3-Formyl-6-nitro

Imidazol und einfache Alkyl-imidazole besitzen im UV-Spektrum im Bereich > 200 nm nur Banden mit geringer Extinktion. Durch Aryl-Substituenten oder funktionclle Gruppen (z.B. Formyl, Nitro) steigt die Absorbtion betrachtlich68 ... 

Doucet has reported that activated aryl chlorides can be employed in the arylation of thiazoles if PdCl(dppb)C3H5 catalyst is used (Scheme 6) [42], Acetyl, formyl, nitro, cyano, ester, and trifluoromethyl substituted aryl chlorides are reactive. However, 4-chlorofluorobenzene was not reactive. Use of the same catalyst system was shown to be effective for the arylation of oxazole and benzoxazole with activated aryl chlorides [43],... 

Formation of phenols by replacement of boron, oxoalkyl, carboxy,formyl, nitro, triazeno, sulphonamido, halogeno and thailic group... 

The first organocatalytic asymmetric Michael addition of unmodified aldehydes with nitroalkenes was reported by Barbas and co-workers [4]. In light of the concept of enamine catalysis, many chiral amines have been screened and (5)-2-(morpho-linomethyl)pyrrolidine 1 (Scheme 5.1) proved to be an effective catalyst to furnish the 7-formyl nitro products in high yields (up to 96%) with moderate enantiose-lectivity (up to 78%). Encouraged by this pioneering research on using chiral secondary... 

Michalak J, Gebicld J, Bally T (1993) Radiation induced transformations of benzaldehydes carrying formyl, nitro or nitroso substitucaits in ortho position. J Chem Soc Perkin... 

Amine B.P. M.P. Aceta- mide Benz- amlde Benzene- SUlphOD- amlde p-Tolu- enesul- phoD- amlde Benzal Derivative Picrate 3-Nitro- phthal- imide 2 4-Dinitro-phenyl Derivative Formyl Derivative Phenyl thio- urea... 

Active methylene or methine compounds, to which two EWGs such as carbonyl, alko.xycarbonyl, formyl, cyano, nitro, and sulfonyl groups are attached, react with butadiene smoothly and their acidic hydrogens are displaced with the 2,7-octadienyl group to give mono- and disubstituted compounds[59]. 3-Substituted 1,7-octadienes are obtained as minor products. The reaction is earned out with a /3-keto ester, /9-diketone, malonate, Q-formyl ketones, a-cyano and Q-nitro esters, cya noacetamide, and phenylsulfonylacetate. Di(octadienyl)malonate (61) obtained by this reaction is converted into an... 

The effect of substituents on the reactivity of heterocyclic nuclei is broadly similar to that on benzene. Thus mem-directing groups such as methoxycarbonyl and nitro are deactivating. The effects of strongly activating groups such as amino and hydroxy are difficult to assess since simple amino compounds are unstable and hydroxy compounds exist in an alternative tautomeric form. Comparison of the rates of formylation and trifiuoroacetylation of the parent heterocycle and its 2-methyl derivative indicate the following order of sensitivity to substituent effects furan > tellurophene > selenophene = thiophene... 

Dibenzo[6,/][l,4]selenazocine, N-formyl-6,11-dihydro-synthesis, 6, 34l Dibenzoselenophene, 2-amino-diazotization, 4, 951 Dibenzoselenophene, 2-nitro-reduction, 4, 951 Dibenzoselenophene, 3-nitro-5-oxide... 

Pyrrole, 2-aeetyl-l-(2-hydroxyethyl)-5-nitro-cyelization, 4, 74 ipso substitution, 4, 243 Pyrrole, 2-aeetyl-l-methyl-dipole moment, 4, 194 photocyelization reaetions with 2,3-dimethylbut-2-ene, 4, 269 Pyrrole, 3-acetyl-4-methyl-Vilsmeier-Haaek formylation, 4, 222 Pyrrole, 2-aeetyl-3-nitro-reduction, 4, 297 Pyrrole, aeyl-basicity, 4, 207 isomerization, 4, 208 oximes... 

