ChemInform Abstract: Bimanes. Part 24. Synthesis, Structure, and Dynamic Properties of Zero- Bridged Bimanes, 3,7-Dimethyl- and 3,7-Dichloro-4,6-(1′,2′-dimethylene) -1,5-diazabicyclo(3.3.0)octa-3,6-diene-2,8-diones (μ-0-syn-(CH2, CH3 or Cl)B) (original) (raw)
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The Journal of Organic Chemistry, 1981
acetamide (7.5 g, 130 mmol, mp 82 "C) and the mixture heated at ca. 100 "C for 24 h. After cooling, the mixture is thoroughly triturated with CH2C12, in which CH3 CONHz is not very soluble, and chromatographed on silica gel, using EtOAc as eluant. The first compound eluted proved to be the diacetamido derivative 32, produced in 25% yield (35 mg) after crystallization. The second product was the bridged N-acetylimino compound (33): identical with a sample produced from the bridged imino compound and readily hydrolyzed to that compound. The bridged N-acetylimino compound was formed in this reaction in approximately 10-15% yield, but was the major product if the ratio of acetamide to dibromo compound were much smaller, e.g., 151. Hydrolysis of the diacetamido compound (20 mg) to the diamino derivative (34) was effected by 15% HCl at room temperature for 2 h. After neutralization of the acid with NaHCO,, the product was extracted with CH2C12, and 34 was obtained as a yellowish ~~ solid, 10 mg (70%). syn-(CH3CONHCH2,CH3)B (32): yellow needles (i-PrOH);
ChemInform, 1991
An effective synthesis of tricyclic bimanes (p(C,)-syn-(CHz,Rl)B, RI = CH3 or Cl)) (3a-g, n = 1,2,3) from bis-acid chlorides via bis-3-keto esters and bis-pyrazolinones is described. The success of the synthesis is strong support for the previously proposed mechanism of bimane formation, via a diazacyclopentadienone and a diazoketene. Crystal structures for three chloro derivatives ( 3 W , n = 1,2,3) reveal that the bimane dihedral ring angle and crystal packing details vary with the size of the third ring. Other spectroscopic properties (IR, UV, and NMR) vary with dihedral angle.
Mendeleev Communications, 2001
The title compounds were synthesised by condensation of N,N'-dialkylsulfamides with glyoxal and structurally characterised by X-ray diffraction analysis. Cyclic sulfamides are biologically active substances. 1,2 The reactions of sulfamides and N-alkylsulfamides with 1,2-dicarbonyl compounds are widely used in the synthesis of 1,2,5-thiadiazole (thiadiazoline) 1,1-dioxides. 1,2
Alternative precursors to 1,4-acyl alkyl biradicals: cyclic N-acyl-1,1-diazenes
Journal of the American Chemical Society, 1984
George Gessert in providing illustrations of polyoxoanions appearing here and in our previous publication^.^ Supplementary Material Available: Detailed synthetic procedures for the synthesis of (B u~N)~H~S~~W~~N~~~~~ and (B U , N)~H S~~W ,~N~,~~, ; IR data and the ultracentrifugation solution molecular weight measurements on Si2W18Nb60778-and SiW9Nb30m7-(I pages). Ordering information is given on any current masthead page.
Journal of the Chinese Chemical Society, 2007
The facile synthesis of several 1,3-diazabicyclo[3.1.0]hex-3-ene derivatives with varying substitutions such as 2-methyl-6-(4-nitrophenyl)-2,4-diphenyl-(1), 2-methyl-6-(4-nitrophenyl)-4-phenyl-2-(pyridin-3-yl)-(2), 2-(furan-2-yl)-6-(4-nitrophenyl)-4-phenyl-(3), 2-(furan-2-yl)-6-(3-nitrophenyl)-4phenyl-(4), 6-(3-nitrophenyl)-2,4-diphenyl-(5) and 6-(4-chlorophenyl)-4-(3-nitrophenyl)-2-phenyl-(6) that all behave as "intelligent materials" are reported.