2,2,3-Thiadiazoline-S-dioxides 9 1.2.3- Benzothiadiazoles 10 Discussion 16 Naphthothiadiazoles 31 Benzoselenadiazoles 31 Derivatives of the 1,2,4-Thiadiazoles and Their Selenium Analogs 35 1.2.4- Thiadiazoles 35 I. Derivatives of Perthiocyanic and Isoperthiocyanic Acids 35 Discussion 44 II. 3-and 5-Aryl Substituted 1,2,4-Thiadiazoles 51 III. 1,2,4-Thiadiazolidines (Especially the 3,5-Bis(imino) Derivatives) 54 1.2.4- Selenadiazoles 80 Derivatives of the 1,3,4-Thiadiazoles and Their Selenium Analogs 81 1.3.4- Thiadiazoles 81 2,5- Dialkyl- and the 2,5-Diaryl-1,3,4-thiadiazoles 81 2-1,3,4-Thiadiazolines 89 Glycothiadiazolines or the 2,4-Diphenyl-5-poIyhydroxyalkyl- 2-1,3,4- thiadiazolines 97 Discussion 102 2- Amino-1,3,4-thiadiazoles and the 5-Imino- 2-1,3,4-thiadiazolines 103 5-Imino- 2,-1,3,4-thiadiazolines, 1,3,4-Thiadiazol-5(4)-onesand 1,3,4-Thiadiazol-5(4)-thiones 115 2-Mercapto- 2-1,3,4-thiadiazolines 120 2,5- Diamino-1,3,4-thiadiazoles and Their Derivatives 124 Discussion of the Chemistry of the 2,5-Diamino-1,3,4-thiadiazoles 132 2-Amino-5-imino- 2-1,3,4-thiadiazolines and Their Derivatives 141 2-Amino-5-mercapto-1,3,4-thiadiazoles and Related Compounds 143 Discussion 151 2-Amino- 2-1,3,4-thiadiazol-5(4)-ones 159 Discussion 163 2-Amino-3- and -4-Substituted-1,3,4-thiadiazol-5(4)-ones and Related Compounds 167 Discussion 173 2.5- Dimercapto-1,3,4-thiadiazoIe, 2-Mercapto-1,3,4-thiadiazol-5(4)-thiones and Related Compounds 177 Discussion 185 2-Carboxy-5-thioxo- 2-1,3,4-thiadiazolines 199 5.6- Dithia-2,3-diazabicyclo [2.1.1]hex-3-enes, 5-Thia-2,3,6-triazabicyclo [2.1.1]-hex-3-enes, and Related 2-1,3,4-Thiadiazolines or -1,3,4-Thiadiazoles 200 1,3,4- Selenadiazoles 202 Derivatives of the 2,1,3-Thiadiazoles and Their Selenium Analogs 205 2,1,3- Benzothiadiazoles, 2,1,3-Benzoselenadiazoles, and Related Compounds 205 Discussion 207 4.7- Methanobenzisothiadiazoles 211 Part II-Five-Membered Rings Containing Nitrogen, Sulfur, Selenium, or Oxygen Atoms in Addition to One Sulfur and One Nitrogen 1.2.3- Benzodithiazoles, Benzo-2,3-thiaza-1-thionium Chlorides, and Benzo-1,3-thiaza-2-thionium Chlorides 215 1.3.2- Benzodisulfonazole 217 1.3.4- Dithiazoles 217 1.2.3.4- Dithiadiazoles 218 Condensed Systems Containing 1,2,3,4-Dithiadiazoles 219 1.2.3.4- ThiatriazoIes 219 1.2.3- Oxathiazole-S-oxides or 1,2,3-Oxasulfinazoles 220 1,4,2- Oxathiazoles 221 7-Nitroso- 3,7-dihydrobenz-2,1,3-oxaselenazoles 222 Part III-Isothiazoles, Their Derivatives and Selenium Analogs 2.1- Benzisothiazoles 225 1.2- Benzisothiazoles, Their Homologs and Selenium Analogs 227 1.2- Benzisothiazoles 227 Discussion 231 3,3'-Bis( 1,2-benzisothiazoline) 238 Naphth[2.3-d]isothiazoles and the Naphth[1.2-d]isothiazoles 238 2.3- Dihydrobenz[d]imidazo[1.2-b]isothiazole 239 Discussion 242 6-Anthr[9.1]isothiazoles and Related Compounds 245 6-Anthr[9.1]isoselenazoles 250 1.2- Benzisothiazolium Compounds 250 1.2- Benzisothiazol-3(2)-ones 253 Discussion 264 1.2- Benzisothiazol-3(2)-thiones 271 1.2- Benzisoselenazol-3(2)-ones 273 1.2- Benzisothiazol-3(2)-one S-oxides 274 1,2- Benzisosulfonazoles, Their Homologs and Derivatives 278 2,3- Dihydro-1,2-benzisosulfonazoles or 2,3-Dihydro-1,2-benzisothiazole-S -dioxides 278 Discussion 287 1,2- Benzisosulfonazoles 297 3- Amino-1,2-benzisosulfonazoles or 3-Imino-2,3-dihydro-1,2-benzisosulfonazoles 302 Saccharin, Benzoic Sulfinide, or 2,3-Dihydro-1,2-benzisosuIfonazol-3-one 318 Discussion 325 2-Substituted Saccharins 327 Thiosaccharin or 2,3-Dihydro-1,2-benzisosulfonazol-3(2)-thione 340 Saccharin Derivatives Substituted in the Benzene Ring or the 2,3-Dihydro-,1,2-Benzisosulfonazol-3(2)-ones and Condensed Systems 342 1,8- Naphthosultams or the 2-, 3-, and 5-Naphth[1.8-cd]isosulfonazoles 354 4- [1.2]Benzisosulfonazolo[4.3-ab]phenazines and the 6-[1.2]Benzisosulfonazolo-[4.3-ab]phenazines 370 10-Camphorsulfonanhydramide and Related Compounds 373 Index 379
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