N-alkylation, 4, 236 Pyrrole, 2-formyl-3,4-diiodo-synthesis, 4, 216 Pyrrole, 2-formyl-1-methyl-conformation, 4, 193 Pyrrole, 2-formyl-5-nitro-conformation, 4, 193 Pyrrole, furyl-rotamers, 4, 546 Pyrrole, 2-(2-furyl)-conformation, 4, 32 Pyrrole, 2-halo-reactions, 4, 78 Pyrrole, 3-halo-reactions, 4, 78 Pyrrole, 2-halomethyl-nucleophilic substitution, 4, 274 reactions, 4, 275 Pyrrole, hydroxy-synthesis, 4, 97 Pyrrole, 1-hydroxy-cycloaddition reactions, 4, 303 deoxygenation, 4, 304 synthesis, 4, 126, 363 tautomerism, 4, 35, 197 Pyrrole, 2-hydroxy-reactions, 4, 76 tautomerism, 4, 36, 198... 

Pyrrole, 2-methyoxycarbonyl-1 -methyl-formylation, 4, 45 Pyrrole, nitro-rearrangement, 4, 297 Pyrrole, 2-nitro-nitration, 4, 211 photolysis, 4, 203 radical methylation, 4, 260 synthesis, 4, 210, 362 Pyrrole, 3-nitro- N NMR, 4, 13 nitration, 4, 211 synthesis, 4, 49, 210, 362 Pyrrole, nitroso-rearrangement, 4, 297 Pyrrole, 2-nitroso-reactions... 

Thiophene, 2-amino-3-cyano-5-phenyl-synthesis, 4, 888-889 Thiophene, 3-amino-4,5-dihydro-cycloaddition reactions, 4, 848 Thiophene, 2-amino-3-ethoxycarbonyl-ring opening, 4, 73 Thiophene, 2-amino-5-methyl-synthesis, 4, 73 Thiophene, 2-anilino-synthesis, 4, 923-924 Thiophene, aryl-synthesis, 4, 836, 914-916 Thiophene, 2-(arylamino)-3-nitro-synthesis, 4, 892 Thiophene, azido-nitrenes, 4, 818-820 reactions, 4, 818-820 thermal fragmentation, 4, 819-820 Thiophene, 3-azido-4-formyl-reactions... 

A 4-nitro-l, 2-methylenedioxybenzene has been cleaved to a catechol with 2 N NaOH, 90°, 30 min a similar compound substituted with a 4-nitro or 4-formyl group has been cleaved by NaOCH3/DMSO, 150°, 2.5 min (13-74% catechol, 6-60% recovered starting material). ... 

POCls-catalyzed formylation, so POBrs must be used instead. Another example is the replacement of halogen by the nitro group in the nitration of halogenated 2-acetamidothiophenes. ... 

Electrochemically generated nickel is very selective for the reduction of ai compounds into anilines, in which alkenyl, alkyhyl, halo, cytino, formyl, ind benzyloxy groups are not affected. Sodium snlfide has been used for the selective reduction of at group in the presence of aliphatic nitro groups (Tq. 6.44. ... 

Into a mixture of 1.6 g of 2-amino-4-methylpyrlmidine with 10 ml of glacial acetic acid is slowly added 2.13 g of concentrated sulfuric acid. A mixture of 2.4 g of 2-formyl-1-methyl-5-nitroimidazole in 20 ml of glacial acetic acid is slowly added to the mixture of the pyrimidine under stirring. The reaction mixture is maintained at a temperature of about 55°C for 4 hours. The resultant mixture is then diluted with 200 ml of distilled water and neutralized with a saturated aqueous solution of sodium bicarbonate. A brownish-yellow precipitate (MP 232° to 235°C) is formed and recovered. The product is analyzed by infrared spectroscopy and is found to conform to 2-amino-4-[2-(1-methyl-5-nitro-2-imidazolyI)vinyl] pyrimidine. 

Formyl-cyclohexan 4-Chlor-benzaldehyd 4-Nitro-benzaldehyd Zimtaldehyd... 

N-Formyl-2-nitro-anilin wird in acetatgepuffertem wabrigem Athanol zu Benzimida-zol-3-oxid reduziert3 ... 

Aus 2-Nitro-2 -formyl-biphenyl wird bei -1,05 V 41°/0d.Th. Phenanthridin, bei -0,7 V iiberwiegend das entsprechende 5-Oxid erhalten4 ... 

Diphenyl-(2-amino-phenyl)- 685 Diphenyl-(2-nitro-phenyl)- 685 Diphenyl-(trichlor-vinyl)- 570 Dodecyl- 258 Formyl-sek.- 560f. 

---