3-Methyl-1,2,3,4,5,6,1′,2′,3′,4′-decahydrospiro[benz[f]isoquinoline-1,2′-naphthalen]-1′-one
نویسندگان
چکیده
The title compound, C(23)H(23)NO, is the product of a tandem transformation of the double Mannich base bis-(1-oxo-1,2,3,4-tertrahydro-2-naphtho-ylmeth-yl)amine hydro-chloride in HBr solution upon heating. The tetra-hydro-pyridine ring has a non-symmetrical half-chair conformation, whereas the cyclo-hexa-diene and cyclo-hexene rings adopt non-symmetrical half-boat conformations. The dihedral angle between the planes of the terminal benzene rings is 62.85 (6)°. The N atom has a trigonal-pyramidal geometry [sum of the bond angles = 332.4 (3)°]. In the crystal, mol-ecules form [001] chains via weak non-classical C-H⋯N hydrogen bonds. The chains are stacked along the b axis.
منابع مشابه
Synthesis, anti-inflammatory and analgesic evaluation of thioxoquinazolinone derivatives.
A series of 3-substituted-2-thioxoquinazolin-4(3H)-one derivatives have been synthesized and their structures have been elucidated on the basis of IR, (1)H-NMR, elemental analysis and mass spectroscopic studies. Anti-inflammatory and analgesic activity of the synthesized compounds was evaluated by Carrageenan induced rat paw edema method and Eddy's hot plate method respectively. Among the synth...
متن کاملNMR SPECTRAL ASSIGNMENTS AND X-RAY CRYSTALLOGRAPHY OF 4,5,8,12b- TETRAHYDRO-ISOINDOLO[1,2-a]ISOQUINOLINE AND DERIVATIVES
12b-Hydroxy-5,6,8,12b-tetrahydroisoindolo[1,2-a]isoquinolin-8-one (4), 5,6,8,12b-tetrahydroisoindolo[1,2-a]isoquinoline (5) and 12b-hydroxy-5,6,8,12btetrahydroisoindolo[1,2-a]isoquinoline (6) were obtained by reduction of 4,5,8,12b-tetrahydroisoindolo[1,2-a]isoquinolin-8-one (3) with LiAlH4/THF/N2. The precursor and products were characterized by NMR spectroscopy and the X-ray crystal structure...
متن کاملTRANSFORMATION OF 2-BENZOYLAMINO-1-(?-NAPHTHYL)PROPAN-1-OL INTO 4-METHYL-1-PHENYL BENZO[f] ISOQUINOLINE RATHER THAN ITS 3-SUBSTITUTED ISOMER
The necessary conditions to transform hydroxyamide (1) and 2-oxazolines (2, 3) into 3- or 4-methyl benzo[f] isoquinolines (4, 5) has been established. The mechanism of these reactions has been proposed claiming the existence of the protonated 2-oxazoline (6) and the styrylamides (7) as intermediates.
متن کاملX-ray and hydrogen-bonding properties of 1-((1H-benzotriazol-1-yl)methyl)naphthalen-2-ol.
The solid state structure of 1-((1H-benzotriazol-1-yl)methyl)naphthalen-2-ol, C17H13N3O, shows that this Mannich base crystallizes forming intermolecular N...HO hydrogen bonds, rather than intramolecular ones. Factors contributing to this choice of hydrogen-bonding mode are discussed. The compound crystallizes in the monoclinic system, P2(1)/c space group, with lattice constants: a = 11.7934(9)...
متن کامل1′′-Benzyl-1′-methyl-4′-(naphthalen-1-yl)naphthalene-2-spiro-3′-pyrrolidine-2′-spiro-3′′-indoline-1,2′′-dione
In the title compound, C(38)H(32)N(2)O(2), the pyrrolidine ring adopts an envelope conformation, whereas the cyclo-hexa-none ring in the tetra-hydro-naphthalene fused-ring system adopts a half-chair conformation. The benzyl ring is oriented at an angle of 67.1 (1)° with respect to the naphthyl ring system. Four intra-molecular C-H⋯O close contacts and C-H⋯π inter-action are observed. In the cry...
متن کامل