The 1,3-tautomerism associated with 2-(2-hydroxy-5-substituted-aryl)benzimidazoles was studied in different solvents. The effect of hydrogen bonding involving the hydroxyl group of the 2-aryl ring on the tautomerism was investigated using NMR spectroscopy. The influence of the solvent concentration on 2-(2-hydroxy-5-chloroaryl)benzimidazole was studied in acetone-d6 and DMSO-d6.
In the title co-crystal, C2H5NO2·C4H6O6, the gylcine molecule is present in the zwitterion form. In the tartaric acid molecule there is a short intramolecular O—H⋯O contact. In the crystal, the tartaric acid molecules are linked via pairs of O—H⋯O hydrogen bonds, forming inversion dimers. These dimers are linked via a number of O—H⋯O and N—H⋯O hydrogen bonds involving the two components, forming a three-dimensional network.
A novel method for the synthesis of 1,3-enynes is described through oxidative cyclization of the semicarbazones of Michael adducts having potential nitrile functionality. Reaction of these 1,3-enynes with diaryl nitrones has yielded a diastereomeric mixture of highly substituted 2,3-dihydro-1H-pyrrole derivatives via a tandem regioselective addition with subsequent rearrangement.
The synthesis of a new set of selenadiazoles, 4‐aryl‐5‐(1‐aryl‐2‐methyl‐2‐nitropropyl)‐1,2,3‐selenadiazoles (4) derived from 2‐[4‐methyl‐4‐nitro‐1,3‐diarylpentylidene]‐1‐hydrazinecarboxamide (3) has been reported. THF has been found to be the solvent of choice for this reaction. Structural features of 3 and 4 have been analyzed by NMR and X‐ray techniques.
Key indicators: single-crystal X-ray study; T = 290 K; mean (C-C) = 0.005 Å; R factor = 0.044; wR factor = 0.102; data-to-parameter ratio = 16.4.In the title compound, C 19 H 18 ClN 3 O 2 Se, the heterocyclic ring makes dihedral angles of 40.74 (12) and 51.76 (11) with the chlorophenyl and methylphenyl rings, respectively. The molecular structure is stabilized by weak intramolecular C-HÁ Á ÁSe and C-HÁ Á ÁO interactions, and the crystal packing is stabilized by weak intermolecular C-HÁ Á ÁO interactions.
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