Amines: Synthesis, Properties and Applications Stephen A
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Cambridge University Press 0521782848 - Amines: Synthesis, Properties and Applications Stephen A. Lawrence Index More information Index acetamide 206 amino group 259 Acetamiprid 299 aminoguanine 290 acetanilide 93, 95, 111 2-amino imidazole 141 acetone hydrazone 178 aminolaevulinic acid, ␦ 199 acetophenone 60 2-amino-1-methylethylbenzene 39 acetylation 92, 127 2-aminophenol 101, 103, 315 acetyl choline 274 3-aminophenol 101, 104, 316 Acid Red 304 4-aminophenol 100, 283, 316 acridine 110, 122, 316 aminophenols 100 Acrolein Process 156 aminopiperidine 242 acrylonitrile 46 3-aminopropanol 131 acylamphoglycinates 282 3-aminopropyl halides 131, 132 acylamphopropionates 282 2-aminopyrazine 158 acylation 102, 114, 251 2-aminopyridine 144, 316 adenine 159, 276 3-aminopyridine 316 S-adenoylmethionine 63 4-aminopyridine 316 adiponitrile 67 4-aminopyridine-N-oxide 155 adrenaline 258, 273 4-aminosalicyclic acid 104 ADT 262 aminotriazines 296 aerozine 289 aminyl radicals 115 agmatine 63, 260 amitrole 297 agrochemicals 246, 290 Amitryptyline 269 Aldimorph 60, 293 ammines 188, 232 aliphatic amines 33, 232 Ammon 18 alkylamines 49, 269 ammonia 1, 10, 11, 12, 14, 15, 17, 18, 19, 20, 22, 23, alkylation 94, 102, 113, 207, 208, 251 26, 28, 34, 35, 43, 44, 52, 53, 56, 65, 124, 127, N-alkylbenzylamine 132 135, 169, 171, 172, 173, 175, 177, 178, 184, Alper Reaction 317 189, 190, 260, 274, 278, 284, 309, 310, 312 Amadori Rearrangement 259 Ammonium (town) 18 amides 39, 49, 92, 236 ammonium azide 19 amidol 100 ammonium chloride 175 aminating agents 186 ammonium fluoride 171 amination 36, 39, 80, 148, 193 ammonium mucate 133 amine halides 170 ammonium oleate 284 amine oxides 235, 245, 246, 247, 249, 282 ammonium picrate salts 220 amine protection 235 ammonolysis 21, 22, 35, 140, 152, 165, 166 amino acids 187, 215, 235, 252, 255, 257, 258, 260 n-amyl amine 315 2-aminobiphenyl 316 analysis methods 220, 224 4-aminobiphenyl 316 anilazine 293 3-amino-5-t-butyl-isoxazole 187 aniline 29, 71, 73, 74, 94, 98, 99, 100, 109, 111, ␥-aminobutyric acid (GABA) 258 115, 184, 210, 212, 221, 229, 240, 301, 309, 4-aminodiphenylamine 111, 116 315 2-aminoethanol 124 anisidine 102 361 © Cambridge University Press www.cambridge.org Cambridge University Press 0521782848 - Amines: Synthesis, Properties and Applications Stephen A. Lawrence Index More information 362 Index anthranilic acid 206 Basfungin 66 anti-cancer agents 129, 189, 274 B´echamp Reaction 76, 319 anti-cracking agents 115 Beckmann Rearrangement 82, 84, 123, 166, 319 anti-fungal agents 142 B´enary Reaction 319 anti-Markovnikov Addition 39 Benefin 295 anti-oxidants 114 Benomyl 293 anti-ozonants 115, 116 benzalaxyl 291, 292 antipyrene 142 benzamide 112 anti-tumour agents 64 benzamorf 60 Antracol 66 Benzidine Rearrangement arginine 63, 197, 255, 258, 259, 260 benzene 72, 228 arginine-141 (in DNA) 256, 258, 260 benzimidazole 104, 144, 148, 293 arginine decarboxylase 63 benzopyrazole 144, 148 aromatic amines 85, 232 benzoquinone 106 arylamines 71 benzotriazole 104, 144, 148 Asinger Thiazole Synthesis 317 benzoxazole 99 aspargine amide 233 N-benzoylamides 236 aspartic acid 