Cyclization of Hydrazones of 2-Acetyl-1-naphthol and 1-Acetyl-2-naphthol with Triphosgene. Synthesis of Spiro Naphthoxazine Dimers

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Cyclization of hydrazones of 2-acetyl-1-naphthol and 1-acetyl-2-naphthol with triphosgene. Synthesis of Spiro naphthoxazine dimers.

Cyclization of hydrazones derived from 2-acetyl-1-naphthol and 1-acetyl-2-naphthol with triphosgene gave naphtho[1,2-e]-1,3-oxazines, naphtho[2,1-e]-1,3-oxazines or their spiro dimers depending on the molar ratio of triphosgene used for the cyclization.

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Ionic Liquid an Efficient Solvent and Catalyst for Synthesis of 1-aminoalkyl-2-naphthol and Naphthoxazine Derivatives

The aim of doing this research is a one-pot three-component synthesis of 1-aminoalkyl-2- naphthol and naphthoxazine derivatives using the condensation of β-naphthol with various aldehydes and amines in the presence of ionic liquid {[(secondary butyl) methyl] imidazolium bromide} {[sec-bmim]+ Br-, as an efficient catalyst and solvent. The catalyst was prepared according...

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The title compound, C(11)H(9)NO(2), was prepared by a condens-ation reaction of 2-hydr-oxy-1-naphthaldehyde with hydroxyl-ammonium chloride in refluxing ethanol. An intra-molecular O-H⋯N hydrogen bond is observed. In the crystal structure, inter-molecular O-H⋯O and C-H⋯O hydrogen-bond inter-actions result in a two-dimensional network.

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In the title compound, 2C(10)H(7)BrO·C(4)H(10)N(2), the piperazine (pip) mol-ecule displays a chair conformation and is linked to two mol-ecules of 6-bromo-2-naphthol (bno) via O-H⋯N hydrogen bonds. Weak N-H⋯O hydrogen bonds from pip to bno mol-ecules result in chains propagating in [100]. The chains inter-act via C-H⋯π inter-actions.

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There are two independent mol-ecules in the asymmetric unit of the title compound, C(21)H(21)NO(2), which was synthesized by the one-pot reaction of 2-naphthol, morpholine and benzaldehyde. The dihedral angles between the naphthalene ring systems and the benzene rings are 84.03 (7) and 75.76 (8)° in the two mol-ecules and an intra-molecular O-H⋯N hydrogen bond occurs in each independent mol-ecule.

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ژورنال

عنوان ژورنال: Molecules

سال: 2009

ISSN: 1420-3049

DOI: 10.3390/molecules14062147