Startseite Synthesis of 9-Methoxy and 9-Acetoxy-3-amino-1-(4-methoxyphenyl)- 1H-benzo[f]chromene-2-carbonitriles via 2-(Imino-piperidin-1-yl-methyl)- 3-(4-methoxyphenyl)acrylonitrile as Intermediate
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Synthesis of 9-Methoxy and 9-Acetoxy-3-amino-1-(4-methoxyphenyl)- 1H-benzo[f]chromene-2-carbonitriles via 2-(Imino-piperidin-1-yl-methyl)- 3-(4-methoxyphenyl)acrylonitrile as Intermediate

  • Ahmed M. El-Agrody EMAIL logo , Fathy A. Eid , Hussein A. Emam , Hany M. Mohamed und Ahmed H. Bedair
Veröffentlicht/Copyright: 2. Juni 2014
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Zeitschrift für Naturforschung B
Aus der Zeitschrift Zeitschrift für Naturforschung B Band 57 Heft 5

Several new 1H-benzo[f]chromene derivatives (3aÐd) were prepared by the reaction of 7-substituted-2-naphthols (1a,b) with substituted α-cyano-4-methoxycinnamonitriles (2a,b) together with 2-(imino-piperidin-1-yl-methyl)-3-(4-methoxyphenyl)acrylonitrile (4) as intermediate. Also, the reaction of 1a,b with 4 without catalyst afforded 9-methoxy and 9-acetoxy- 3-amino-1-(p-methoxyphenyl)-1H-benzo[f]chromene-2-carbonitrile (3b,e). The reaction of 3a,b with different electrophilic and nucleophilic reagents afforded the 12H-7-oxa-8,10-diazabenzo[ a]anthracene derivatives 5, 9, 10 and 1H-benzo[f]chromene derivatives 6Ð8, 11.

Keywords: Nitriles; Benzo[f]chromenes; Heterocyclic Organic Synthesis
Received: 2001-9-14
Published Online: 2014-6-2
Published in Print: 2002-5-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

Artikel in diesem Heft

  1. Redetermination of Bis(η4-1,3-cyclohexadiene)monocarbonyliron
  2. Synthesis and Reactivity of Diborane(4)yl Complexes
  3. Structure and Magnetism of REPtMg (RE = Pr,Nd, Sm)
  4. Spectroscopic Studies on Bis(3,5-di-t-butyl-1,2-benzoquinone 1-oximato)copper(II) and its Mixed-Ligand Complexes. Copper(II)-Radical Ferromagnetic Coupling
  5. Crystal Structures of Piperazinium Tetrabromocadmate(II)-Monohydrate [C4H12N2]CdBr4 · H2O, PiperaziniumTetraiodocadmate(II) [C4H12N2]CdI4, and Bis(trimethylsulphonium) Tetrabromocadmate(II) [(CH3)3S]2CdBr4
  6. A New Layered Chalcogenide in the System NiIn2S4-NiIn2Se4
  7. A New Strontium Lithium Titanium Oxide, SrLi2Ti6O14: Crystal Growth and Structure Determination
  8. Crystal Structures and Magnetic Properties of (2,2'-Dipyridyl)-(3-methoxysalicylaldiminato)copper(II) Perchlorate and (2,2'-Dipyridyl)-(4-methoxysalicylaldiminato)copper(II) Perchlorate
  9. Polysulfonylamine, CLI [1]. Starke und schwache Wasserstoffbrücken in den Kristallstrukturen von 8-Hydroxychinolinium- und 8-Aminochinolinium-dimesylamid / Polysulfonylamines, CLI [1]. Strong and Weak Hydrogen Bonding in the Crystal Structures of 8-Hydroxyquinolinium and 8-Aminoquinolinium Dimesylamide
  10. Polysulfonylamine, CLIII [1]. Schwache Wasserstoffbrücken mit aktivierten Methyldonoren: Kristallstrukturen von Cholinium-, Betainium- und Dimethyl[2-(dimethylamino)ethyl]ammonium-dimesylamid Polysulfonylamines, CLIII [1]. Weak Hydrogen Bonding with Activated Methyl Donors: Crystal Structures of Cholinium, Betainium and Dimethyl[2-(dimethylamino)ethyl]ammonium-dimesylamide
  11. Transition Metal Complexes of Derivatized Chiral Dihydro-1,2,4-triazin-6-ones, Part IV [1]. Synthesis and Structural Characterization of a Copper(II) Complex of (L)-3-Acetyl-5-benzyl-1-phenyl-4,5-dihydro-1,2,4-triazin-6-one Oxime
  12. Synthesis and Tautomeric Structure of 1,2-Bis-(7-arylhydrazono-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)ethanes
  13. Linearly Fused Furochromones by Intramolecular Enaminone Reactions
  14. III. Thioanalogs of Sparteine Lactams. (+)-17-Thionosparteine and its Perchlorate Salt
  15. Studies in the Acid Catalysed Glycosylation of α-Tocopherol
  16. Synthesis of 9-Methoxy and 9-Acetoxy-3-amino-1-(4-methoxyphenyl)- 1H-benzo[f]chromene-2-carbonitriles via 2-(Imino-piperidin-1-yl-methyl)- 3-(4-methoxyphenyl)acrylonitrile as Intermediate
  17. Structure of Diastereomeric 10-Bromo-10,11-dihydroquinines
  18. (2S)-1-(4-Methoxyphenyl)-N-[(1R)-2-(4-methoxyphenyl)-1- methylethyl]-2-propanamine in Crude p-Methoxyamphetamine (PMA) Produced by the Leuckart Method
https://doi.org/10.1515/znb-2002-0516
Schlagwörter für diesen Artikel
Nitriles; Benzo[f]chromenes; Heterocyclic Organic Synthesis

