N-Carbamothioylamino-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboximide
نویسنده
چکیده
The title compound, C(9)H(9)N(3)O(3)S, comprises a racemic mixture of chiral mol-ecules containing four stereogenic centres. The cyclo-hexane ring tends towards a boat conformation, while the tetra-hydro-furan ring and the dihydro-furan ring adopt envelope conformations. The dihedral angle between the thio-semicarbazide fragment and the fused-ring system is 77.20 (10)°. The crystal structure is stabilized by two inter-molecular N-H⋯O hydrogen bonds.
منابع مشابه
N-(4-Chlorophenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboximide
In the title racemic compound, C(14)H(10)ClNO(3), which contains four stereogenic centres, the cyclo-hexane ring tends towards a boat conformation, while the tetra-hydro-furan and dihydro-furan rings adopt envelope conformations. The dihedral angle between the mean planes of the pyrrolidine-2,5-dione unit and the 4-chloro-phenyl ring is 49.0 (2)°.
متن کاملSwern Oxidation of Bicyclo[2.2.1]hept-5-ene-2,3-diol and Its Pyrazine-fused Derivatives: An Improved Synthesis of Bicyclo[2.2.1]hept-5-ene-2,3-dione and An Unexpected Ring- Opening Reaction
An improved synthesis of bicyclo[2.2.1]hept-5-ene-2,3-dione by Swern oxidation of bicyclo[2.2.1]hept-5-ene-2,3-diol, and an unexpected ring-opening reaction by the Swern oxidation of pyrazine-fused congeners are described.
متن کاملBiological activity of novel N-substituted amides of endo-3-(3-methylthio-1,2,4-triazol-5-yl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid and N-substituted amides of 1-(5-methylthio-1,2,4-triazol-3-yl)cyclohexane-2-carboxylic acids.
N-Substituted amides of endo-3-(3-methylthio-1,2,4-triazol-5-yl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid and 1-(5-methylthio-1,2,4-triazol-3-yl)cyclohexane-2-carboxylic acid were prepared by the condensation reaction of endo-S-methyl-N1-(bicyclo[2.2.1]hept-5-ene-2,3-dicarbonyl)isothiosemicarbazide and S-methyl-N1-(cyclohexane-2,3-dicarbonyl)isothiosemicarbazide with primary amines. The synthe...
متن کاملBenzothiazol-2-amine–3-methoxycarbonyl-7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1/1)
In the title 1:1 adduct, C(7)H(6)N(2)S·C(9)H(10)O(5), all non-H atoms of the benzothia-zol-2-amine mol-ecule are essentially coplanar, with a maximum deviation of 0.0286 (9) Å for the S atom. In the crystal, inter-molecular N-H⋯O and O-H⋯N hydrogen bonds connect two mol-ecules of each type into centrosymmetric four-component clusters.
متن کاملAn unexpected formation of the novel 7-oxa-2-azabicyclo[2.2.1]hept-5-ene skeleton during the reaction of furfurylamine with maleimides and their bioprospection using a zebrafish embryo model.
An unexpected intramolecular cyclization during the reaction of furfurylamine with maleimides is reported as a novel strategy for the efficient green synthesis of the 7-oxa-2-azabicyclo[2.2.1]hept-5-ene skeleton. Under the same reaction conditions, 7-oxabicyclo[2.2.1]hept-5-enes were synthesized when furfurylamine was N-protected by the acetyl group. Both types of bicycloheptenes were screened ...
متن کامل