LEADER 05217nam 2200661Ia 450 001 9910830071703321 005 20170810191448.0 010 $a1-282-30165-9 010 $a9786612301650 010 $a0-470-18689-5 010 $a0-470-18837-5 035 $a(CKB)1000000000376545 035 $a(EBL)469253 035 $a(OCoLC)746576955 035 $a(SSID)ssj0000388138 035 $a(PQKBManifestationID)11283374 035 $a(PQKBTitleCode)TC0000388138 035 $a(PQKBWorkID)10411470 035 $a(PQKB)11333129 035 $a(MiAaPQ)EBC469253 035 $a(PPN)241445531 035 $a(EXLCZ)991000000000376545 100 $a19880722d1988 uy 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 10$aFused pyrimidines$hPart three$iPteridines$b[electronic resource] /$fD.J. Brown 210 $aNew York $cWiley & Sons$dc1988 215 $a1 online resource (762 p.) 225 1 $aChemistry of heterocyclic compounds ;$v24/3 300 $aDescription based upon print version of record. 311 $a0-471-83041-0 320 $aIncludes bibliography and index. 327 $aFUSED PYRIMIDINES; Contents; List of Tables; CHAPTER I. INTRODUCTION TO THE PTERIDINES; 1. History; 2. Nomenclature; 3. The Basis of Pteridine Chemistry; 4. A General Summary of Pteridine Chemistry; A. Electrophilic Reactions; B. Direct Nucleophilic Substitutions; C. Nucleophilic Metatheses; (1) Replacement of Halogeno Substituents; (a) By Amino or Substituted-Amino Groups; (b) By Hydroxy-Oxo Substituents; (c) By Alkoxy or Aryloxy Groups; (d) By Mercapto- Thioxo Substituents; (e) By Alkylthio or Arylthio Groups; (f) By Sulfo Groups; (g) By Other Groups; (2) Replacement of Alkoxy Groups 327 $a(3) Replacement of Alkylthio Groups(4) Replacement of Sulfo Groups; (5) Replacement of Alkylsulfonyl Groups; D. Other Metatheses; (1) Pteridinones to Chloropteridines; (2) Pteridinones to Pteridinethiones; (3) Pteridinethiones to Pteridinones; (4) Pteridinones to Pteridinamines; (5) Pteridinethiones to Pteridinamines or Pteridinimines; (6) Pteridinamines or Pteridinimines to Pteridinones; E. Addition Reactions; (1) Covalent Hydration and Similar Additions; (2) Addition of Phenyllithium; F. Oxidative Reactions; (1) Nuclear Oxidation; (2) Formation of N-Oxides 327 $a(3) Oxidative Modification of Groups(a) C- Methyl to C-Formyl; (b) C-Alkyl to C-Acyl; (c) Alkyl to Carboxy; (d) Hydroxyalkyl to Formyl; (e) Hydroxyalkyl to Carboxy; (f) C-Formyl to Carboxy; (g) C-Acyl to Carboxy; (h) Pteridinethiones to Dipteridinyl Disulfides; (i) Thioxo to Sulfeno, Sulfino, or Sulfo; (j) Alkylthio to Alkylsulfinyl or Alkylsulfonyl; G. Reductive Reactions; (1) Nuclear Reduction; (2) Reductive Removal of Groups; (3) Reductive Modification of Groups; (a) C-Formyl to Hydroxymethyl; (b) Carboxy or Alkoxycarbonyl to Hydroxymethyl; (c) C-Acyl to Hydroxyalkyl or Alkyl 327 $a(d) Cyano to Aminomethyl(e) Sulfo, Sulfino, or Sulfeno to Thioxo; H. Other Substituent Modifications; (1) Modification of Alkyl Groups; (2) Modification of Oxo Substituents; (3) Modification of Thioxo Substituents; (4) Modification of Amino Groups; (a) Amino to Acylamino; (b) Amino to Alkylideneamino; (c) Amino to Alkylamino; (d) Transamination; (5) Modification of Carboxy and Related Groups; (a) Carboxy to Related Groups; (b) Alkoxycarbonyl to Related Groups; (c) Carbamoyl to Related Groups; (d) Cyano to Related Groups; (e) C-Formyl to Related Groups; (f) C-Acyl to Related Groups 327 $aI. DecarboxylationJ. Homolytic C-Acylation; K. Degradation to Pyrazines or Pyrimidines; (1) Degradation of Pteridine; (2) Degradation of Pteridinones; (3) Degradation of Pteridinamines and Pteridinimines; (4) Degradation of Pteridine N-Oxides; 5. Physical Properties of Pteridines; CHAPTER II. PRIMARY SYNTHESES FROM PYRIMIDINES; 1. The Gabriel and Colman Synthesis from 4,5- Pyrimidinediamines and ?-Dicarbonyl Compounds; A. Use of the ?-Dialdehyde, Glyoxal; B. Use of ?-Aldehydoketones; (1) Simple Cases; (2) Cases with One Functional Group; (3) Cases with Two Functional Groups 327 $a(a) The 6- or 7-Alkyl-2-amino-4(3H)-pteridinones 330 $aIntroduction to the Pteridines. Primary Syntheses from Pyrimidines. Primary Syntheses from Pyrazines or Other Heterocycles. Pteridine and Its Alkyl and Aryl Derivatives. Halogenopteridines. Tautomeric Pteridinones and Extranuclear Hydroxypteridines. Aloxypteridines, N-alkylpteridines, and Pteridine N-oxides. The Sulfur-containing Pteridines. Pteridine Amines and Imines. Pteridinecarboxylic Acids and Related Compounds. The Hydropteridines. Ionization and Spectra. Table of Simple Pteridines. References. Index. 410 0$aChemistry of heterocyclic compounds ;$v24/3. 606 $aPteridines 606 $aPyrimidines 615 0$aPteridines. 615 0$aPyrimidines. 676 $a547.593 676 $a547/.59/05 676 $a547/.593 700 $aBrown$b D. J$0383088 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910830071703321 996 $aFused pyrimidines$94010266 997 $aUNINA