Artikel in diesem Heft

  1. Redetermination of Bis(η4-1,3-cyclohexadiene)monocarbonyliron
  2. Synthesis and Reactivity of Diborane(4)yl Complexes
  3. Structure and Magnetism of REPtMg (RE = Pr,Nd, Sm)
  4. Spectroscopic Studies on Bis(3,5-di-t-butyl-1,2-benzoquinone 1-oximato)copper(II) and its Mixed-Ligand Complexes. Copper(II)-Radical Ferromagnetic Coupling
  5. Crystal Structures of Piperazinium Tetrabromocadmate(II)-Monohydrate [C4H12N2]CdBr4 · H2O, PiperaziniumTetraiodocadmate(II) [C4H12N2]CdI4, and Bis(trimethylsulphonium) Tetrabromocadmate(II) [(CH3)3S]2CdBr4
  6. A New Layered Chalcogenide in the System NiIn2S4-NiIn2Se4
  7. A New Strontium Lithium Titanium Oxide, SrLi2Ti6O14: Crystal Growth and Structure Determination
  8. Crystal Structures and Magnetic Properties of (2,2'-Dipyridyl)-(3-methoxysalicylaldiminato)copper(II) Perchlorate and (2,2'-Dipyridyl)-(4-methoxysalicylaldiminato)copper(II) Perchlorate
  9. Polysulfonylamine, CLI [1]. Starke und schwache Wasserstoffbrücken in den Kristallstrukturen von 8-Hydroxychinolinium- und 8-Aminochinolinium-dimesylamid / Polysulfonylamines, CLI [1]. Strong and Weak Hydrogen Bonding in the Crystal Structures of 8-Hydroxyquinolinium and 8-Aminoquinolinium Dimesylamide
  10. Polysulfonylamine, CLIII [1]. Schwache Wasserstoffbrücken mit aktivierten Methyldonoren: Kristallstrukturen von Cholinium-, Betainium- und Dimethyl[2-(dimethylamino)ethyl]ammonium-dimesylamid Polysulfonylamines, CLIII [1]. Weak Hydrogen Bonding with Activated Methyl Donors: Crystal Structures of Cholinium, Betainium and Dimethyl[2-(dimethylamino)ethyl]ammonium-dimesylamide
  11. Transition Metal Complexes of Derivatized Chiral Dihydro-1,2,4-triazin-6-ones, Part IV [1]. Synthesis and Structural Characterization of a Copper(II) Complex of (L)-3-Acetyl-5-benzyl-1-phenyl-4,5-dihydro-1,2,4-triazin-6-one Oxime
  12. Synthesis and Tautomeric Structure of 1,2-Bis-(7-arylhydrazono-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)ethanes
  13. Linearly Fused Furochromones by Intramolecular Enaminone Reactions
  14. III. Thioanalogs of Sparteine Lactams. (+)-17-Thionosparteine and its Perchlorate Salt
  15. Studies in the Acid Catalysed Glycosylation of α-Tocopherol
  16. Synthesis of 9-Methoxy and 9-Acetoxy-3-amino-1-(4-methoxyphenyl)- 1H-benzo[f]chromene-2-carbonitriles via 2-(Imino-piperidin-1-yl-methyl)- 3-(4-methoxyphenyl)acrylonitrile as Intermediate
  17. Structure of Diastereomeric 10-Bromo-10,11-dihydroquinines
  18. (2S)-1-(4-Methoxyphenyl)-N-[(1R)-2-(4-methoxyphenyl)-1- methylethyl]-2-propanamine in Crude p-Methoxyamphetamine (PMA) Produced by the Leuckart Method
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