6-Amino-3-methyl-4-(3-nitrophenyl)-1-phenyl-1H,4H-pyrano[2,3-c]pyrazole-5-carbonitrile
نویسندگان
چکیده
The title compound, C(20)H(15)N(5)O(3), was synthesized by the one-pot reaction of a four-component reaction protocol in aqueous medium. The pyrano[2,3-c]pyrazole system is essentially planar, with a maximum deviation of 0.026 (2) Å. The 3-nitro-phenyl and phenyl rings make dihedral angles of 81.11 (5) and 13.36 (1)°, respectively, with the mean plane of the pyrano[2,3-c]pyrazole ring. The crystal structure is stabilized by N-H⋯N hydrogen bonds, which form infinite chain propagating along the c axis and by N-H⋯O hydrogen bonds, which form infinite chains propagating along the a axis. There are also N-O⋯N-C dipole-dipole inter-actions along the a axis with an O⋯N distance of 3.061 (3) Å, which is shorter than that of the N-H⋯O hydrogen bond [3.196 (3) Å].
منابع مشابه
6′-Amino-3′-methyl-2-oxo-1′-phenyl-1′,3a′,4′,7a′-tetrahydrospiro[1H-indole-3(2H),4′-pyrano[2,3-d]pyrazole]-5′-carbonitrile. Corrigendum
The title and chemical structural diagram in Etti, Shanmugam & Perumal [Acta Cryst. (2008), E64, o341] are corrected.[This corrects the article DOI: 10.1107/S1600536807064926.].
متن کامل6′-Amino-3′-methyl-2-oxo-1′-phenyl-1′,3a′,4′,7a′-tetrahydrospiro[1H-indole-3(2H),4′-pyrano[2,3-d]pyrazole]-5′-carbonitrile
In the crystal structure of the title compound, C(21)H(15)N(5)O(2), the planar indolone unit and the pyran ring are almost perpendicular to each other [dihedral angle = 89.41 (2)°], and the pyrazole and phenyl rings are oriented at an angle of 25.74 (1)°. The mol-ecular packing is stabilized by inter- and intra-molecular C-H⋯O, N-H⋯O and C-H⋯π hydrogen bonds.
متن کامل6-Amino-1-benzyl-4-(4-chlorophenyl)-3-(4-pyridyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
The crystal structure of the title compound, C(25)H(18)ClN(5)O, was determined in the course of our studies on the synthesis of 1,4-dihydro-pyrano[2,3-c]pyrazole as an inhibitor of the p38 mitogen-activated protein kinase (MAPK). The compound was prepared via a base-catalysed synthesis from 1-benzyl-3-(4-pyrid-yl)-1H-pyrazol-5(4H)-one with p-chloro-aldehyde and malononitrile. The crystal data o...
متن کاملSynthesis and Antimicrobial Evaluation of Some Novel Bis-α,β-Unsaturated Ketones, Nicotinonitrile, 1,2-Dihydropyridine-3-carbonitrile, Fused Thieno[2,3-b]pyridine and Pyrazolo[3,4-b]pyridine Derivatives
The title compounds were prepared by reaction of 1,1'-(5-methyl-1-phenyl-1H-pyrazole-3,4-diyl)diethanone (1) with different aromatic aldehydes 2a-c, namely Furfural (2a), 4-chlorobenzaldehyde (2b) and 4-methoxybenzaldhyde (2c) to yield the corresponding α,β-unsaturated ketones 3a-c. Compound 3 was reacted with malononitrile, 2-cyanoacetamide or 2-cyanothioacetamide yielded the corresponding ...
متن کامل6-Amino-3,4-dimethyl-4-phenyl-2H,4H-pyrano[2,3-c]pyrazole-5-carbonitrile
In the title compound, C(15)H(14)N(4)O, the pyrazole ring is aligned at 88.23 (4)° with respect to the aromatic ring and at 3.75 (4)° with respect to the pyran ring. In the crystal, N-H⋯N hydrogen bonds link adjacent mol-ecules into a linear chain motif. C-H⋯N inter-actions are also observed.
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عنوان ژورنال:
دوره 67 شماره
صفحات -
تاریخ انتشار 2011