160 benzylamine 221, 315 aspergillic acid 158 1-benzyl-4-piperidone 61 ATP 262 Bergbau–Bayer Process 177 atracurium 163 Bergmann Azalactone Synthesis 320 atrazine 295 Bergmann Degradation 320 auxin 144, 147, 298 Bernthsen Acridine Synthesis 320 2-azabicyclo[2.2.0]hexadiene 154 betaines 52, 54, 281 azaconazole 293 Betti Reaction 320 azalactone 257 1,1’-biaziridine 128 azamycin (2-nitroimidazole) 141 Biginelli Reaction 321 azepine 165 biotin 140 azepan-2-one 165 biphenyls 87 azetidine 38, 119, 130, 132, 138, 166, 232 bipyridine 191 azetidine-2-carboxylic acid 132 Birch Reduction 20 azetidin-2-one 132 Birkeland, Kristian 8, 9, 12 azides 40, 82, 90, 182 Bischler Indole Synthesis 145 azines 180 Bischler–M¨ohlauIndole Synthesis 321 azine dyes 92, 226, 227, 300 Bischler–Napieralski Reaction 321 aziridine 30, 37, 48, 55, 57, 59, 119, 123, 124, 125, Bismarck Brown 105 128, 130, 138, 190, 232, 277, 278, 309, 310, biurea 289 311, 312 blood–brain barrier 272, 278 aziridinium cation 123 blood plasma 271, 272, 278 azirines 122, 123, 125 blowing agents 289 azirinylium cation 122 Blum Aziridine Synthesis 321 azocine 167 BOC 58, 61, 215 azodicarbonamide 289 BOC-hydrazide 184 azo dyes 91, 92, 213, 223, 226, 227, 300, 303 Bohr effect 197 azo ferredoxin 6 Borsche–Dreschel Cyclization 321 azoles 139, 232, 293 Bosalid 293 azomethane 35 Bosch, Karl 11, 12 azonine 164 Bosch–Meiser Urea Process 322 azones 180 Boyland Synthesis 322 azote 3 Brandi–Guarna Rearrangement 322 azulene 154 bread, ‘from air’ 11 Brederick Imidazole Synthesis 322 B-band 226 bromamine 171 Baeyer–Drewson Indole Synthesis 144, 145, 318 bromamine-T 125 Baeyer Pyridine Synthesis 318 2-bromo-CBZ 239 Bailey Cycloaddition 318 2-bromoethylamine 124, 190 Bamberger Benzotriazine Synthesis 318 3-bromoquinoline 162 Bamberger Imidazole Cleavage 319 Brown Hydroboration 39, 188, 322 barbituric acid 161 von Brown Reaction 322 Bart Reaction 89 Bucherer–Bergs Reaction 323 BASF 9, 11, 12, 303 Bucherer Carbazole Synthesis 323 © Cambridge University Press www.cambridge.org Cambridge University Press 0521782848 - Amines: Synthesis, Properties and Applications Stephen A. Lawrence Index More information Index 363 Bucherer–Curtius–Schlotterbeck Reaction 323 chlorofluoroamine 171 Bucherer Reaction 80, 81, 100, 323 Chlormequat 297, 300 Buchwald Method 82, 84 2-chloro-5-hydroxymethylpyridine 299 Bupidine 61 1-chloromethylnaphthalene 210 Busulfan 276 chlorophyll 139, 194, 195, 197, 200 Buprimate 293 3-chloropyridine 136, 153 butathiofos 299 Chloroquine 163, 269 Butralin 295 chlorotriazine 294, 295 n-butylamine 221 chlorprazophos 299 t-butylamine 34, 37 chlorpyrifos 157, 299 sec-butylamine 292, 293 choline 45, 275 N-t-butyl-3-chloroazetidine 132 Chrysoidine 304 n-butyl cyanide 209 chryzoplus 299 butyl lithium 32 Ciamician–Dennstedt Reaction 325 butyl toluenediamine (BTDA) 108 CI pigment blue-15-3 285 CI pigment red-184 285 cadaverine 33, 62, 63, 67 CI pigment yellow-13 285 Cadogan–Cameron-Woods Cyclization 323 cis-platin 189 calcium cyanamide 9, 37 citalopram 274 cafenstrazole 297 citric-acid cycle 260, 261 Camps Quinoline Synthesis 324 Clemmensen Reaction 181 Cannizzaro Reaction 136 Cliodinate 298 caprolactam 1, 165, 166 Clopyralid 298 catalysts 191 Clothianidin 299 