Practical Heterocyclic Chemistry

ContentsIntroduction Preface Chapter l: Five-Membered Systems Containing One Heteroatom 2,4-Diethoxycarbonyl-3,5-dimethylpyrrole 2,5-Dimethylpyrrole 4,5 -Diphenyl-2-Methylfuran-3 -Carboxylic Acid 2,5-Dimethylthiophen Chapter 2: Benzoderivatives of Five-Membered Systems Containing One Heteroatom Carbazole 1,2,3,4-Tetrahydrocarbazole 2,3-Dioxoindoline (Isatin) Indigotin (Indigo) 2-Phenylindole 2-Benzoylbenzofuran (2-Benzoylcoumarone) 5-Hydroxycyclo-Octano[b]coumaran 2 -Methylcoumaran 5-Chloro-3-Methylbenzo [b] thiophen Chapter 3: Five-Membered Systems Containing More Than One Heteroatom 2,4-Dioxoimidazolidine (Hydantoin) 4,5-Diphenylimidazole (4,5-diphenylglyoxaline) 2-Methyl-Δ2-Imidazoline 3,5-Dimethylpyrazole 3-Methyl-1-phenyl-5-pyrazolone l,3,5-Triphenyl-Δ2-pyrazoline 3,5-Dimethylisoxazole 3 -Phenyl-5-isoxazolone 4-Benzylidene-2-phenyl-5-oxazolone Cyclohexanespiro-2'-(l',3'-oxazolidine) 2-Methyl-Δ2-oxazoline 2,4,5-Triphenyloxazole p-Chlorophenylsydnone 3,4-Dimethyl-l,2,5-oxadiazole (3,4-dimethylfurazan) 2,5-Diphenyl-l,3,4-oxadiazole 2,4-Dimethylthiazole 2-Methyl-Δ2-thiazoline Chapter 4: Benzoderivatives of Five-membered Systems Containing More Than One Heteroatom Benzimidazole 1,2-Dihydro-2-oxobenzimidazole (benzimidazolone) 6-Nitroindazole l-Aminobenzotriazole Benzotriazole l-(p-Nitrophenyl)-4,5,6,7-tetrahydrobenzotriazole 3-Methyl-5-nitrobenzisoxazole 3 -Phenylbenzo-2,1 -isoxazole (3-phenylanthranil) 2-Methylbenzoxazole 2-Methyl-6-nitrobenzoxazole Benzo-2,1,3-oxadiazole 1-oxide (benzofuroxan) 5(6)-Chlorobenzo-2,1,3 -oxadiazole 1-oxide [5(6)-chlorobenzofuroxan] 2-Phenylbenzo-1,3-diaza-2-borole 2-Phenylbenzo-l,3-diaza-2-phosphole 2-oxide 2-Phenylbenzo-l,3-oxaza-2-borole 2-Phenylbenzothiazole Benzo-2,1,3 -thiadiazoleChapter 5: Six-membered Systems Containing One Heteroatom 3-Chloro-2,6-dimethylpyridine 3,5-Diethoxycarbonyl-2,6-dimethyl-4-(m-nitrophenyl)pyridine 4-Nitropyridine N-oxide 3-Cyano-4,6-dimethyl-2-pyridone: Method 1 3-Cyano-4,6-dimethyl-2-pyridone: Method 2 3,5-Diacetyl-l,4-dihydro-2,4,6-trimethylpyridine 4-Pyridone-2,6-dicarboxylic acid (chelidamic acid) 3-Acetyl-3,4-dihydro-6-methyl-4-oxo-α-pyrone (dehydroacetic acid) 2,6-Dimethyl-y-pyrone 6-Isobutenyl-4-methyl-a-pyroneChapter 6: Benzoderivatives of Six-membered Systems Containing One Heteroatom 3 -Methyl-1-phenylisoquinoline 6-Chloroquinoline 4-Methyl-2-phenylquinoline 2,4,6-Trimethylquinoline 2-Methyl-4-quinolone 4-Methyl-2-quinolone 4-Phenyl-2-quinolone 9-Acridone Phenanthridine 6-Phenanthridone Chromone-2-carboxylic Acid 2-Methyl-5,6,7,8-tetrahydrochromone 7-Hydroxy-4-methylcoumarin (4-methylumbelliferone) Benzo [f]chroman-4-one Benzo [f]chromone Xanthone Chapter 7: Six-membered Systems Containing More Than One Heteroatom 4-Cyano-2,3-dihydro-5,6-diphenyl-3-oxopyridazine 2,4-Dioxo-6-methyl-l,2,3,4-tetrahydropyrimidine (6 -methyluracil) Hexahydro-2,4,6-trioxopyrimidine (barbituric acid) 2,5 -Dioxopiperazine Pyrazine-2,3-dicarboxylic acid Hexahydro-1,3,5-tri-p-tolyl-s-triazineChapter 8: Benzoderivatives of Six-membered Systems Containing More Than One Heteroatom 4-Cinnolone Quinazoline 3 - Amino-3,4-dihydro-2-methyl-4-oxoquinazoline 3,4-Dihydro-1-hydroxy-4-oxophthalazine 3,4-Dihydro-1 -methyl-4-oxophthalazine Dibenzo [a,c]phenazine 3,4-Dihydro-4-oxo-l ,2,3-benzotriazine: Method 1 3,4-Dihydro-4-oxo-1,2,3 -benzotriazine: Method 2 2-Ethy1-4-0X0-3,1 -benzoxazine 2,3 -Dihydro-3-oxo-1,4-benzoxazine (benzo-3-morpholone): Method 1 2,3 -Dihydro-3-oxo-1,4-benzoxazine (benzo-3-morpholone): Method 2 2,4-Dinitrophenoxazine Phenothiazine 2-Oxo-l,4-benzodioxan PhenoxathiinChapter 9: Miscellaneous Systems Cyclohexa-2,5-diene-4-one-spiro-2'-oxetano[3',4']cyclo-octane 4,6-Dinitrobenzimidazo [1,2-α]pyridine 2-Phenylimidazo[l,2-α]pyridine 2,3,4,5-Tetrahydropyrido[l,2-a]-benzimidazole l,4-Dihydro-endo-l,4-oxanaphthalene Bibliography Subject Index