5′-Amino-1,3-dioxo-2′,3′-dihydro-7′H-spiro[indane-2,7′-thieno[3,2-b]pyran]-6′-carbonitrile 1′,1′-dioxide
نویسندگان
چکیده
The title compound, C(16)H(10)N(2)O(5)S, was synthesized via the condesation of dihydro-thio-phen-3(2H)-one 1,1-dioxide, 1H-indene-1,2,3-trione and malononitrile in ethanol. The 2,3-dihydro-thio-phene 1,1-dioxide and pyran rings adopt envelope conformations. The mean planes through the planar part of the pyran ring and the benzene ring are nearly perpendicular, forming a dihedral angle of 88.40 (7)°. The crystal packing is stabilized by inter-molecular N-H⋯O and N-H⋯N hydrogen bonds with the sulfone O atom and the cyano N atom acting as acceptors.
منابع مشابه
5′-Amino-2-oxo-2′,3′-dihydrospiro[indoline-3,7′-thieno[3,2-b]pyran]-6′-carbonitrile 1′,1′-dioxide
In the title compound, C(15)H(11)N(3)O(4)S, the dihedral angle between the mean planes of the dihydro-indol-2-one (r.m.s. deviation = 0.015 Å) and dihydro-thieno[3,2-b]pyran (r.m.s. deviation = 0.011 Å) ring systems is 89.53 (3)°. The crytal packing is consolidated by inter-molecular N-H⋯O and N-H⋯N hydrogen bonds, which link the mol-ecules into a two-dimensional network into sheets lying paral...
متن کامل5-Amino-7-(4-bromophenyl)-3,7-dihydro-2H-thieno[3,2-b]pyran-6-carbonitrile 1,1-dioxide
In the title compound, C(14)H(11)BrN(2)O(3)S, the 2,3-dihydro-thio-phene ring is almost planar [maximum deviation = 0.006 (1) Å]. The pyran ring is in an envelope conformation [puckering parameters Q = 0.115 (2) Å, θ = 77.5 (10), ϕ = 172.9 (10)°]. The pyran and phenyl rings are approximately perpendicular, making a dihedral angle of -76.4 (2)°. The crystal packing is stabilized by inter-molecul...
متن کامل5-Amino-7-(3-chlorophenyl)-3,7-dihydro-2H-thieno[3,2-b]pyran-6-carbonitrile 1,1-dioxide
The title compound, C(14)H(11)ClN(2)O(3)S, with fused thiophene and pyran rings, was synthesized via the condensation of dihydro-thio-phen-3(2H)-one 1,1-dioxide and 2-(3-chloro-benz-yl-idene)malononitrile catalysed by triethyl-amine in ethanol. The thio-phene ring adopts an envelope conformation and the pyran ring is planar (r.m.s. deviation = 0.0067 Å). The dihedral angle between the pyran and...
متن کاملSimple approach to thieno[3,2-d]pyrimidines as new scaffolds of antimicrobial activities.
6'-(4-Chlorophenyl)-spiro[cyclohexane-1,2'-thieno[3,2-d][1,3] oxazin]-4'(1'H)-one (1) was synthesized and used as a starting material for the synthesis of a novel series of spiro compounds having biologically active sulfonamide 2a-e and 3'-(4-acetylphenyl)-6'- (4-chlorophenyl)-1'H-spiro[cyclohexane-1,2'-thieno[3,2-d] pyrimidine-4'(3'H)-one (3). Compound 2a was used as a key intermediate for the...
متن کامل2-Amino-4′-bromo-2′,5-dioxo-4H,5H-pyrano[3,2-c]chromene-4-spiro-3′(2′H)-1′H-indole-3-carbonitrile N,N-dimethylformamide solvate
In the mol-ecule of the title compound, C(20)H(10)BrN(3)O(4)·C(3)H(7)NO, the spiro pyran ring adopts a twist conformation. The indole and coumarin ring systems are each nearly planar, and are oriented at a dihedral angle of 79.29 (3)°. In the crystal structure, inter-molecular N-H⋯O, N-H⋯N, C-H⋯O and C-H⋯N hydrogen bonds link the mol-ecules.
متن کامل