caramelization 259 Clotrimazole 293 carbamazepine 167 clozapine 60 Carbamorph 60, 293, 294 CNS drugs 273, 274 carbamoyl phosphate 160 cocoamidopropyl betaine 281, 283 carbazole 110, 216 cocoamine 50 Carbenazim 293 Colour Index 300, 303 carbon dioxide 45 Combes Synthesis 98, 325 carbon disulphide 45, 114, 127 conazole 293 carboplatin 189, 190 Conrad–Limpach Synthesis 98, 163, 325 carboxamides 43 Cope Elimination 48, 249, 325 carboxybenzoyl chloride (CBZ-Cl) 237 Cope–Mamloc–Wolfenstein Synthesis 326 carboxybenzoyl 58, 61, 235, 236, 237, 245 Cornforth Rearrangement 326 carotenoid biosynthesis 297, 298 corrin 139, 194, 198 Cavendish, Henry 3, 7 corrosion inhibitors 55, 265, 267, 268 cefoperazone 60 cosmetics 278 cellulose 304 coupling reactions 91 cetyl ammonium chloride 278 Craig Reaction 326 cetyl trimethyl ammonium chloride (CTMAC) 278, credazine 298 283 crimidine 299 Chapman Reaction 112, 324 critical micelle concentration 247 Chaptal, Jean-Antoine 3 Crookes, Sir William 7 chemotherapy 123 Curtius Reaction (Rearrangement) 40, 82, 182, 326 Chichibabin Pyridine Synthesis 324 Cyanamide Process ix, 8, 9, 10, 14 Chichibabin Reaction 162, 324 N-cyanoamidine 299 chlorambucil 276, 277 2-cyanoaniline chloramidation 171 cyanogen bromide 74, 127 chloramine 21, 77, 170, 171, 172, 173, 174, 176 cyclic imines 267 chloramine-T 125 cyclohexylamine 34, 72, 315 chloranil 220, 221 cyclohexylethylamine 115 Chloridazon 298 cyclophosphamide 276, 277 4-chloro-1-aminobutane 37 Cymoxanil 292 2-chloroaniline 315 Cypendazole 293 3-chloroaniline 315 Cyperquat 297 4-chloroaniline 315 cysteine 256 2-chloro-4,6-dihydroxy-1,3,5-triazine 296 cytidine triphosphate 160 3-chlorodiphenylamine 112 cytochrome C 200 2-chloroethylamine 37, 126 cystochrome P450 293 © Cambridge University Press www.cambridge.org Cambridge University Press 0521782848 - Amines: Synthesis, Properties and Applications Stephen A. Lawrence Index More information 364 Index cytochrome 200 2,2-dimethylaziridine 126 cytosine 157, 159, 276 dimethylcocoamine N-oxide 283 dimethyldiazirine 130 Dakin–West Rearrangement 326 dimethyldipropylene triamine 66 Davidson Oxazole Synthesis 327 dimethyldodecylamine N-oxide 247, 282, 283 dealkylation 47 N,N-dimethylethylamino group 269 deamination 188, 258 dimethylformamide 93 Debacarb 293 N,N-dimethylhydrazine 173 decylamine 34 2,6-dimethyl-4-nitroaniline 74 dehydroabietylamine 268 3,5-dimethyl-4-nitroaniline 74 Del´epineReaction 38, 68, 210, 327 3,3-dimethyl-2-phenylazirine 122, 123 DemjanovRearrangement 327 1,1-dimethylpiperidinium chloride 300 Dewar pyridine 154 dimethylpyridines 43, 93 diallylamine 50 dimethylsulphate 66 diamines 62, 104, 241, 267 Dimidazon 298 1,4-diaminonaphthalene 106 Dimroth Rearrangement 327 2,3-diaminophenothiazine 104 N,N’-di--naphthyl-p-phenylene diamine (BNPD) 1,3-diaminopropane 63, 64, 66 115 2,4-diaminotoluene 106 dinitramine 295 diarylamines 109, 110 dinitroanilines 294, 295 diazepam 167, 271, 274 dinitrogen tetroxide 288 diazine 169 dinitrotoluenes 107 diazirenes 129, 130 Dinotefuran 299 diaziridines 129 dipentachlorophenylamine 110 diazoate ion 86 diphenylamine 109, 112, 113, 116, 221, 293, 316 diazobicyclo[3.4.0]nonane (DBN) 33 N,N-diphenylethylene diamine 116 diazobicyclo[5.4.0]undecane